Oak Bluffs Rentals
From $1101 per night (USD)VRBO
NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy your stay in this newly renovated, 4000 sq ft. home! 25 Edgewood has many key amenities to ensure your visit to t ...
From $1101 per night (USD)VRBO
From $343 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 $343 per night (USD)VRBO
From $374 per night (USD)VRBO
New Construction with Patio & Yard - Downtown & Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Oak Bluffs Beauty Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $374 per night (USD)VRBO
From $500 per night (USD)Expedia
Charming home away from home near lagoon pond w/ boat launch
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Island Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $500 per night (USD)Expedia
From $548 per night (USD)VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $548 per night (USD)VRBO
From $553 per night (USD)VRBO
Water View Oasis 1 mi from Oak Bluffs 10 min Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful water view, spacious natural landscape, and privacy enhance the serenity of our rustic barn-style home tucked ...
From $553 per night (USD)VRBO
From $390 per night (USD)VRBO
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the charm of Martha’s Vineyard at your leisure from this ideally located apartment. With 2 bedrooms and 1 bat ...
From $390 per night (USD)VRBO
From $447 per night (USD)Expedia
Quaint,,,Quiet..up island feel yet a short walk to town and harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Your quintessential summer vacation starts here! The property has a combination of a strong rental history(read ren ...
From $447 per night (USD)Expedia
From $927 per night (USD)VRBO
3 bedroom home in Edgartown, steps from bike path and island bus.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this 2200 sq foot Edgartown home . 5 Complimentary bikes to use during your stay. Everything in this Vineyard home ...
From $927 per night (USD)VRBO
From $548 per night (USD)Expedia
Newly built house, Central A/C, Walk to ferry, beach, and town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completed in 2020. This modern 3 bedroom, 2 bath well appointed house is located within walking distance from downtown ...
From $548 per night (USD)Expedia
From $716 per night (USD)VRBO
Beautiful downtown Oak Bluffs!
- Bedrooms:
- 1
- 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 $1934 per night (USD)VRBO
SIX BEDROOM COMPOUND W/CENTRAL AIR IN IDYLLIC SETTING
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Home built 5 years ago with spacious living and open space made just right for family get gatherings. Nine high top ch ...
From $1934 per night (USD)VRBO
From $423 per night (USD)VRBO
Conveniently located near Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This comfortable home has all the amenities of home in an idyllic setting, easy access to town, beach and gorgeous East ...
From $423 per night (USD)VRBO
From $894 per night (USD)Expedia
Sunny open house. Lrg Deck. Lndscpd 1 acre lot w stone patio.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This bright and spacious beach house is located on a private landscaped lot nearly an acre in size. Large deck and well ...
From $894 per night (USD)Expedia
From $1547 per night (USD)VRBO
Best Kept Secret Retreat for Adults with Water & Golf Course Views!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Quite, serene, tranquil & beautiful are words guests have used to describe this home. This newly renovated home provide ...
From $1547 per night (USD)VRBO
From $776 per night (USD)VRBO
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 6
Mid-century rustic cottage charm tucked on 3 acres 1 mi to Oak Bluffs and Vineyard Haven center's. Acquired in 1950 by L ...
From $776 per night (USD)VRBO
From $1376 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 $1376 per night (USD)VRBO
From $643 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 " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $643 per night (USD)VRBO
From $459 per night (USD)VRBO
Edgartown Vacation Home Reservations transferrable available July 27 to Aug 3
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spend your summer vacation in our relaxing home. Enjoy a quiet neighborhood on the Vineyard with all of the comforts of ...
From $459 per night (USD)VRBO
From $223 per night (USD)Expedia
Perfect Family Home- Oak Bluffs, Martha's Vineyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Our wonderful family house is exactly what you're looking for to compliment your Martha's Vineyard vacation. The house' ...
From $223 per night (USD)Expedia
From $605 per night (USD)VRBO
Last Minute - Reduced Rates - AC, Family friendly, Walk to Town, Beach, Ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Located two blocks from the Town beach at Owen Little Way, our 4 bedroom/2.5 bath home is fully equipped for a relaxing ...
From $605 per night (USD)VRBO
From $498 per night (USD)Expedia
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 $498 per night (USD)Expedia
From $536 per night (USD)VRBO
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 $536 per night (USD)VRBO
From $1745 per night (USD)VRBO
🚲Vineyard Haven Home🌼
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Bring your comfy slippers for this clean, comfortable, open, nicely decorated living space. Limit 4 guests. 1/21: The ...
From $1745 per night (USD)VRBO
From $439 per night (USD)VRBO
Home Away From Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This wonderful Cape is warm and inviting with beautiful hardwood floors and an open floor plan. It's located near a bike ...
From $439 per night (USD)VRBO
From $841 per night (USD)VRBO
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 ...
From $841 per night (USD)VRBO
From $486 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 $486 per night (USD)VRBO
From $419 per night (USD)VRBO
Martha's Vineyard Oak Bluffs East Chop Summer Vacation Rental Home 4 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Tucked in a quiet neighborhood and within walking distance to town and beaches, this quaint cottage was moved to East Ch ...
From $419 per night (USD)VRBO
From $1181 per night (USD)VRBO
Modern Martha's Vineyard Retreat in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New construction home in Oak Bluffs. Enjoy a modern, clean and peaceful stay in the Vineyard. This home is mins to dow ...
From $1181 per night (USD)VRBO
From $789 per night (USD)Expedia
Walking-distance to town, shops, restaurants & ferry!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous updated apartment only a 5 minute walk from downtown Vineyard Haven. Enjoy a large outdoor deck with distant (a ...
From $789 per night (USD)Expedia
From $482 per night (USD)VRBO
#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Introducing our #CozyBluffs home in Oak Bluffs on Martha's Vineyard! Designed by local Architect Chuck Sullivan and buil ...
From $482 per night (USD)VRBO
From $872 per night (USD)Expedia
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautifully renovated Greek Revival home on the quiet end of the historic William Street District with modern addition a ...
From $872 per night (USD)Expedia
From $814 per night (USD)VRBO
Sunny 2bedroom condo w pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom condo lots of light overlooking Vineyard Haven harbor. Ten minute WALK to the ferry, town, local restaurants ...
From $814 per night (USD)VRBO
From $276 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 $276 per night (USD)Expedia
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Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Classic Oak Bluffs Beach Home- Excellent Harbor Views- Near Shops & Dining Our calendar is updated in real-time & our n ...
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From $2450 per night (USD)Expedia
Oak Bluffs Bliss | Beautiful Getaway | Home Theater
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Oak Bluffs Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $2450 per night (USD)Expedia
From $222 per night (USD)VRBO
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $222 per night (USD)VRBO
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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 ...
Click For PricingExpedia
From $1370 per night (USD)VRBO
Beautiful 5 BR, 4.5 baths w/ modern conveniences
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
We welcome you to enjoy our spacious and comfortable home. It's a beautiful 5 BR, 4.5 bath Oak Bluffs home with modern ...
From $1370 per night (USD)VRBO
From $1929 per night (USD)VRBO
East Chop Beach House w/Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Fabulous new house in East Chop completed in 2019 located in the heart of East Chop. The house is well appointed, very ...
From $1929 per night (USD)VRBO
From $1333 per night (USD)VRBO
Your Beach house on the island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
4 Bedroom 3 bathroom west chop home Walking distance to Steamship Authority Ferry Terrific location right off Main Str ...
From $1333 per night (USD)VRBO
From $382 per night (USD)VRBO
Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please note - If you are considering bringing your pet, one small dog may be considered, but we ask that you send an ini ...
From $382 per night (USD)VRBO
From $1061 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 $1061 per night (USD)VRBO
From $2314 per night (USD)VRBO
Waterfront House On Oak Bluffs Harbor
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 10
Rarely available, large 5 bedroom home with 2 bathrooms and an outside shower right on Oak Bluffs Harbor. Great for fami ...
From $2314 per night (USD)VRBO
From $659 per night (USD)VRBO
OAK BLUFFS - INKWELL WATERVIEW Renovated Cottage with A/C, modern decor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully renovated in-town Victorian Cottage. 4 bedrooms and 2.5 baths. 2 of the 4 bedrooms with a partial water view ...
From $659 per night (USD)VRBO
From $262 per night (USD)Expedia
Bright old-world cottage with two porches & large yard - walk to town & beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oak Bluffs Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $262 per night (USD)Expedia
From $1340 per night (USD)VRBO
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w/AC
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 10
The cottage is in restored original condition with many original features including hardwood floors, paned windows with ...
From $1340 per night (USD)VRBO
From $568 per night (USD)Expedia
Family Fun, Spacious+Game Room
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
About this space Welcome to the Burkeshire Manor! Enjoy the breeze of fresh air of the countryside from the shaded pati ...
From $568 per night (USD)Expedia
From $305 per night (USD)VRBO
Brand new! Lovely apartment-Vineyard Haven
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a gorgeous brand new apartment, only a 15 minute walk from downtown Vineyard Haven and beaches. Beautiful decor ...
From $305 per night (USD)VRBO
From $244 per night (USD)VRBO
Spacious 1 Bedroom Apt - 3 min Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A perfect place for 1-4 people to stay! You will have plenty of room, shared use of a grill, backyard, and outdoor dinin ...
From $244 per night (USD)VRBO
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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 ...
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From $224 per night (USD)Expedia
Bright condo w Pool, walking distance to town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio condo in a small association walking distance to Vineyard Haven. Communal pool on site. Ten minute walk to ferri ...
From $224 per night (USD)Expedia
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Secluded waterfront oasis w/private beach and mooring, dock, patio - 1 dog OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lily Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
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From $316 per night (USD)Expedia
Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The guest house has a queen bed upstairs (large combination master suite/living room with This End Up couch set, vaulted ...
From $316 per night (USD)Expedia
From $260 per night (USD)VRBO
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This nautical themed, well lit, 2 bed/1 bath condo is 1/4 mile from the ferry terminal within the Causeway Harborview co ...
From $260 per night (USD)VRBO
From $506 per night (USD)Expedia
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Winthrop Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $506 per night (USD)Expedia
From $335 per night (USD)VRBO
Sweet Little Post&Beam
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Very comfortable well appointed 750 sq ft home with heat and AC. Has 1 bedroom upstairs with a queen size bed and a hal ...
From $335 per night (USD)VRBO
From $981 per night (USD)VRBO
New Listing ! Completely Remodeled Vineyard Home.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our home, Shelbourne House. This wonderful house was originally built in 1924 and is located in a quiet neigh ...
From $981 per night (USD)VRBO
From $655 per night (USD)VRBO
Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Extra-large gingerbread cottage in historic Campgrounds in Oak Bluffs, sleeps nine. Located on a double lot in the hear ...
From $655 per night (USD)VRBO
From $390 per night (USD)Expedia
Quintessential Vineyard Vacation Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: We rent only on a weekly basis and only from Sunday to Sunday. Abutting the State Forest, our three bedroom saltb ...
From $390 per night (USD)Expedia
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Historic Beach Front Victorian Home
- Bedrooms:
- 4
- Bathrooms:
- 9
- Sleeps:
- 20
This home is sure to bring you and your family and/or friends an unforgettable vacation. Begin the day with unobstructed ...
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From $262 per night (USD)Expedia
Clean, bright apartment with AC and private yard!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Built in 2017, approximately 600 square feet, 2 room apartment. Walk in to a wide open kitchen/living room combination ...
From $262 per night (USD)Expedia
From $1585 per night (USD)VRBO
Family Beach House With Amazing Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our family treasure is newly renovated (2017) with an open kitchen/ living area and has 3 bedrooms...2 bathrooms... and ...
From $1585 per night (USD)VRBO
From $555 per night (USD)Expedia
Fresh Pond Chateau Renovated Bright and Cozy Home
- 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 $555 per night (USD)Expedia
From $962 per night (USD)VRBO
Now booking Summer 2026!! OAK BLUFFS 5 Bedroom/3 Bath/Central AC.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This is one summer school you won't want to miss! Bright, airy, elegant home is perfect combination of past and present ...
From $962 per night (USD)VRBO
From $458 per night (USD)VRBO
ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Gorgeous newly renovated and newly furnished mid-century beach cottage designed by prominent interior design firm Tersig ...
From $458 per night (USD)VRBO
From $1600 per night (USD)VRBO
Spectacular 3BR Waterfront Home with Private Sandy Beach &180° Commanding Views!
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 6
Special: Exempt from Occupancy Tax when renting 32+ days You will love the natural setting of this home; the beach, th ...
From $1600 per night (USD)VRBO
From $478 per night (USD)VRBO
IN-TOWN-WALK To Everything! Adorable & Affordable , Front Porch & Deck/2 A/C
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $478 per night (USD)VRBO
From $894 per night (USD)VRBO
In-town jewel -- Vineyard Haven
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Five blocks from the heart of downtown Vineyard Haven and the Martha's Vineyard ferry terminal... Situated in a quiet ne ...
From $894 per night (USD)VRBO
From $638 per night (USD)VRBO
Island Serenity: Beautiful home in quiet neighborhood close to Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely 3 bedroom, 2 full bathroom home with huge deck is less than 1 mile walk to famous Circuit Avenue in Oak Bluffs an ...
From $638 per night (USD)VRBO
From $198 per night (USD)VRBO
Cozy getaway in a central location w/ a full kitchen & furnished deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Glen Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $198 per night (USD)VRBO
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WEST TISBURY QUIET CLOSE TO TOWN AND BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Jeff Kaye welcomes you to my Island Home. Leave stress behind for you & your family as you get on the ferry for your ma ...
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From $1484 per night (USD)VRBO
Beautiful Vacation Rental With Guest Quarters
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This house is a beautiful newly constructed home with AC, high end finishes, and lovely beach house decor- great for cou ...
From $1484 per night (USD)VRBO
From $1374 per night (USD)Expedia
Luxury home with private pool & foosball - near 3 towns & many beaches
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
#OB Pool House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1374 per night (USD)Expedia
From $1457 per night (USD)VRBO
Discount last week July Reduced Oak Bluffs walk to Circuit Ave & Inkwell Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Surround yourself with comfort and fresh furnishings! This is a beautiful five-year-old home that is stylishly furnishe ...
From $1457 per night (USD)VRBO
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Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely, spacious, and beautifully appointed condo is just steps from the beach and a short walk to the heart of Oak ...
Click For PricingExpedia
From $2015 per night (USD)VRBO
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Enjoy a relaxing ferry ride to Oak Bluffs and its picturesque surroundings. Once your ferry ride ends, you’re steps away ...
From $2015 per night (USD)VRBO
From $985 per night (USD)Expedia
Stylish In-Town Cottage- Walk to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This adorable cottage is a hop skip and a jump from the center of Main Street Vineyard Haven. It has a private driveway ...
From $985 per night (USD)Expedia
From $499 per night (USD)VRBO
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a relaxing stay on the Vineyard in this recently renovated house. Embrace all Martha’s Vineyard has to offer, the ...
From $499 per night (USD)VRBO
From $704 per night (USD)VRBO
Spacious colonial in great location!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Clean and spacious 2400 s.f. colonial on quiet cul de sac. 4 generous bedrooms plus one modest extra bedroom. Total f ...
From $704 per night (USD)VRBO
From $471 per night (USD)VRBO
Charming Studio Guest House in the Heart of Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This recently renovated charming studio guest house in the heart of Oak Bluffs sleeps 2 in a Queen size bed. Complete w ...
From $471 per night (USD)VRBO
From $824 per night (USD)VRBO
Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This private end unit townhouse has an open floor plan, high ceilings wifi, central air, and a gas grill. The upper le ...
From $824 per night (USD)VRBO
From $851 per night (USD)VRBO
Close to Lagoon & easy access downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming, newly built home will provide the perfect getaway for your Martha's Vineyard vacation! Centrally-located, ...
From $851 per night (USD)VRBO
From $1847 per night (USD)VRBO
Waterfront! Luxury, 6-Bedroom Home with Private Beach & Dock
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Enjoy all that waterfront living has to offer. Full renovation completed in 2017. This Hines Point property offers a 270 ...
From $1847 per night (USD)VRBO
From $412 per night (USD)VRBO
Charming Cottage Near West Chop- Vineyard Haven
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Charming, fully renovated cottage in quiet neighborhood. Completely and comfortably furnished to make you feel at home h ...
From $412 per night (USD)VRBO
From $982 per night (USD)Expedia
Beautiful, sunny historic home, walk from VH ferry!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Beautiful, sunny and inviting home just a five minute walk from Vineyard Haven town center and ferry terminal. Only a sh ...
From $982 per night (USD)Expedia
From $1265 per night (USD)VRBO
Elegant Vineyard Artisans Home, a rare opportunity for an amazing island stay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Elegant and oh so comfortable are the words that are used to describe our home. We are year round folks from Martha's Vi ...
From $1265 per night (USD)VRBO
From $323 per night (USD)VRBO
Casa Chica is a charming cottage, nestled in the woods. Think beach or R & R!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Chica is a guest cottage. It has a first floor gueen bedroom and a full bathroom. A large loft also has gueen bed b ...
From $323 per night (USD)VRBO
From $1587 per night (USD)VRBO
Private Family Home, Heated Pool, Hottub, 5 BR.4.5 bath, WiFi, AC. NO PETS.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Private home 2 miles from Circuit Avenue in Oak Bluffs. 2 miles from Inkwell Beach. Across the street from the third hol ...
From $1587 per night (USD)VRBO
From $574 per night (USD)Expedia
Oak Bluffs - Quiet Neighborhood - Walk to Town, Ferry, Library and more!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This property is situated in a quiet neighborhood just a short walk to downtown Oak Bluffs. This location is perfect. ...
From $574 per night (USD)Expedia
From $293 per night (USD)VRBO
1 Bedroom Guest Cottage With Water View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute one bedroom guest cottage with water views of Sengecontacket and the ocean. It is fully equipped and is air condit ...
From $293 per night (USD)VRBO
From $447 per night (USD)VRBO
Please let us know in advance which ferry you’re on and arrival time.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fully equipped cottage behind the main house, Private, available all year round! Perfect romantic get away. Back Patio ...
From $447 per night (USD)VRBO
From $459 per night (USD)VRBO
Brick Ranch on Cul-de-sac, with Fireplace and Central Air Conditioning !
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Three bedroom brick ranch at the end of a wooded cul-de-sac. Landscaped property located 1 mile from the town of Vineyar ...
From $459 per night (USD)VRBO
From $296 per night (USD)VRBO
Cozy Apartment, Hot tub; 1 Bedroom; Sleep Sofa-Ferry Tickets maybe be available
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wonderful ground floor of our 2 story home, complete with private deck, separate entry, and everything you need! Great ...
From $296 per night (USD)VRBO
From $3215 per night (USD)VRBO
FAMILY FRIENDLY VACATION HOME\n
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
This spacious 4-bedroom main house and 1-bedroom guest house has everything you need for your Martha's Vineyard Vacatio ...
From $3215 per night (USD)VRBO
From $931 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 $931 per night (USD)Expedia
From $419 per night (USD)VRBO
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Oakhaven Cottage! Beautiful, large light-filled bedroom upstairs, full bathroom (shower, bathtub), refreshin ...
From $419 per night (USD)VRBO
Click For PricingExpedia
Oak Bluffs Summer Getaway Cape & Pet friendly!
- Bedrooms:
- 2
- 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 PricingExpedia
From $335 per night (USD)VRBO
Cozy Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Newly refurbished Cottage City Victorian beach house, built in 1870. Walk to beach, walk to town. 2 bedrooms up a narro ...
From $335 per night (USD)VRBO
From $479 per night (USD)VRBO
4 bedroom home family friendly in desirable area
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This 4 bedroom, 3-story home has plenty of space to relax with two decks and a private third level master suite. Located ...
From $479 per night (USD)VRBO