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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 $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 $591 per night (USD)
Expedia
Just a 10 minute walk from the ferry and 5 minute walk to Lake Tashmoo
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This all wood home shows imprints of the artist who constructed the home in 2005, at nearly every turn. It's a very com ...
From $591 per night (USD)
Expedia
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 $323 per night (USD)
Expedia
12 mins from Beach - Immaculate Intimate Retreat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in this stylish, sun-drenched second-floor apartment nestled in a quiet, tree-lined neighborhood. This apartment ...
From $323 per night (USD)
Expedia
From $430 per night (USD)
VRBO
ARRIVE/DEPART ANY DAY Charming Lambert's Cove Home Close to Beach/Ice House Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Very private Lambert’s Cove home with three bedrooms, two baths, outdoor shower, and a greenhouse. It's tucked away on t ...
From $430 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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Expedia
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 ...
Click For Pricing
Expedia
From $985 per night (USD)
VRBO
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)
VRBO
From $499 per night (USD)
Expedia
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)
Expedia
From $461 per night (USD)
VRBO
Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy spectacular lake and ocean views, amazing sunsets and your own private beach year-round. This clean and comfortabl ...
From $461 per night (USD)
VRBO
From $1115 per night (USD)
VRBO
Hilltop House with Commanding Views and Breathtaking Sunsets, Private Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Lamberts Cove! Our family has been on-island for generations and we invite you to our family home at the end ...
From $1115 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 $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 $931 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 $931 per night (USD)
VRBO
From $419 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $335 per night (USD)
Expedia
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)
Expedia
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
From $1035 per night (USD)
VRBO
BRAND NEW!
Bedrooms:
2
Bathrooms:
5
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 $646 per night (USD)
VRBO
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Bedrooms:
2
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 $646 per night (USD)
VRBO
From $400 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 $400 per night (USD)
Expedia
From $1383 per night (USD)
VRBO
In Town Historic Captain's house
Bedrooms:
3
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 $1383 per night (USD)
VRBO
From $1123 per night (USD)
VRBO
Coastal Farmhouse With Connected Carriage House
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
POINT B EXCLUSIVE - This newly built Farmhouse with Connected Carriage House features a modern coastal-style with nice i ...
From $1123 per night (USD)
VRBO
From $939 per night (USD)
VRBO
Modern Farmhouse In Central Oak Bluffs Neighborhood
Bedrooms:
3
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 $939 per night (USD)
VRBO
From $1879 per night (USD)
VRBO
Grand Coastal-Style Estate In The Preserve
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
POINT B EXCLUSIVE - This recently built luxury home features three floors of deluxe indoor living space, with nicely int ...
From $1879 per night (USD)
VRBO
From $949 per night (USD)
VRBO
68 Meadow View Rd. OB. Ferry tix for two cars available for Jul & Aug.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This spacious, well-decorated home is located in Meadow View Farms, Oak Bluffs - a quiet neighborhood of gracious custom ...
From $949 per night (USD)
VRBO
From $465 per night (USD)
Expedia
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 $465 per night (USD)
Expedia
Click For Pricing
VRBO
Great update 3 BR near ferry with pool
Bedrooms:
2
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
VRBO
From $681 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 $681 per night (USD)
VRBO
From $2394 per night (USD)
VRBO
9 Bedroom Home with Hot Tub, AC, Walk to Town!
Bedrooms:
6
Bathrooms:
9
Sleeps:
15
This spacious property has a main house and a guest house with separate kitchens (perfect for multiple couples/parties! ...
From $2394 per night (USD)
VRBO
From $2314 per night (USD)
VRBO
Waterfront 7 bedroom home, private beach & dock
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
This old-fashioned oceanfront property is nestled on 16 acres in Lambert's Cove and has panoramic ocean views throughout ...
From $2314 per night (USD)
VRBO
From $405 per night (USD)
VRBO
IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! Cozy Cape Style Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $405 per night (USD)
VRBO
Click For Pricing
Expedia
Family + pet friendly house minutes from downtown Vineyard Haven!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
NEW LISTING FOR SUMMER 2022. Four-level family + pet-friendly West Chop home. This eclectic cabin house has a newly reno ...
Click For Pricing
Expedia
From $1512 per night (USD)
VRBO
** Vineyard Vacation Retreat ** with HOT TUB
Bedrooms:
1
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 $1512 per night (USD)
VRBO
From $1512 per night (USD)
Expedia
**Vineyard Vacation Retreat** -3 BR
Bedrooms:
2
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 $1512 per night (USD)
Expedia
From $1229 per night (USD)
VRBO
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
Bedrooms:
6
Bathrooms:
9
Sleeps:
18
The Dexter is the perfect place to stay on the Vineyard in ALL seasons. We have 9 bedrooms, 6.5 baths, an outdoor shower ...
From $1229 per night (USD)
VRBO
From $745 per night (USD)
VRBO
Entire house walking distance from ferry
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Rudders Cottage, nestled within a quite neighborhood yet walking distance to downtown shops, restaurants, fer ...
From $745 per night (USD)
VRBO
From $687 per night (USD)
VRBO
Architect-Designed Getaway In Bayes Hill
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
POINT B EXCLUSIVE - This architect-designed home is tucked away back in the Bayes Hill enclave, surrounded by conservati ...
From $687 per night (USD)
VRBO
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Expedia
Enjoy a Martha’s Vineyard vacation in this clean and beautiful apartment!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautifully updated apartment is located minutes from Oak Bluffs beaches, shopping and restaurants. Enjoy meals in the ...
Click For Pricing
Expedia
From $956 per night (USD)
VRBO
Beautiful Carriage House on the Chop
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Recently built, this spectacular 3 Bedroom carriage house is located on 3/4 acre estate on beautiful East Chop Drive. Th ...
From $956 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Brewster House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $391 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Make 'Our Place' Your Place for Summer Vacation!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
'Our Place' is your location for vacation! 3 bedroom, 2 bath private home. Wooded location, just 1 mile to town and fe ...
From $463 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
A comfortable residence, this charming ranch has all the amenities for a perfect vacation. It's quiet location is 1.5 mi ...
From $541 per night (USD)
Expedia
From $1361 per night (USD)
VRBO
Inca Gardens Apt. New To Market - Lg Patio - Pets
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Inca Gardens is a 2nd-floor apartment of a cute house located in a quiet area of Martha's Vineyard between Oak Bluffs an ...
From $1361 per night (USD)
VRBO
From $329 per night (USD)
VRBO
Family cottage in Oak Bluffs. Close to town
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Bright cottage for a small family or friends getaway with a large yard for lounging and outdoor dining. One mile from d ...
From $329 per night (USD)
VRBO
From $1223 per night (USD)
VRBO
New Waterfront Home, Secluded on Private Road w Pvt Beach, only 10min to town
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
A new cottage build honoring the classic architecture of Martha's Vineyard. The property has been in the family for doze ...
From $1223 per night (USD)
VRBO
From $730 per night (USD)
VRBO
Beautiful MV Retreat - Central AC - Large Deck, Blue Stone Patio and Fire Pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Martha's Vineyard! Many of our guests return year after year, drawn by our property’s prime location, cleanli ...
From $730 per night (USD)
VRBO
From $1065 per night (USD)
VRBO
Magnificent Spacious Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This lovely and beautifully furnished three-story home is located in a quiet residential section of Oak Bluffs. It is a ...
From $1065 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Build in 2020 ! New lovely studio apartment. Clean, bright and comfortable. 700 sq feet ! Great for couples, work trip ...
From $195 per night (USD)
VRBO
From $619 per night (USD)
VRBO
Top-Rated Vineyard Retreat: Hot Tub + Private Lambert’s Cove Beach Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to this elegant Martha’s Vineyard sanctuary, featuring a private HOT TUB and coveted access to Lambert’s Cove Bea ...
From $619 per night (USD)
VRBO
From $1302 per night (USD)
VRBO
Amazing Gem with Guest House and Private Sandy Beach on Lagoon Pond
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Nestled on a quiet road within walking distance to Oak Bluffs, this 3-bedroom house with a separate 1-bedroom guest hou ...
From $1302 per night (USD)
VRBO
From $1721 per night (USD)
VRBO
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 $1721 per night (USD)
VRBO
From $397 per night (USD)
VRBO
The Nest, Comfortable, Cozy and Convenient
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Nest is a private entranced guesthouse that is ideally located 2/3-1 mile walking distance to Oak Bluffs town, har ...
From $397 per night (USD)
VRBO
From $994 per night (USD)
VRBO
WATERFRONT Downtown Cottage w/ Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is one of the most unique properties on Martha's Vineyard. Located directly on the bustling Vineyard Haven harbor & ...
From $994 per night (USD)
VRBO
From $1687 per night (USD)
VRBO
Spectacular Classic Waterfront Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
33 Beach captures the essence of Martha's Vineyard. Built around the turn of the century as a stop for the New York Yach ...
From $1687 per night (USD)
VRBO
From $1017 per night (USD)
VRBO
Luxurious Contemporary Near The Lagoon
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
POINT B EXCLUSIVE - This recently built luxurious Contemporary is quietly tucked away by The Lagoon and Martha's Vineyar ...
From $1017 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Vineyard Haven, Close to town and Lake Tashmoo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful home located at the end of cul de sac in a quiet residential neighborhood. Nicely furnished interior with ce ...
From $583 per night (USD)
Expedia
From $782 per night (USD)
VRBO
The Island Collection MV: Experience a Luxury Getaway by the Lagoon
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This beautiful 3 bedroom home is located in a quiet area on Martha’s Vineyard by Lagoon Pond. When you walk inside, you ...
From $782 per night (USD)
VRBO
From $475 per night (USD)
VRBO
Irie By The Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Irie by the Lake is a spacious, well-appointed 3 bedrooms 2 baths apartment with all modern amenities, located within wa ...
From $475 per night (USD)
VRBO
From $698 per night (USD)
VRBO
Beautiful Oak Bluffs Home, Steps from the Lagoon
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come enjoy this beautifully designed home. With 3 bedrooms and 3 full bathrooms you will have all the space you need. An ...
From $698 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Newly renovated charming modern island home for your relaxing getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This open concept, recently renovated summer home is on a one acre woodsy property. The bedroom has a queen size bed an ...
From $311 per night (USD)
Expedia
$Charming Remodeled Cape\n$
From $686 per night (USD)
VRBO
Charming Remodeled Cape\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated with vaulted ceilings throughout the home. Open floor plan with living room, dining room and kitchen ...
From $686 per night (USD)
VRBO
From $1228 per night (USD)
VRBO
4 BR/4 BA Modern Victorian: The Mack on Winemack
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautiful Victorian home has all the charm of a true Martha’s Vineyard Gingerbread cottage combined with all of the ...
From $1228 per night (USD)
VRBO
From $430 per night (USD)
VRBO
VH Bright and Airy Cottage - walking distance to downtown and beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summer Street MV - where the spirit of summer lives Welcome to our tranquil A-frame cottage nestled in the serene beaut ...
From $430 per night (USD)
VRBO
From $938 per night (USD)
VRBO
Vineyard Haven Gem - A luxury rental on Martha's Vineyard
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This home is the perfect back drop for your vacation memories. This newly constructed home has a comfortable, modern a ...
From $938 per night (USD)
VRBO
From $278 per night (USD)
VRBO
Coastal home with outdoor shower, grill, fireplace, central AC, & W/D
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Yellow Brick Road House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $278 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Newly remodeled home w/ new furniture, large yard & great porches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunny Side Up Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $580 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Small One Bedroom Private Cottage on Large Quiet Property.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small private cottage on a large quiet property nestled among tall trees with a wrap around deck. Perfect for a couple’s ...
From $276 per night (USD)
VRBO
From $790 per night (USD)
VRBO
Great location, happy house 0.5 mile Nancy’s & Jetty Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
1900's Victorian, renovated and newly furnished. House is located on New York Ave, which is the main road between Oak Bl ...
From $790 per night (USD)
VRBO
From $686 per night (USD)
VRBO
Adorable Oak Bluffs Cottage With Ac On East Chop
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Adorable 4 bedroom cottage in the East Chop neighborhood of Oak Bluffs. You will love the beautiful back yard that has a ...
From $686 per night (USD)
VRBO
From $1130 per night (USD)
VRBO
Elegant, spacious Home - Sleeps 12- Walk to town
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
This modern home boasts +5,000 square feet of living space w/ three beautifully decorated floors, including state of the ...
From $1130 per night (USD)
VRBO
$Your \Vineyard Dream\ Vacation - OAK BLUFFS -Sunny Open Floor Plan Close to Town$
From $452 per night (USD)
VRBO
Your \"Vineyard Dream\" Vacation - OAK BLUFFS -Sunny Open Floor Plan Close to Town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A BEAUTIFUL PROPERTY CLOSE TO TOWN-GREAT PRICE! LOTS OF PRIVACY BUT CLOSE TO EVERYTHING IN OB. ONE WEEK MINIMUM FOR ALL ...
From $452 per night (USD)
VRBO
From $1093 per night (USD)
Expedia
Indulge in the ultimate vacation experience at this exquisite custom log home.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Turnover days are Saturday to Saturday Experience the ultimate in luxury and relaxation in the exclusive Eastville area ...
From $1093 per night (USD)
Expedia
From $594 per night (USD)
VRBO
Easy Access to Beaches: Vineyard Haven House
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sunny Interiors w/ Large Windows | Walk to Shops, Restaurants & Ferry Terminal Plan an escape to Martha’s Vineyard and ...
From $594 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your next summer trip to Martha’s Vineyard starts at this vacation rental in Vineyard Haven! This 1-bedroom, 1-bathroom ...
From $246 per night (USD)
VRBO
$A View Fit for Royalty!\nTop Compliments: so clean! fab hot tub! best view!$
From $587 per night (USD)
VRBO
A View Fit for Royalty!\nTop Compliments: so clean! fab hot tub! best view!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The reviews say it all. We are a 5-star property because we surprise and delight our renters with not only a great hom ...
From $587 per night (USD)
VRBO
From $1013 per night (USD)
VRBO
Newly Renovated! Walk to Town Oak Bluffs, 4 Bedroom/3 Bath A/C
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This newly renovated home is approximately 2100sf with 4 bedrooms and 3 bathrooms. Furnished and decorated by award winn ...
From $1013 per night (USD)
VRBO
From $5713 per night (USD)
VRBO
THE PARK ESTATE! Your Martha's Vineyard Getaway!
Bedrooms:
5
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 $5713 per night (USD)
VRBO
From $456 per night (USD)
Expedia
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Bedrooms:
3
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 $456 per night (USD)
Expedia
From $689 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 $689 per night (USD)
VRBO
From $756 per night (USD)
VRBO
Garden living near museum and downtown Vineyard Haven
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Architect-owned property with 4 bedrooms; 2 remodeled full baths + seasonal outdoor shower; deck and Weber propane grill ...
From $756 per night (USD)
VRBO
From $1225 per night (USD)
VRBO
Beautiful Custom Home In Oak Bluffs
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discover 4 spacious bedrooms with well planned living space with a inviting porch that wraps around 3/4 of the house is ...
From $1225 per night (USD)
VRBO
From $734 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 $734 per night (USD)
VRBO
From $745 per night (USD)
VRBO
Greek Revival-Inspired In-Town Luxury Getaway
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
POINT B EXCLUSIVE - This recently constructed home is a modern take on a Classic Greek Revival and it has it all -- thre ...
From $745 per night (USD)
VRBO
From $973 per night (USD)
Expedia
Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fallen Oak Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $973 per night (USD)
Expedia
From $742 per night (USD)
VRBO
Sunny 3 bedroom cape with large deck, porch and kayaks. Pet friendly.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Seaside serenity awaits you at this Oak Bluffs retreat! Immerse yourself in the charms of island life while staying at t ...
From $742 per night (USD)
VRBO
From $1095 per night (USD)
VRBO
Spacious 4 Bedroom with Private Beach - West Tisbury
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Our gorgeous, 3000sq ft open floor plan contemporary water view home is perched on a hill overlooking Vineyard Sound an ...
From $1095 per night (USD)
VRBO
From $902 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 $902 per night (USD)
VRBO
Click For Pricing
Expedia
Walk-up apartment with deck & grill - walk to beach & town
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Everyday is Saturday Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For Pricing
Expedia
From $4317 per night (USD)
VRBO
West Chop Sandy Beach, Water Front, 6 BR, Great Views!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Summers on the Vineyard don’t get better than this waterfront 6 bedroom, 5 bath home with its own private (and sandy) be ...
From $4317 per night (USD)
VRBO
From $987 per night (USD)
Expedia
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Nestled in the charming town of East Chop, this 3-bedroom vacation home offers the perfect escape for your next getaway. ...
From $987 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Walk to OB Restaurants, Shopping, Harbor & Beaches! Winter monthly rental avail.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful, open concept, fully furnished home is just footsteps to Sunset Lake, harbor, beaches, entertainment, res ...
From $447 per night (USD)
VRBO
Click For Pricing
Expedia
Vineyard family fun!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Have fun with the whole family at this stylish place. Enjoy the pool, deck and grill, while guests play games in the yar ...
Click For Pricing
Expedia

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