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.

Vacation Rentals in 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}
    List your property
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Payment
    Select
    Go to map view
    More filters
    All 340 Rentals in Oak Bluffs
    loading...
    Travellers to Oak Bluffs are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $2,199
    / Week
    View Details
    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    From
    $3,486
    / Week
    View Details
    1 / 10
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    From
    $6,972
    / Week
    View Details
    1 / 8
    5 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Enquiry
    From
    $3,706
    / Week
    View Details
    1 / 25
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Air Conditioning
    • Satellite TV
    • Porch
    • DVD Player
    • Water Views
    • Grill
    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
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,418
    / Week
    View Details
    1 / 16
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Washer
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Internet Access
    • Grill
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located 1.5 miles form the center of Oak Bluffs, this cape style home is roomy and welcoming with over 2200 sq ft. The property sits on half an acre and has a nice koi pond in the backyard. This three bedroom, three bath open concept living, dining and kitchen area includes a separate family room... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $2,513
    / Week
    View Details
    1 / 18
    4 Bedrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Deck
    • Grill
    • Microwave
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This rental home was originally built in 1871 as a classic Martha's Vineyard four-room summer cottage. It has since been updated to include four additional rooms. No car necessary with this house you can walk to town and the beach. Additional amenities include: television: regular, flipkey header:... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,508
    / Week
    View Details
    1 / 17
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Deck
    • Satellite TV
    • Waterfront
    • Stereo System
    • Water Views
    • Fireplace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $1,256
    / Week
    View Details
    1 / 8
    2 Bedrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Microwave
    • Dishwasher
    • Grill
    • DVD Player
    • Deck
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bring your flip flops, this cottage has (almost) everything else! Professionally-designed home with wraparound porch in Oak Bluffs Arts District. This charming classic Vineyard cottage is within stone's throw of beautiful State Beach and the center of restaurant and shop-filled Oak Bluffs. House... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $4,585
    / Week
    View Details
    1 / 19
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Deck
    • Internet Access
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This unique and elegant four bedroom beach cottage is situated on the north shore of Martha's Vineyard. For your relaxation, there is a large porch/patio leading out to the beach affording magnificent views. Additional views from the tastefully decorated living area, bedrooms areas, make this a... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $4,146
    / Week
    View Details
    1 / 14
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Deck
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Washer
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This waterfront three bedroom two bath cottage offers spectacular views. Lounge on the lawn, watch the ferries come and go, and then the spectacular sunsets to follow. Additional amenities include: coffee maker, smoke free, pet free, lobster pot, food processor, 1st floor bedroom, cd player, 1... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $3,706
    / Week
    View Details
    1 / 21
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    • Porch
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Walk to town and beach from this spacious modern home on a beautiful, treed lot. A delightful blend of amenities and charm. Central air conditioning. Amenities and Features include... Walk to Town, Central Air, WiFi Additional amenities include: beach chairs, coffee maker, patio table and... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,392
    / Week
    View Details
    1 / 23
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Grill
    • Satellite TV
    • Water Views
    • DVD Player
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious and pristine four bedroom contemporary located in lovely private down-island community. All new decor, air conditioning, association tennis courts and bike paths. Views from spacious deck across professionally landscaped yard to Sengekontacket Pond. Amenities and Features include...... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $12,563
    / Week
    View Details
    1 / 14
    4 Bedrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Dishwasher
    • Microwave
    • Water Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious East Chop home offering four bedrooms, three baths. Multiple decks to capture the ocean views. Enjoy the magnificient views of Nantucket Sound from the three season room. 1/4 Mile from Oak Bluffs center and public beach. Additional amenities include: latitude: 41.4676000, house style:... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,261
    / Week
    View Details
    1 / 17
    2 Bedrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Water Views
    • Microwave
    • Deck
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two bedroom, Two bath beachfront Condominium in Oak Bluffs. Beautiful views of Nantucket Sound. Close by to shops, restaurants and theaters. Just steps away from Oak Bluffs Town Beach. Additional amenities include: beach chairs, television: regular, additional fees: linens $150, outdoor shower:... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,513
    / Week
    View Details
    1 / 15
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Patio
    • Deck
    • Internet Access
    • Satellite TV
    • Stereo System
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Colorful water view Victorian cottage with wrap around Mahogany porch, and west side brick way leading to a rear porch and blue stone patio. Beautifully landscaped with premiere privet shrubs and trees. The interior is wired for sound with speakers throughout. The well tooled kitchen has granite... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $2,764
    / Week
    View Details
    1 / 16
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Dishwasher
    • Stereo System
    • Microwave
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Four Bedroom multi level home in Water View Farms. Short distance to Farm Neck golf course. bike path and Oak Bluffs center and beach. Rental comes with an Association beach access on Sengekontacket Pond as well as association floating dock for small watercraft. Great house for 2 couples plus... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,827
    / Week
    View Details
    1 / 16
    5 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Porch
    • Satellite TV
    • DVD Player
    • Patio
    • Stereo System
    • Microwave
    • Grill
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Penacook 5 Bedroom Cottage - short stroll down one of the nicest streets in Oak Bluffs to the beach in one direction and town center in the other, where you will find shops, eateries,- gourmet and family style, entertainment, the historic Flying Horsed Carousel, and the beautiful harborfront area.... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $5,528
    / Week
    View Details
    1 / 12
    8 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Fireplace
    • Internet Access
    • Patio
    • Washer
    • Satellite TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Twelve room Gothic Victorian located in the heart of Oak Bluffs where you are just steps to the beach, fine shops, restaurants and theater. There are water views, a large wrap around porch, eight bedrooms in all, sleeps 12. Additional amenities include: beach chairs, coffee maker, bakeware,... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $4,146
    / Week
    View Details
    1 / 13
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Porch
    • Water Views
    • Satellite TV
    • Deck
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Little Jaws, the home where the movie Jaws was filmed is a pristine beach cottage. Set in East Chop, this three plus bedroom rental offering features spectacular views, great swimming, kayaking and gorgeous sunsets. Relax on the large and comfortably furnished waterfront veranda. The living room... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,261
    / Week
    View Details
    1 / 10
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • DVD Player
    • Satellite TV
    • Grill
    • Patio
    • Internet Access
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cozy cottage in the right location with a porch and terrace. This home may just fit the bill with 4 bedrooms and 1.5 bathrooms along with an outside shower. A privet hedge affords privacy and there is a sweet playhouse at the end of the yard. Very compact, this home has nice gathering spaces... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $3,486
    / Week
    View Details
    1 / 10
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Satellite TV
    • Microwave
    • Deck
    • Water Views
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Great Martha's Vineyard beach house situated on Waban Park offering open living spaces and lovely farmers porch. With four bedrooms and 1.5 baths, this property is located within an easy walk to town, basketball courts and Oak Bluffs Town Beach. Additional amenities include: security deposit:... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,136
    / Week
    View Details
    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Satellite TV
    • Internet Access
    • Microwave
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stylish Cape located close to town and beach.attention to detail in every room. Relax and enjoy all the comforts of home in this all new pristine 3 bedroom, 2 bath home. The main living level features an open kitchen living and dining with AC. In additon there is separate TV room with office area... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,769
    / Week
    View Details
    1 / 17
    6 Bedrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Satellite TV
    • Waterfront
    • Microwave
    • Stereo System
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Watch the ferry entering and leaving Vineyard harbor from this Martha's Vineyard home and guest house. Great vacation spot for a large or extended family facing west on the sound that offers fantastic evening sunsets. Eastville Beach just steps away. Spacious living areas with dining for six and... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,727
    / Week
    View Details
    1 / 14
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Microwave
    • Grill
    • Internet Access
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely cape home, all newly refurnished for 2013. First level features an open floor plan in the Dining, Kitchen and Living area. The tastefully decorated living area features comfortable furnishings and a 36' screen tv. One bedroom with a double bed and a full bath complete the living level. 2nd... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,015
    / Week
    View Details
    1 / 25
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Grill
    • Dryer
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Three bedroom Victorian cottage that sits atop East Chop Bluffs. This house was originally built on the Oak Bluffs campgrounds and moved to this site a half-century ago. The cottage has great distant waterviews from the front porch and upstairs balcony. There s a small beach located at end of... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $4,711
    / Week
    View Details
    1 / 27
    6 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Porch
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Water Views
    • Microwave
    • Dishwasher
    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
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,392
    / Week
    View Details
    1 / 18
    3 Bedrooms / 1 Bathroom / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Dishwasher
    • Air Conditioning
    • Grill
    • Internet Access
    • Deck
    • Satellite TV
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Classic vineyard cottage renovated, tastefully and comfortably furnished. Large open deck on both the main and 2nd levels. Main living level features a lovely kithcen very well stocked with dining and cook items, a large sunporch living area and 2nd aliving area with large screen TV. Three lovely... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,256
    / Week
    View Details
    1 / 6
    1 Bedroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Downtown Oak Bluffs! Be right in the center of all the action on Church's Pier on Oak Bluffs Harbor. Great proximity to harbor, Circuit Avenue, Steamship Authority, Fisherman's Pier and miles of sandy beach! No need to bring a car, just a block from the Oak Bluffs ferry and great island wide... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard MA
    From
    $3,455
    / Week
    View Details
    1 / 18
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • DVD Player
    • Dishwasher
    • Grill
    • Internet Access
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    East Chop Victorian seasonal residence exudes the character and charm of the era is situated just a block from the East Chop Bluffs on a sleepy side street in a quiet wooded setting. This wonderful home has a family room with beamed cathedral ceiling, an eyebrow window and full bathroom. There is a... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,513
    / Week
    View Details
    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Dryer
    • DVD Player
    • Internet Access
    • Waterfront
    • Washer
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • 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. Beautiful sunsets, ideal for a family vacation. Additional amenities include: dock/boat-slip, coffee maker, smoke free, 6 dining... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $1,727
    / Week
    View Details
    1 / 10
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Dishwasher
    • Grill
    • Ceiling Fans
    • Internet Access
    • DVD Player
    • Water Views
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cozy guest house sleeps 4. Open floor plan with queen bed alcove off of living room. One bedroom with one set of bunk beds. Large deck with view of Lagoon. Owner or guests occupy main house. Amenities and Features include... Lagoon Guest House, Walk to Private Lagoon Beach Additional amenities... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,764
    / Week
    View Details
    1 / 11
    3 Bedrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Deck
    • Internet Access
    • Grill
    • Microwave
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Charming and adorable three bedroom one and a half bath beach cottage conveniently located just minutes to the centers of Vineyard Haven and Oak Bluffs on Martha's Vineyard. It is on a quiet street with plenty of neighbors to feel at home and comfortable. Be sure to stroll the area to find an easy... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $11,087
    / Week
    View Details
    1 / 14
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • DVD Player
    • Satellite TV
    • Deck
    • Waterfront
    • Internet Access
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This home offers a spacious open floor plan providing a comfortable yet elegant retreat, truly an upscale surprise, perfect for relaxing or entertaining. With an expansive mahogany wraparound deck, sweeping views and a screened-in porch, enjoying the evening sunsets while grilling and dining al... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,041
    / Week
    View Details
    1 / 7
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • DVD Player
    • Microwave
    • Grill
    • Ceiling Fans
    • Satellite TV
    • Dishwasher
    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
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,141
    / Week
    View Details
    1 / 20
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Internet Access
    • Dryer
    • Washer
    • Satellite TV
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This great vacation home is an “upside down” home located in the private association neighborhood of Meadow View Farms. Its first floor has 3 bedrooms, laundry and large bathroom. The second floor has a great open living/dining room with side den, updated kitchen perfect for any size family, and... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $3,769
    / Week
    View Details
    1 / 14
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Stereo System
    • Satellite TV
    • DVD Player
    • Washer
    • Dishwasher
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Waterview two bedroom unit at the Seaview Condos (204) is front and center to all the activity happening at the beach. Short walk to town. Unit is beautifully appointed with all the bells and whistles. An ideal vacation spot, convenient to beach and town, elevator, parking. *More pictures available... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $5,025
    / Week
    View Details
    1 / 12
    5 Bedrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Water Views
    • Deck
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • Microwave
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Ideal Oak Bluffs location...This charming Victorian gingerbread beach house with its fabulous verandah has plenty of comfy outdoor furniture and a porch swing to accommodate any ones conversation and relaxation. The best feature of this rental property is that you are only one block away to Inkwell... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,513
    / Week
    View Details
    1 / 19
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Stereo System
    • Water Views
    • Air Conditioning
    • Internet Access
    • Grill
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,764
    / Week
    View Details
    1 / 16
    3 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Water Views
    • Private Outdoor...
    • Satellite TV
    • Fireplace
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Multi-level condominium unit overlooking Sengekontacket Pond and beyond in Oak Bluffs. Association pool and tennis courts. Deck and patio areas for your outdoor Martha's Vineyard enjoyment. Boat launch available for smaller boats. Additional amenities include: beach chairs, dock/boat-slip, beach... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,889
    / Week
    View Details
    1 / 18
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Internet Access
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Dryer
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Contemporary open-air loft in the heart of the Arts District. Second floor apartment with lofty ceilings and skylights, modern kitchen and bathrooms with a cozy courtyard and deck. Gorgeous ecclectic interior and furnishings decorated by owner/designer. Rejuvenate with in-house massage and facials.... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $4,020
    / Week
    View Details
    1 / 18
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • Grill
    • DVD Player
    • Satellite TV
    • Stereo System
    • Porch
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This four bedroom two plus bath home is located in Meadow View farm with access to association tennis, bike path and Farm Neck Golf close by. This lovely home offers a comfortable living room, up-dated kitchen, formal dining room and a screened-in porch all tastefully decorated and freshly painted.... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,513
    / Week
    View Details
    1 / 19
    3 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Satellite TV
    • Internet Access
    • Microwave
    • Deck
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Quaint family cottage on Vineyard Haven Harbor, with great ocean views. Private beach, dock and mooring. Adequate parking, including area for a boat trailer. beautiful sunsets, ideal for a family vacation. Additional amenities include: beach chairs, dock/boat-slip, beach cooler, which beach:... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $5,276
    / Week
    View Details
    1 / 13
    6 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Deck
    • DVD Player
    • Satellite TV
    • Dishwasher
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy Oak Bluffs summer living at its best in this wonderful family home. Located in desireable East Chop. Walk to town and beach. Amenities and Features include... Classic East Chop Summer Home, Wifi Internet Additional amenities include: beach chairs, coffee maker, outside shower - open,... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,889
    / Week
    View Details
    1 / 9
    4 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Deck
    • Grill
    • Internet Access
    • Dishwasher
    • Stereo System
    • Porch
    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
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,513
    / Week
    View Details
    1 / 15
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Washer
    • Internet Access
    • Stereo System
    • DVD Player
    • Satellite TV
    • Grill
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Float your little boat, kayak, raft or canoe from this lovely homestead on Fresh Pond in Oak Bluffs. Built in 2004, this handsome colonial on 1.5 acres features four bedrooms, two living spaces, well-appointed kitchen with granite countertops, office, screened-in porch, mahogany deck, ample... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $3,769
    / Week
    View Details
    1 / 27
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Grill
    • Deck
    • Internet Access
    • Microwave
    • Patio
    • Air Conditioning
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    MVVR EXCLUSIVE: Custom crafted tri-level, this beautiful home features spacious open living spaces, hardwood floors throughout, 3 full baths, central A/C and WiFi. Exterior features include a large private deck at the back of the house, the perfect venue for summer dining or just relaxing with a... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,884
    / Week
    View Details
    1 / 13
    2 Bedrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Satellite TV
    • Waterfront
    • Stereo System
    • Air Conditioning
    • Water Views
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Expansive single level waterfront property on Martha's Vineyard. Panoramic views of the Lagoon and beyond. Private location with large lawn, screened-in porch, and paved driveway. Just minutes from Restaurants, shops and the beach in Oak Bluffs. Additional amenities include: outdoor shower:... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,261
    / Week
    View Details
    1 / 16
    2 Bedrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Microwave
    • Internet Access
    • Stereo System
    • Air Conditioning
    • Deck
    • Water Views
    • Dishwasher
    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
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $5,490
    / Week
    View Details
    1 / 15
    8 Bedrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Stereo System
    • Grill
    • Deck
    • Satellite TV
    • Internet Access
    • Microwave
    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
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $3,141
    / Week
    View Details
    1 / 21
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Waterfront
    • Stereo System
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The 'Cottage' is the third of a three house compound - may be rented separately or together. Nicely furnished cottage with water views from living area and upstairs bedroom. The second floor consists of a large bedroom with balcony accessible through glass sliders with breathtaking ocean views.... View all property information
    Make Enquiry
    Location Information
    Oak Bluffs, Martha's Vineyard 02557