We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes and Apartments Oak Bluffs, MA

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Holiday Homes and Apartments Oak Bluffs, MA
    Price per night
    Bedrooms
    • More
    Amenities
    • More
    View Map
    Advanced filters
    354 Holiday Rentals in Oak Bluffs
    loading...
    Travellers to Oak Bluffs are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    Sort by
    From
    $2,298
    / Week
    View Details
    1 / 18
    5 of 5 stars (1) Excellent
    4 Bedrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    From
    $3,319
    / Week
    View Details
    1 / 21
    4 of 5 stars (1) Very good
    5 Bedrooms / 4 Bathrooms / Sleeps 13
    Overview Reviews (1) Make Enquiry
    From
    $3,798
    / Week
    View Details
    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Reviews (1) Make Enquiry
    From
    $2,553
    / Week
    View Details
    1 / 12
    5 of 5 stars (2) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Sun filled and airy pond front contemporary home with beautiful views of Lagoon Pond. Four bedrooms accommodating up to eight guests. Two full baths plus refreshing outdoor shower. The second floor with its cathedral ceiling utilizes an open living room, dining room and kitchen floor plan to... View all property information
    Make Enquiry
    From
    $2,234
    / Week
    View Details
    1 / 10
    4 of 5 stars (1) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Spacious, immaculate 4 bedroom, 3 bath home. Large deck for outdoor enjoyment. Situated just outside the busy center of Oak Bluffs. It is a 10 minute walk to all activities, dining, movies and beach, historic Campground Ginger Bread cottages. There are walkways all the way into town. Amenities... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 10 September 2014
    I found and booked this property in February through the MV Vacation Rentals for an August vacation. The agents (Lisa & Debbie) were knowledgeable and answered all my questions...
    See all reviews
    From
    $1,915
    / Week
    View Details
    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    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
    Great Vineyard location on Vineyard Avenue in Oak Bluffs. Built in 1920 and thoughtfully restored in 1999, this house is clean, neat and conveniently located a few hundred feet from the the Oak Bluffs Arts District. Within walking distance through the Campground (gingerbread cottages) to shops,... View all property information
    Make Enquiry
    From
    $5,745
    / Week
    View Details
    1 / 21
    4 of 5 stars (1) Very good
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This deluxe waterside home has been recenty renovated from top-to-bottom, combining today's finest amenities and vintage mission-style charm, with a design that provides water views from all its rooms. The Mission House is uniquely situated with two water views. From the front, it sits directly... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 16 February 2015
    We rented this home in August 2014 for two weeks. We are a family of 5 including my mother. This house has undergone a complete renovation. There is a lovely open kitchen that...
    See all reviews
    From
    $255
    / Night
    View Details
    1 / 7
    5 of 5 stars (1) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Our picture-perfect home is an excellent summer escape. Spacious double lot makes this setting seem like a parkland. It's just a 15-minute walk to downtown Oak Bluffs and the town beach. It's also on the public transit line and the bike path. View all property information
    Make Enquiry
    5 of 5 stars Reviewed 31 December 2014
    I stayed at this house for a weekend this past June. It was perfect: close to the Ferry, fit 6 of us, has a private backyard. We were out and about most of the time, during the...
    See all reviews
    From
    $2,298
    / Week
    View Details
    1 / 17
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Renovated in 2010, offering four bedrooms, open dining, living and kitchen areas and stunning views of Sengekontacket pond. Association Tennis and Dock. Great opportunities for dinner al fresco on the deck, watching the sunset. Additional amenities include: dock/boat-slip, outdoor shower:... View all property information
    Make Enquiry
    From
    $511
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (1) Excellent
    4 Bedrooms / 1 Bathroom / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This is an old farmhouse consisting of 2 floors with 3 bedrooms on the second floor and 1 on the first floor. One queen and 3 doubles. A large living room and bath on the first floor. In the kitchen is a Refrigerator, gas stove with oven, a washer and dryer and a dishwasher. There is a portable... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 23 August 2014
    So often descriptions fall short of reality but our stay at this Flip-key rental was as it was toted, a "Charming Farmhouse." The four bedrooms were sweet and spacious decorated...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $223
    / Night
    Payment Protection
    View Details
    1 / 8
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Fantastic vacation retreat! Steps to the Lagoon. Located on quiet street with fenced-in back yard. This perfect island vacation home has a relaxing back yard, comfortable floor plan, well-equipped kitchen and more. Enjoy the awesome beaches,great fishing, golf, and island ambience! Conveniently... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 6 October 2014
    My husband and I spent 3 nights at this charming cottage. We liked the location, on a quiet residential street near the lagoon, yet not far from the center of town. We'd never...
    See all reviews
    From
    $1,277
    / Week
    View Details
    1 / 10
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • 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
    Come experience the magic of the Vineyard in our island home. Modernized in 2011, this charming residence is clean, cozy and boasts new furniture and decor. Amenities include 3 TV’s, cable television, Wi-fi, DVD, telephone, I-home, and Keurig Coffee maker. The property has a private yard, sundeck,... View all property information
    Make Enquiry
    From
    $1,500
    / Week
    View Details
    1 / 21
    4 of 5 stars (1) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Nestled in a private location on Crystal Lake which abounds with bird life, this is a delightful, vintage 1950's home with modern conveniences and comfortable furnishings. Its rambling single story layout is spacious and conducive to relaxed living. It is very well maintained and well equipped. The... View all property information
    Make Enquiry
    From
    $1,532
    / Week
    View Details
    1 / 16
    5 of 5 stars (3) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Classic & charming, turn of the century 'campground' home situated on a 4,400 sq. ft. corner lot just a few minutes walk from the beach & town. Spacious & light rooms w/ some intimate spaces, a formal dining room, hardwood & pine floors, and a sweet porch all blend into a wonderful vacation spot.... View all property information
    Make Enquiry
    From
    $1,915
    / Week
    View Details
    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs and all of its fun, family activities. The home offers open living spaces; generously proportioned, sunny bedrooms (one on the ground floor and... View all property information
    Make Enquiry
    From
    $5,107
    / Week
    View Details
    1 / 22
    4 of 5 stars (1) Very good
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    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
    This well maintained, vintage Victorian home is centrally located, yet away from the hustle and bustle of town: just one block from the beach, two blocks from Waban Park and Ocean Park, three blocks from tennis, backetball and a playground and four blocks from town. Enjoy the waterview of Vineyard... View all property information
    Make Enquiry
    From
    $638
    / Night
    Payment Protection
    View Details
    1 / 26
    5 of 5 stars (1) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    5 BR, 2 full BA, 2 half BA, sleeps 10 Recently renovated Victorian home located in the historic Copeland District just one block from Oak Bluff's Inkwell beach. Three story home with decks and wrap around porch with ocean views from each. Five large bedrooms, spacious living room with brick... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 26 October 2014
    We stayed here in June of 2014 and had a great time. The house sleeps 10 people comfortably so it's nice for two families or a large extended family. It is steps from two beaches...
    See all reviews
    From
    $638
    / Night
    Payment Protection
    View Details
    1 / 30
    5 of 5 stars (1) Excellent
    6 Bedrooms / 2 Bathrooms / Sleeps 13
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    *6 bedrooms, 2 full bathrooms + outdoor shower, sleeps 13 *1800+ sq. ft of living space (fully renovated and freshly painted) *2 NEWLY REBUILT BEDROOM-BALCONIES, 1 w/ a water-view - beautifully restored! *400 sq. ft wrap-around front porch with water view and comfortable seating for 11+ (4 rocking... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 1 October 2014
    Favorite things were outdoor shower and front porch (with rocking chairs and great dining table area). Great location - walking distance to the water (which you can see from...
    See all reviews
    From
    $8,937
    / Week
    View Details
    1 / 19
    5 of 5 stars (1) Excellent
    7 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located on over 1 acre of waterfront property on East Chop, an exclusive area of historic Oak Bluffs, this unique home is perfect for family and friends that want to vacation together while maintaining their privacy. This home allows up to 4 families to stay together in the same home while giving... View all property information
    Make Enquiry
    From
    $3,351
    / Week
    View Details
    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This cozy, quaint waterfront property offers beautiful sunsets and great harbor views. Swimming, boating, kayaking, are just steps from this warm and charming quintessential Vineyard cottage. Amenities and Features include... Waterfront, Waterview Additional amenities include: dock/boat-slip,... View all property information
    Make Enquiry
    Get the List
    From
    $2,426
    / Week
    View Details
    1 / 21
    5 of 5 stars (2) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Delightful summer cottage. Great family home for relaxing on the large deck, kayaking the lagoon, great play beach on the lagoon for children. The bunk house with two bedrooms is directly behind the main part of the house, about 10 steps across the yard. The views are spectacular and expansive.... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 26 July 2014
    The house was perfect for our family. The views from the deck, family room and bedrooms were incredible. We ended up grilling 4 out of the 7 nights we were there because there is...
    5 of 5 stars Reviewed 19 July 2014
    I would love to say it was an awful stay so no one else would want to stay there but us, but truth be told - it was GLORIOUS. We so enjoyed sitting on the deck in the morning...
    See all reviews
    From
    $179
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (4) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This spacious condo is an ideal vacation rental for a small family, a couple or two couples looking for clean, comfortable accommodations with the amenities needed to ensure a relaxed vacation. This large 2 bedroom end unit (1200 sq ft + large deck) is bright and airy. Downstairs has new hardwood... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 16 August 2014
    We just finished our MV vacation and we had a great time. The condo is perfectly located between Edgartown, Vineyard Haven and OaksBluff. The bike trails are literally right out...
    5 of 5 stars Reviewed 6 August 2013
    We had a great relaxed vacation at this condo. It is a quiet and in a scenic and greenery neighborhood. The two-story apartment is perfect for a couple and small family with 3-4...
    See all reviews
    From
    $1,660
    / Week
    View Details
    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Crisp, elegant and tastefully decorated. This lovely 2 bedroom, 2 bath condo is across the street from the beach and a 5 minute waterfront walk to town, ferry, movies, galleries, dining and entertainment. Enjoy the spectacular views from your balcony or cross the street for a morning swim. Great... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 27 August 2014
    ...second floor 2 bed room 2 bath condo with balcony that overlooks Inkwell Beach in Oak Bluffs on Martha"s Vineyard...great walkable location to Oak Bluff's Circuit Avenue for...
    See all reviews
    From
    $274
    / Night
    Payment Protection
    View Details
    1 / 38
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    traveller have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This welcoming home is freshly renovated and decorated in calm and comfortable Vineyard style, with hand-hewn, antique and designer furnishings. The house is ideally located on a quiet street, within easy walking distance to the village, harbor, beaches, waterfront parks and historic Victorian... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 17 December 2014
    Comfortable, cozy, quiet and convenient. Very cute decor, clean and spacious. We loved our stay here.
    5 of 5 stars Reviewed 21 September 2014
    A great time was had by everyone! This house was exactly as described but the best part was dealing directly with the owner and knowing that they were only a phone call away if...
    See all reviews
    From
    $1,724
    / Week
    View Details
    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This lovely and secluded retreat is perfect for those looking for an enjoyable vacation away from the summer crowds. Bridle Path is a wooded, rolling hill section of Oak Bluffs, located near some prominent farms and horse stables. This custom-built home features top-quality furnishings and... View all property information
    Make Enquiry
    From
    $166
    / Night
    View Details
    1 / 20
    5 of 5 stars (41) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (41) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the middle of the most active, multi-cultural, charming, and fun town on Martha's Vineyard. Step outside your door for breakfast or ice cream, a great selection of restaurants in... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 16 February 2015
    I come stay here every year and cannot get enough. It is so centrally located - on the main street in Oak Bluffs, near the ferry, fishing charters, beaches, running trails, and...
    5 of 5 stars Reviewed 16 December 2014
    My family loves the central location of this property! The front porch provides loads of free entertainment! The BEST spot!
    See all reviews
    From
    $4,213
    / Week
    View Details
    1 / 15
    5 of 5 stars (3) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • 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
    Wonderful home located about a 10 minute walk to downtown Oak Bluffs. This home has a nice open floor plan for family gatherings, updated furnishings, fully equipped kitchen with stainless steel appliances, Master bath juccuzzi tub, Entertainment systems include flat screen TVs, CD, DVD, VCR,... View all property information
    Make Enquiry
    From
    $287
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This bright and charming 3 bedroom, 1.5 bath house rests outside downtown Oak Bluffs. The house boasts 3 bedrooms, 1.5 baths, an open living room/kitchen combination, 2 decks and an outside eating area. The first floor bedroom contains a full sized bed. A half bath with laundry is across the... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 28 August 2013
    Stayed in this cute little house with 6 adults and 2 children. It was perfect! It is within walking distance to downtown OakBluffs. Walked there every morning and back to the...
    See all reviews
    From
    $2,553
    / Week
    View Details
    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The quintessential Vineyard cottage!!! This sweet cottage brings back visions of the lazy days of summer of bygone eras when life was less hurried. The serene location overlooks a pond, a barrier beach with a few homes, and the Outer Harbor. It has a magnificent 180 degree view of Vineyard... View all property information
    Make Enquiry
    From
    $3,192
    / Week
    View Details
    1 / 22
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • 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
    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
    Make Enquiry
    From
    $6,000
    / Week
    View Details
    1 / 21
    4 of 5 stars (2) Very good
    8 Bedrooms / 3 Bathrooms / Sleeps 16
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A true Vineyard classic from 1890, this house retains its authentic charm yet has been thoughtfully renovated and serves the modern day vacationer well. The 8 bedrooms afford plenty of space to accomodate larger family groups for special reunions and vacations. The living room, sunporch and kitchen... View all property information
    Make Enquiry
    From
    $3,192
    / Week
    View Details
    1 / 15
    3 of 5 stars (1) Average
    3 Bedrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Three level Hillside Condominium corner unit. Top floor with master bedroom offering views of Sengekontacket Pond and the ocean. Lowest of three levels has two bedrooms which open to the ground level in the back. Convenient to both Oak Bluffs and Edgartown Center. Association pool and tennis... View all property information
    Make Enquiry
    From
    $3,639
    / Week
    View Details
    1 / 16
    3 of 5 stars (1) Average
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • 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
    Set back well off the road, this special Island home and it's surrounding open grounds are in a perfect mid-Island location for easy access to towns and beaches. It is very near to a wonderful bike path! The large living room has a tiny balconied and is graced by a an interesting, hand painted,... View all property information
    Make Enquiry
    From
    $421
    / Night
    View Details
    1 / 10
    4 of 5 stars (5) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Safe
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Come Stay aboard Martha's Vineyard's ONLY FLOATING Bed and Breakfast! Celebrating our 5th season!! MS Resolute is a classic 40 ft Islander Cutter Sailboat docked at the picturesque Oak Bluffs Marina. Experience a unique boating adventure without ever leaving the dock. Enjoy romantic sunsets, be... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 19 August 2014
    My husband and I just returned from a 3 night stay on the Resolute - Bed and Breakfast Afloat and had a wonderful time. We took the Island Queen ferry in from Falmouth and had...
    3 of 5 stars Reviewed 11 August 2014
    My girlfriend and I stayed here for 4 nights. The place is charming and Susan and John the host and hostess very gracious. We were blessed with great weather. Sitting on the...
    See all reviews
    From
    $2,809
    / Week
    View Details
    1 / 27
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    OAK BLUFFS EAST CHOP, Come relax and stay at our dream come true. TRANSFERABLE FTS FOR MANY WEEKS CALL FOR INFO Our completely renovated cottage sits overlooking one of Oak Bluffs many parks with views of Vineyard Sound and Cape Cod. The cottage has three bedrooms and one and a half baths:all... View all property information
    Make Enquiry
    From
    $6,384
    / Week
    View Details
    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Pool Table
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    New to the 2015 Summer Season! This spacious waterfront home offers 4-bedrooms en-suite, with family, game and fitness rooms...and yes, a pool. The peaceful setting is centrally located, yet close to the village center for easy access to shops, restaurants and more. The home is tastefully... View all property information
    Make Enquiry
    From
    $351
    / Night
    Payment Protection
    View Details
    1 / 6
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This cottage is the perfect getaway for a stay on Martha's Vineyard. It has been painted, polished and newly furnished. There is a great deck, grill and best of all a private outdoor shower. King size bed and 3 twins in the two bedrooms upstairs. Galley kitchen, living and dining area on first... View all property information
    Make Enquiry
    From
    $3,830
    / Week
    View Details
    1 / 17
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This charming waterfront two story Cape sits atop the Lagoon bluffs. Boasts spectacular sunsets and panoramic waterfront views of Lagoon, outer Vineyard Haven Harbor and Cape Cod from the patios, living room, dining room and two upstairs bedrooms. Stairs down to private beach. You are just minutes... View all property information
    Make Enquiry
    From
    $3,192
    / Week
    View Details
    1 / 14
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    HIDDEN COVE, Martha's Vineyard - lovely four bedroom home with views of Sengekontacket Pond. Contemporary house with open kitchen, living and dining. Air conditioning in living room, kitchen/dining room, and all bedrooms. Ceiling fans in the 3 downstairs bedrooms. Large deck off back of house... View all property information
    Make Enquiry
    From
    $6,128
    / Week
    View Details
    1 / 11
    3 Bedrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Overlooking the 8th Fairway at Farm Neck Golf Course, this lovely Martha's Vineyard home offers views of Sengekontaket Pond as well as the ocean beyond. High cathedral ceilings give a warm open feeling. Enjoy outdoor Oak Bluffs living on the large wrap around deck. Additional amenities include:... View all property information
    Make Enquiry
    From
    $8,299
    / Week
    View Details
    1 / 19
    4 Bedrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This Oak Bluffs property is privately nestled on Lagoon Pond with stairs that access its own private beach with a dock. It is equipped with a sprawling outdoor deck for those evening BBQ's and sunsets. This 4 bedroom home has an open floor plan offering lovely views of the pond.Great Martha's... View all property information
    Make Enquiry
    From
    $3,192
    / Week
    View Details
    1 / 19
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Colonial built in 2004, located in a quiet development close to Farm Neck Golf Course in Oak Bluffs. Enjoy the Martha's Vineyard sunsets on either the back deck or screened in porch. The house also offers a freshwater dock. Additional amenities include: dock/boat-slip, outdoor shower: enclosed,... View all property information
    Make Enquiry
    From
    $5,745
    / Week
    View Details
    1 / 17
    4 Bedrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
    Make Enquiry
    From
    $2,553
    / Week
    View Details
    1 / 8
    2 Bedrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The Bungalow guest house, the third of a three house family compound on the outskirts of Oak Bluffs. May be rented separately or together. Nicely furnished with water views from the living area and upstairs bedroom of Nantucket Sound. Shared private beach. Enjoy 150 feet of frontage along Martha's... View all property information
    Make Enquiry
    From
    $4,468
    / Week
    View Details
    1 / 13
    4 Bedrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The spectacular water view is worth the tranquil ride into the Sengekontacket Pond association where you have access to tennis, a kayak boat launch, your own dock, a community boat house to a fresh water pond and much more. This fully air conditioned 4 bedroom 2.5 bathroom sits comfortably on an... View all property information
    Make Enquiry
    From
    $7,660
    / Week
    View Details
    1 / 22
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Private, secluded, centrally air conditioned beautifully constructed in 2012, this 4 bedroom is located in a lovely area of 'Hart Haven' Oak Bluffs on the island of Martha's Vineyard. It offers an association beach and tennis all within walking distance of the property. As you enter the Hart Haven... View all property information
    Make Enquiry
    From
    $7,022
    / Week
    View Details
    1 / 22
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Oceanfront cottage, lovingly appointed for your comfort. Enjoy the water views and sunsets from the porch, patio or private beach. Short walk to East Chop Lighthouse. There is a 120'Dock also available for Tenants use. The house is a short distance to Oak Bluffs and Vineyard Haven centers.... View all property information
    Make Enquiry
    From
    $766
    / Night
    Payment Protection
    View Details
    1 / 44
    6 Bedrooms / 2 Bathrooms / Sleeps 10
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Pool Table
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    *Fall/Winter/Spring multi-week discount available *Only 3 prime summer weeks left! Check my calendar and book ASAP if you plan to visit in the peak season. The Pennacook house in Oak Bluffs on the charming island of Martha's Vineyard is beautifully maintained, bright and sunny, with a large... View all property information
    Make Enquiry
    From
    $1,915
    / Week
    View Details
    1 / 12
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Charming cottage located in East Chop, a short walk to Sunset Lake and Oak Bluffs Harbor. Recently renovated, with hardwood floors and a nice wrap around deck. Comfortable, family friendly, well equipped home with DSL connection. Ideally located, within walking distance to downtown Oak Bluffs,... View all property information
    Make Enquiry
    From
    $1,915
    / Week
    View Details
    1 / 15
    3 Bedrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This comfortable three bedroom, two and a half bath with great outdoor space and a screened in sun porch is an ideal vacation home in the town of Oak Bluffs. It is nestled in a quiet neighborhood which is within walking distance to the YMCA, high school and bike path. Within a 4 mile radius this... View all property information
    Make Enquiry