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Oak Bluffs Rentals

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From $724 per night (USD)
VRBO
Private Waterfront, Beachfront, and 90' Dock. Views. Newly Renovated 3Bd 2.5Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spectacular water views from classic Martha's Vineyard waterfront home! Perched atop a bluff overlooking the Nantucket ...
From $724 per night (USD)
VRBO
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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 ...
Click For Pricing
Expedia
From $964 per night (USD)
VRBO
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
LOCATION! Super cute, freshly renovated & professionally decorated 2+ bedroom Vineyard cottage w/ parking, just 2 blocks ...
From $964 per night (USD)
VRBO
From $484 per night (USD)
VRBO
Private lookout cottage close to private trails and Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Private cottage with miles of natural preserve trails out the backyard. Located close to Sengekontacket Pond and Edgart ...
From $484 per night (USD)
VRBO
From $649 per night (USD)
VRBO
Modern Edgartown home central to MV town centers and beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked away off Edgartown/Vineyard Haven Road, this lovely vacation home is conveniently located and central to Edgartow ...
From $649 per night (USD)
VRBO
From $2335 per night (USD)
VRBO
Modern Home close to Steamship and Downtown Vineyard Haven!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
*PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR AN ...
From $2335 per night (USD)
VRBO
From $530 per night (USD)
VRBO
Contemporary Beach House In Edgartown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
POINT B EXCLUSIVE - This Contemporary Beach House has just been stylishly renovated throughout with nice coastal touches ...
From $530 per night (USD)
VRBO
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Expedia
Vineyard charm island memories
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Great location,wonderful front porch,incredible kitchen,outdoor gas grill,walking distance to downtown,beaches,A/C,Marth ...
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Expedia
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VRBO
Private corner-lot home with deck, screened porch, & W/D - 2mi. to town center
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Edgartown Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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VRBO
From $479 per night (USD)
Expedia
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 $479 per night (USD)
Expedia
From $738 per night (USD)
VRBO
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 $738 per night (USD)
VRBO
From $754 per night (USD)
Expedia
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Brand new house, renovations finished in May 2023! Ideal rental for families and friends! Two fully equipped kitchens, ...
From $754 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Private setting nestled in the heart of East Chop.
Bedrooms:
2
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 $585 per night (USD)
VRBO
From $268 per night (USD)
VRBO
Walk to Town & Water from your PERFECT SUMMER COTTAGE
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
JULY AND AUGUST: turnover day is Monday ----------------------------- We'd love to welcome you into our lovely 500 sq. f ...
From $268 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Renovated 4BR Island Farmhouse 5 minute walk to downtown Vineyard Haven
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Restored Island farmhouse, nicely furnished and decorated and walking distance to Main Street, Vineyard Haven. Four bedr ...
From $436 per night (USD)
VRBO
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Expedia
Martha’s Vineyard newly renovated house. Walk to downtown, boat and beach.
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Brand new kitchen! This home is spacious, updated and comfortable and for your whole family to have their own space. 5 ...
Click For Pricing
Expedia
From $1229 per night (USD)
VRBO
Famous Gingerbread House named Seashrimp across from Oak Bluffs Harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Year-round in-town Historical Famous Seashrimp Gingerbread House across from harbor/Nancy's all on the water restaurants ...
From $1229 per night (USD)
VRBO
From $704 per night (USD)
VRBO
Charming West Chop Retreat on Private, Tree-Lined Lot
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Light-Filled Vineyard Home - Walk to Beach, Town & Ferry Due to a last m ...
From $704 per night (USD)
VRBO
From $742 per night (USD)
VRBO
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to “Gem of the Ocean”! Martha’s Vineyard vacationers dream! This recently updated condo with private balcony and ...
From $742 per night (USD)
VRBO
From $785 per night (USD)
VRBO
Sunny Vineyard Getaway Close to Everything steps from sound clean and comfy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our spacious, airy home is a recently renovated one floor open concept home filled with natural light located on a priva ...
From $785 per night (USD)
VRBO
From $410 per night (USD)
VRBO
Beautiful Historic Hilltop Haven -Walk to Town & Water
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
JULY AND AUGUST: turnover day is Monday ----------------------------- Gorgeous and spacious (2800 sq. ft.) 4 bedroom his ...
From $410 per night (USD)
VRBO
From $872 per night (USD)
VRBO
Charming Home Walking Distance to Downtown Vineyard Haven
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Enjoy a relaxing stay in a charming six bedroom home that sleeps up to 12. This home is just a short walk from downtown ...
From $872 per night (USD)
VRBO
From $1255 per night (USD)
VRBO
Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!
Bedrooms:
2
Bathrooms:
7
Sleeps:
16
Fantastic home available from May to October. Seven Bedrooms, one den with pull out couch, two bathrooms and a dreamy o ...
From $1255 per night (USD)
VRBO
From $838 per night (USD)
VRBO
Edgartown Cottage By The Pond
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Be the first to stay in this recently renovated cottage which is centrally located to everything the island has to offer ...
From $838 per night (USD)
VRBO
From $658 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 $658 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Fully Renovated & Spacious home within walking distance of Oak Bluffs / Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated three-level home with three bedrooms and two bathrooms within walking distance to the heart of Downtown ...
From $428 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Cozy New TimberFrame Vineyard Haven!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Modern meets Vintage in Vineyard Haven! Brand New Timberframe Custom Designed by Local Boat Builder. One of a Kind Gues ...
From $495 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Central 2nd-floor apartment with propane stove, grill, W/D, & great location
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Main Street Upper Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $420 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
July and August: Turnover day is generally Friday. This lovely, in-town, impeccably renovated 1800's historic Oak Bluff ...
From $211 per night (USD)
VRBO
From $681 per night (USD)
VRBO
Labor Day September escape with Car Ferry tickets Aug 30th to Sept 6th!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in woods adjacent to conservation trails, and Coveted Lambert's cove beach is just 7min drive away. Cozy home wi ...
From $681 per night (USD)
VRBO
From $403 per night (USD)
VRBO
In-Town Classic Cape
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
POINT B EXCLUSIVE - This In-Town Classic Cape has just been renovated and reimagined throughout with new Kitchen and Bat ...
From $403 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Perfectly located duplex with comfy layout & beach gear - steps from Main Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $374 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Vineyard Haven Guest Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Classic Vineyard Haven cottage, in the heart of the village, just a few blocks from the ferry. We love this cottage for ...
From $449 per night (USD)
VRBO
From $3686 per night (USD)
VRBO
Harbor Front in Vineyard Haven! Brand New Construction - seconds from Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover a newly constructed 3-bed, 2.5-bath rental with captivating views of Vineyard Haven Harbor. Adjacent to the Ste ...
From $3686 per night (USD)
VRBO
From $667 per night (USD)
VRBO
Vineyard Haven Oasis!-Get 1 Free Boat Reservation for Car!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Vineyard Haven Oasis is fully equipped. It’s Centrally Located to Downtown Vineyard Haven, Island attractions, res ...
From $667 per night (USD)
VRBO
$Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs\n$
From $1234 per night (USD)
Expedia
Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs\n
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Retreat to Martha's Vineyard in a modern ranch style vacation home with a heated pool tucked on 1.5 acres of landscaped ...
From $1234 per night (USD)
Expedia
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VRBO
Martha's Vineyard Home w/ Deck < 1 Mi to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the beauty of Martha’s Vineyard when you stay at this charming 3-bedroom, 2.5-bathroom vacation rental! Situate ...
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VRBO
From $2402 per night (USD)
VRBO
Beautiful Newly Constructed Home Walking Distance from Downtown Vineyard Haven
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Welcome to this beautiful newly constructed home, conveniently located within walking distance from the Steamship Author ...
From $2402 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Bright Modern House AC 3full baths, 3+ bedrooms, 2 balconies, deck & parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Bright air conditioned house has common space living TV room, dining and kitchen together. 1st floor has 1 bedroom with ...
From $638 per night (USD)
VRBO
From $464 per night (USD)
Expedia
3-BR Oak Bluffs Escape - Quick Trip to Towns & Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape and exhale in this bright, airy 3-bedroom, 2.5-bathroom retreat that sleeps up to 7. Centrally located between Oa ...
From $464 per night (USD)
Expedia
From $1672 per night (USD)
VRBO
Daniels House is your next vacation home in Oak Bluffs.
Bedrooms:
6
Bathrooms:
9
Sleeps:
18
Breath taking views from this newly restored quintessential 1899 Oak Bluffs Cottage style home. It is equipped with 9 la ...
From $1672 per night (USD)
VRBO
From $628 per night (USD)
Expedia
Hideaway At Meadow View Farm/Private Tennis Courts with Spacious Bedrooms
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This Martha’s Vineyard Hideaway is nestled in the desirable Meadow View Farms area of Oak Bluffs, and includes access to ...
From $628 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Martha’s Vineyard studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio apartment on highly sought resort island of Martha’s Vineyard. 500 square feet with private entrance, bathroom, ...
From $243 per night (USD)
VRBO
From $732 per night (USD)
VRBO
Charming Oak Bluffs Retreat – Walk to Town, Harbor & More
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just outside downtown Oak Bluffs, this 3-bedroom, 2.5-bath home features Central AC and an open layout ideal for gatheri ...
From $732 per night (USD)
VRBO
From $1099 per night (USD)
VRBO
Brand New Home in Vineyard Haven - Perfect Family Home Centrally Located on MV!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This BRAND NEW, recently built 4-bedroom, 3-bathroom home offers the perfect blend of comfort and convenience, situated ...
From $1099 per night (USD)
VRBO
From $582 per night (USD)
Expedia
Historical house with wraparound porch, modern updates, enclosed yard, & W/D
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Victorian by the Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $582 per night (USD)
Expedia
From $742 per night (USD)
VRBO
Centrally located Oak Bluffs property next to Bike Path
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to our vacation rental in Oak Bluffs, Martha's Vineyard! Lovely home in the sought after Meadow View Farms commu ...
From $742 per night (USD)
VRBO
From $1243 per night (USD)
Expedia
Charming home with private hot tub, firepit, deck, grill, outdoor shower, AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tiffany's Treasure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1243 per night (USD)
Expedia
From $936 per night (USD)
VRBO
Oceanview East Chop Beach House - 4 Bed/2 Bath - 5 min walk to beach
Bedrooms:
1
Bathrooms:
4
Sleeps:
9
The perfect vacation awaits you at Frog Prince Cottage in beautiful East Chop, the finest neighborhood in Oak Bluffs. Ou ...
From $936 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Spacious 4 BR Home, Steps to Lagoon, Minutes to Downtown Oak Bluffs and Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spacious two-level four-bedroom house within steps to lagoon located in Oak Bluffs and within minutes (2 Miles) to Downt ...
From $447 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Charming Martha's Vineyard retreat close to beaches & downtown - large yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Set Sail Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $480 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gingerbread Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $461 per night (USD)
Expedia
$\nMV Vacation Rental$
From $686 per night (USD)
VRBO
\nMV Vacation Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to MV Vacation Rental! Our charming rental property features a loft upstairs with a comfortable queen bedroom, c ...
From $686 per night (USD)
VRBO
From $5215 per night (USD)
VRBO
Main house and a separate apartment with saltwater pool, spa, outdoor cooking!
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Forget your worries in this spacious and serene space. Tucked away, the brand new compound offers all amenities. Heated, ...
From $5215 per night (USD)
VRBO
From $884 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 $884 per night (USD)
VRBO
Click For Pricing
Expedia
Spacious home near the ferry & downtown with enclosed yard, games, & W/D
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Ferry Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For Pricing
Expedia
From $300 per night (USD)
VRBO
Cozy studio with AC,WiFi, full kitchen, private entry great for couples vacation
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your Tisbury adventure begins at this tranquil studio. Nestled in a pleasant neighborhood, this welcoming retreat offers ...
From $300 per night (USD)
VRBO
From $726 per night (USD)
VRBO
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 $726 per night (USD)
VRBO
From $1124 per night (USD)
VRBO
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
Bedrooms:
4
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 $1124 per night (USD)
VRBO
From $550 per night (USD)
VRBO
September 2025 Available! 6 Beds! Near Ocean Park, Inkwell, Ferry, Flying Horses
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
6 Bedrooms with incredible location will comfortably allow your family to vacation in the best part of Oak Bluffs. The l ...
From $550 per night (USD)
VRBO
From $713 per night (USD)
VRBO
Family Getaway Walkable to Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our newly renovated cottage nestled in the peaceful town of Vineyard Haven. This delightful retreat features ...
From $713 per night (USD)
VRBO
From $503 per night (USD)
VRBO
Four bedroom 3 bathroom ranch located in Edgartown.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
*****Those summer vacation memories are waiting to be made here. Four bedroom 3 bathroom ranch located in Edgartown. M ...
From $503 per night (USD)
VRBO
From $2376 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 $2376 per night (USD)
VRBO
From $1174 per night (USD)
Expedia
Oak Bluff's Victorian Walk to Town & Beaches
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
About this space First floor has AC and hosts windowed living, dining, work space, kitchen and garden bedroom that sleep ...
From $1174 per night (USD)
Expedia
From $460 per night (USD)
VRBO
New 2 min from Circuit ave
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
* new for 2025: Gameroom with pool table and ping pong table. * Welcome to this beautifully renovated home, located wit ...
From $460 per night (USD)
VRBO
Click For Pricing
Expedia
5 Minute Walk to Vineyard Haven Yacht Club and Town Beach at Owen Little Way!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover this spacious and conveniently located property which is just a 5 Minute Walk to Vineyard Haven Yacht Club an ...
Click For Pricing
Expedia
From $511 per night (USD)
VRBO
Charming cottage near the beach with a furnished deck, yard, & washer/dryer
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Birds of Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $511 per night (USD)
VRBO
From $1781 per night (USD)
VRBO
Waterview Farm Contemporary Island Home Walk to Beach and Farm Neck Golf Club
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Six bedroom, five and a half bath contemporary island home located in Waterview Farm with direct access to the beach on ...
From $1781 per night (USD)
VRBO
Click For Pricing
VRBO
Quaint and pristine home with private suites and baths.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to our home! We are a husband & wife interior decorator/contractor team, who've tastefully renovated our entire ...
Click For Pricing
VRBO
From $689 per night (USD)
Expedia
Secluded Cottage, West Tisbury, Lambert's Cove Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in the woods of West Tisbury, this charming 2-bedroom +, 900 sq. ft. home, with additional sleeping loft, offers ...
From $689 per night (USD)
Expedia
From $1189 per night (USD)
VRBO
Heart of Oak Bluffs - A Newly Renovated Gem, 5 Minute Walk to Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect blend of location and luxury in this beautifully renovated charmer, centrally situated in Oak Bluff ...
From $1189 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Walking to the beach. Bars and Restaurants.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walking distance to the beach. 5 minutes away from downtown, steamship, ice cream, and restaurants. Lovely backyard with ...
From $584 per night (USD)
Expedia
From $682 per night (USD)
VRBO
Private island house close to trails with kayak, jetted tub, and deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Lookout Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $682 per night (USD)
VRBO
$Cozy History Resort\nLocated in the center of the city$
From $397 per night (USD)
Expedia
Cozy History Resort\nLocated in the center of the city
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Friendly and fun Environment. BBQ grills on the patio for those grill masters ready to whip up a mean steak. We have a b ...
From $397 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Harbor Landing Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Are you ready to come and enjoy the fun and beautiful island on a budget, then look no further. Come by our beautiful hi ...
From $397 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Harbor Landing Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Looking to visit the vineyard on a budget, look no further. We provide a friendly, fun, sociable, budget and cost effici ...
From $509 per night (USD)
Expedia
From $869 per night (USD)
VRBO
Charming home near downtown & beach with patio, outdoor shower, grill, & W/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Blissful Island Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $869 per night (USD)
VRBO
From $726 per night (USD)
Expedia
Cozy vineyard cottage close to downtown with outdoor living space and amentiies.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
2 Decks, hot tub and close to everything. Has all new stainless appliances, wi-fi, cable, grill, about one mile walk t ...
From $726 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Harbor Landing Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Looking to have a good time on the Vineyard, but on a budget? Look no further. We provide a Fun, Energetic,Social and co ...
From $510 per night (USD)
VRBO
From $622 per night (USD)
Expedia
Private island house with close beach access and water view from deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Soundmeadow House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $622 per night (USD)
Expedia
From $543 per night (USD)
VRBO
1 Bedroom, Sleeps 4; perfect small family vacation home
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Close to town and beach, but far enough away for peaceful quiet. 1 Bedroom; 3.5 bath; outdoor shower; front and side por ...
From $543 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Martha’s Vineyard 15 minute walk to Oak Bluffs Beach and Town
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
15 minute walk to Oak Bluffs town and beach. 2 queen beds. 5 minute walk to the bus. 5 minute walk to library. 1 bedroom ...
From $465 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Guest House In Edgartown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax with the whole family at this peaceful place to stay. Experience island living at this one-bedroom, one-bathroom g ...
From $323 per night (USD)
VRBO
From $815 per night (USD)
VRBO
charming bungalow -- walk to beach & downtown
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A quintessential island vacation spot in this charming Vineyard Haven bungalow -- formerly owned by a legendary local se ...
From $815 per night (USD)
VRBO
From $1644 per night (USD)
VRBO
Lagoon Waterfront 4 Bedroom Private Sandy Beach Oak Bluffs Martha's Vineyard
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Idyllic Lagoon Front Vacation Home – Oak Bluffs This 4 bedroom, 3.5 bath retreat is the perfect escape for a memorable ...
From $1644 per night (USD)
VRBO
From $785 per night (USD)
VRBO
Exquisitely Comfortable 4bdrm 3ba Home w/ Large Yard in Oak Bluffs!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Gloria’s Cottage – A Martha’s Vineyard Retreat Step into the warmth of Gloria’s Cottage, a beautifully appoi ...
From $785 per night (USD)
VRBO
$Welcome to \Suzy's Place\ Best Location! Walk Everywhere. Newly built in 2024.$
From $728 per night (USD)
VRBO
Welcome to \"Suzy's Place\" Best Location! Walk Everywhere. Newly built in 2024.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
"Suzy's Place" is arguably the best location on the island. Your cozy getaway awaits in Oak Bluffs at this beautiful new ...
From $728 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Charming studio with amazing location near town & beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sankofa Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $286 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Brand New Guest house
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Oak Bluffs, enjoy what this 2-bedroom apartment has to offer. With a washing machine, WiFi, AC, iron, hair dr ...
From $392 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Updated house close to town and beach with patio, AC, and games
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Sankofa House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $487 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Tiny Tisbury
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cabin in the woods. Cute private unique Cabin in the woods. Cute private unique Cabin in the woods. Cute private unique ...
From $253 per night (USD)
VRBO
From $851 per night (USD)
Expedia
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Bird Street Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $851 per night (USD)
Expedia
$A \Close to All\ Oak Bluffs Oasis!$
From $704 per night (USD)
VRBO
A \"Close to All\" Oak Bluffs Oasis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Nestled at the end of a cul-de-sac, this home is the ideal spot for a peaceful island retreat. It sits on over a1/2 acre ...
From $704 per night (USD)
VRBO
From $447 per night (USD)
Expedia
BRAND NEW 1-bedroom Owner's Suite in wonderful Oak Bluffs with Air Conditioning
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this 1-bedroom Owner's Suite in Oak Bluffs. This brand new property features a cozy bedroom with a ...
From $447 per night (USD)
Expedia
From $684 per night (USD)
VRBO
House with guest studio close to town and beach with grill, games, AC & patio
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Sankofa Martha's Vineyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $684 per night (USD)
VRBO
From $2949 per night (USD)
Expedia
Beautiful Estate with salt water pool & pond with kayaks
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
WELCOME TO PARADISE!!! we sanitize!!!!! We have implemented a system so you are able to check in and out without any per ...
From $2949 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Centrally located Island getaway with bike path access, patio, W/D, & games
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cozy Island Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $318 per night (USD)
VRBO
From $366 per night (USD)
VRBO
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Book your next East Coast escape at this Oak Bluffs vacation rental! Conveniently located near downtown Oak Bluffs, this ...
From $366 per night (USD)
VRBO
From $1201 per night (USD)
VRBO
Modern Cottage Walk To Town & Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy one of Oak Bluffs’ newest accommodations perched at the peak of the Highlands boasting just a 10 minute walk to to ...
From $1201 per night (USD)
VRBO
From $738 per night (USD)
VRBO
Charming 3-bedroom house in Oak Bluffs with AC, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to Noble House, your ideal getaway on Martha’s Vineyard. Nestled in the heart of Oak Bluffs at 21 Pheasant Lane, ...
From $738 per night (USD)
VRBO

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Results: 459 Rentals