Farm Pond Rentals
From $1097 per night (USD)VRBO
Big Beach House - Ocean Views!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Original 1900 Victorian home, updated in 2006, located in the historic Copeland District just one block from the beach. ...
From $1097 per night (USD)VRBO
From $428 per night (USD)VRBO
Martha's Vineyard Beachfront Condo in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy all that Martha's Vineyard has to offer in this spacious two bedroom, two full bath beautifully furnished condo ov ...
From $428 per night (USD)VRBO
From $665 per night (USD)VRBO
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime location close to the center of town in the fabulous SeaView Condo building in the heart of Oak Bluffs. Highly des ...
From $665 per night (USD)VRBO
From $1843 per night (USD)VRBO
Last minute cancelation! August price reduced! Large, Renovated, Walk to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Last minute cancelation on August week! Big Price reduction! This charming Vineyard home just completed a large renovat ...
From $1843 per night (USD)VRBO
From $480 per night (USD)VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A\/C,Large Deck,Gazebo,Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***IMPORTANT--PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT ...
From $480 per night (USD)VRBO
From $977 per night (USD)VRBO
Large, Charming Vintage Cape Cod Cottage, 2 Blocks to Town and Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Victorian Cape Cod Cottage located in the highly desired Oak Bluffs Copeland District in Martha's Vineyard. Large family ...
From $977 per night (USD)VRBO
From $379 per night (USD)VRBO
Charming Oak Bluffs Cottage: Prime Location, Stylish Comfort & Serene Privacy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Close to sailing, windsurfing, and more, this smoke-free cottage brings it all within reach. Oak Bluffs Harbor and Oa ...
From $379 per night (USD)VRBO
From $622 per night (USD)VRBO
Oak Bluffs Retreat - The perfect getaway!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Six minute drive to beach! This two floor beauty with central AC boasts ample yard space and all the amenities you look ...
From $622 per night (USD)VRBO
From $1401 per night (USD)VRBO
Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
THE “SUMMER WIND” HOUSE - WALK TO EVERYTHING! We have completely renovated our 5-bedroom, 3-full bathroom home with cent ...
From $1401 per night (USD)VRBO
From $734 per night (USD)Expedia
Oak Bluffs - Quiet neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Less than a mile from downtown, harbor and beach. Located in a quiet neighborhood, guests are sure to enjoy a memorable ...
From $734 per night (USD)Expedia
From $572 per night (USD)VRBO
A BRILLANT WAY\nCentral Location To Beach\/Shops\/Restaurants\/Arcade\/Family Bowling
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Brillant Way is a Brilliant Condo located in the heart of Oak Bluffs. Second level has 2 bedrooms - Queen size bed in ...
From $572 per night (USD)VRBO
From $685 per night (USD)VRBO
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
- Magnificent front porch for rocking and peaceful island observations! - All furniture is whimsical and light to match ...
From $685 per night (USD)VRBO
From $263 per night (USD)VRBO
Oak Bluffs! Close to everything! Updated in 2023!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This home was updated in 2023! Beautiful detached 2 bedroom within walking distance to the center of Oak Bluffs. The ext ...
From $263 per night (USD)VRBO
From $803 per night (USD)VRBO
OB Watrfront 4+ BR. Quiet\/Walk to Town. Beachy, classic, great ocean\/pond views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Best of everything: We are located on the back side of Farm Pond, which overlooks Harthaven, Nantucket Sound, and Chappa ...
From $803 per night (USD)VRBO
From $1862 per night (USD)VRBO
\"The Carousel House\" - Ocean Park - Featured in New York Times
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
This house, built in 1865, was featured in the New York Times article on Oak Bluffs, 'The President Was Here (Grant, Tha ...
From $1862 per night (USD)VRBO
From $949 per night (USD)VRBO
Multiple Ensuites, Central Air, Perfect Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our home is approximate 2200sf and has 4 bedrooms including 3 bedrooms with en-suite bathrooms (all on second floor) an ...
From $949 per night (USD)VRBO
From $1252 per night (USD)VRBO
Gingerbread cottage with stunning Oak Bluffs Harbor View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...
From $1252 per night (USD)VRBO
From $838 per night (USD)VRBO
Location, Location, Location- Updated East Chop Year Round Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oak Bluffs: Located in East Chop! Beautiful year round home steps to Oak Bluffs Harbor, East Chop Beach Club, Jetty Beac ...
From $838 per night (USD)VRBO
From $301 per night (USD)VRBO
Nice home w outdoor patio bar , dining table, comfortable furniture See photo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This home is in a quiet neighborhood - 10 minute walk to beach, Oak Bluffs center/harbor, restaurants, boarts district a ...
From $301 per night (USD)VRBO
From $665 per night (USD)VRBO
Charming Island House-Close to Ginger Bread Cottages, Beaches, Shops...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience the magic of the Vineyard in our island home. This charming residence is clean, cozy and boasts modern f ...
From $665 per night (USD)VRBO
From $1083 per night (USD)VRBO
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Renovated in 2022, The Panola House is tucked away on a private lot with its own roundabout driveway. Walk to the cente ...
From $1083 per night (USD)VRBO
From $1248 per night (USD)Expedia
Dog-Friendly Home w\/Amazing Fenced-In Yards, Private Washer\/Dryer, Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Farmhouse Fantasy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1248 per night (USD)Expedia
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Historic Oak Bluffs home, short walk to town, beach, and harbor.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Family owned and kept charming 19th century home in Oak Bluffs highlands near Baptist Temple park. This house is about ...
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Click For PricingExpedia
Cute 4-BR House within walking distance of Circuit Avenue
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
It is all about location! Leave the car at the house, and walk right into town. This 4 bedroom, 2 bath home features a l ...
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From $471 per night (USD)VRBO
Location & Charm -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
This home is perfectly located - a short walk to Inkwell Beach, downtown Oak Bluffs, and the OB Ferry. One side of the ...
From $471 per night (USD)VRBO
From $4663 per night (USD)VRBO
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
6 Bedrooms, Sleeping Porch, 3 Full Baths, 2 Half Baths, Sleeps 12+ A timeless Martha’s Vineyard escape awaits you at th ...
From $4663 per night (USD)VRBO
From $1085 per night (USD)VRBO
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Location, Location, Location! Newly renovated charming cottage style home located in the sought after East Chop area of ...
From $1085 per night (USD)VRBO
From $460 per night (USD)VRBO
Comfortable Island Home, Easy Access to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Salt Box style Log Home with open floor plan built by my family with a country feel, located on a wooded lot in the down ...
From $460 per night (USD)VRBO
From $814 per night (USD)VRBO
Dog-friendly home with fenced yard- walking distance to beach, ferry & town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Wayland Victorian Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $814 per night (USD)VRBO
From $1601 per night (USD)Expedia
Historic Home with Gorgeous Antiques & Mondern Conveniences
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Samoset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $1601 per night (USD)Expedia
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Charming, Dog-Friendly House with Lots of Entertainment & Gourmet Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bright Grove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
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From $1079 per night (USD)VRBO
Waterfront Home in Oak Bluffs - Walk to Town and Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely four-bedroom shingled Cape overlooks Farm Pond, Harthaven, and Nantucket Sound. It is a vintage cottage com ...
From $1079 per night (USD)VRBO
From $751 per night (USD)VRBO
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Planning a family or couple's getaway to Martha's Vineyard? Then you'll love calling this delightful Oak Bluffs vacation ...
From $751 per night (USD)VRBO
From $335 per night (USD)VRBO
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This beautifully landscaped, professionally decorated 1998 contemporary offers affordable luxury. Stately French doors, ...
From $335 per night (USD)VRBO
From $274 per night (USD)VRBO
In-Town Certified National Historic Oak Bluffs Property -
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the ...
From $274 per night (USD)VRBO
From $566 per night (USD)VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Stay in this beautiful Vineyard home and enjoy a relaxing vacation back in time! Within 5 minutes of stepping out the f ...
From $566 per night (USD)VRBO
From $734 per night (USD)VRBO
Nautical Oasis 10-min Walk to Downtown Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
The house is perfectly located to get to the best beaches (Katama Beach, Long Pond, Lambert’s Cove, etc.) on the Island ...
From $734 per night (USD)VRBO
From $270 per night (USD)Expedia
Quaint,,,Quiet..up island feel yet a short walk to town and harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Your quintessential summer vacation starts here! The property has a combination of a strong rental history(read ren ...
From $270 per night (USD)Expedia
From $716 per night (USD)VRBO
Beautiful downtown Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully decorated ranch style home in Oak Bluffs Center. Close to the beach, restaurants, shopping, parks, library a ...
From $716 per night (USD)VRBO
From $1385 per night (USD)VRBO
Walk to Beach and Town. Large Family House.
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
-Seven air conditioned bedrooms -Four bathrooms -One living room and two small sitting rooms -large bluestone patio wit ...
From $1385 per night (USD)VRBO
From $503 per night (USD)VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! Deck,A\/C,Outdoor Shower, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
***IMPORTANT--PLEASE "MESSAGE " MANAGER/OWNER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CON ...
From $503 per night (USD)VRBO
From $610 per night (USD)Expedia
Perfect Family Home- Oak Bluffs, Martha's Vineyard
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Our wonderful family house is exactly what you're looking for to compliment your Martha's Vineyard vacation. The house' ...
From $610 per night (USD)Expedia
From $696 per night (USD)VRBO
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The property is conveniently located near the center of Oak Bluffs and with many great restaurant and out door activity, ...
From $696 per night (USD)VRBO
From $600 per night (USD)Expedia
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This property is conveniently located near the center of Oak Bluffs and with many great restaurant and out door activity ...
From $600 per night (USD)Expedia
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Charming MV Cottage: Walk to Dtwn Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
There's no better way to experience the laidback lifestyle of the Vineyard than in the heart of it all at this tradition ...
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From $482 per night (USD)VRBO
Peaceful Oak Bluffs home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and pamper yourself kin a Mid-Century Modern Split-Level home. Located on a 1/4 acre lot minutes away from town,b ...
From $482 per night (USD)VRBO
From $427 per night (USD)VRBO
#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Introducing our #CozyBluffs home in Oak Bluffs on Martha's Vineyard! Designed by local Architect Chuck Sullivan and buil ...
From $427 per night (USD)VRBO
From $828 per night (USD)Expedia
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Oak Leaf Cape Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $828 per night (USD)Expedia
From $823 per night (USD)VRBO
Coastal condo with pool, tennis courts & home comforts - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 39G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $823 per night (USD)VRBO
From $559 per night (USD)Expedia
Dog-friendly first-floor seaside cottage with pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 15D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $559 per night (USD)Expedia
From $307 per night (USD)VRBO
Cute condo with pool & tennis - close to golf & the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $307 per night (USD)VRBO
From $591 per night (USD)Expedia
Charming suite with pool & tennis courts - 1\/2 mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 30G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $591 per night (USD)Expedia
From $409 per night (USD)VRBO
Romantic condo near the shore with pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Island Inn - 22F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $409 per night (USD)VRBO
From $469 per night (USD)Expedia
Charming studio condo with pool & tennis - easy access to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 6B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $469 per night (USD)Expedia
From $590 per night (USD)VRBO
Dog-friendly townhouse with pool & tennis - easy walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 42G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $590 per night (USD)VRBO
From $584 per night (USD)Expedia
Deluxe townhouse with pool & tennis courts - half-mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Island Inn - 44G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $584 per night (USD)Expedia
From $536 per night (USD)VRBO
Charming studio for two with pool & tennis - close to beaches & town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 20D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $536 per night (USD)VRBO
From $481 per night (USD)Expedia
Dog-friendly condo with pool & tennis - close to beaches, golf & parks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 4B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $481 per night (USD)Expedia
From $560 per night (USD)VRBO
Sunny coastal retreat with pool & tennis - 1\/2 mile to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 49G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $560 per night (USD)VRBO
From $476 per night (USD)Expedia
Dog-friendly studio condo with pool & tennis - close to beaches & golf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 3B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $476 per night (USD)Expedia
From $554 per night (USD)VRBO
Romantic seaside getaway with pool & tennis courts - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 18D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $554 per night (USD)VRBO
From $621 per night (USD)Expedia
Comfortable townhouse close to town & the beach with outdoor pool & tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 48G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $621 per night (USD)Expedia
From $537 per night (USD)VRBO
Dog-friendly studio with pool & tennis access - awesome location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 12D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $537 per night (USD)VRBO
From $559 per night (USD)Expedia
Cozy seaside escape with on-site tennis, pool & prime location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 16D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $559 per night (USD)Expedia
From $595 per night (USD)VRBO
Stylish townhouse 1\/2 mile from the beach with tennis courts & pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 46G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $595 per night (USD)VRBO
From $729 per night (USD)Expedia
Dog-friendly suite with pool & tennis - golf & beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Inn - 31G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $729 per night (USD)Expedia
From $727 per night (USD)VRBO
Coastal getaway 1\/2 mile from beach with pool & tennis courts - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 32G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $727 per night (USD)VRBO
From $706 per night (USD)Expedia
Lovely retreat 1\/2 mile from the beach with pool & 3 tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 34G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $706 per night (USD)Expedia
From $634 per night (USD)VRBO
Lovely condo suite, close to golfing & the beach with pool & home comforts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 37G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $634 per night (USD)VRBO
From $526 per night (USD)Expedia
Convenient condo with pool, picnic area & tennis - close to golf & beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 19D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $526 per night (USD)Expedia
From $533 per night (USD)VRBO
Contemporary dog-friendly studio with beach access, pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 13D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $533 per night (USD)VRBO
From $527 per night (USD)Expedia
Coastal condo with pool & tennis courts near golf, beaches & town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 24F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $527 per night (USD)Expedia
From $441 per night (USD)VRBO
Dog-friendly condo with pool, tennis courts & picnic area - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 25F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $441 per night (USD)VRBO
From $449 per night (USD)Expedia
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 33G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $449 per night (USD)Expedia
From $773 per night (USD)VRBO
Charming condo with pool & resort amenities - close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 38G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $773 per night (USD)VRBO
From $549 per night (USD)Expedia
Cozy getaway close to town & beaches with tennis courts & pool - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 26F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $549 per night (USD)Expedia
From $571 per night (USD)VRBO
Dog-friendly condo with pool & tennis - close to golf & beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 5B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $571 per night (USD)VRBO
From $583 per night (USD)Expedia
Dog-friendly condo with pool - explore the parks & hit the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 8C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $583 per night (USD)Expedia
From $729 per night (USD)VRBO
Corner condo with tennis & swimming pool - close to beaches, golf & town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 28G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $729 per night (USD)VRBO
From $309 per night (USD)Expedia
Comfortable, dog-friendly condo with pool & tennis - perfect location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 2A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $309 per night (USD)Expedia
From $556 per night (USD)VRBO
Charming townhouse with deck, pool & on-site tennis - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Island Inn - 41G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $556 per night (USD)VRBO
From $542 per night (USD)Expedia
Dog-friendly condo with pool & tennis courts - golf & beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 40G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $542 per night (USD)Expedia
From $630 per night (USD)VRBO
Lovely townhouse with deck, pool & tennis - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 50G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $630 per night (USD)VRBO
From $532 per night (USD)Expedia
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 7C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $532 per night (USD)Expedia
From $703 per night (USD)VRBO
Comfortable & convenient Martha's Vineyard condo with pool - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 36G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $703 per night (USD)VRBO
From $628 per night (USD)Expedia
Cozy townhouse with pool, tennis & great location close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 43G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $628 per night (USD)Expedia
From $678 per night (USD)VRBO
Dog-friendly condo suite with pool, tennis & picnic area - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 29G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $678 per night (USD)VRBO
From $601 per night (USD)Expedia
Island bliss located near shops and eateries-several island beaches also nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $601 per night (USD)Expedia
From $558 per night (USD)VRBO
Welcoming condo with pool & tennis courts - golf & beaches nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 9C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $558 per night (USD)VRBO
From $472 per night (USD)Expedia
Seaside suite with tennis courts & a pool - perfect for romantic getaways
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 17D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $472 per night (USD)Expedia
From $537 per night (USD)VRBO
Newly renovated, spacious townhouse with pool & tennis courts - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 45G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $537 per night (USD)VRBO
From $541 per night (USD)Expedia
Comfy studio near the beach with pool & tennis court - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 11D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $541 per night (USD)Expedia
From $571 per night (USD)VRBO
Renovated townhome with pool & 3 tennis courts - golfing & beaches nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 47G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $571 per night (USD)VRBO
From $447 per night (USD)Expedia
Dog-friendly studio with pool, on-site tennis courts & prime location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 14D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $447 per night (USD)Expedia
From $566 per night (USD)VRBO
Superb townhouse close to golf & the beach with deck, tennis & pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 51G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $566 per night (USD)VRBO
From $605 per night (USD)Expedia
Ground-floor condo with pool & tennis courts - close to golf & beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Island Inn - 35G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $605 per night (USD)Expedia
From $495 per night (USD)VRBO
Charming studio with pool & tennis courts - close to beaches & golf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Island Inn - 27F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $495 per night (USD)VRBO
From $502 per night (USD)Expedia
Comfortable condo with tennis courts & pool - close to beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 23F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $502 per night (USD)Expedia
From $657 per night (USD)VRBO
Cozy condo near the beach with pool, tennis & grills
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Island Inn - 10C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $657 per night (USD)VRBO
From $1182 per night (USD)VRBO
Original Pratt House built in 1866 with Ocean View of the Inkwell beach.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This is an original Pratt house built in 1866 by the famed architect Pratt for whom the Pratt Institute in New York was ...
From $1182 per night (USD)VRBO