Oak Bluffs Rentals
- From $1033 per night (USD)
VRBO
Modern, luxury 5-bed, 4.5-bath w\/full basement! Now booking for 2024!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Pirate's Reef is a NEW and beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 b ...
From $1033 per night (USD)VRBO
- From $514 per night (USD)
VRBO
Lovely vacation home within walking distance to Oak Bluffs and the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your summer vacation home! This is a 3 bedroom 2 1/2 bath home located less than a mile from downtown Oak Bl ...
From $514 per night (USD)VRBO
- From $2800 per night (USD)
VRBO
The Island Collection MV: LUXURY GETAWAY AT THE PRESERVE
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This luxury enclave, complete with 4 bedrooms and 3.5 bathrooms, is located in a private community that is centrally loc ...
From $2800 per night (USD)VRBO
- From $614 per night (USD)
VRBO
A BRILLANT WAY\nCentral Location To Beach\/Shops\/Restaurants\/Arcade\/Family Bowling
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $614 per night (USD)VRBO
- From $675 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 $675 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Perfect Stay, 10 Minute Walk to Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy, comfortable cottage in Oak Bluffs near everything! Features a huge wrap around deck with furniture and attached o ...
From $365 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Historic Home in East Chop - Prime Aug week available 8\/25-9\/1
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated home in East Chop, Oak Bluffs, Martha’s Vineyard. Built in 1863 by my great, great grandfather, the house has ...
From $475 per night (USD)VRBO
- From $414 per night (USD)
VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A\/C,Large Deck,Gazebo,Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $414 per night (USD)VRBO
- From $880 per night (USD)
VRBO
Great Martha's Vineyard House: Everything You Need - Nothing You Don't!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Property rents Monday to Monday. 3 bedroom/ 2 and 1/2 bathroom Contemporary Vineyard house with wraparound deck, outdoor ...
From $880 per night (USD)VRBO
- From $969 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 $969 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
*** One round-trip, transferable, auto reservation on the steamship authority is included for remaining August 2024 week ...
From $2000 per night (USD)VRBO
- From $1600 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 $1600 per night (USD)VRBO
- From $688 per night (USD)
VRBO
The quintessential MV home. Now booking for 2024!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Pirate's Cove is a young, Victorian-style home, designer-decorated and nestled on a quiet lane in East Chop, located jus ...
From $688 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Central location for your vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Centrally located from nearby Vineyard Haven, Oak Bluffs, Edgartown and West Tisbury. Beaches and trails in close proxi ...
From $269 per night (USD)VRBO
- From $605 per night (USD)
VRBO
Beautiful Contemporary Farmhouse close to Oak Bluffs FERRY TICKETS AVAILABLE
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
REMAINING AVAILABLE SUMMER WEEKS OF 6/15-6/22 & 7/13-7/20 HAVE FERRY CAR RESERVATIONS AVAILABLE FOR PURCHASE AND TRANSFE ...
From $605 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Martha's Vineyard Beachfront Condo in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all that Martha's Vineyard has to offer in this spacious two bedroom, two full bath beautifully furnished condo ov ...
From $350 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Secluded Escape- Central AC & Wireless Internet Access.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This gorgeous, contemporary air-conditioned private home is perfect for your luxurious vacation on the island. It is 270 ...
From $800 per night (USD)VRBO
- From $821 per night (USD)
VRBO
Lovely waterfront home with private, sandy beach and mooring on Lagoon Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax on the gorgeous wraparound deck, let the sea breeze caress your face, listen to the chirping birds, and drink in t ...
From $821 per night (USD)VRBO
- From $800 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 $800 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Convenient condo with pool, picnic area & tennis - close to golf & beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 19D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $284 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Contemporary dog-friendly studio with beach access, pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 13D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $295 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Coastal condo with pool & tennis courts near golf, beaches & town
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 24F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $307 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Dog-friendly condo with pool, tennis courts & picnic area - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 25F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $251 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Dog-friendly studio with pool & tennis access - awesome location
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 12D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $323 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Dog-friendly studio condo with pool & tennis - close to beaches & golf
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 3B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $352 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Romantic seaside getaway with pool & tennis courts - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 18D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $250 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Charming studio for two with pool & tennis - close to beaches & town
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 20D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $314 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Dog-friendly condo with pool & tennis - close to beaches, golf & parks
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 4B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $309 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Cozy getaway close to town & beaches with tennis courts & pool - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 26F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $262 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Dog-friendly condo with pool & tennis - close to golf & beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 5B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $276 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Comfy studio near the beach with pool & tennis court - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 11D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $260 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 7C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $319 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Welcoming condo with pool & tennis courts - golf & beaches nearby
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 9C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $322 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Seaside suite with tennis courts & a pool - perfect for romantic getaways
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 17D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $261 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Dog-friendly studio with pool, on-site tennis courts & prime location
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 14D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $255 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Charming studio with pool & tennis courts - close to beaches & golf
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Island Inn - 27F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $337 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Comfortable condo with tennis courts & pool - close to beaches
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 23F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $316 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Charming studio condo with pool & tennis - easy access to the beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 6B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $293 per night (USD)Expedia
- From $101 per night (USD)
VRBO
Cozy studio with free WiFi, private deck & kitchenette - walk to downtown
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Nautical Daze - Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $101 per night (USD)VRBO
- From $800 per night (USD)
Expedia
Beautiful and Renovated House near center
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this beautiful and pristine 3 bedroom 1 1/2 bath home located in Oak Bluffs, Marthas Vineyard in a peaceful n ...
From $800 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Charming cape. 5 Minutes to beach and downtown Oak Bluffs.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
** Ferry ticket available week of 7/12-7/19** Seaside serenity ...
From $488 per night (USD)VRBO
- From $629 per night (USD)
VRBO
New to the rental market! Air conditioned family home, 1 mile from Circuit Ave
- Bedrooms:
- 0
- Bathrooms:
- 4
- Sleeps:
- 10
New rental! Get away from it all in this Oak Bluffs secluded family friendly home offering 4 bedrooms, 2 full bathrooms, ...
From $629 per night (USD)VRBO
- From $363 per night (USD)
VRBO
Family friendly, walking distance to town, harbor, shops, restaurants, beaches
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Canary Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $363 per night (USD)VRBO
- From $917 per night (USD)
VRBO
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from ...
From $917 per night (USD)VRBO
- From $1857 per night (USD)
VRBO
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from ...
From $1857 per night (USD)VRBO
- From $605 per night (USD)
Expedia
Bright Modern House AC 3full baths, 3+ bedrooms, 2 balconies, deck & parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bright air conditioned house has common space living TV room, dining and kitchen together. 1st floor has 1 bedroom with ...
From $605 per night (USD)Expedia
- From $1500 per night (USD)
VRBO
Quaint Tower Ridge colonial 4 bedroom 3.5 bath hideaway in historic Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Tucked back in the quiet Tower Ridge neighborhood in Oak Bluffs, this large Colonial has been nicely updated and refresh ...
From $1500 per night (USD)VRBO
- From $357 per night (USD)
VRBO
1-Bedroom cottage, 200ft from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1-bedroom cottage, completely separate from the larger house. Easy access from both front and back yards, very private. ...
From $357 per night (USD)VRBO
- From $542 per night (USD)
VRBO
Modern Apt Near Martha's Vineyard Beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you’re embarking on a couple’s weekend retreat or an upscale beach adventure with friends, this Oak Bluff vacati ...
From $542 per night (USD)VRBO
- From $621 per night (USD)
Expedia
Dog-Friendly Downtown Home w\/Free WiFi, Deck, Water Views, & Partial A\/C
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Marsh Walk Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $621 per night (USD)Expedia
- From $472 per night (USD)
VRBO
Adorable cottage with pool, tennis courts & picnic area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 21E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $472 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Charming salt box in quiet woodsy neighborhood - centrally located!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Fireplace! Hardwood floors throughout. A spacious kitchen with updated appliances - plus, a propane grill for ...
From $325 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
Vineyard charm island memories
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Great location,wonderful front porch,incredible kitchen,outdoor gas grill,walking distance to downtown,beaches,A/C,Marth ...
From $1200 per night (USD)VRBO
- From $671 per night (USD)
Expedia
Peaceful Summer Oasis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom 2 bathroom home on a quiet street. The outdoor swing provides a lovely outdoor spaces reading snd relaxing. ...
From $671 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Quintessential Martha's Vineyard cottage with yard\/patio - walk to Inkwell Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Pinkletink Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $249 per night (USD)VRBO
- From $650 per night (USD)
Expedia
COZY 3 BR\/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the beautiful Lagoon Heights neighborhood, you'll enjoy this lovely 3 Bedroom, 2 Bath cozy Cape Cod home with ...
From $650 per night (USD)Expedia
- From $929 per night (USD)
VRBO
Sea Glenn Flowers Private home new to market
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This beautiful home is located in the heart of Martha's Vineyard, a short drive from all the amenities of the island. Th ...
From $929 per night (USD)VRBO
- From $436 per night (USD)
VRBO
East Chop Tree Tops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Great East Chop (Oak Bluffs) location! Take morning walks on world famous East Chop Drive, or watch the sunset from ther ...
From $436 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Cottage on East Chop with Water Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Located in Oak Bluffs, this welcoming vacation home brings it all within your reach. Oak Bluffs Harbor is within an e ...
Click For PricingExpedia
- From $1032 per night (USD)
Expedia
Six Bedroom Home with In-Law Suite
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Our home with AC is on a leafy dead end, quiet street, 4 minutes to downtown Oak Bluffs, 5 mins to Eastville Beach, 6 mi ...
From $1032 per night (USD)Expedia
- From $1333 per night (USD)
VRBO
Oak Bluff's Victorian Walk to Town & Beaches
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
About this space First floor has AC and hosts windowed living, dining, work space, kitchen and garden apartment that sle ...
From $1333 per night (USD)VRBO
- From $700 per night (USD)
Expedia
Cozy - Home away from Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 2
Spacious cape with open floor plan Barnes road to Linden ave sits a three bedroom , three bathroom home with an open flo ...
From $700 per night (USD)Expedia
- From $738 per night (USD)
VRBO
Location , Location , Location ! Walking distance to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Bellavista at the Seaview. This oceanfront condo is a coveted two bedroom , two bathroom home that was comple ...
From $738 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Centrally located home in private neighborhood of Oak Bluffs.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and unwind in this comfortable spacious 3 bedroom 2 bath open concept home in a quiet neighborhood. Enjoy your di ...
From $500 per night (USD)Expedia
- From $1115 per night (USD)
VRBO
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Perched on a grassy hill, this majestic home has sweeping views of Oak Bluffs Harbor and is just minutes from East Chop ...
From $1115 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Gorgeous 7BR\/6BA Ocean views Walk to Beach & Town - 10% off two week stay!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 10
Large Private Home formerly known as the SeaSpray Inn and featured on the reality television show "The Vineyard", this l ...
From $1500 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Oak Bluffs 5 bdrm 4 bath expansive contemporary in a fabulous central location
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled within a lovely private neighborhood in Oak Bluffs, this beautiful contemporary home unfolds with style and comf ...
From $1000 per night (USD)VRBO
- From $2250 per night (USD)
VRBO
Harthaven Oak Bluffs Waterfront Home with 150 feet of Beach on Nantucket Sound
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
WATERFRONT OASIS - Perched on a bluff overlooking Nantucket Sound, this waterfront home is part of a compound in the Har ...
From $2250 per night (USD)VRBO
- From $2101 per night (USD)
VRBO
Oak Bluffs Waterfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Part of a three house waterfront compound, this immaculate contemporary cottage can be rented on its own, or along with ...
From $2101 per night (USD)VRBO
- From $2150 per night (USD)
VRBO
Waterfront Home in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Oak Bluffs 4 bed/3 bath waterfront home is part of a 3 house compound with 150 ft. of private beach on Nantucket Sound. ...
From $2150 per night (USD)VRBO
- From $674 per night (USD)
VRBO
Private Waterfront, Private Beach, Private 90' Dock, Views Views Views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Spectacular water views from classic Martha's Vineyard waterfront home! Perched atop a bluff overlooking the Nantucket ...
From $674 per night (USD)VRBO
- Click For Pricing
VRBO
Sweet Apartment in the Heart of Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming apartment is centrally located on Circuit Ave in the heart of Oak Bluffs above a popular restaurant. It is ...
Click For PricingVRBO
- From $1053 per night (USD)
VRBO
Enchanting home with tennis, firepit, golf nearby, playground, & washer\/dryer
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
Bird's Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $1053 per night (USD)VRBO
- From $679 per night (USD)
VRBO
Sengekontacket Contemporary With Water Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
**SUMMER SPECIAL: SAVE UP TO 15% OFF ALL OPEN SUMMER WEEKS | NEW RATES IN + FERRY TICKETS** Point B Exclusive - FERRY TI ...
From $679 per night (USD)VRBO
- From $1323 per night (USD)
VRBO
Enchanting bungalow with golf nearby, full kitchen, central AC, & washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
East Chop 90 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $1323 per night (USD)VRBO
- From $673 per night (USD)
VRBO
Renovated Sweet Retreat In Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked back in a quiet central Oak Bluffs neighborhood, this Contemporary Sweet Retreat has just been completely reimagi ...
From $673 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Classic Cottage In Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Point B Exclusive - This Classic Cottage is conveniently located in central Oak Bluffs with easy access into both downto ...
From $283 per night (USD)VRBO
- From $674 per night (USD)
VRBO
Perfect location! Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely, in-town, first-floor apartment is in a renovated 1800's historic Oak Bluffs cottage with a fenced in landsc ...
From $674 per night (USD)VRBO
- From $467 per night (USD)
VRBO
Charming, gracious cape 3 minute walk to private beach on Lagoon. Dog-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely classic Vineyard cape located on a very quiet dead end street with access to a private sandy beach on the Lagoon. ...
From $467 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Family home located near everything needed for the perfect vacation.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
The house was recently renovated with new appliances and other furnishing. Appliances include a convection oven, dishwas ...
From $500 per night (USD)Expedia
- From $867 per night (USD)
VRBO
BEST LOCATION * Walk to Town\/Beaches * Fun and Relaxing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wonderful newly renovated, conveniently located 3 bedroom, 2 bath house with stone patio on New York Avenue (the main ro ...
From $867 per night (USD)VRBO
- From $525 per night (USD)
VRBO
MODERN BEACH COTTAGE IN PRIVATE WATERFRONT COMMUNITY ON SENGEKONTACKET Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
FIRST TIME OFFERED...This bright and airy beach cottage is newly renovated and furnished (2021), primarily for our perso ...
From $525 per night (USD)VRBO
- From $800 per night (USD)
VRBO
July dates open! Walk to Oak Bluffs Restaurants, Shopping, Harbor and Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful, open concept, fully furnished home is just footsteps to Sunset Lake, harbor, beaches, entertainment, res ...
From $800 per night (USD)VRBO
- From $2142 per night (USD)
VRBO
Vacation In This Historic And Luxurious Martha's Vineyard Home
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home ...
From $2142 per night (USD)VRBO
- From $5935 per night (USD)
VRBO
THE PARK ESTATE! Your Martha's Vineyard Getaway!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from ...
From $5935 per night (USD)VRBO
- From $2531 per night (USD)
VRBO
BEAUTIFUL CUSTOM BUILT HOUSE WITH A POOL AND HOT TUB!!!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
A gorgeous builder's house; this hidden pearl is elegant, private and relaxing. Conveniently located 3 miles from the Tr ...
From $2531 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Make Lasting Memories In This Adorable Vineyard Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
This quaint cottage, nestled in a quiet neighborhood of Oak Bluffs, is perfect for a romantic getaway, a special place t ...
From $260 per night (USD)VRBO
- From $243 per night (USD)
Expedia
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 $243 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Updated home with forest views, deck, firepit, fast WiFi - near town\/beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
White Pearl Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $414 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Fresh Pond Chateau | Newly Renovated Bright & Cozy
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind at this stunning newly renovated home with modern furnishing! The home is on a quiet, well-maintained private roa ...
From $508 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Cozy Renovated Ranch
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Walk into a spacious living room with cathedral ceiling, beams and ceiling fan which opens to a completely renovated bra ...
From $360 per night (USD)VRBO
- From $1045 per night (USD)
Expedia
Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Captain Shaw Norris House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $1045 per night (USD)Expedia
- Click For Pricing
VRBO
Oak Bluffs Summer Getaway Cape & Pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated cape in a quiet neighborhood near Lagoon Pond (1/2 mile away), 1.5 miles from downtown Oak Bluffs, very ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $832 per night (USD)
VRBO
Fully Renovated & Spacious home walking distance to downtown Oak Bluffs\/Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated three-level home with 3 bedrooms 2 bathrooms within walking distance to the heart of Downtown Oak Bluffs ...
From $832 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Spacious family-friendly home with fast WiFi, beach access, & washer\/dryer
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Nautical Daze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $291 per night (USD)Expedia
- From $925 per night (USD)
VRBO
OB Cozy-Cottage-Glam off Circuit with Great Outdoor living
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Location!!! Location!!! This updated cottage is a quick walk to town, beach, Tony’s Deli, tennis and basketball courts, ...
From $925 per night (USD)VRBO
- From $1499 per night (USD)
Expedia
Charming Vacation Home in Oak Bluffs.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Just a stone away from Oak Bluffs and its beaches, this chic 4 bedroom home provides comfort and privacy. The large bedr ...
From $1499 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Waterfront Newly Renovated 2Beds w\/ Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Stewart Cottage is the quintessential waterfront property: a beautiful home with breathtaking views nestled in a quiet, ...
From $275 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Rustic circa 1870s home w\/outdoor shower, 3 decks & private grill - 1 dog OK
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Brunswick Plain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $391 per night (USD)Expedia