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Acushnet
Agawam
Alford MA
Amherst MA
Aquinnah MA
Arlington MA
Ashburnham MA
Ashfield MA
Barnstable MA
Barre
Becket MA
Belchertown
Berkshire
Beverly
Blandford
Boston MA
Bourne MA
Brant Rock
Brewster MA
Bridgewater
Brimfield
Brookline
Buzzards Bay
Cambridge MA
Cape Ann
Cataumet MA
Centerville MA
Charlemont MA
Chatham MA
Chesterfield MA
Chilmark MA
Clarksburg
Cohasset MA
Colrain
Concord
Conway
Cotuit MA
Cummaquid
Dalton MA
Dartmouth MA
Dedham
Dennis MA
Dennisport MA
Douglas MA
Duxbury MA
East Dennis MA
East Longmeadow
East Otis
East Sandwich MA
Eastham MA
Edgartown MA
Essex MA
Everett
Fairhaven MA
Falmouth MA
Forestdale
Gloucester
Grafton
Granville
Great Barrington MA
Green Harbor
Hancock MA
Harwich Center
Harwich MA
Harwich Port MA
Hatfield
Hawley
Hinsdale MA
Holbrook
Holland MA
Housatonic
Hubbardston
Hull MA
Hyannis
Hyannis Port
Ipswich MA
Kingston MA
Lakeville MA
Lancaster MA
Lanesboro
Lee MA
Lenox MA
Lincoln
Ludlow
Lynn MA
Malden
Manchester MA
Manchester-by-the-Sea
Manomet MA
Marblehead MA
Marion MA
Marlborough MA
Marshfield MA
Marstons Mills MA
Martha's Vineyard MA
Mashpee MA
Mattapoisett MA
Medford
Menemsha MA
Middleborough
Montague
Monterey MA
Monument Beach MA
Nahant
Nantucket MA
Needham
New Bedford
New Marlborough MA
New Salem
New Seabury MA
Newbury
Newburyport MA
Newton
North Adams MA
North Andover
North Chatham
North Eastham
North Egremont
North Truro MA
Northampton MA
Norton
Oak Bluffs MA
Onset MA
Orleans MA
Osterville MA
Otis MA
Pepperell
Pittsfield MA
Plainfield
Plainville
Plum Island MA
Plymouth MA
Pocasset MA
Provincetown MA
Quincy
Revere
Richmond MA
Rockport MA
Sagamore
Sagamore Beach MA
Salem MA
Salisbury MA
Sandwich MA
Saugus
Savoy MA
Scituate MA
Seekonk
Sheffield MA
Shelburne Falls MA
Siasconset MA
Silver Beach
Somerville
South Chatham
South Dennis MA
South Harwich
South Lee
South Orleans MA
South Yarmouth MA
Southbridge
Southfield
Springfield
Stockbridge MA
Sudbury
Swampscott MA
Teaticket
Truro MA
Tyringham MA
Upton MA
Uxbridge
Vineyard Haven MA
Waquoit
Wareham MA
Watertown
Wellesley
Wellfleet MA
West Barnstable
West Brookfield
West Chatham
West Dennis MA
West Hyannisport
West Medford
West Newbury
West Springfield
West Stockbridge MA
West Tisbury MA
West Yarmouth MA
Westford
Westhampton
Westminster
Westport MA
Westport Point
Weymouth
White Horse Beach
Williamstown MA
Woods Hole MA
Worcester
Yarmouth MA
Yarmouth Port
Found 5502 massachusetts vacation rentals
5/5
15
Sleeps
5
Bedrooms
2
Baths
pets
Villa-House
5/5 Reviews (41)
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(€ 1,641  £ 1,498)
From
$ 1,820 /Week 
or $260 /night (Min Stay 2 nights)
5/5 Reviews (41)
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West Stockbridge MA, Massachusetts USA

(minimum stay 2 nights)
pets Pets Allowed
Berkshire Farmhouse Vacation
Quaint, , 2 story 1850's farmhouse in the Berkshires with original ceiling beams and 16" floor boards in much of the house. Fully furnished with 5 bedrooms, 2 full baths and a gorgeous screened-in porch overlooking 4 acres of gardens, stream and wooded mountains. Country kitchen with dish washer, microwave, toaster oven, coffee maker and lots of cooking utensils. Full dining room with butcher block table that seats 12 and 2 complete sets of dinnerware; glasses, mugs, and wine glasses. Large living room with 2 full couches (one is a comfortable queen pull out and the other is a great napping or over night sleeping couch), a love couch, and rocking chairs. 4 bedrooms upstairs- 3 with double beds, and 1 with single bed. 1 bedroom downstairs with king bed. All beds have memory foam toppers, sheets, pillows, blankets. Downstairs bathroom has washer and dryer; towels Perennial gardens and lar...

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4/5
9
Sleeps
4
Bedrooms
2
Baths
pets
Villa-House
4/5 Reviews (3)
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(€ 1,420  £ 1,296)
From
$ 1,575 /Week 
or $225 /night (Min Stay 2 nights)
4/5 Reviews (3)
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Hancock MA, Massachusetts USA

(minimum stay 2 nights)
pets Pets Allowed
2200sf Country House on 16 Acres-2 Miles to Jiminy
Come and enjoy our beautiful mountain retreat - A home for every season. This charming home away from home is a wonderful place for family, friends and romance. Only 3 minutes from Jiminy Peak! With over 2200 square feet, this new country home has plenty of space for everyone yet a very cozy feel. Each one of the 3 large bedrooms has walk-in closets and beautiful new funishings. The master suite has a king size bed and matching furniture with a brand-new 32" Samsung LCD HDTV. The attached master bathroom has a huge Jacuzzi tub for two. Step out onto the balcony from the living room for a magnificent open view of the mountains. Enjoy a movie on your 46" Sony HDTV while enjoying the heat from the wood-burning stove. The enclosed basement can be used as a playroom or den or as a closed-off 4th bedroom with a couch that opens up into a queen sized bed. Explore the 16 acres of trails on th...

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5/5
10
Sleeps
4
Bedrooms
3
Baths
pets
Villa-House
5/5 Reviews (8)
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(€ 1,231  £ 1,124)
From
$ 1,365 /Week 
or $195 /night (Min Stay 2 nights)
5/5 Reviews (8)
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Wellfleet MA, Massachusetts USA

(minimum stay 2 nights)
pets Pets Allowed
ac_unit Air Conditioning
Oysterfest! Cove View Cottage Wellfleet, walk to water, pets, Linens, Wifi
BOOK 7 DAYS OR MORE FOR A DISCOUNT! Total relaxation and comfort, your family will love this beautifully decorated pet friendly 4BR/2.5BA beach rental home, great for multiple families. Tucked among tall pines in the quiet residential neighborhood of Indian Neck in Wellfleet, just 2 towns away from Provincetown, enjoy a prime location within minutes walking distance of Chipman?s Cove and other bayside beaches and just a 6 min. drive or 25 min. walk to downtown Wellfleet. Spread out in the open concept upstairs living/dining/kitchen areas, the downstairs den (perfect for the kids) and a seasonal bonus room above the garage perfect for the big kids, or enjoy the wealth of outdoor activities in the area, including fishing, swimming, hiking, and surfing. Featuring: * A cook?s kitchen w/modular Jenn-Air cooktop (grill inside on rainy days!), newer oven & fridge, oils, spices & every tool...

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5/5
8
Sleeps
4
Bedrooms
3
Baths
pets
pool
Villa-House
5/5 Reviews (4)
verified_user Book Online  
(€ 1,735  £ 1,585)
From
$ 1,925 /Week 
or $275 /night (Min Stay 2 nights)
5/5 Reviews (4)
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Becket MA, Massachusetts USA

(minimum stay 2 nights)
pool Swimming Pool
pets Pets Allowed
Escape to the Berkshires!
Come to the Berkshires and stay in one of the most beloved areas of Massachusetts. We are located close to Lenox, Stockbridge, Lee, Great Barrington and more. Our 3400 square foot ranch home is located in the heart of the Berkshires awaiting memorable times with your family and friends. Our local lake is a beautiful respite and available for picnicking and swimming all day long. We also have a tennis court in town that is public. A scenic drive away from the iconic Berkshires destinations including: Jacob's Pillow, Tanglewood, the Norman Rockwell Museum and historic Lenox, Stockbridge and Great Barrington where you will find dining, music, and culture. Near Williamstown where you can enjoy The Clark and Shakespeare Festivals. Fall foliage, spring in bloom, and picturesque winters are what keep us tied to the splendor of the Berkshires. Is skiing your thing, then the Berkshires has th...

Booked      Available           highlight_off   
8
Sleeps
4
Bedrooms
3
Baths
Villa-House
 
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(€ 3,155  £ 2,881)
From
$ 3,500 /Week 
or $500 /night (Min Stay 7 nights)
 
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Wellfleet MA, Massachusetts USA

(minimum stay 7 nights)
Light-Filled Wellfleet Contemporary Huge Deck & AC
Beautiful Wellfleet Geiger-Phillips architect-designed 4 bedroom custom home (2300 sq ft) with all amenities nestled in the woods of Wellfleet - only 1 mile to the center of town and marina. 3 beaches on the bayside (flat, warmer, kid-friendly) are nearby and 3 more on the oceanside (waves, surf, national seashore) are a 5 minute drive. This home borders conservation land, national seashore and the Herring River offering a peaceful oasis with amazing sunsets and birds. House has an open plan upstairs, beautiful large deck for relaxing and grilling, and a king-bed master suite with its own private deck. Downstairs are 3 more bedrooms and 1.5 baths. 2 car garage, privacy, and quiet on a dead-end cul-de-sac. Wellfleet is one of the most inviting communities for vacationing on Cape Cod thanks to its many bayside and oceanside beaches (and the secret kettle-ponds for fresh-water swimmi...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
2
Baths
pets
pool
Villa-House
 
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(€ 2,253  £ 2,057)
From
$ 2,499 /Week 
or $357 /night (Min Stay 1 night)
 
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Mashpee MA, Massachusetts USA

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
10 Mashie Circle
Located in the Mews section of New Seabury, this one floor home is perfectly designed for maximum rental enjoyment! Right outside your glass sliders is your heated private pool and meditation garden. Spend your days floating your cares away. Inside you will find an open concept living/dining area and the kitchen. Off of the kitchen and dining area is the TV room with a sectional sofa that can pull out to a queen sleeper. The first guest room at the front of the home has two twin beds. Past the living area is the second guest bedroom and a full bath in the hallway with a tub/shower combination. The master suite has a queen bed, a slider to the pool, cable TV and a ensuite bath with a beautiful glass shower. New Seabury's location offers plenty of things to do: stroll through Popponesset Marketplace and be sure to get a lobster roll at Raw Bar, drive 8-10 minutes away to Mashpee C...

Booked      Available           highlight_off   
5/5
10
Sleeps
4
Bedrooms
4
Baths
pets
Villa-House
5/5 Reviews (1)
verified_user Book Online  
(€ 6,758  £ 6,171)
From
$ 7,497 /Week 
or $1,071 /night (Min Stay 1 night)
5/5 Reviews (1)
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West Yarmouth MA, Massachusetts USA

(minimum stay 1 night)
pets Pets Allowed
2 Railway Bluffs
Overlooking scenic and historic Hyannis Harbor, this Cape house offers over 3400 square feet of living space. Classical design, combining charm and space. Features include panoramic water views, vaulted ceilings, wood floor, custom kitchen featuring SubZero, Bosch, and Wolf appliances, and a first-floor master bedroom with en-suite. Enjoy ocean breezes while relaxing on the Bluestone patio or take in the scenic vistas from the second floor balcony off the family room. A beautiful sandy beach awaits you right at your doorstep. The second level has three bedrooms, a sitting area and two full baths. There is a bonus sleeping area in the lower level with four beds. Nearby attractions include Hyannis Harbor and restaurants and shops on Main Street in Hyannis. **Subject to all applicable taxes and fees. Additional amenities: Full Kitchen Amenities: BBQ IRON DISHWASHER<...

Booked      Available           highlight_off   
6
Sleeps
2
Bedrooms
3
Baths
pets
Villa-House
 
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(€ 2,474  £ 2,259)
From
$ 2,744 /Week 
or $392 /night (Min Stay 1 night)
 
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Mashpee MA, Massachusetts USA

(minimum stay 1 night)
pets Pets Allowed
11 Southeast Pass
Located in the new Sea Quarters section of New Seabury this beautiful townhouse shares views of the Dunes Golf Course with a first floor master, second level bedroom and loft area with pull out sofa. The home sleeps 6 guests comfortably. Love to cook? This gourmet kitchen will make cooking enjoyable. Eat breakfast out on the sun porch and grill your dinner on the gas grill. Tenants have access to two pools in Sea Quarters, one of which is right across the road! Central A/C ensures you and your guests will be comfortable on those warm summer days. Spend your vacation in time in one of the most desirable communities on Cape Cod: New Seabury. Down the road you will find the Popponesset Marketplace, with several quaint shopping and dining options. Just a ten minute drive away is Mashpee Commons, Cape Cod's premier outdoor shopping/entertainment/dining complex. 1.8 Miles away you will fin...

Booked      Available           highlight_off   
13
Sleeps
4
Bedrooms
3
Baths
pets
Villa-House
 
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(€ 4,051  £ 3,699)
From
$ 4,494 /Week 
or $642 /night (Min Stay 1 night)
 
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West Dennis MA, Massachusetts USA

(minimum stay 1 night)
pets Pets Allowed
107 Fisk Street
Be the first guests to enjoy this newly constructed 4 bedroom, 3.5 bath home on Kelleys Pond in West Dennis. Built with every modern convenience in mind, this home will please the most discerning renters. Featuring an open concept main floor with an expansive chef's kitchen and oversized island. The space flows into the tv area, sitting area and then the dining area. Off of the dining area is a private study with a Murphy bed. The main floor bedroom has been charmingly imagined as a ships bunk room, with 5 sleeping perches with individual wall lighting. A full bath services the two main level sleeping areas and a half bath serves the living areas of the home. On the upper level, you will find three more bedrooms including the master bedroom with ensuite bath. The master bath features a stunning picture window with soaking tub, dual vanities and extra large shower. The guest room...

Booked      Available           highlight_off   
8
Sleeps
4
Bedrooms
3
Baths
pets
Villa-House
 
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(€ 4,954  £ 4,523)
From
$ 5,495 /Week 
or $785 /night (Min Stay 1 night)
 
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Mashpee MA, Massachusetts USA

(minimum stay 1 night)
pets Pets Allowed
10 Spoondrift Circle
Newly built home with an open floor plan featuring a well appointed gourmet kitchen, dining area and nicely furnished and decorated family room. First floor master with private bath and deck. The additional 3 bedrooms are located on the 2nd floor. An additional living room located at the finished walk out basement to the backyard and water access. The large deck has a BBQ gas grill, outdoor dining area and chaise lounge chairs and tables for you to relax and enjoy the boats go by. Subject to applicable taxes and fees. Walk or take your boat to "The Spit" and enjoy a lovely sandy beach. Nearby attractions are South Cape Beach, Mashpee Commons, New Seabury Market Place, Poppoesset Inn, New Seabury Country Club and Mashpee Commons. Additional amenities: Dock/Boat-slip, Full Kitchen Amenities: BBQ IRON DISHWASHER INTERNET ACCESS TOWELS PROVIDED MI...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
2
Baths
Villa-House
 
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(€ 2,259  £ 2,063)
From
$ 2,506 /Week 
or $358 /night (Min Stay 7 nights)
 
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Edgartown MA, Massachusetts USA

(minimum stay 7 nights)
ac_unit Air Conditioning
DELLA - Beautiful Newly Updated Cape Style Home, Association Tennis Courts 2 mi
This lovely three bedroom 2.5 bath home features sun filled rooms, open floor plan throughout, screened porch set up as a summer living room with sectional sofa and a large deck with patio dining and chairs, additional chaise lounge chairs and Weber Genesis Gas Grill. Note: The all new sectional porch sofa and patio furniture have arrived but cannot be photographed until spring. New artwork, additional night stands, lamps and decor items to arrive throughout spring. Upon entering this summer oasis you are treated to the all newly painted interior in coastal gray tones, hardwood floors throughout, open floor plan on both levels and glass sliders leading from three different areas to the large summer deck. The main living room with wall mount 40? TV flows into a spacious relaxed dining area. The dining area opens to the screened porch on one side and to the deck on the other and ...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
2
Baths
pets
Villa-House
 
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(€ 555  £ 507)
From
$ 616 /Week 
or $88 /night (Min Stay 2 nights)
 
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Orleans MA, Massachusetts USA

(minimum stay 2 nights)
pets Pets Allowed
ac_unit Air Conditioning
#501: Bring your kayaks! Beautiful home, steps from dock on Pleasant Bay.
*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for vacation weekends; changeovers can be any day of the week. If you have any additional questions please inquire. Thank you! Starting June 10th, we offer our lowest prices for summer stays - grab your dates before they are gone! Book today! #501 Viking Cottage: Newly renovated, sunny, secluded home with view & access to saltwater! Enjoy the pleasures of a waterfront property - Wake up to views of a peaceful Pleasant Bay inlet from this sun-filled, modern 3-bedroom cottage in the woods. Launch your kayak or canoe to explore beautiful Pleasant Bay; fish from the dock plus use of the dock for a large boat is also possible for an additional fee. The quiet location is convenient to ...

Booked      Available           highlight_off   
8
Sleeps
4
Bedrooms
2
Baths
Villa-House
 
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(€ 5,862  £ 5,353)
From
$ 6,503 /Week 
or $929 /night (Min Stay 7 nights)
 
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Nantucket MA, Massachusetts USA

(minimum stay 7 nights)
19 Ranger Road
This renovated summer house nestled on the hillside in the beautiful island settlement in Dionis. Enjoy stunning distant water views from ample deck with an outdoor picnic table and chairs. This vintage charming house is in short distance to Dionis Beach. Perfect for a true Nantucket vacation. First Floor: Enter a large light living room with access to the deck with water views and moors. Renovated kitchen ie equipped with cooking amenities and has a wooden counter with bar stools. Enjoy a sitting area with an antique fireplace and shelves with books. Two bedrooms with a shared bathroom consisting of a tub and a walk-in shower. Bedroom with two twin beds has sliding doors to a deck. Second Floor: Bedroom with a King size bed and ample ceiling. Another bedroom has three twin size beds. Both bedroom have a shared bathroom. Amenities: BBQ CENTRAL HEATING INTERNET ...

Booked      Available           highlight_off   
6
Sleeps
4
Bedrooms
2
Baths
Villa-House
 
verified_user Book Online  
(€ 2,253  £ 2,057)
From
$ 2,499 /Week 
or $357 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8382 Schoenfeld
2019 Rental Rates (Cleaning Fee Included): In-Season: $3,675 per week **Special Reduced Pricing for the 7/27th week only at $3175 - Take Advantage Now to Save** Off-Season: $2,675 per week Click for More Photos, Map, and Availability Calendar Classic Chatham home, remodeled in 2016, located in the heart of the village and just steps to Mill Pond! It features comfortable furnishings, and a completely renovated kitchen with sparkling appliances and renovated bathrooms. Enjoy what Chatham has to offer from the best location in town. Walk to Lighthouse Beach for a gorgeous day at the beach, and take advantage of the many upscale restaurants on Main Street. Relax on the front porch after a long day at the beach or boating on Mill Pond and then it is a quick stroll for shopping at some of the finest stores on Cape Cod. This rental is perfect for the smaller family looking to experience the b...

Booked      Available           highlight_off   
10
Sleeps
4
Bedrooms
4
Baths
pets
Villa-House
 
verified_user Book Online  
(€ 3,471  £ 3,169)
From
$ 3,850 /Week 
or $550 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
pets Pets Allowed
ac_unit Air Conditioning
8380 OShea
2019 Rental Rates (Cleaning Fee Included): In-Season: $5,750 per week Off-Season: $4,100 per week Click for More Photos, Map, and Availability Calendar Wonderful four bedroom home, right in town! Located on a quiet cul-de-sac off of Cross Street, this spacious home offers plenty of living space and upscale furnishings throughout. It features an en suite master on the first floor, and three large upstairs bedrooms. It offers an open floor plan, perfect for families to spread out and enjoy board games, puzzles, reading and movies. There is a private backyard and patio off the back of the house, perfect for lazy afternoons in the sun. This beautiful home is an easy walk to all the shops and restaurants in town, as well as swimming at kid-friendly Oyster Pond Beach! This is the perfect spot for your family's Chatham summer vacation! Additional amenities: 1/2 Bath 1, A/C Units Central, Area T...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
N/A
Baths
Villa-House
 
verified_user Book Online  
(€ 2,789  £ 2,547)
From
$ 3,094 /Week 
or $442 /night (Min Stay 1 night)
 
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North Chatham, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8342# Castle
2019 Rental Rates (Cleaning Fee Included): In-Season: $6,425 per week Off-Season: $3,325 per week Click for More Photos, Map, and Availability Calendar Gorgeous home near picturesque Scatteree Beach in N. Chatham! The "upside-down" floor plan features the kitchen and master bedroom on the second floor and offers wonderful views of Pleasant Bay and the Atlantic from the 2nd floor screened-in porch and living room. The home is filled with beautiful, up-scale furnishings, and you can enjoy the screened-in porch for relaxing bug-free cocktail hours after a long day at the beach. Stroll to Scatteree and Cotchpinicutt Landings for a dip and walk on the beach. Downtown Chatham is a quick bike ride - perfect for a day of shopping. Take advantage of the large yard for outdoor games too - this stunning home offers it all! 2 TV's: 1 in Upstairs Living room and 1 in 1st Floor Family Room Additional ...

Booked      Available           highlight_off   
8
Sleeps
4
Bedrooms
3
Baths
Villa-House
 
verified_user Book Online  
(€ 3,603  £ 3,290)
From
$ 3,997 /Week 
or $571 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8037 Samson
2018 Rental Rates: In-Season: $7200 per week, plus $275 cleaning fee No Off-Season Click for More Photos, Map, and Availability Calendar Beautiful home in Hardings Shores, with fabulous views of Nantucket Sound! Hear the water, see the water and walk to the water from this 4BR home! Views from every room! This wonderful home is filled with upscale furnishings, including a brand new kitchen for 2017! It also features a 65-inch Flat Screen TV in the living area, Xbox, wireless internet, air conditioning and a nice big deck with spectacular water views. New renovations include a totally renovated exterior, kitchen, dining area, 2nd floor with a new master bathroom suite and a 2nd-floor outdoor deck. Best of all, only steps to a private part of popular, kid-friendly Hardings Beach! Large flat screen TV's in the bedrooms, ping pong table, and more! This is the perfect beach rental- it has eve...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
N/A
Baths
Villa-House
 
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(€ 3,332  £ 3,042)
From
$ 3,696 /Week 
or $528 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8336 Wood, Bob
2019 Rental Rates (Cleaning Fee Included): In-Season: $5,225 per week Off-Season: $3,925 per week Click for More Photos, Map, and Availability Calendar It is all about location! This spacious 4 +BR home, recently renovated, is located across from Oyster Pond and is a quick walk to everything downtown Chatham has to offer. New screen porch, new bathrooms and a new kitchen to name a few of the exciting updates! The living-room features lo Upstairs you have a new master suite with king bed, walk in closet, bathroom and large sun deck. The second floor also offers a lovely loft area with a pullout sofa bed, another King bedroom and a smaller Twin bedroom, that all share a full bath. The house offers two outside decks for fabulous views and sunsets over Oyster Pond. Plenty of space out on the front yard for relaxing evenings after all day in town or at the beach. This gorgeous home has it all...

Booked      Available           highlight_off   
7
Sleeps
3
Bedrooms
2
Baths
Villa-House
 
verified_user Book Online  
(€ 1,666  £ 1,521)
From
$ 1,848 /Week 
or $264 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8328# Snow, N.
2019 Rental Rates (Cleaning Fee Included): In-Season: $2025 per week No Off-Season Click for More Photos, Map, and Availability Calendar Cozy cottage located in popular Harding's Hills! This cottage provides plenty of comfortable living space and three bedrooms. There is a family room with TV, a living room, and small enclosed porch with a futon and TV. New appliances, flat screen TV, central air conditioning and fresh paint. Located in a very kid-friendly neighborhood, you can walk to the association picnic area with a dock - perfect for family dinners, and kayaking! Easy walk to the warm waters of Harding's Beach as well. *Bunk Bed has Twin on top, and Double on the Bottom* Additional amenities: 1/2 Bath 1, A/C Units Central Air, Area Hardings Beach, Bedding rm1 King, Bedding rm2 Queen, Bedding rm3 1 Twin, 1 BunkBed (Full Lower & Twin Upper), Bedrooms 3.00, CD, Dist. To Downtown 2.5 ...

Booked      Available           highlight_off   
12
Sleeps
5
Bedrooms
N/A
Baths
Villa-House
 
verified_user Book Online  
(€ 2,701  £ 2,466)
From
$ 2,996 /Week 
or $428 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8373# Sonis
2019 Rental Rates (Cleaning Fee Included): *SPECIAL FOR 7/13-20!!* $3,225 per week No Off-Season Click for More Photos, Map, and Availability Calendar Lovely five-bedroom home on a quiet side street, in a great central location, with plenty of room for two families! It features a spacious living-room/sun-room, and a gorgeous gourmet kitchen with Silestone counter tops, an oversized stainless sink, custom cabinets and storage space galore. The kitchen opens into the living room with comfy seating, and the dining area. Everyone will love the enormous sun-room with large custom windows and rain censored skylights for an abundance of sunlight. It offers a master on the first floor AND second floor, both with ensuite bathrooms. The second floor also has one full bath, and a bedroom with two twins, and another bedroom with a Bunkbed with Double on the bottom, and Twin on top, with a Twin tru...

Booked      Available           highlight_off   
10
Sleeps
4
Bedrooms
4
Baths
Villa-House
 
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(€ 2,253  £ 2,057)
From
$ 2,499 /Week 
or $357 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8363 Lazarus
2019 Rental Rates (Cleaning Fee Included): In-Season: $4,125 per week Off-Season: $2725 per week Click for More Photos, Map, and Availability Calendar Fabulous four bedroom rental with 2 full baths and two half baths. Everyone will love this sparkling in-town Chatham home! You can hook up to the Sonos sound system with your iPad or phone in the main living area, back deck and basement, or go retro with a record player now to enjoy old school vinyl as well. Enjoy the finished basement/play room with table tennis and Smart TV, which makes it easy for the whole family to spread out. The home is down a private, quiet lane, with a large deck for family meals and spacious backyard, backing up to conservation land. The location is perfect! You can easily walk to all the beautiful downtown shops and restaurants, the playground and Chatham A's field, as well as swimming in the warm kid-friendly w...

Booked      Available           highlight_off   
8
Sleeps
4
Bedrooms
4
Baths
Villa-House
 
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(€ 2,884  £ 2,633)
From
$ 3,199 /Week 
or $457 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8365# Gleason, J.
2019 Rental Rates (Cleaning Fee Included): In-Season: $4700 per week Off-Season: $3400 per week Click for More Photos, Map, and Availability Calendar Charming, and updated Cape home located just steps from Lighthouse Beach and a just under 1 mile to the center of Chatham. Lovely furnishings throughout, central air, and sun-filled living spaces. Lots of outdoor space also, with a large deck, yard and enclosed outdoor shower. A classic, beautiful home to spend your Chatham vacation with your family! Additional amenities: 1/2 Bath 1, A/C Units Central, Area Lighthouse, Bedding rm1 Queen1st fl., Bedding rm2 2 Twins2nd fl., Bedding rm3 1 Twin w Twin/trundle2nd, Bedding rm4 1 Queen, 1 Twin & 1 Twin Trundle, Bedrooms 4.00, Dist. To Downtown 3/4 mile, Distance to Beach Within 1 Block, Fans 5, Heat, Iron & Board, Lobster Pot, Name of beach Lighthouse Beach, Number of Full and Half Baths 3.5, Off ...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
2
Baths
Villa-House
 
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(€ 3,332  £ 3,042)
From
$ 3,696 /Week 
or $528 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8354# McIntyre
2019 Rental Rates (Cleaning Fee Included): In-Season: $3900 per week No Off-Season Click for More Photos, Map, and Availability Calendar Recently renovated Bright and cozy Cape with granite countertops and hardwood floors throughout main level. Open floor plan is perfect for gathering, and a nice size deck off the back. Plenty of spread out room in the large upstairs bedrooms as well! A great beach rental in one of Chatham's most desirable beach neighborhoods! Wireless Internet and 4 TVs~ Family Room, Finished Basement, and 2 Bedrooms Additional amenities: A/C Units Central Air, Area Ridgevale Beach, Bedding rm1 Queen ~ 1st floor, Bedding rm2 Queen ~ 2nd floor, Bedding rm3 4 Twins (2 trundle beds) ~ 2nd floor, Bedrooms 3.00, CD, Dist. To Downtown 3 miles, Distance to Beach 1/2 mile, Fans 3, Heat Oil, Iron & Board, Lobster Pot, Name of beach Ridgevale Beach, Number of Full and Half Baths ...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
N/A
Baths
Villa-House
 
verified_user Book Online  
(€ 1,622  £ 1,481)
From
$ 1,799 /Week 
or $257 /night (Min Stay 1 night)
 
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North Chatham, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8309 Trailor
2019 Rental Rates (Cleaning Fee Included): In-Season: $2,725 per week Off-Season: $2,025 per week Click for More Photos, Map, and Availability Calendar Spacious home on quiet cul-de-sac in North Chatham, walking distance to a town landing with a dock and beach, perfect for kayaking, fishing and more! This wonderful home offers a newly remodeled kitchen for 2019, central air, three bedrooms, two living areas, plus a finished basement! There is also a nice front yard, as well as large back deck and yard. Recently updated, it is filled with comfortable furnishings and new appliances. This well-appointed home offers an open floor plan, perfect for family gatherings, that can spill out on to the deck. Take a nice walk after dinner to the beach, or just around the neighborhood. Downtown Chatham and Oyster Pond Beach is only 2.5 miles away, and the closest beach is Jackknife on Pleasant Bay, gr...

Booked      Available           highlight_off   
2
Sleeps
1
Bedrooms
N/A
Baths
Villa-House
 
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(€ 896  £ 818)
From
$ 994 /Week 
or $142 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
8313 Baldwin 11A
2019 Rental Rate: $1100 per week including the cleaning fee ~~ FRIDAY to FRIDAY~~ Off-Season $1000 per week, including cleaning fee Click for More Photos, Map, and Availability Calendar Charming brand new cottage located just steps from Main St and the beaches of Shore Rd! Centrally located, it still offers a quiet, tranquil setting overlooking conservation land. Perfect for two people! Additional amenities: A/C Units 1 in Main Living Area, Area Town, Bedding rm1 1 Double & 1 Twin, Bedrooms 1.00, Dist. To Downtown in Town, Distance to Beach 1/2 mile, Fans 2, Lobster Pot, Name of beach Claflin Landing, Number of Full and Half Baths 1, Off Street Parking 1, Outside Furniture, PriceClass Under $1,000, Shower Only 1, Sleep Cap 2, Square Footage 900, Toaster/Toaster Oven, Trash Pickup day Owner does daily, Type of Coffee Maker Auto Drip, Year Built 2014 Amenities: BBQ INTE...

Booked      Available           highlight_off   
9
Sleeps
3
Bedrooms
2
Baths
Villa-House
 
verified_user Book Online  
(€ 3,647  £ 3,330)
From
$ 4,046 /Week 
or $578 /night (Min Stay 1 night)
 
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Chatham MA, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8312# Jordan
2019 Rental Rates (Cleaning Fee Included): In-Season: $6,300 per week Off-Season: $4,300 per week Click for More Photos, Map, and Availability Calendar This wonderful home offers everything you could need or want for your Chatham vacation. It features central air, WIFI, plenty of living space and a huge beautiful yard, as well as the perfect location! There are two master bedrooms, and a spacious kid bedroom with three twins and an adjacent room queen sleeper and flat screen TV~the perfect kid hang-out area. There is also a small playroom in the finished basement. It is filled with comfortable upscale furnishings and a wonderful yard that is perfect for outdoor games and lazy afternoons if it is not a beach day! It is an easy walk to the playground, the ball field, swimming at Oyster Pond, the Candy Store and more. This is the place for you! Wireless Internet and 4 TV's : Living Room, Bo...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
1
Baths
Villa-House
 
verified_user Book Online  
(€ 1,710  £ 1,561)
From
$ 1,897 /Week 
or $271 /night (Min Stay 1 night)
 
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South Chatham, Massachusetts USA

(minimum stay 1 night)
ac_unit Air Conditioning
8305 # Tietjen
2019 Rental Rates (Cleaning Fee Included): $2,250 per week ~ NEW Special Rate for remaining June, July & August weeks $2050 (Excludes Week of 8/3 to 8/10) No Off-Season Click for More Photos, Map, and Availability Calendar This charming cottage is a short walk to the warm waters of kid-friendly Cockle Cove Beach so leave the car behind and forget having to pay for parking! It is also across the street from Taylor's Pond, a large salt water pond perfect for kayaking and fishing. The Cape Cod Rail Trail is a 5 minute drive away too! Take advantage of the spacious outside areas, filled with flowering plants,plenty of seating and a fire pit. You can also enjoy dinner and drinks out on the a deck. Downtown Chatham a quick drive. This cozy summer cottage is the perfect spot spend your family vacation ~~ in a great location that offers everything! Wireless Internet and 1 TV in Living Room Addit...

Booked      Available           highlight_off   
7
Sleeps
4
Bedrooms
3
Baths
pets
Villa-House
 
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(€ 4,512  £ 4,120)
From
$ 5,005 /Week 
or $715 /night (Min Stay 7 nights)
 
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Eastham MA, Massachusetts USA

(minimum stay 7 nights)
pets Pets Allowed
ac_unit Air Conditioning
Steps to Campground Beach
Everything you would want in a vacation home and just steps to Campground Beach! This 4 bedroom, 2.5 bath updated home has peeks of the bay to show just how close you really are. This spacious home offers a modern and updated kitchen with Stainless Steel appliances including a gas oven , top of the line custom cabinets, prep sink and granite counters. Other luxuries include WIFI, Washer/Dryer, hardwood flooring and slider that opens to awning covered back deck. A second inviting outdoor space is under the pergola with newly added fire pit and gas grill. Choose to dine outside or bring it in to the dining room. The family room has a fireplace and television to unwind after a day of play. The Master bedroom offers a queen bed and private full bath. There are 3 more bedrooms that total 5 twin beds together that share the second full bath. Rinse off the sand in the outdoor shower. A/C units ...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
2
Baths
Villa-House
 
verified_user Book Online  
(€ 1,010  £ 922)
From
$ 1,120 /Week 
or $160 /night (Min Stay 2 nights)
 
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Edgartown MA, Massachusetts USA

(minimum stay 2 nights)
Secluded home in quiet neighborhood near bike paths & Morning Glory Farm!
Colonial Blue on Whalers Walk Recently renovated, this Edgartown home has two decks and a wood stove, making it the perfect spot for a vacation! The neighborhood is quiet and residential, but that doesn't mean there isn't fun to be had. Manuel F. Correllus State Forest is only four miles away and Joseph Sylvia State Beach isn't much farther. The comfortable living room has a large sectional sofa and cable TV. You can head out onto the deck via the sliding glass doors, too. Prep your dinner in the gourmet kitchen with its high-end appliances, including a stainless steel stove and dishwasher. Enjoy your home-cooked meal at the five-seat dining table, two-seat breakfast bar, or the deck with its gas grill for summer BBQs. You'll find three bedrooms that offer plenty of space for all eight guests. The master suite has a queen bed, modern furniture, and an en-suite bath. A seco...

Booked      Available           highlight_off   
10
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
 
verified_user Book Online  
(€ 1,167  £ 1,066)
From
$ 1,295 /Week 
or $185 /night (Min Stay 2 nights)
 
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Hancock MA, Massachusetts USA

(minimum stay 2 nights)
pool Swimming Pool
ac_unit Air Conditioning
Updated Jiminy Peak Condo w/ Patio & Pool Access!
Let this newly-renovated Hancock condo be your home base for a New England escape! Nestled along the scenic border between New York and Massachusetts in the Jiminy Peak Mountain Resort, this vacation rental for 10 offers 2 bedrooms, 2 baths, and a new loft. The interior has been extensively remodeled and expanded with a loft, stone-faced fireplace, heating and cooling system, and an expanded deck. All these features make it ideal for groups looking to hit the slopes, explore the area, or relax! - THE PROPERTY - Master Bedroom: Queen Bed | Bedroom 2: Twin Daybed w/ Twin Trundle | Loft: 2 Twin Beds, Queen Sleeper Sofa | Living Room: Queen Sleeper Sofa The unit comes fully furnished with all of the amenities of home, including a wood-burning fireplace, an in-unit washer and dryer, 4 flat-screen cable TVs, and in-unit WiFi service. When dinnertime rolls around, prepare your favorite di...

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Welcome to our massachusetts vacation rentals and American vacation home rentals page.

Find massachusetts villa rentals using the search facility or use the region links to browse through specific massachusetts vacation region. We advertise holiday home ads listed direct by owners or agents. Vacation rentals in massachusetts are all furnished self catering lets in massachusetts that rent on short term bases and all of our listings come with weekly prices and pictures. To search for a specific type of vacation accommodation, select your letting type, Villa, House, Apartment, Condo, Townhouse, Barn, Farm, Chateau, Island, Castle, Flat, Penthouse, Hotel or even beach front mansions, lakeside cabins or winter skiing chalets. You can also search for condo rentals with pools or other suitability using our advanced search facility, Golfing getaways, Fishing Cabins, surfing and beachfront condos. All of our massachusetts holiday rental adverts are updated daily and you are free to contact the owner or agent directly. With a large selection of property adverts, from cheap massachusetts properties to luxury resort homes for rent in massachusetts . Property owners easily advertise your vacation home in massachusetts , see our advertising packages for full details.
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