Dukes Area, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Dukes Area, Massachusetts on RentalSaver.com!

Dukes Area Rentals

From $777 per night (USD)
VRBO
Charming guest house set on horse farm, walk to downtown Edgartown
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
PROMO FOR WEEKLY STAY OF 5% / MONTHLY STAY OF 10% This modern guest house is located just under a mile from downtown Ed ...
From $777 per night (USD)
VRBO
From $3933 per night (USD)
Expedia
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 $3933 per night (USD)
Expedia
From $3120 per night (USD)
VRBO
Waterfront 7 bedroom home, private beach & dock
Bedrooms:
5
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 $3120 per night (USD)
VRBO
$Charming home set on private lot with WiFi, sunroom, W\/D, & great location$
From $1134 per night (USD)
Expedia
Charming home set on private lot with WiFi, sunroom, W\/D, & great location
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Pretty on Prada Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $1134 per night (USD)
Expedia
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VRBO
Family + pet friendly house minutes from downtown Vineyard Haven!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
NEW LISTING FOR SUMMER 2022. Four-level family + pet-friendly West Chop home. This eclectic cabin house has a newly reno ...
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VRBO
From $3136 per night (USD)
Expedia
Walking distance to downtown Edgartown w Heated Pool and Guest House!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Main House and Guest House available as one rental. Everything is brand new! 3 bedrooms in the main house and a guest ho ...
From $3136 per night (USD)
Expedia
From $970 per night (USD)
VRBO
Chappaquiddick Getaway with stunning Ocean Views, walk to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Expansive panoramic views and stunning sunsets are a plenty from almost every room of this Chappaquiddick Home. With m ...
From $970 per night (USD)
VRBO
From $1525 per night (USD)
Expedia
** 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 $1525 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
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Expedia
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 ...
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Expedia
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VRBO
Private Hilltop Chilmark Estate with private tennis court, gym and hot tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Private 8 acre estate with new hot tub and tennis court. Enjoy your walks through 56 acres of preservation land and the ...
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VRBO
From $1525 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 $1525 per night (USD)
Expedia
From $713 per night (USD)
VRBO
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Newly furnished beach house on Chappy with great outdoor living space including outdoor shower, hot-tub, and two deck ar ...
From $713 per night (USD)
VRBO
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VRBO
Cozy Comfortable and Quiet Cottage in the Woods
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Quiet yet central enough to be in Edgartown, Oak Bluffs, Vineyard Haven and several beaches in 10-15min by car. We’ve ...
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VRBO
From $643 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 $643 per night (USD)
VRBO
$Updated home with forest views, deck, firepit, fast WiFi - near town\/beaches$
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Expedia
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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Expedia
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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 ...
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VRBO
From $1326 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 $1326 per night (USD)
Expedia
From $224 per night (USD)
VRBO
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)
VRBO
From $561 per night (USD)
Expedia
Modern Family Home Walkable to Town
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 $561 per night (USD)
Expedia
From $1034 per night (USD)
VRBO
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 $1034 per night (USD)
VRBO
$Inviting home near town and the beach with fast WiFi and private W\/D$
From $992 per night (USD)
Expedia
Inviting home near town and the beach with fast WiFi and private W\/D
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Island Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $992 per night (USD)
Expedia
From $1171 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 $1171 per night (USD)
VRBO
From $733 per night (USD)
Expedia
Quaint historic home with grill, central AC, wood-burning stove, WiFi, & Netflix
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Vineyard Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $733 per night (USD)
Expedia
From $851 per night (USD)
VRBO
EDGARTOWN GEM! 5 MINS TO THE BEACHES!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Edgartown gem has been newly remodeled and is ready to host you and your friends and family this summer! You will b ...
From $851 per night (USD)
VRBO
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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 ...
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Expedia
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VRBO
Cute 4-BR House within walking distance of Circuit Avenue
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
It is all about location! Leave the car at the house, and walk right into town. This 4 bedroom, 2 bath home features a l ...
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VRBO
$Lovely Vineyard home w\/4 master suites & heated pool - 5 min from the beach!$
From $1935 per night (USD)
Expedia
Lovely Vineyard home w\/4 master suites & heated pool - 5 min from the beach!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
As one of the most accommodating houses in Edgartown, you will surely want to extend your stay! Situated in Katama, the ...
From $1935 per night (USD)
Expedia
From $683 per night (USD)
VRBO
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Martha's Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $683 per night (USD)
VRBO
From $623 per night (USD)
Expedia
Charming Family Home in the Heart of Martha's Vineyard
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This home is located on a private wooded lot and has 3BR/2.5B. On the first floor you will have an eat-in kitchen with a ...
From $623 per night (USD)
Expedia
From $1337 per night (USD)
VRBO
Great Katama home with pool -- JUNE & SEPT. AVAIL. WITH FREE FERRY TIX!!
Bedrooms:
5
Bathrooms:
3
Sleeps:
11
FREE FERRY PASSES: May 31st-June 6th; June 6th-13th; August 23rd-30th; August 30th-September 6th!!! “Loved everything a ...
From $1337 per night (USD)
VRBO
From $577 per night (USD)
Expedia
Private lookout cottage close to private trails and Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Private cottage with miles of natural preserve trails out the backyard. Located close to Sengekontacket Pond and Edgart ...
From $577 per night (USD)
Expedia
From $1402 per night (USD)
VRBO
Cozy Edgartown Vacation Rental Near Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Plan your next family getaway to Martha's Vineyard when you book a stay at this lovely 4-bedroom, 2-bathroom Edgartown h ...
From $1402 per night (USD)
VRBO
From $2960 per night (USD)
Expedia
KATAMA: COMPLETELY RENOVATED FOR 2024 SEASON WITH HEATED POOL + HOT TUB
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Brand New For Summer 2024 With a Heated Pool + Hot Tub! Located in Edgartown, in the Katama area, this 3,000-square-foot ...
From $2960 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Classic Cape Home Nestled on a Quiet in-town Cul-de-Sac,
Bedrooms:
5
Bathrooms:
4
Sleeps:
7
This charming four-bedroom, three-and-a-half-bathroom home is nestled on a quiet cul-de-sac, a short walk to Main Street ...
From $702 per night (USD)
VRBO
From $1181 per night (USD)
Expedia
Hidden Dream MV Getaway
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Forget your worries in this spacious and serene space. Our beautiful family home is located Up Island and makes ...
From $1181 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Charming Edgartown home with wrap around porch
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
You'll adore this Edgartown home located 1 1/2miles from town and minutes from the beach! It sleeps 6 comfortably, has ...
From $576 per night (USD)
VRBO
From $1288 per night (USD)
Expedia
Beautiful Custom Home In Oak Bluffs
Bedrooms:
4
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 $1288 per night (USD)
Expedia
From $1027 per night (USD)
VRBO
Indulge in the ultimate vacation experience at this exquisite custom log home.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Turnover days are Saturday to Saturday Experience the ultimate in luxury and relaxation in the exclusive Eastville area ...
From $1027 per night (USD)
VRBO
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Expedia
Apt on Vineyard Haven Near Nantucket Sound!
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
*Another vacation rental unit is on-site and other travelers may be present during your stay* Explore the charming town ...
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Expedia
From $303 per night (USD)
VRBO
Vineyard Haven House - Easy Access to Beaches
Bedrooms:
1
Bathrooms:
5
Sleeps:
6
Plan an escape to Martha’s Vineyard and stay at this Vineyard Haven 3-bedroom, 1-bathroom vacation rental house. Make yo ...
From $303 per night (USD)
VRBO
From $219 per night (USD)
Expedia
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 $219 per night (USD)
Expedia
$Beautiful dog-friendly home with water view, balcony & washer\/dryer$
From $670 per night (USD)
VRBO
Beautiful dog-friendly home with water view, balcony & washer\/dryer
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Lady Slipper Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $670 per night (USD)
VRBO
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Expedia
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
One king bed overlooking harbor. Available October 9-16 The Harborside Inn, located on the harbor in the heart of Edgar ...
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Expedia
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VRBO
Chappaquiddick By The Sea
Bedrooms:
2
Bathrooms:
3
Sleeps:
2
Chappaquiddick By the Sea- Step back, relax and unwind at this utterly charming three-bedroom cottage! Where the views a ...
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VRBO
From $695 per night (USD)
Expedia
Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Fallen Oak Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $695 per night (USD)
Expedia
$Renovated Historic House \The Legacy House\$
From $723 per night (USD)
VRBO
Renovated Historic House \"The Legacy House\"
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
2 Blocks - walking distance to Inkwell Beach! Walking distance to Circuit Avenue, Ocean Park, and Oak Bluffs ferry. Pea ...
From $723 per night (USD)
VRBO
From $581 per night (USD)
Expedia
3-BR Oak Bluffs Escape - Quick Trip to Towns & Beaches!
Bedrooms:
3
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 $581 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Charming 2-story house near the beach with inviting deck, large yard & canoe
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Nana’s Big Treehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $376 per night (USD)
VRBO
$Nana’s Treehouse | House with spacious deck, grills, outdoor shower & W\/D$
From $987 per night (USD)
Expedia
Nana’s Treehouse | House with spacious deck, grills, outdoor shower & W\/D
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Nana’s Treehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $987 per night (USD)
Expedia
$Martha's Vineyard Home w\/ Deck < 1 Mi to Beach!$
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VRBO
Martha's Vineyard Home w\/ Deck < 1 Mi to Beach!
Bedrooms:
3
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 $2979 per night (USD)
Expedia
Daniels House is your next vacation home in Oak Bluffs.
Bedrooms:
7
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 $2979 per night (USD)
Expedia
From $1127 per night (USD)
VRBO
Brand New 4 Bedroom Home in Katama
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to Your Perfect Katama Coastal Retreat. This newly fully renovated Classic Cape Cod-style gem in Edgartown is yo ...
From $1127 per night (USD)
VRBO
$Hideaway At Meadow View Farm\/Private Tennis Courts with Spacious Bedrooms$
From $870 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 $870 per night (USD)
Expedia
From $242 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 $242 per night (USD)
VRBO
From $843 per night (USD)
Expedia
Short walk to town!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Just on the outskirts of town in Oak Bluffs behind the Library is this lovely 3 Bedroom, 2.5 Bathroom home with Central ...
From $843 per night (USD)
Expedia
$Central 2nd-floor apartment with propane stove, grill, W\/D, & great location$
From $352 per night (USD)
VRBO
Central 2nd-floor apartment with propane stove, grill, W\/D, & great location
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Main Street Upper Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $352 per night (USD)
VRBO
From $4074 per night (USD)
Expedia
CHILMARK WATERFRONT WITH PRIVATE DOCK
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Chilmark waterfront rental home with a dock located on Quitsa Pond with views across Quitsa and Menemsha ponds out to th ...
From $4074 per night (USD)
Expedia
From $571 per night (USD)
VRBO
Fernbank Hideaway | House in West Tisbury near up-island beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fernbank Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $571 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Perfectly located duplex with comfy layout & beach gear - steps from Main Street
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $590 per night (USD)
Expedia
From $753 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 $753 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Renovated 4BR Island Farmhouse 5 minute walk to downtown Vineyard Haven
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Restored Island farmhouse, nicely furnished and decorated and walking distance to Main Street, Vineyard Haven. Four bedr ...
From $624 per night (USD)
Expedia
$Fully Renovated & Spacious home within walking distance of Oak Bluffs \/ Beaches$
From $671 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 $671 per night (USD)
VRBO
From $1117 per night (USD)
Expedia
Ocean sounds at this Oyster Pond retreat pastoral view and short walk to pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
"The Gathering Place" is a recently renovated four bedroom two full bathroom home with two living areas, dedicated offic ...
From $1117 per night (USD)
Expedia
From $1479 per night (USD)
VRBO
Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!
Bedrooms:
2
Bathrooms:
7
Sleeps:
14
Fantastic home available from May to October. Seven Bedrooms, one den with pull out couch, two bathrooms and a dreamy o ...
From $1479 per night (USD)
VRBO
From $1229 per night (USD)
Expedia
Famous Gingerbread Home the Seashrimp across from Harbor in downtown Oak Bluffs.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Year-round Oak Bluffs in-town Historical Famous Seashrimp Gingerbread House across from harbor/Nancy's all on the water ...
From $1229 per night (USD)
Expedia
From $921 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 $921 per night (USD)
VRBO
From $1426 per night (USD)
Expedia
Beautiful Aquinnah Home: Ocean View, Walk to Beach
Bedrooms:
3
Bathrooms:
6
Sleeps:
9
Martha's Vineyard: where days are best spent exploring nature, showering outdoors, and admiring ocean vistas. Here, you' ...
From $1426 per night (USD)
Expedia
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VRBO
Amazing sunsets. Beautiful 3 bedroom home on 4 acres near Lamberts Cove Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy stunning sunsets from this beautiful home set on 4 quiet acres near Lambert's Cove Beach. Relax and unwind in this ...
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VRBO
From $743 per night (USD)
Expedia
Harbor View Suite at Harborside Inn in Edgartown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Harborside Inn is perfectly situated in Martha’s Vineyard with plenty of things to do within close walking distance ...
From $743 per night (USD)
Expedia
From $2340 per night (USD)
VRBO
Beach Getaway - Spacious Katama Beach House
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This stylish place to stay is perfect for beach lovers and foodies alike. Relax in the hammock while listening to the hu ...
From $2340 per night (USD)
VRBO
$\nMV Vacation Rental$
From $702 per night (USD)
Expedia
\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 $702 per night (USD)
Expedia
From $933 per night (USD)
VRBO
August Ferry Tickets Available for Spacious, Air-Conditioned Home Close to Beach
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
This beautiful three-story house is recently available for rentals again. With room to spread out for up to 10 guests, t ...
From $933 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Martha's Vineyard. Spacious Living Inside & Out! Sleeps 8!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Your entire group will love this large centrally located private home that offers easy access to everything on The Viney ...
From $590 per night (USD)
Expedia
Click For Pricing
VRBO
House in the woods in Chiomark
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3 bedroom, 3 bath house on 11 acres in Chilmark outdoor grill, dining. large open space large living room, dining room.s ...
Click For Pricing
VRBO
From $1335 per night (USD)
Expedia
Tranquil 5 BR House, Heated Saltwater Pool Near Downtown Edgartown
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
If you are looking for the quintessential Martha’s Vineyard beach house -look no further. This 5 bedroom+ house is locat ...
From $1335 per night (USD)
Expedia
$Historical house with wraparound porch, modern updates, enclosed yard, & W\/D$
From $876 per night (USD)
VRBO
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 $876 per night (USD)
VRBO
From $1279 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 $1279 per night (USD)
Expedia
$Oceanview East Chop Beach House - 4 Bed\/2 Bath - 5 min walk to beach$
From $1117 per night (USD)
VRBO
Oceanview East Chop Beach House - 4 Bed\/2 Bath - 5 min walk to beach
Bedrooms:
2
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 $1117 per night (USD)
VRBO
From $687 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 $687 per night (USD)
Expedia
From $774 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 $774 per night (USD)
VRBO
$Inviting, two-story home with a large yard, sunroom, balcony, & washer\/dryer$
From $611 per night (USD)
Expedia
Inviting, two-story home with a large yard, sunroom, balcony, & washer\/dryer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Gingerbread Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $611 per night (USD)
Expedia
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VRBO
Family-built Oak Bluffs property in a wonderful location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Frazier Circle, Unit 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For Pricing
VRBO
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Expedia
Family-built Oak Bluffs property in a great location with kitchens & hot tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Frazier Circle Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For Pricing
Expedia
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VRBO
Family-built Oak Bluffs property in a wonderful location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Frazier Circle, Unit 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
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VRBO
From $1040 per night (USD)
Expedia
Chilmark Farmhouse and Barn
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy lazy summer days at this restored 19th century farmhouse and barn. Steps to Gray Barn and the Yoga Barn, and a s ...
From $1040 per night (USD)
Expedia
From $1281 per night (USD)
VRBO
Elegant In-Town Federal Home Newly Decorated
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This gorgeous single family 4 bedroom, 2 bath historical home was newly purchased and decorated in Spring 2011 and renov ...
From $1281 per night (USD)
VRBO
From $1474 per night (USD)
Expedia
Katama Retreat W Pickle ball Court
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
NEWLY LISTED/ NEW REBUILD Located in Katama near Morning Glory Farm, South Beach and town, this 3 BD home w/private ass ...
From $1474 per night (USD)
Expedia
From $1686 per night (USD)
VRBO
Entire home in West Tisbury, Massachusetts minutes from Lambert's Cove
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Introducing a captivating modern retreat nestled in the heart of West Tisbury on Martha's Vineyard. Newly built (to be c ...
From $1686 per night (USD)
VRBO
From $894 per night (USD)
Expedia
Walk to downtown Edgartown in quiet neighborhood - Perfect Location!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming Edgartown Retreat - Walk to Village and Beaches Nestled on a winding street, our three-bedroom top-floor unit ...
From $894 per night (USD)
Expedia
Click For Pricing
VRBO
5 Minute Walk to Vineyard Haven Yacht Club and Town Beach at Owen Little Way!
Bedrooms:
3
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
VRBO
From $884 per night (USD)
Expedia
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 $884 per night (USD)
Expedia
From $704 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 $704 per night (USD)
VRBO
$Charming cottage near the beach with a furnished deck, yard, & washer\/dryer$
From $643 per night (USD)
Expedia
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 $643 per night (USD)
Expedia
From $1265 per night (USD)
VRBO
Historic 4-bedroom Farmhouse on Martha's Vineyard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Centrally located in West Tisbury, this 1743 family farmhouse offers all you will need for the quintessential Vineyard V ...
From $1265 per night (USD)
VRBO
From $4628 per night (USD)
Expedia
Stunning Vineyard Haven Retreat with Pool, Guest House & Prime Location
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Stunning Vineyard Haven Retreat with Pool, Guest House & Prime Location! Welcome to your dream Martha's Vineyard getawa ...
From $4628 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Book your next East Coast escape at this Oak Bluffs vacation rental! Conveniently located near downtown Oak Bluffs, this ...
From $436 per night (USD)
VRBO
$Newly renovated 2BR house, FREE CAR w\/beach sticker, pet friendly, sleeps 8$
From $633 per night (USD)
Expedia
Newly renovated 2BR house, FREE CAR w\/beach sticker, pet friendly, sleeps 8
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Welcome to your new favorite Island getaway with this clean and convenient two-bedroom ground floor level house in West ...
From $633 per night (USD)
Expedia
From $877 per night (USD)
VRBO
Charming 3-bedroom house in beautiful Edgartown minutes from downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Enjoy a peaceful stay at this brilliant 3-bedroom house in Edgartown. The bedrooms feature a queen bed, king bed, bunk b ...
From $877 per night (USD)
VRBO
From $640 per night (USD)
Expedia
Charming Whaling Captain's Farmhouse with modern updates in West Tisbury
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**As you can see, we currently have no reviews since this is our first year renting our farm that has been in the family ...
From $640 per night (USD)
Expedia

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