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Oak Bluffs Rentals

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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
$East Chop Beach House w\/Pool$
From $2545 per night (USD)
VRBO
East Chop Beach House w\/Pool
Bedrooms:
5
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 $2545 per night (USD)
VRBO
From $1025 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 $1025 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Vineyard Living at it's Best!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This newly renovated condo is located in the quiet Sengekontacket community which is centrally located to all the down-i ...
From $598 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
If you are considering bringing your pet, please note - one small dog may be considered, but we ask that you send an ini ...
From $262 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
From $2327 per night (USD)
VRBO
Waterfront House On Oak Bluffs Harbor
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Rarely available, large 5 bedroom home with 2 bathrooms and an outside shower right on Oak Bluffs Harbor. Great for kids ...
From $2327 per night (USD)
VRBO
From $698 per night (USD)
Expedia
Bright old-world cottage with two porches & large yard - walk to town & beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Oak Bluffs Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $698 per night (USD)
Expedia
$Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w\/AC and Auto ferry tics$
From $949 per night (USD)
VRBO
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w\/AC and Auto ferry tics
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
The cottage is in restored original condition with many original features including hardwood floors, paned windows with ...
From $949 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Charming Family Home | The Burkeshire Manor
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Burkeshire Manor! Enjoy the breeze of fresh air of the countryside from the shaded patio while enjoying a ...
From $550 per night (USD)
Expedia
From $675 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 $675 per night (USD)
VRBO
From $242 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 $242 per night (USD)
VRBO
$Updated home with forest views, deck, firepit, fast WiFi - near town\/beaches$
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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 ...
Click For Pricing
VRBO
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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 ...
Click For Pricing
Expedia
$Secluded waterfront oasis w\/private beach and mooring, dock, patio - 1 dog OK$
From $695 per night (USD)
VRBO
Secluded waterfront oasis w\/private beach and mooring, dock, patio - 1 dog OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Lily Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $695 per night (USD)
VRBO
$Vineyard Haven Guest House - Sleeps 4, A\/C, Walk to Town$
From $309 per night (USD)
Expedia
Vineyard Haven Guest House - Sleeps 4, A\/C, Walk to Town
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
The guest house has a queen bed upstairs (large combination master suite/living room with This End Up couch set, vaulted ...
From $309 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!
Bedrooms:
1
Bathrooms:
3
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 $486 per night (USD)
VRBO
From $541 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 $541 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Sweet Little Post&Beam
Bedrooms:
2
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:
3
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
Click For Pricing
VRBO
Newly renovated, 4 bedroom, central location, Immaculate, bright Family Retreat!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Newly Renovated Family Retreat! New kitchen, granite, large kitchen island, open floor plan with a large family dining r ...
Click For Pricing
VRBO
From $705 per night (USD)
VRBO
Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine
Bedrooms:
3
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 $705 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Quintessential Vineyard Vacation Home
Bedrooms:
3
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 $343 per night (USD)
VRBO
Click For Pricing
Expedia
Historic Beach Front Victorian Home
Bedrooms:
5
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 ...
Click For Pricing
Expedia
From $297 per night (USD)
VRBO
Clean, bright apartment with AC and private yard!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Built in 2017, approximately 600 square feet, 2 room apartment. Walk in to a wide open kitchen/living room combination ...
From $297 per night (USD)
VRBO
From $1529 per night (USD)
Expedia
Family Beach House With Amazing Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Our family treasure is newly renovated (2017) with an open kitchen/ living area and has 3 bedrooms...2 bathrooms... and ...
From $1529 per night (USD)
Expedia
From $367 per night (USD)
VRBO
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 $367 per night (USD)
VRBO
$VINEYARD VIBE AND GREAT OAK BLUFFS LOCATION! 5 Bedroom\/3 Bath\/Central AC.$
From $1034 per night (USD)
VRBO
VINEYARD VIBE AND GREAT OAK BLUFFS LOCATION! 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 $1034 per night (USD)
VRBO
From $486 per night (USD)
VRBO
ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Gorgeous newly renovated and newly furnished mid-century beach cottage designed by prominent interior design firm Tersig ...
From $486 per night (USD)
VRBO
From $1260 per night (USD)
VRBO
Spectacular 3BR Waterfront Home with Private Sandy Beach &180° Commanding Views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Special: Exempt from Occupancy Tax when renting 32+ days You will love the natural setting of this home; the beach, th ...
From $1260 per night (USD)
VRBO
$IN-TOWN-WALK To Everything! Adorable & Affordable , Front Porch & Deck\/2 A\/C$
From $405 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 " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT H ...
From $405 per night (USD)
VRBO
From $803 per night (USD)
VRBO
In-town Jewel -- Vineyard Haven
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Classic Cape Cod home, 5 short blocks from the heart of downtown Vineyard Haven and the Island ferry terminal. The house ...
From $803 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
$Cozy getaway in a central location w\/ a full kitchen & furnished deck$
From $350 per night (USD)
Expedia
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 $350 per night (USD)
Expedia
Click For Pricing
VRBO
WEST TISBURY QUIET CLOSE TO TOWN AND BEACH
Bedrooms:
4
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 ...
Click For Pricing
VRBO
From $1787 per night (USD)
VRBO
Beautiful Vacation Rental With Guest Quarters
Bedrooms:
6
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 $1787 per night (USD)
VRBO
From $930 per night (USD)
VRBO
Luxury home with private pool & foosball - near 3 towns & many beaches
Bedrooms:
5
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 $930 per night (USD)
VRBO
From $1011 per night (USD)
VRBO
Home in Oak Bluffs near everything you want! Walk to Inkwell Beach in 7 min.
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Surround yourself with comfort and fresh furnishings! This is a beautiful four-year-old home that is stylishly furnishe ...
From $1011 per night (USD)
VRBO
From $771 per night (USD)
VRBO
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
This lovely, spacious, and beautifully appointed Oasis by the Sea is just steps from the beach and a short walk to the h ...
From $771 per night (USD)
VRBO
From $1964 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 $1964 per night (USD)
VRBO
From $499 per night (USD)
VRBO
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus
Bedrooms:
3
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 $738 per night (USD)
VRBO
Spacious colonial in great location!
Bedrooms:
4
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 $738 per night (USD)
VRBO
Click For Pricing
VRBO
Large Apartment - 5 minutes to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our beautiful apartment is 4 minutes to downtown Oak Bluffs, 5 minutes to Eastville Point Beach, 6 minutes to State Beac ...
Click For Pricing
VRBO
$Home in Peaceful Wooded Neighborhood w\/ High-Speed WiFi, Washer\/Dryer, Gas Grill$
Click For Pricing
Expedia
Home in Peaceful Wooded Neighborhood w\/ High-Speed WiFi, Washer\/Dryer, Gas Grill
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Chez Zelda in the Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
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Expedia
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 $546 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 $546 per night (USD)
VRBO
From $961 per night (USD)
VRBO
Close to Lagoon & easy access downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This charming, newly built home will provide the perfect getaway for your Martha's Vineyard vacation! Centrally-located, ...
From $961 per night (USD)
VRBO
From $1731 per night (USD)
VRBO
Waterfront! Luxury, 6-Bedroom Home with Private Beach & Dock
Bedrooms:
5
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 $1731 per night (USD)
VRBO
From $503 per night (USD)
VRBO
Charming Cottage Near West Chop- Vineyard Haven
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming, fully renovated cottage in quiet neighborhood. Completely and comfortably furnished to make you feel at home h ...
From $503 per night (USD)
VRBO
From $1015 per night (USD)
Expedia
Beautiful, sunny historic home, walk from VH ferry!
Bedrooms:
4
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 $1015 per night (USD)
Expedia
From $2293 per night (USD)
VRBO
Elegant Vineyard Artisans Home, a rare opportunity for an amazing island stay.
Bedrooms:
3
Bathrooms:
3
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 $2293 per night (USD)
VRBO
$Secluded home on wooded cul de sac. Close to beaches Sat-Sat 6\/7-13 &7\/27-8\/3lft$
From $640 per night (USD)
VRBO
Secluded home on wooded cul de sac. Close to beaches Sat-Sat 6\/7-13 &7\/27-8\/3lft
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
As of Jan 20 2024 we have two weeks left 7/6 to13 and 7/27 to 8/3. June and Sept are open. And please we rent Sat to Sat ...
From $640 per night (USD)
VRBO
From $311 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 $311 per night (USD)
VRBO
From $5257 per night (USD)
VRBO
Private Family Home, Heated Pool, Hottub, 5 BR.4.5 bath, WiFi, AC
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Located in a very quiet Oak Bluffs neighborhood, two miles from the Atlantic Ocean and town center. Get ready for a vaca ...
From $5257 per night (USD)
VRBO
From $584 per night (USD)
VRBO
Oak Bluffs - Quiet Neighborhood - Walk to Town, Ferry, Library and more!
Bedrooms:
3
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 $584 per night (USD)
VRBO
From $351 per night (USD)
Expedia
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 $351 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Oak bluffs cottage Fills up quickly, make reservation early!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fully equipped cottage behind the main house, Private, available all year round! Perfect romantic get away! Many guests ...
From $200 per night (USD)
VRBO
From $407 per night (USD)
VRBO
Brick Ranch on Cul-de-sac, with Fireplace and Central Air Conditioning !
Bedrooms:
2
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 $407 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Cozy Apartment, Hot tub; 1 Bedroom ; 1 sleep sofa in living room
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
$FAMILY FRIENDLY VACATION HOME\n$
From $2742 per night (USD)
Expedia
FAMILY FRIENDLY VACATION HOME\n
Bedrooms:
5
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 $2742 per night (USD)
Expedia
From $859 per night (USD)
VRBO
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 $859 per night (USD)
VRBO
From $503 per night (USD)
VRBO
Tranquil Island Retreat, Cozy Seclusion, Beach Access Nearby!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Oakhaven Cottage! Beautiful, large light-filled bedroom upstairs, full bathroom (shower, bathtub), refreshin ...
From $503 per night (USD)
VRBO
From $478 per night (USD)
VRBO
Spacious, island home with fast WiFi, furnished deck & central AC - near town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
On Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $478 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $391 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 $391 per night (USD)
VRBO
From $475 per night (USD)
VRBO
4 bedroom home family friendly in desirable area
Bedrooms:
4
Bathrooms:
5
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 $475 per night (USD)
VRBO
From $1415 per night (USD)
VRBO
Akwaaba House Martha's Vineyard Walk to Beach and Oak Bluffs Town & Harbor
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Newly renovated, Great for Family & Friend Stays, Corporate Retreats, Central Air & Heat, walk to Circuit Ave and Beach, ...
From $1415 per night (USD)
VRBO
From $1035 per night (USD)
VRBO
BRAND NEW!
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Beautiful, brand new 5 BR, 2.5 BA w/ outdoor shower Cape-Style Home on 1 Acre of land minutes away from downtown Oak Blu ...
From $1035 per night (USD)
VRBO
From $529 per night (USD)
VRBO
Renovated Cottage with nice yard and homey interior
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
The property has a detached garage with a full guest suite above it. The garage and guest suite will be occupied during ...
From $529 per night (USD)
VRBO
From $698 per night (USD)
Expedia
Air conditioned Oak Bluffs WATERVIEW Victorian. steps from beach. BIG porch.
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
*** CONTACT THE HOST TO CONFIRM DATES BEFORE INSTANT BOOKING. VRBO FEES ARE NON-REFUNDABLE *** *** CONTACT THE HOST FOR ...
From $698 per night (USD)
Expedia
From $997 per night (USD)
VRBO
Three Level Beautiful Spacious Contemporary home with Game room & Central AC
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Family friendly property, preferred for family vacations. Contemporary home across the street from 3000 acre State Fore ...
From $997 per night (USD)
VRBO
From $859 per night (USD)
VRBO
Oak Bluffs Beach Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
32 Beach Rd. is a small but cozy cottage conveniently located between Oak Bluffs and Vineyard Haven. The cottage has 3 s ...
From $859 per night (USD)
VRBO
$Rustic circa 1870s home w\/outdoor shower, 3 decks & private grill - 1 dog OK$
From $584 per night (USD)
VRBO
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 $584 per night (USD)
VRBO
From $1161 per night (USD)
Expedia
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Experience the magic of Martha's Vineyard in this newly renovated 3 bed, 3 bath retreat! The first floor features an ope ...
From $1161 per night (USD)
Expedia
From $1101 per night (USD)
VRBO
Spacious Victorian, 5 minute walk to beach, town, and ferry in Oak Bluffs
Bedrooms:
6
Bathrooms:
5
Sleeps:
13
Welcome to the Oak Bluffs Victorian Cottage that dreams are made of! Newly renovated (summer 2017), the rambling Main H ...
From $1101 per night (USD)
VRBO
$Beautiful 3 bedroom 2 bath Home \/ Close to Town & Beach$
From $526 per night (USD)
Expedia
Beautiful 3 bedroom 2 bath Home \/ Close to Town & Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful and spacious 3 bedroom and 2 bathroom in Oak Bluffs, Martha's Vineyard. Sunny, open and airy Cape style home. ...
From $526 per night (USD)
Expedia
From $487 per night (USD)
VRBO
Tree Top Suite Get-Away
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our beautiful suite has a private entrance, is a walk down an old fashioned dirt road to a private beach and also right ...
From $487 per night (USD)
VRBO
From $1380 per night (USD)
VRBO
In Town Historic Captain's house
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
An elegant historic Captain’s house 2 blocks to downtown, the ferry, town pier and beach, and restaurants. An expansive ...
From $1380 per night (USD)
VRBO
From $1212 per night (USD)
VRBO
Coastal Farmhouse With Connected Carriage House
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
POINT B EXCLUSIVE - This newly built Farmhouse with Connected Carriage House features a modern coastal-style with nice i ...
From $1212 per night (USD)
VRBO
From $981 per night (USD)
VRBO
Modern Farmhouse In Central Oak Bluffs Neighborhood
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
POINT B EXCLUSIVE - This newly-built Modern Farmhouse is tucked away in a quiet and centrally located neighborhood in Oa ...
From $981 per night (USD)
VRBO
From $784 per night (USD)
VRBO
Meadow View Farms: 68 Meadow View Road, OB. Ferry tix available for July & Aug.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This spacious, well-decorated home is located in Meadow View Farms, Oak Bluffs - a quiet neighborhood of gracious custom ...
From $784 per night (USD)
VRBO
From $657 per night (USD)
VRBO
Ellen's MV Hideaway: Down island convenience, solitude, and lots of space!
Bedrooms:
5
Bathrooms:
4
Sleeps:
7
DM me before booking! Ellen’s Hideaway is an impeccably renovated home offering quality, beauty, and comfort, a welcomin ...
From $657 per night (USD)
VRBO
From $538 per night (USD)
VRBO
Guesthouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our 900 square foot guesthouse is a separate house detached from the main house. House is within driving distance to sev ...
From $538 per night (USD)
VRBO
From $782 per night (USD)
VRBO
Mitchell Manor MV
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Fully Renovated Three bedroom, two full bath home within walking distance to shops and minutes from the ferry. Home loc ...
From $782 per night (USD)
VRBO
From $468 per night (USD)
VRBO
Serene home with backyard barbecue area - bike to Arts District, 1 mile to beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Vineyard Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $468 per night (USD)
VRBO
Click For Pricing
Expedia
Great update 3 BR near ferry with pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Recently updated 3 bedroom 2 bathroom near Vineyard Haven Ferry and downtown restaurants. Walk to local spots easily. ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Centrally located in OakBluffs on Martha’s Vineyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Oak Bluffs, MA: Welcome to the LightHouse! Brand new addition to the kitchen, dining room and porch. Outdoor shower and ...
Click For Pricing
VRBO
From $754 per night (USD)
VRBO
Beautiful home with pool in great location- close to everything!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom home with 2 big full bathrooms. Walk to ferry and town center. One of the bathrooms include a jacuzzi tub and ...
From $754 per night (USD)
VRBO
From $3156 per night (USD)
VRBO
9 Bedroom Home with Hot Tub, AC, Walk to Town!
Bedrooms:
6
Bathrooms:
9
Sleeps:
2
This spacious property has a main house and a guest house with separate kitchens (perfect for multiple couples/parties! ...
From $3156 per night (USD)
VRBO
From $358 per night (USD)
VRBO
IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! Cozy Cape Style Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
***IMPORTANT--PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT H ...
From $358 per night (USD)
VRBO
From $1502 per night (USD)
VRBO
** Vineyard Vacation Retreat ** with HOT TUB
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell dri ...
From $1502 per night (USD)
VRBO
Click For Pricing
Expedia
Secluded but not Isolated home for all to enjoy
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A lovely contemporary cape in East Chop with 3 bedrooms, loft & 2 full baths. High ceilings & skylights. A 1/2 mile walk ...
Click For Pricing
Expedia
Click For Pricing
VRBO
3 BR cozy Vineyard Vacation Apartment
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 BR apartment located on Circuit Ave walking distance to town. This unit feels like its own house. The kitchen and livi ...
Click For Pricing
VRBO
From $1502 per night (USD)
Expedia
**Vineyard Vacation Retreat** -3 BR
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Just a stone's throw from Oak Bluffs and it's beaches, this chic 3 bedroom home provides comfort and privacy. The large ...
From $1502 per night (USD)
Expedia

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