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Pet Friendly Holiday Rentals in Oak Bluffs

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$216
Per Night
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1 / 8
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$1,972
Per Week
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1 / 16
5 Bedrooms, 2 Bathrooms, Sleeps 10
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$1,479
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1 / 21
3 Bedrooms, 3 Bathrooms, Sleeps 6
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$370
Per Night
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1 / 17
6 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Waterview - located on the East Chop Vineyard Highlands overlooking Nantucket Sound, Oak Bluffs harbor, Sunset Lake, and 3 acre Washington Park, this charmingly original 1860's Vineyard cottage is an ideal family vacation home. Leave the car on the mainland or in the driveway, for everything,... View all property information
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$704
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1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Newly refurbished, stately 4262 sq ft. home with 4 bedrooms, 2.5 baths situated within a five minute walk to the center of Oak Bluffs, beaches, and ride/jog to bike trail. Large fenced yard with tennis court and patio. Spacious, open 35x45 living room downstairs with smaller living room, full... View all property information
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$1,848
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1 / 34
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6 Bedrooms, 3 Bathrooms, Sleeps 14
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  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Historic summer 'cottage' with 7 bedrooms, sleeping porches, a deck overlooking the water, a private dock on Harthaven Harbor, and immediate access to the ocean. The rustic home is a perfect gathering spot for family and friends. It has a large living room with a huge stone fireplace, an eat-in... View all property information
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$924
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1 / 47
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5 Bedrooms, 3 Bathrooms, Sleeps 16
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  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This upscale, newly renovated, 4 bedroom home in a quiet neighborhood in Oak Bluffs. You are 2.5 miles from the town center and Inkwell and State beautiful public beaches. This home boasts a large unground back yard pool and hot tub on the mahogany deck. Large outdoor shower. Grill and fire pit... View all property information
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$4,929
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1 / 8
3 Bedrooms, 1 Bathroom, Sleeps 6
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
'Mermaid Boathouse' is a designer's renovated waterfront cottage. Situated in a peaceful, private, and natural setting a half-mile from colorful and historical Oak Bluffs, ocean beaches and quaint Vineyard Haven shops. A quaint and wonderful cottage experience, this cottage is clean and cozy with... View all property information
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From
$351
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1 / 7
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Fireplace
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Martha's Vineyard: $1,995per week. Week of June 28th available and July 5 through July 19 Beautiful Waterfront Cottage with magnificent sunsets over Vineyard Haven harbor. Watch the vivid changing colors in the sky at the end of every day. Fish off the Beach and cook your catch on the grill. The... View all property information
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$1,848
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1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This contemporary Cape, in a private setting, features a spacious, open, light, airy design with a wonderful large wrap-around deck. The bike path and MVTA (bus) are just a short ride/walk from the house. Two association tennis courts are an added plus! Additional amenities include: beach chairs,... View all property information
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From
$3,081
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy beautiful waterviews of Farm Pond and Nantucket Sound while relaxing on the back deck. This vintage Vineyard Cottage located in the private Harthaven association has access to 2 private association beaches as well as a private tennis court. Additional amenities include: games, coffee maker,... View all property information
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From
$370
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1 / 5
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 3.5 bedroom home with skylights, 52 inch Tv, computer, internet, printer, fax, is your home away from home. 1 mile from town 1.5 mile from beach and 7 miles from airport is ideal location. 2 SETS OF GOLF CLUBS AND 4 TENNIS RACQUETS FOR YOUR USE, 3 CABLE TV'S, MASTER BATH HAS WHIRLPOOL TUB... View all property information
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From
$2,465
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Immaculate, waterview town house located in the desirable Sengekontacket Pond area of Oak Bluffs. Wonderful waterviews of Sengkontacket Pond and Nantucket Sound. This spacious unit offers a bright open airy feeling with three levels of living area. The main floor includes bedroom, living, dining... View all property information
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$264
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1 / 20
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Great Getaway Cottage with a short walk to town, the harbor, and the Lagoon .A back yard picnic table, BBQ grill, and swing set. About a mile walk or bike ride to Town. The house has hardwood and fir floors throughout and also has air conditioning. This is a great 'get away cottage' for a small... View all property information
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From
$6,778
Per Week
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1 / 20
7 Bedrooms, 3 Bathrooms, Sleeps 14
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Large and spacious, this 7 bedroom, 3 bath home is located in-town which allows you the convenience of walking to restaurants, movie theater, shops, children's arcade and beaches. Additional amenities include: coffee maker, bakeware, outdoor furniture, lobster pot, dishes, phones, fan, pots &... View all property information
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From
$2,465
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1 / 22
5 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our 'treehouse' is the tallest residence in the town of Oak Bluffs. Enjoy quiet and seclusion in this wooded setting, located in the exclusive Meadow View Farms community. There are panoramic views from the upper level, above the treetops. The bike path and MVTA (bus) are steps from the door, and... View all property information
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1 / 26
5 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Relax and enjoy your summer vacation at this great home on Farm Pond in Oak Bluffs. Owned by the same family since 1932, this property defines authentic Vineyard charm! The house is on one level, with the master on one side and three bedrooms at the other end of the house. In between is a large... View all property information
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1 / 12
3 Bedrooms, 1 Bathroom, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newly remodeled 2,000 square foot home with multiple decks and large farmers porch. Plenty of outdoor living space and part of homeowners association that provides fresh water pond, salt water pond with dock, outdoor open areas around the pond and private tennis courts. There is a Viking... View all property information
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1 / 16
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This property will rent year year round weekly, please inquire for rates. This bright and spacious home is conveniently located just minutes from all down-island towns yet in a peaceful neighborhood surrounded by conservation trails and farmland.  The entire house has been newly decorated with... View all property information
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