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Vacation rentals in Oak Bluffs, MA

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All 319 Rentals in Oak Bluffs
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From
$3,379
Per Week
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1 / 14
4 Bedrooms, Sleeps 9
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From
$1,877
Per Week
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1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$1,721
Per Week
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1 / 10
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$5,757
Per Week
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1 / 23
5 Bedrooms, Sleeps 10
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Amenities & Details
  • Grill
  • Internet Access
  • Deck
  • Air Conditioning
  • Toaster
  • Beach Or Lakeside...
  • Waterfront
  • Water Views
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Affectionately known as 'The Red House', this 5 bedroom 3 bathroom home is full of character and charm. As you enter the front door of this waterfront property you are graced with an open living space. You instantly feel at home with its spacious entertaining areas, sun porch, and comfy bedrooms;... View all property information
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1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • Grill
  • TV
  • Internet Access
  • Air Conditioning
  • Satellite TV
  • Stereo System
  • Microwave
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A contemporary cape located between the Lagoon Sailing Camp Park in Oak Bluffs, and the Farm Neck Golf Club. Step in from the farmer's porch to an inviting and spacious open living-dining-kitchen area with hardwood floors and air conditioning. A lovely 3 season room opens off the dining room for... View all property information
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From
$4,381
Per Week
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1 / 17
4 Bedrooms, Sleeps 8
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Amenities & Details
  • Internet Access
  • Satellite TV
  • Deck
  • DVD Player
  • Dishwasher
  • Stereo System
  • Air Conditioning
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Right in the heart of Oak Bluffs this four bedroom offers a close proximity to town and the beach. Shopping and restaurants just blocks away. A/C units in all bedrooms on second floor. Flat screen TV'S in family room and two master bedrooms. Additional amenities include: cleaning fee: $400, beach... View all property information
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From
$5,632
Per Week
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1 / 17
4 Bedrooms, Sleeps 9
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Amenities & Details
  • Dishwasher
  • Water Views
  • Deck
  • Stereo System
  • Satellite TV
  • Waterfront
  • Air Conditioning
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Captain's House is the second of a three house compound on the outskirts of Oak Bluffs. It may be rented separately or with the other two. Recently restored contemporary house, with sweeping views of Nantucket Sound. Tastefully decorated, central air conditioning, 150feet of Martha's Vineyard... View all property information
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From
$2,284
Per Week
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1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Microwave
  • Internet Access
  • VCR
  • Satellite TV
  • Deck
  • # Of Bathrooms
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Amenities and Features include... Hidden Cove, Centrally Located to Beaches and Towns, Association Tennis Courts, A/C, WiFi Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, landscaped, outside shower - enclosed, vacuum, phone ld... View all property information
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From
$3,254
Per Week
View Details
1 / 13
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Grill
  • Stereo System
  • Microwave
  • Dryer
  • Toaster
  • Dishwasher
  • Internet Access
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Beachfront living combined with the convenenience of in-town. This condo makes your Vineyard vacation easy. Enjoy sweeping ocean views of Nantucket Sound and Chappaquiddick, with Oak Bluffs' popular Inkwell Beach directly across the street. Enjoy a second floor condo with water views from the... View all property information
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1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • DVD Player
  • Stereo System
  • Guest Count
  • Microwave
  • Toaster
  • Dishwasher
  • Internet Access
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Quaint family cottage on Vineyard Haven outer harbor, with great ocean views. Private beach, dock and mooring. Adequate parking, including area for a boat trailer. Enjoy the beautiful sunsets from this home. Close proximity to Oak Bluffs and Vineyard Haven center. The house is a Cape.  A... View all property information
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From
$2,253
Per Week
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1 / 16
2 Bedrooms, Sleeps 4
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Amenities & Details
  • Water Views
  • Deck
  • Toaster
  • Satellite TV
  • Blender
  • Microwave
  • Stereo System
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Two bedroom beachfront condo in Oak Bluffs. Wooden floors throughout. Ocean views from almost every room of Nantucket Sound. Close to town, shops, restaurants and parks. Enjoy a short bike ride to State beach for a day of swimming or flying kites in nearby Ocean Park. Additional amenities include:... View all property information
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From
$6,258
Per Week
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1 / 25
3 Bedrooms, Sleeps 8
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Amenities & Details
  • Water Views
  • Stereo System
  • Waterfront
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Deck
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
View the waters of Lagoon Pond from various rooms in this pristine Oak Bluffs waterfront property. Tastefully decorated. There are three bedrooms on the second floor all en suite and two more sleeping areas on the first floor that can be used for extra guests. One has a queen sofa bed and the other... View all property information
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From
$3,129
Per Week
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1 / 13
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • TV
  • Grill
  • DVD Player
  • Stereo System
  • Dishwasher
  • Washer
  • Dryer
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This contemporary farmhouse is located in the quiet Bayes Hill area of Oak Bluffs. From its classic farmer's porch to wraparound bay windows to comfortable living spaces, there is nice detailing throughout the comfortable four bedroom house. The association tennis court is just down the road, and... View all property information
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From
$9,387
Per Week
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1 / 32
5 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Number Of Bedrooms
  • Dryer
  • TV
  • Washer
  • Grill
  • Satellite TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Exceptional location for this immaculately kept Victorian on Waban Park next to the Seaview Condos. Walk across the street to the beach. Walk to town. Walk right out the door to the park with ample space for children to play. The house is tastefully and colorfully decorated. The newly upgraded... View all property information
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1 / 23
7 Bedrooms, 6 Bathrooms, Sleeps 14
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Amenities & Details
  • TV
  • Blender
  • Microwave
  • Dishwasher
  • Ceiling Fans
  • Stereo System
  • Internet Access
  • Toaster
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Perfect for family and friends that want to vacation together while maintaining their privacy, this unique home allows up to 4 families to stay together in the same home while giving each of them total privacy. No longer need to rent multiple homes on the island!This wonderful home located in East... View all property information
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From
$3,317
Per Week
View Details
1 / 18
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • DVD Player
  • Dishwasher
  • Deck
  • TV
  • Ceiling Fans
  • Air Conditioning
  • Grill
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Please note - all new master bedroom and bath completed in 2014 (not shown in photos) Amenities and Features include... Sengekontacket, Central Air Additional amenities include: coffee maker, patio table and chairs, lobster pot, food processor, washer / dryer, cd player, landscaped, outside... View all property information
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From
$8,135
Per Week
View Details
1 / 16
5 Bedrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Blender
  • Dishwasher
  • Microwave
  • Air Conditioning
  • Toaster
  • Stereo System
  • Internet Access
  • Waterfront
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Five bedroom renovated bungalow overlooking Nantucket Sound. Watch the boats coming and going out of Oak Bluffs Harbor. Enjoy beautiful sunrises all from the comfort of your deck. Short distance to shops, restaurants, theaters, galleries, Ocean Park and more.... Additional amenities include:... View all property information
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From
$2,691
Per Week
View Details
1 / 15
4 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Satellite TV
  • Dishwasher
  • Stereo System
  • VCR
  • DVD Player
  • Deck
  • TV
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Waterview Farm boasts views across peaceful meadows to Sengekontacket Pond and beyond. Launch canoes and kayaks at private association beach on the pond. Great location for families. Close to bike paths, town and beaches. House has an open, airy floor plan and large deck. Amenities and Features... View all property information
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From
$2,879
Per Week
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • VCR
  • Satellite TV
  • Dishwasher
  • Stereo System
  • Air Conditioning
  • Grill
  • TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Owner Transfer Ferry Tickets - Please Inquire 2010 newly renovated, features central AC, all new kitchen, 2 new baths and hardwood floors on the living level. Open kitchen, living and dining areas are flooded with light from the floor to ceiling windows and opens to a large wrap around deck with... View all property information
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1 / 15
4 Bedrooms, 2 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Toaster
  • TV
  • Blender
  • Satellite TV
  • Stereo System
  • Microwave
  • Guest Count
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Four bedroom, three bath home located in the Sengenkontacket area. Bright, spacious living room with fireplace and central AC. The master bedroom has a window AC unit. Specular views of Sengenkontacket Pond from the deck. Association tennis courts are available. Close to all three down island... View all property information
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From
$5,469
Per Week
View Details
1 / 15
8 Bedrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Iron
  • Deck
  • Satellite TV
  • Stereo System
  • Internet Access
  • Microwave
  • Grill
  • Blender
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
EAST CHOP! This Victorian Martha's Vineyard cottage is in one of the best locations Oak Bluff's has to offer. It is close to beach, shops, and restaurants giving you and your guests great versatility. A truly classic Vineyard summer house with numerous bedrooms, plenty of living space and large... View all property information
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From
$715
Per Night
View Details
1 / 15
5 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Refrigerator
  • Microwave
  • Porch
  • Dishwasher
  • Waterfront
  • Parking
  • Dryer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This beautiful fully renovated cottage beach house is available for weekly rent. Come enjoy the great ocean views. Sit out on the large front covered porch – enjoy friends, family and great times! Relax to the sights and sounds of the beautiful ocean. House comfortably sleeps 10 and includes a... View all property information
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From
$393
Per Night
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1 / 24
5 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Grill
  • Dishwasher
  • Satellite TV
  • Dryer
  • Parking
  • DVD Player
  • Deck
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Renovated beach house in Oak Bluffs with 5 Bedrooms, 2 full baths, Sleeps 8; Large living/dining room, sliding door opens to deck, flagstone picnic area with gas grill, A/C, Washer/Dryer, Free WIFI, Large flat-screen LED TV's with cable service; Located 10-20 min walk to Oak Bluffs harbor, beach... View all property information
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From
$2,879
Per Week
View Details
1 / 10
3 Bedrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Telephone
  • Toaster
  • Satellite TV
  • Number Of Bedrooms
  • Grill
  • Air Conditioning
  • Internet Access
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
In the Town of Oak Bluffs. Lovely second story, Three bedroom condo close to the center of town. Charming eclectic furnishing by owner/designer. No need for a car! Take ferry into Oak Bluffs and enjoy island life by foot (although parking space available). Grocery, shops, beaches and activities... View all property information
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1 / 19
6 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Deck
  • Washer
  • Satellite TV
  • Stereo System
  • Microwave
  • DVD Player
  • Patio
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This lovely cottage boasts room for two families, with easy access to shopping, ferry terminal, restaurants, and the beach. Enjoy a cocktail and hors d'oeuvres on the porch with friends & family surrounded by elegant touches of crystal chandeliers and toile curtains. Additional amenities include:... View all property information
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From
$4,694
Per Week
View Details
1 / 27
6 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Porch
  • Toaster
  • DVD Player
  • Microwave
  • Internet Access
  • Blender
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Seaside Cottage Style Vacation Home. Recently renovated. Perfect for extended families. Walk to Oak Bluffs town center, beach across the street and miles of beach side - bike paths begin just a couple of hundred yards from the house. Ocean views from just about all rooms. Wonderful, large summer... View all property information
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From
$2,879
Per Week
View Details
1 / 9
4 Bedrooms, 1 Bathroom, Sleeps 8
Details Make Enquiry
Amenities & Details
  • TV
  • Microwave
  • Grill
  • Dishwasher
  • Satellite TV
  • Stereo System
  • Porch
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This whimsical summer home located in Water View Farms, provides a peaceful retreat overlooking wild flower meadows. Launch canoes or kayaks from the private association beach on Sengekontacket Pond, just a short walk from the house. Great waterfront play area for young children at the association... View all property information
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From
$4,881
Per Week
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1 / 24
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Microwave
  • Deck
  • Washer
  • Grill
  • Internet Access
  • Satellite TV
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Absolutely delightful Oak Bluffs Victorian with colorful and charming decorating touches. Spacious and homey, this house has been cared for and cherished. Old world charm with all of today's necessities combined transport you to another era and give you all the comfort of modern times. Sleeps 8... View all property information
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From
$2,503
Per Week
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1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • TV
  • Wi-Fi
  • Washer
  • Satellite TV
  • Deck
  • DVD Player
  • Grill
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Waterview Farm is a private association with wonderful meadow and water views. It is adjacent to Farm Neck Golf and Tennis Club, which is open the public. There is access to Sengekontacket Pond to launch canoes and kayaks from the private association beach. This is also a great spot for children to... View all property information
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1 / 30
8 Bedrooms, 3 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • DVD Player
  • TV
  • Satellite TV
  • Guest Count
  • Microwave
  • Blender
  • Dishwasher
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A large and quiet property in East Chop. This beach home sleeps 16 and includes 8 bedrooms, 3 baths, as well as a large enclosed outdoor shower. The house is located 400 feet from the local jetty beach and yacht club and only a 10 minute walk around the harbor into Oak Bluffs. Although carefully... View all property information
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From
$6,884
Per Week
View Details
1 / 23
4 Bedrooms, Sleeps 11
Details Make Enquiry
Amenities & Details
  • Stereo System
  • Deck
  • Dishwasher
  • Air Conditioning
  • Microwave
  • Fireplace
  • Grill
  • Waterfront
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
2012 total renovation, luxurious waterfront 4 bedroom all private bathrooms, fully air conditioned, by their own individual high efficiency mini-split units, beach house with state of the art kitchen, gorgeous and comfortable furnishings throughout, fabulous decking to outdoor entertaining... View all property information
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From
$2,503
Per Week
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1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Grill
  • DVD Player
  • TV
  • Patio
  • Washer
  • Dishwasher
  • Fireplace
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
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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From
$2,253
Per Week
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1 / 16
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • DVD Player
  • Guest Count
  • TV
  • Iron
  • Grill
  • Deck
  • VCR
  • Blender
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Adorable Beach Chic Cottage and oh so nicely decorated. Walk to Town Center, Harborfront, Parks and Inkwell Beach. Amenities and Features include... Walk to Town and Beach, Wifi Internet Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer /... View all property information
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From
$4,130
Per Week
View Details
1 / 22
5 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Satellite TV
  • Porch
  • TV
  • Dishwasher
  • # Of Bathrooms
  • Grill
  • Toaster
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This grand ginger bread cottage recently updated, offers lots of living space on 2 levels, with a kitchen, living room and full bath on each level. Perfect for extended families looking to spend vacation time together while enjoying expansive living space on two levels. The access stairs to the 2nd... View all property information
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1 / 19
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Grill
  • Ceiling Fans
  • Microwave
  • Stereo System
  • Satellite TV
  • Internet Access
  • Toaster
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Waterview Farm is a private association with wonderful meadow and water views.  It is adjacent to Farm Neck Golf Club, which is open to the public. There is access to Sengekontacket Pond to launch a canoe or kayak from the private association beach.  This is also a great spot for children to swim,... View all property information
Make Enquiry
From
$715
Per Night
View Details
1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Porch
  • Dishwasher
  • Grill
  • Fireplace
  • Dryer
  • Satellite TV
  • Terrace
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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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$3,692
Per Week
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1 / 25
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Microwave
  • Dishwasher
  • Fax
  • Satellite TV
  • Grill
  • Deck
  • TV
  • Porch
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Spectacular views across Sengekontacket Pond. Tastefully furnished with all the amenities. Split A/C in the main living area. Split A/C in the Master Bedroom. Association tennis courts. Centrally located just a short drive to three towns, beaches, dinning, golf and shopping. Amenities and... View all property information
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From
$3,755
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1 / 13
3 Bedrooms, Sleeps 8
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Amenities & Details
  • Telephone
  • Microwave
  • Satellite TV
  • Stereo System
  • Toaster
  • Internet Access
  • Guest Count
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Nicely decorated 3 bedroom 2.5 bathroom Colonial home located in a private setting in Oak Bluffs. Upon entering the quiet street there is plenty of room for two plus vehicles to park, a large back deck for entertaining and ample yard space for a game of catch or Frisbee. Inside your will find... View all property information
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$1,252
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1 / 11
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Porch
  • Grill
  • Wi-Fi
  • Satellite TV
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This sweet, little (it's priced accordingly!)cottage is all about convenience. It is within walking distance to the center of Oak Bluffs and two town beaches. The interior of the cottage has recently been redone inside and is fresh & clean and perfect for a great vacation. Large decks, lovely... View all property information
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1 / 24
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Microwave
  • Toaster
  • Satellite TV
  • Ceiling Fans
  • Grill
  • Internet Access
  • DVD Player
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This beautiful Victorian cottage is just half a block to the Inkwell Beach and only a short walk to downtown Oak Bluffs. Relax on the covered porch and enjoy views of Vineyard Sound and the  lively atmosphere of the town, or retreat to the private patio and garden tucked behind the house.  The... View all property information
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From
$3,129
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1 / 22
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • Deck
  • Patio
  • Wi-Fi
  • Dryer
  • Washer
  • TV
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Wonderful Oak Bluffs home close to town and beach. This home has an open floor plan which is nice for relaxing with family and friends. Also enjoy the screened porch off the living area. Additional amenities include: coffee maker, lobster pot, cd player, wine glasses, heat, pillows, outside... View all property information
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From
$2,034
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1 / 7
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Grill
  • Ceiling Fans
  • Guest Count
  • DVD Player
  • Dishwasher
  • Deck
  • Microwave
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Amenities and Features include... Walk to Town and Beach, Newly Renovated Additional amenities include: coffee maker, patio table and chairs, lobster pot, washer / dryer, landscaped, outdoor furniture, ironing board. View all property information
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From
$5,006
Per Week
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1 / 12
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Deck
  • Microwave
  • DVD Player
  • Fireplace
  • Grill
  • VCR
  • Dryer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Completely renovated cottage in the Sunset Lake area of Oak Bluffs. Walk to town and library. Completely renovated modern kitchen. Rock away on the large front porch. Additional amenities include: games, coffee maker, lobster pot, cd player, wine glasses, heat, fan(s), vacuum, ceiling fan(s),... View all property information
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From
$2,090
Per Week
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1 / 13
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Washer
  • VCR
  • Porch
  • Microwave
  • Stereo System
  • Wi-Fi
  • TV
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
The Blue Canoe is completely fresh and renovated, while its 1910 charm is fully intact. It has a lovely deck and a huge side yard surrounded by a split rail fence just perfect for enjoying summer lounging and games. The house is in a neighborhood central to many things including being just steps to... View all property information
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1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Internet Access
  • Satellite TV
  • # Of Bathrooms
  • Stereo System
  • Dishwasher
  • Blender
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Lovely Hidden Cove contemporary overlooks a duck pond and is within walking distance to tennis and boating on Sengekontacket Pond.  Convenient location offers easy access to all down-island towns. Great home for spring and fall rentals! Will rent from May through October. View all property information
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From
$1,502
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1 / 6
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • DVD Player
  • Internet Access
  • Dishwasher
  • TV
  • Microwave
  • Iron
  • Dryer
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
You are just steps from Circuit Avenue, Oak Bluffs Harbor and the beach from this comfortable in-town apartment in an exclusive small building. The sun-filled great room has open living and dining areas, and a well-equipped kitchen. The two bedrooms are also on the main floor. Stairs lead up to a... View all property information
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From
$3,254
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1 / 18
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Ceiling Fans
  • VCR
  • DVD Player
  • Grill
  • Dishwasher
  • Waterfront
  • Satellite TV
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Spacious and attractive waterfront Cape Cod style home - features gorgeous views, central A/C, Wi-Fi and 4 TV's. Two large decks and a screened porch provide wonderful spaces for summer relaxation in which to enjoy the waterviews. Kayaking enthusiasts will enjoy the gorgeous scenery and wild life... View all property information
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From
$7,134
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1 / 44
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Washer
  • Dryer
  • Dishwasher
  • Grill
  • Fireplace
  • Deck
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Watch the boats come and go from the harbor while you picnic and relax on your beach. This fabulous waterfront three bedroom main house and three bedroom guest house also offers your own dock and mooring. Additional amenities include: beach chairs, dock/boat-slip, coffee maker, bakeware, outdoor... View all property information
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From
$2,253
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1 / 17
2 Bedrooms, Sleeps 4
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Amenities & Details
  • Microwave
  • Waterfront
  • Number Of Bedrooms
  • Deck
  • Stereo System
  • Air Conditioning
  • Satellite TV
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Two bedroom beachfront condominium with views of Nantucket Sound. Ocean views from almost every room. Just steps from Oak Bluffs Town Beach and a short ride to State Beach. Close to shops and restaurants. Wooden floors throughout. Additional amenities include: beach chairs, latitude: 41.452465,... View all property information
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1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Toaster
  • Satellite TV
  • # Of Bathrooms
  • TV
  • Internet Access
  • Dishwasher
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This lovely Waterview Farm contemporary is right across from Farm Neck's 3rd fairway and just steps to miles of walking trails, sandy beach and boating. Come stay at this immaculate home and enjoy an up-island feel with convenience of access to all down island activities. A recently renovated... View all property information
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