
Dukes Area Rentals
- From $734 per night (USD)
VRBO
Beautifully appointed Long Point Beach Retreat-West Tisbury-4 bedroom, 2.5 bath.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Approximately one-and -a-half miles from Long Point Beach in West Tisbury, Summer Dream Cottage is an absolute jewel of ...
From $734 per night (USD)VRBO
- From $372 per night (USD)
VRBO
2-bedroom house, Short walk to beach, with AC and WiFi in Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private Home and yard a block from the Lagoon in Oak Bluffs. Easy walk to quiet neighborhood beach. Brand new kitchen/ba ...
From $372 per night (USD)VRBO
- From $383 per night (USD)
VRBO
Modern 1-bedroom apartment in private Edgartown neighborhood w/ tennis court
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This brand new, modern apartment is located in a tranquil Edgartown neighborhood and includes all the amenities needed f ...
From $383 per night (USD)VRBO
- From $1738 per night (USD)
VRBO
Waterfront home in Vineyard Haven. Walking distance to shops and dining.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This waterfront house is the perfect home base for your trip to Martha's Vineyard. A stay at this great location will pu ...
From $1738 per night (USD)VRBO
- From $844 per night (USD)
VRBO
Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your home away from home! Experience the charm of Oak Bluffs in this spacious 3-bedroom, 2.5-bathroom beautif ...
From $844 per night (USD)VRBO
- From $5584 per night (USD)
VRBO
Amazing North Water Edgartown Compound With Pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Luxurious Captain's House Compound: A Summer Retreat The Connaught House is nestled in the heart of Edgartown Village on ...
From $5584 per night (USD)VRBO
- From $3837 per night (USD)
VRBO
Classic Coastal Elegance in the Katama Bay area
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This exquisite New England home stands as a testament to modern luxury and comfort, perfectly situated on a spacious, me ...
From $3837 per night (USD)VRBO
- From $6491 per night (USD)
VRBO
Luxury 3 Field Club Compound with Pool and Barn
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
This Martha’s Vineyard compound is situated in the exclusive Edgartown Field Club, just a mile away from both historic E ...
From $6491 per night (USD)VRBO
- From $3515 per night (USD)
VRBO
Sandpiper Fields Luxury 1 Field Club Home Near South Beach on Martha’s Vineyard
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover an extraordinary getaway at this breathtaking Martha’s Vineyard luxury home, located in the prestigious Edgarto ...
From $3515 per night (USD)VRBO
- From $1135 per night (USD)
VRBO
Walk to private beach from beautiful Abels Hill house
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
The house is a large family house in the Abels Hill community of Chilmark. The community shares use of a private south s ...
From $1135 per night (USD)VRBO
- From $1815 per night (USD)
VRBO
Chappaquiddick Retreat, close to Edgartown Village & Chappy Ferry with WaterView
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your idyllic retreat on Martha’s Vineyard! This stunning property at 17 Narragansett Avenue, Edgartown, offer ...
From $1815 per night (USD)VRBO
- From $550 per night (USD)
Expedia
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your Tisbury adventure begins at this tranquil studio. Nestled in a pleasant neighborhood, this welcoming retreat offers ...
From $550 per night (USD)Expedia
- From $744 per night (USD)
VRBO
Sunny Vineyard Getaway Close to Everything steps from sound clean and comfy
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our spacious, airy home is a recently renovated one floor open concept home filled with natural light located on a priva ...
From $744 per night (USD)VRBO
- From $715 per night (USD)
VRBO
Beautiful Historic Hilltop Haven -Walk to Town & Water
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
JULY AND AUGUST: turnover day is Monday ----------------------------- Gorgeous and spacious (2800 sq. ft.) 4 bedroom his ...
From $715 per night (USD)VRBO
- From $4796 per night (USD)
VRBO
Katama Dream House on 1.5 Acres W/ Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Beautiful custom home in Katama. The house and everything in it Is state-of-the-art, and 'built to own' in 2012. Sited ...
From $4796 per night (USD)VRBO
- From $1217 per night (USD)
VRBO
Renovated Edgartown home with a heated pool and close to town/beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully renovated home in 2022 with a heated salt water pool. It is close to Morning Glory Farm, downtown Edgartown ...
From $1217 per night (USD)VRBO
- From $1050 per night (USD)
VRBO
Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Round-trip Transferable Ferry Tickets Available for July 4-11 and July 11-18! Perfect for a family or group of friends ...
From $1050 per night (USD)VRBO
- From $1892 per night (USD)
VRBO
Comfortable Edgartown Home-Pet Friendly. HOT TUB & POOL TABLE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our home has been furnished and equipped to provide a comfortable & pleasant vacation for you. This home has 3 upstairs ...
From $1892 per night (USD)VRBO
- From $3391 per night (USD)
VRBO
Spacious home for entertaining, centrally located to beach, ferry, and airport.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Centrally located on the beautiful island of Martha's Vineyard, this luxury home was made for entertaining. Start your ...
From $3391 per night (USD)VRBO
- From $636 per night (USD)
VRBO
Walk to OB Restaurants, Shopping, Harbor & Beaches! Perfect Location, large yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful, open concept, fully furnished home is just footsteps to Sunset Lake, harbor, beaches, entertainment, res ...
From $636 per night (USD)VRBO
- From $1357 per night (USD)
VRBO
Luxurious New Farmhouse Close to Edgartown Village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Luxurious brand new farmhouse walking distance to historical Edgartown village. Enjoy soaring vaulted ceilings and indoo ...
From $1357 per night (USD)VRBO
- From $2624 per night (USD)
VRBO
Edgartown luxury with pickleball, heated pool,kayaks,motorboat,pets ok
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This architect-designed compound is serenely tucked away among seven acres of rolling fields and meadows in prestigious ...
From $2624 per night (USD)VRBO
- From $1148 per night (USD)
VRBO
Captain Spring House: In Town Luxury - Water Views - Walk to Ferry!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
With sweeping views of Vineyard Haven Harbor, the Captain Spring House in-town luxury home combines water views with 4 l ...
From $1148 per night (USD)VRBO
- From $3371 per night (USD)
VRBO
Luxury home with pool in tranquil West Tisbury setting
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Fabulous luxury contemporary coastal home. The property is beautifully landscaped and perfectly situated with views of ...
From $3371 per night (USD)VRBO
- From $4895 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 $4895 per night (USD)VRBO
- From $1718 per night (USD)
VRBO
Waterfront Home + Guest House w/ Panoramic Views, Private Beach, 10min from Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Your private paradise! This secluded beachfront home is perched on a bluff with unsurpassed sweeping views of Vineyard S ...
From $1718 per night (USD)VRBO
- From $867 per night (USD)
VRBO
Pet-Friendly Historic Chilmark House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Renovated historic house (1870). Large living room/dining area. 4 bedrooms sleep 8 plus sofa sleepers. 3 full bathrooms. ...
From $867 per night (USD)VRBO
- From $637 per night (USD)
VRBO
Edgartown Cottage By The Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Be the first to stay in this recently renovated cottage which is centrally located to everything the island has to offer ...
From $637 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Downtown Oasis, Walk to Beach: Vineyard Vacation Houses Welcomes You!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely, in-town, Garden Level apartment is in a renovated 1800's historic Oak Bluffs cottage. The fenced in back pa ...
From $526 per night (USD)VRBO
- From $1360 per night (USD)
VRBO
Beautifully Renovated Edgartown Home with Pool in Quiet Location Close to Town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Edgartown home set in a quiet neighborhood close to town and beach, this completely renovated three bedroom ho ...
From $1360 per night (USD)VRBO
- From $794 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 $794 per night (USD)VRBO
- From $2587 per night (USD)
VRBO
Katama Retreat with Pool, Hot Tub & Coastal Luxury Near South Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Experience the best of Martha’s Vineyard in this beautiful estate with stunning views of Katama and unmatched privacy. S ...
From $2587 per night (USD)VRBO
- From $3294 per night (USD)
VRBO
101 Ocean Ave. On the corner of Inkwell beach and Ocean park.
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home ...
From $3294 per night (USD)VRBO
- From $942 per night (USD)
VRBO
Spectacular Chilmark Sunset Water Views, Walk to Private Beach, Trails, Tennis!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*** We have transferrable car ferry reservations ⛴ for guests who would like to book for summer 2026 🏖. Just reach out ...
From $942 per night (USD)VRBO
- From $880 per night (USD)
VRBO
Luxurious Cottage Living In Edgartown Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
POINT B EXCLUSIVE - This quintessential village cottage has been renovated with charming cottage styling and classic arc ...
From $880 per night (USD)VRBO
- From $9022 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 $9022 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Garden Cottage--Bike to Town and Beach. Prime Katama location. Dog Friendly.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book early. We’ve been fully booked for 20 summers in a row! Experienced Martha's Vineyard vacationers will appreciate ...
From $310 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Make Lasting Memories In This Adorable Vineyard Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our quaint Cottage is nestled in a quiet neighborhood of Oak Bluffs - perfect for a romantic getaway, a special place to ...
From $383 per night (USD)Expedia
- From $510 per night (USD)
VRBO
Fully Renovated & Spacious home walking distance to downtown Oak Bluffs/Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated (2024) three-level home with 3 bedrooms 2 bathrooms within walking distance to the heart of Downtown Oak ...
From $510 per night (USD)VRBO
- From $804 per night (USD)
VRBO
Charming Remodeled Cape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated with vaulted ceilings throughout the home. Open floor plan with living room, dining room and kitchen ...
From $804 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Lovely two bedroom apartment with indoor fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
It’s very cozy and comfortable, New Construction, if you like to do walk is close to the path and trial, ride bikes, it ...
From $750 per night (USD)VRBO
- From $1380 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 $1380 per night (USD)Expedia
- From $308 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 $308 per night (USD)VRBO
- From $249 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 $249 per night (USD)Expedia
- From $1043 per night (USD)
VRBO
The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Step into the timeless charm of Oak Bluffs while enjoying the comforts of a thoughtfully renovated home. The Legacy Hous ...
From $1043 per night (USD)VRBO
- From $943 per night (USD)
Expedia
Charming Edgartown home with wrap around porch
- Bedrooms:
- 2
- 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 $943 per night (USD)Expedia
- From $1694 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 $1694 per night (USD)VRBO
- From $829 per night (USD)
Expedia
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 $829 per night (USD)Expedia
- From $714 per night (USD)
VRBO
OB Cozy-Cottage-Glam off Circuit with Great Outdoor living
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Location!!! Location!!! This updated cottage is a quick walk to town, beach, Tony’s Deli, tennis and basketball courts, ...
From $714 per night (USD)VRBO
- From $1376 per night (USD)
Expedia
** 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 $1376 per night (USD)Expedia
- From $1636 per night (USD)
VRBO
**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 $1636 per night (USD)VRBO
- From $1173 per night (USD)
Expedia
Chappaquiddick Getaway with stunning Ocean Views, walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Expansive panoramic views and stunning sunsets are a plenty from almost every room of this Chappaquiddick Home. With m ...
From $1173 per night (USD)Expedia
- From $989 per night (USD)
VRBO
Chappaquiddick retreat-outdoor shower, hot-tub, decks, central AC-close to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly furnished beach house on Chappy with great outdoor living space including outdoor shower, hot-tub, and two deck ar ...
From $989 per night (USD)VRBO
- From $877 per night (USD)
Expedia
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 $877 per night (USD)Expedia
- From $457 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 $457 per night (USD)VRBO
- From $840 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 $840 per night (USD)VRBO
- From $514 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 $514 per night (USD)VRBO
- From $1742 per night (USD)
VRBO
Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 16
Fantastic home available from May to October. Seven Bedrooms, one den with pull out couch, two bathrooms and a dreamy o ...
From $1742 per night (USD)VRBO
- From $4004 per night (USD)
VRBO
CHILMARK WATERFRONT WITH PRIVATE DOCK
- Bedrooms:
- 3
- 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 $4004 per night (USD)VRBO
- From $596 per night (USD)
Expedia
3-BR Oak Bluffs Retreat Near Towns & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape and exhale in this bright, airy 3-bedroom, 2.5-bathroom retreat that sleeps up to 7. Peaceful and centrally locat ...
From $596 per night (USD)Expedia
- From $2126 per night (USD)
VRBO
9 Bedroom Home in Oak Bluffs with Ocean Views & A/C
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 18
Completely renovated and updated home in Oak Bluffs across the street from Waban Park and a short walk to Inkwell Beach. ...
From $2126 per night (USD)VRBO
- From $1161 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 $1161 per night (USD)VRBO
- From $830 per night (USD)
VRBO
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 $830 per night (USD)VRBO
- From $308 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 $308 per night (USD)VRBO
- From $1030 per night (USD)
VRBO
Oak Bluffs Retreat, Walk to Town, Harbor, Ferries
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to our charming 3-bed, 2.5-bath Oak Bluffs home! Perfect for families, this bright retreat features central AC, a ...
From $1030 per night (USD)VRBO
- From $1786 per night (USD)
VRBO
Oceanview East Chop Beach House - 4 Bed/2 Bath - 5 min walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
The perfect vacation awaits you at Frog Prince Cottage in beautiful East Chop, the finest neighborhood in Oak Bluffs. Ou ...
From $1786 per night (USD)VRBO
- From $785 per night (USD)
VRBO
Spacious 4 BR Home, Steps to Lagoon, Minutes to Downtown Oak Bluffs and Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Spacious two-level four-bedroom house within steps to lagoon located in Oak Bluffs and within minutes (2 Miles) to Downt ...
From $785 per night (USD)VRBO
- From $1392 per night (USD)
Expedia
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 $1392 per night (USD)Expedia
- From $3726 per night (USD)
VRBO
Beach Getaway - Spacious Katama Beach House
- Bedrooms:
- 3
- 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 $3726 per night (USD)VRBO
- From $602 per night (USD)
VRBO
Private lookout cottage close to lovely trails and Sengekontacket Pond
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Private cottage with miles of natural preserve trails out the backyard. Located close to Sengekontacket Pond and Edgart ...
From $602 per night (USD)VRBO
- From $1318 per night (USD)
VRBO
4 Mi to Beach! Family-Friendly Edgartown Escape
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
2,000 Sq Ft | ~ 2 Mi to Dtwn Edgartown Plan your next family getaway to Martha's Vineyard when you book a stay at this ...
From $1318 per night (USD)VRBO
- From $905 per night (USD)
VRBO
Classic Cape Home Nestled on a Quiet in-town Cul-de-Sac,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This charming three-bedroom, two-and-a-half-bathroom home is nestled on a quiet cul-de-sac, a short walk to Main Street ...
From $905 per night (USD)VRBO
- From $1502 per night (USD)
VRBO
Hidden Dream MV Getaway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Forget your worries in this spacious and serene space. Our beautiful family home is located Up Island and makes ...
From $1502 per night (USD)VRBO
- From $1143 per night (USD)
Expedia
Katama home with pool and on bike path! Walk to Edgartown and South Beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 11
“Loved everything about this house! I honestly can't say enough good things about this house - by far one of the best we ...
From $1143 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Renovated 4BR Island Farmhouse 5 minute walk to downtown Vineyard Haven
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Restored Island farmhouse, nicely furnished and decorated and walking distance to Main Street, Vineyard Haven. Four bedr ...
From $519 per night (USD)VRBO
- From $1526 per night (USD)
VRBO
Famous Gingerbread House named Seashrimp across from Oak Bluffs Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Year-round in-town Historical Famous Seashrimp Gingerbread House across from harbor/Nancy's all on the water restaurants ...
From $1526 per night (USD)VRBO
- From $1003 per night (USD)
VRBO
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
** NEW HVAC AIR CONDITIONING * Welcome to “Gem of the Ocean”! Martha’s Vineyard vacationers dream! This beautiful condo ...
From $1003 per night (USD)VRBO
- From $744 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 $744 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $720 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 $720 per night (USD)Expedia
- From $1860 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 $1860 per night (USD)VRBO
- From $794 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 $794 per night (USD)Expedia
- From $1285 per night (USD)
VRBO
5 Minute Walk to Vineyard Haven Yacht Club and Town Beach at Owen Little Way!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover this spacious and conveniently located property which is just a 5 Minute Walk to Vineyard Haven Yacht Club an ...
From $1285 per night (USD)VRBO
- From $740 per night (USD)
Expedia
Secluded Cottage, West Tisbury, Lambert's Cove Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the woods of West Tisbury, this charming 2-bedroom +, 900 sq. ft. home, with additional sleeping loft, offers ...
From $740 per night (USD)Expedia
- From $986 per night (USD)
VRBO
Country Farmhouse, Old Vineyard, Central AC, 2 King beds.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
About the house and Property: Old world charm, new world amenities. On the Massachusetts Historical Commission's regis ...
From $986 per night (USD)VRBO
- From $915 per night (USD)
VRBO
Now Booking Beautiful September 2026!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom house is the perfect home base for your trip to Martha’s Vineyard. Convenient mid island location with ac ...
From $915 per night (USD)VRBO
- Click For Pricing
VRBO
Newly renovated 3BR house, FREE CAR with beach sticker, pet friendly, sleeps 10.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Your Perfect Martha’s Vineyard Escape! Enjoy the best of Island life in this beautifully renovated three-bed ...
Click For PricingVRBO
- From $987 per night (USD)
VRBO
Vineyard Social-Spacious 5BR Home in Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Experience comfort and style in this newly completed 5-bedroom home just 1 mile from downtown OB. The home features fant ...
From $987 per night (USD)VRBO
- From $1049 per night (USD)
VRBO
Charming Whaling Captain's Farmhouse with modern updates in West Tisbury
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our authentic Historic District home was built in 1830 by a Whaling Captain whose family farmed the land while he was aw ...
From $1049 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Charming 4-bedroom house with AC and WiFi in beautiful Edgartown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Get ready to relax in this 4-bedroom house in Edgartown. This beautiful property features 3 queen beds and 2 full beds, ...
From $447 per night (USD)Expedia
- From $681 per night (USD)
VRBO
Cozy 3BR Cottage with Lambert's Cove Beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the woods right in front of Grey Barn, this charming 3-bedroom cottage is the perfect retreat. With plenty of ...
From $681 per night (USD)VRBO
- From $808 per night (USD)
VRBO
Charming Family Home in the Heart of Martha's Vineyard
- Bedrooms:
- 2
- 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 $808 per night (USD)VRBO
- From $1505 per night (USD)
VRBO
Lovely Vineyard home w/4 master suites & heated pool - 5 min from the beach!
- Bedrooms:
- 4
- 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 $1505 per night (USD)VRBO
- From $428 per night (USD)
Expedia
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 $428 per night (USD)Expedia
- From $1207 per night (USD)
VRBO
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 $1207 per night (USD)VRBO
- Click For Pricing
Expedia
Edgartown 3-plus bedroom, sleeps 8, fully updated farmhouse-style escape
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
We’re the proud new owners and property managers of this modern 3-plus-bedroom home in the convenient Dodger’s Hole neig ...
Click For PricingExpedia
- From $1270 per night (USD)
VRBO
Walk to town & beach A/C, Strong WiFi, family & pet friendly. Outdoor shower
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summertime! And the living is easy in this comfortable, casual home on Martha's Vineyard. The large front deck is great ...
From $1270 per night (USD)VRBO
- From $1073 per night (USD)
VRBO
LUXE Coastal Chic KATAMA Gem Close to Beach & Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Book your summer 2026 vacation or take advantage of heavily reduced rates and enjoy the offseason on MV now. Ahhh...KATA ...
From $1073 per night (USD)VRBO
- From $910 per night (USD)
VRBO
4-bedroom house in Tisbury for a relaxing getaway - newly renovated
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Discover the beauty of Tisbury from this 4-bedroom house. Just a 5 minute walk to a small family beach with gorgeous sun ...
From $910 per night (USD)VRBO
- From $1223 per night (USD)
Expedia
Oak Bluffs Rental - Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This 3 bedroom, one and a two half baths with an outdoor shower, is located on a quiet backroad in East Chop, Oak Bluffs ...
From $1223 per night (USD)Expedia




































































































