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 $704 per night (USD)
VRBO
Brand New Guest house
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Oak Bluffs, enjoy what this 2-bedroom apartment has to offer. With a washing machine, WiFi, AC, iron, hair dr ...
From $704 per night (USD)
VRBO
$A \Close to All\ Oak Bluffs Oasis!$
From $994 per night (USD)
Expedia
A \"Close to All\" Oak Bluffs Oasis!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Nestled at the end of a cul-de-sac, this home is the ideal spot for a peaceful island retreat. It sits on over a1/2 acre ...
From $994 per night (USD)
Expedia
$Vineyard Haven Hideaway w\/ fire pit, dining outdoor$
From $1198 per night (USD)
VRBO
Vineyard Haven Hideaway w\/ fire pit, dining outdoor
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Escape to this stunning waterfront haven nestled on the shores of a serene lake. This luxurious retreat offers ...
From $1198 per night (USD)
VRBO
From $1083 per night (USD)
Expedia
Great Vineyard getaway!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Your cozy getaway awaits in Edgartown at this beautiful house. With 3 bedrooms, including 2 queen beds, 2 twin beds, and ...
From $1083 per night (USD)
Expedia
From $811 per night (USD)
VRBO
Charming 3-bedroom house in enchanting West Tisbury with AC, WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in West Tisbury, this delightful newer house (built in 2020) offers a welcoming and serene retreat for guests. W ...
From $811 per night (USD)
VRBO
From $458 per night (USD)
Expedia
BRAND NEW 1-bedroom Owner's Suite in wonderful Oak Bluffs with Air Conditioning
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this 1-bedroom Owner's Suite in Oak Bluffs. This brand new property features a cozy bedroom with a ...
From $458 per night (USD)
Expedia
From $981 per night (USD)
VRBO
Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Nestled on 1.55 acres off West Tisbury Road, this tranquil, 5-bed, spacious, family-friendly retreat offers established ...
From $981 per night (USD)
VRBO
From $695 per night (USD)
Expedia
Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Simpler, secluded living, just 5 minutes walk through woods to a gorgeous private beach, where stairs lead down from a s ...
From $695 per night (USD)
Expedia
From $911 per night (USD)
VRBO
Oak Bluffs Spacious 4-Bedroom Rental – Private Entrance & Newly Renovated Deck!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Spacious 4-Bedroom Rental in Oak Bluffs – Private Entrance & Newly Renovated Deck! Enjoy the best of Oak Bluffs in this ...
From $911 per night (USD)
VRBO
From $3519 per night (USD)
Expedia
Spacious 15-bedroom house with WiFi and AC in charming Edgartown
Bedrooms:
10
Bathrooms:
9
Sleeps:
21
Stay comfortably in Edgartown at this 9-bedroom house. Brilliantly designed with 15 bedrooms: 21 total beds, assorted tw ...
From $3519 per night (USD)
Expedia
From $967 per night (USD)
VRBO
Steps to Inkwell Beach: Victorian Home!
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
2,150 Sq Ft | Family Friendly | Walk to Shops, Restaurants, Ferry Terminal | Outdoor Shower & Grill It doesn't get any ...
From $967 per night (USD)
VRBO
From $472 per night (USD)
Expedia
NEWLY RENOVATED! Quiet location, walk to Circuit Avenue and beaches!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Your home away from home in Oak Bluffs with 4 bedrooms, including a ground floor bedroom and bath with zero-entry shower ...
From $472 per night (USD)
Expedia
From $1056 per night (USD)
VRBO
Tranquil and Centrally Located West Tisbury Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax and unwind in a charming Vineyard retreat! A coastal-inspired 4 bedroom / 3 bathroom home nestled near Long Point ...
From $1056 per night (USD)
VRBO
From $486 per night (USD)
Expedia
Island Inn - Residential Suite - 35G - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Summary: Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortab ...
From $486 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Island Inn - One Bedroom Suite - 15D - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Your stay in this charming first-floor, corner one-bedroom, one-bath unit is comfortable with all the essential ...
From $439 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Island Inn - 2 Bedroom & 2 Bath Townhouse - 49G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Your stay in this charming second-floor, two-bedroom, two-bath unit is made comfortable with all the essentials ...
From $478 per night (USD)
Expedia
From $722 per night (USD)
VRBO
Island Inn - 2 Bedroom Townhouse - 40G - Dog-friendly - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor corner two-bedroom, one and half-bath unit is made comfortable with all ...
From $722 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 46G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor two-bedroom, one and half-bath unit is made comfortable with all the es ...
From $534 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Island Inn - Studio Suite - 11D - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This suite is a vibrant and inviting retreat, highlighted by warm yellow walls and wood-patterned flooring that ...
From $447 per night (USD)
VRBO
From $518 per night (USD)
Expedia
Island Inn - 2 Bedroom & 2 Bath Townhouse - 44G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Summary: Your stay in this charming second-floor, two-bedroom, two-bath unit is made comfortable with all the essentials ...
From $518 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Island Inn - Residential Suite - 34G - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortab ...
From $397 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Island Inn - Residential Suite - 32G - Dog-freindly - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortab ...
From $418 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Island Inn - Studio Suite - 14D - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This inviting unit features a bright and cheerful ambiance with vibrant yellow walls complemented by dark wood- ...
From $471 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Island Inn - 2 Bedroom & 2 Bath Townhouse - 41G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: Your stay in this charming second-floor corner two-bedroom, two-bath unit is made comfortable with all the esse ...
From $544 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Island Inn - Studio Suite - 26F - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Your stay in this charming first-floor, one-bedroom, one-bath unit is made comfortable with all the essentials. ...
From $456 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Island Inn - Residential Suite - 33G - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor corner one-bedroom, half-wall bedroom, one and half-bath unit is made co ...
From $250 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Island Inn - Studio Suite - 19D - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This charming unit offers a cozy and inviting space, perfect for a relaxing getaway. Featuring a beautifully de ...
From $399 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Island Inn - Studio Suite - 9C - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to your cozy and functional Studio Suite at the Island Inn, perfect for a relaxing Martha’s Vineyard ge ...
From $428 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Island Inn - Studio Suite - 20D - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This unit offers a cozy retreat with two plush double beds dressed in crisp, white linens, perfect for a restfu ...
From $407 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Island Inn - 2 Bedroom & 2 Bath Townhouse - 42G - Dog-friendly - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor two-bedroom, two-bath unit is made comfortable with all the essentials. ...
From $536 per night (USD)
Expedia
From $493 per night (USD)
VRBO
Island Inn - One Bedroom Suite - 10C - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This suite is a charming and cozy retreat, ideal for a relaxing getaway. It features a comfortable queen bed, c ...
From $493 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 51G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor corner two-bedroom, two-bath unit is made comfortable with all the esse ...
From $562 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Island Inn - Residential Suite - 29G - Dog-friendly - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor corner one and half-bedroom, one and half-bath unit is made comfortable ...
From $400 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Island Inn - Residential Suite - 39G - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortab ...
From $555 per night (USD)
Expedia
From $401 per night (USD)
VRBO
Island Inn - Two Bedroom Suite - 2A - Dog-freindly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This charming first-floor one-bedroom retreat, featuring a queen bed, offers the quintessential Martha’s Vineya ...
From $401 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Island Inn - Studio Suite - 23F - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Your stay in this charming ground-floor, one-bedroom, one-bath unit is made comfortable with all the essentials ...
From $409 per night (USD)
Expedia
From $547 per night (USD)
VRBO
Island Inn - Residential Suite - 36G - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortab ...
From $547 per night (USD)
VRBO
From $459 per night (USD)
Expedia
Island Inn - Studio Suite - 5B - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This bright and inviting ground-floor studio suite offers everything you need for a relaxing and rejuvenating s ...
From $459 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 45G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor corner two-bedroom, one and half-bath unit is made comfortable with all ...
From $546 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Island Inn - Residential Suite - 28G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor corner one and half-bedroom, one and half-bath unit is made comfortable ...
From $596 per night (USD)
Expedia
From $548 per night (USD)
VRBO
Island Inn - Two Bedroom Suite - 1A - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Your stay in this charming first-floor corner two-bedroom, one-bath unit is made comfortable with all the essen ...
From $548 per night (USD)
VRBO
From $548 per night (USD)
Expedia
Island Inn - One Bedroom Suite - 16D - Dog Friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This bright and inviting unit offers a perfect blend of comfort and functionality, featuring a cozy living area ...
From $548 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Island Inn - Studio Suite - 6B - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This unit offers a welcoming and functional space for your stay. Inside, you'll find a bright, clean interior w ...
From $447 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Island Inn - Studio Suite - 22F - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Your stay in this charming ground-floor corner one-bedroom, one-bath unit is made comfortable with all the esse ...
From $423 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Island Inn - One Bedroom Suite - 8C - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This cozy and inviting unit features a queen-sized bed adorned with plush linens and ample natural light stream ...
From $469 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Island Inn - Studio Suite - 7C - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This ground-floor studio unit offers a charming and practical retreat on Martha's Vineyard. The exterior featur ...
From $485 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Island Inn - Studio Suite - 12D - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This suite is a cozy, functional accommodation featuring a cheerful and bright ambiance with its light blue wal ...
From $439 per night (USD)
VRBO
From $431 per night (USD)
Expedia
Island Inn - Studio Suite- 25F - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Your stay in this charming ground-floor, one-bedroom, one-bath unit is made comfortable with all the essentials ...
From $431 per night (USD)
Expedia
From $443 per night (USD)
VRBO
Island Inn - Studio Suite - 4B - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This ground floor unit at the Island Inn combines cozy charm with modern convenience, making it a perfect retre ...
From $443 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Island Inn - 2 Bedroom & 2 Bath Townhouse - 48G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor corner two-bedroom, two-bath unit is made comfortable with all the esse ...
From $495 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Island Inn - Residential Suite - 30G - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor corner one-bedroom, half-wall bedroom, one and half-bath unit is made co ...
From $442 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Island Inn - Residential Suite - 37G - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Summary: Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortab ...
From $408 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Island Inn - 2 Bedroom & 2 Bath Townhouse - 50G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor corner two-bedroom, two-bath unit is made comfortable with all the esse ...
From $425 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Island Inn - Studio Suite - 24F - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Your stay in this charming ground-floor, one-bedroom, one-bath unit is made comfortable with all the essentials ...
From $407 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Island Inn - Studio Suite - 27F - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Your stay in this charming ground-floor, one-bedroom, one-bath unit is made comfortable with all the essentials ...
From $500 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Island Inn - Studio Suite - 18D - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Your stay in this charming first-floor corner two-bedroom, one-bath unit is made comfortable with all the essen ...
From $532 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Island Inn - Studio Suite - 3B - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This cozy and convenient ground-floor rental offers everything you need for a restful and comfortable stay. The ...
From $459 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Island Inn - Studio Suite - 13D - Dog-friendly - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Step into this inviting suite that offers a perfect blend of comfort and functionality. This unit features two ...
From $451 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Island Inn - Residential Suite - 38G - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor one-bedroom, half-wall bedroom, one and half-bath unit is made comfortab ...
From $397 per night (USD)
VRBO
From $616 per night (USD)
Expedia
Island Inn - 2 Bedroom & 1.5 Bath Townhouse - 43G - Dog-friendly - Oak Bluffs, M
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor corner two-bedroom, one and half-bath unit is made comfortable with all ...
From $616 per night (USD)
Expedia
From $497 per night (USD)
VRBO
Island Inn - Cottage - 21E - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming first-floor corner two-bedroom, each with a Queen Bed, an additional full Sofa-bed i ...
From $497 per night (USD)
VRBO
From $581 per night (USD)
Expedia
Island Inn - 2 Bedroom & 2 Bath Townhouse - 47G - Oak Bluffs, MA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Your stay in this charming second-floor, two-bedroom, two-bath unit is made comfortable with all the essentials ...
From $581 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Island Inn - Studio Suite - 17D - Oak Bluffs, MA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This unit offers a bright, airy retreat with spacious interiors featuring two comfortable beds adorned with cri ...
From $407 per night (USD)
VRBO
From $776 per night (USD)
Expedia
Spacious island home near Farm Neck Golf Course, the beach and town
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Twin Ponds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $776 per night (USD)
Expedia
From $1254 per night (USD)
VRBO
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come stay at our quaint Victorian cottage overlooking downtown Oak Bluffs and the Harbor, which are just a few blocks aw ...
From $1254 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Welcome to Chappy Delight, a charming vacation home on Chappaquiddick Island.
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Chappy Delight: Your Perfect Vacation Retreat on Chappaquiddick Island. Welcome to Chappy Delight, a charming vacation ...
From $513 per night (USD)
Expedia
From $4563 per night (USD)
VRBO
Brand New Spacious Luxury Home on Edgartown Great Pond with Pool and Spa
Bedrooms:
9
Bathrooms:
7
Sleeps:
14
STUNNING NEW 7 BEDROOM LUXURY HOME, 7 BATHS, HEATED SALTWATER POOL, MULTIPLE DECKS, SCREENED PORCH, WATERVIEW, ON THE ED ...
From $4563 per night (USD)
VRBO
From $985 per night (USD)
Expedia
4 Mi to Inkwell Beach: Home in Oak Bluffs!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
'Clark's Cove' | Idyllic Tree-Lined Surroundings | Outdoor Shower | 3 Mi to Ferry Terminal Your own slice of paradise a ...
From $985 per night (USD)
Expedia
From $880 per night (USD)
VRBO
3-bedroom house in charming Oak Bluffs with WiFi, AC. Start your vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Make yourself at home in this 3-bedroom Oak Bluffs retreat. This beautiful house features 2 king beds, 1 queen bed, a fu ...
From $880 per night (USD)
VRBO
From $1734 per night (USD)
Expedia
Downtown brand new construction 3 bed & 3 bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
More pics coming soon! Just finishing up furnishing the place and completing the landscaping. But we wanted to open up f ...
From $1734 per night (USD)
Expedia
From $803 per night (USD)
VRBO
Newly Renovated Charming Guest House in Chilmark with WiFi, AC, Covered Porch
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This newly renovated one bedroom guest house with open-style living is the perfect Chilmark get away for a couple with o ...
From $803 per night (USD)
VRBO
From $1461 per night (USD)
Expedia
Walk to Edgartown! Sun at South Beach! Privacy & relaxation at special home.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
IMMACULATE, CONVENIENT, CHARMING! Big Families & Groups of Friends LOVE this house! First floor has comfortable open f ...
From $1461 per night (USD)
Expedia
$Glamorous Chilmark Home w\/ Ocean Views & Pool, Brand new deck, Refurbished bthrm$
From $1481 per night (USD)
VRBO
Glamorous Chilmark Home w\/ Ocean Views & Pool, Brand new deck, Refurbished bthrm
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
About this space Make great summer memories in this charming and spacious farmhouse. Watch the sunset over the Vineyard ...
From $1481 per night (USD)
VRBO
From $1006 per night (USD)
Expedia
EXQUISITE MARTHA'S VINEYARD HOME, HEATED POOL, 10 MIN WALK TO OAK BLUFFS FERRY
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
This luxurious home offers the perfect blend of comfort, style, and convenience. Featuring a heated 16 x 32' pool with v ...
From $1006 per night (USD)
Expedia
$KEY TO BEST PRIVATE BEACH! \nBeautiful 6-br home, sleeps 10 on Tisbury Great Pond$
From $1029 per night (USD)
VRBO
KEY TO BEST PRIVATE BEACH! \nBeautiful 6-br home, sleeps 10 on Tisbury Great Pond
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
This home is old Vineyard at its best. Step back in time to this 6-acre 6 bedroom antique home, in a conservation-like ...
From $1029 per night (USD)
VRBO
From $1317 per night (USD)
Expedia
DISCOUNTED RATES! 4 BDR house with CUSTOM POOL, SPA and FIRE PIT in Edgartown.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Exceptional home ideally situated between downtown Edgartown (.75 mile) and South Beach (1.8 mile) and only a few hundre ...
From $1317 per night (USD)
Expedia
From $1078 per night (USD)
VRBO
Designer Stay- Large Yard- Outdoor games
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just ...
From $1078 per night (USD)
VRBO
From $768 per night (USD)
Expedia
Charming 3-bedroom cottage in Oak Bluffs with AC, WiFi
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Escape to this renovated 3-bedroom home in Oak Bluffs, across from Farm Neck Golf Club. The Beach is just a 4-minute dri ...
From $768 per night (USD)
Expedia
From $632 per night (USD)
VRBO
Renovated Vineyard Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your charming vacation retreat! This recently renovated cottage is perfect for a summer escape to the Vineyar ...
From $632 per night (USD)
VRBO
From $670 per night (USD)
Expedia
New rental! Charming home with heated pool near bike path - sleeps 10
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
FERRY TICKETS AVAILABLE - 7/27 - 8/3! This tastefully decorated home with easy access to downtown Edgartown, beaches & ...
From $670 per night (USD)
Expedia
$Lamberts Cove Beach House 3+ Bedroom w\/ Carriage House Apartment 1.4 mi to beach$
From $298 per night (USD)
VRBO
Lamberts Cove Beach House 3+ Bedroom w\/ Carriage House Apartment 1.4 mi to beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Private home situated on 1.5 acres in the Longview neighborhood of West Tisbury, 1.4 miles to Lambert's Cove Beach. The ...
From $298 per night (USD)
VRBO
From $2189 per night (USD)
Expedia
Spacious 5-bedroom house in charming Edgartown with AC, WiFi
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Enjoy a peaceful stay at this 5-bedroom modern farmhouse in Edgartown. This lovely property offers all the comforts you ...
From $2189 per night (USD)
Expedia
From $1564 per night (USD)
VRBO
Beautiful New Katama Getaway!
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Discover a spacious 4 bedroom, 4.5 bathroom retreat in Katama. This beautiful, new construction home offers a blend of ...
From $1564 per night (USD)
VRBO
$Updated 3-bedroom in gorgeous Oak Bluffs w\/ waterviews and expansive front porch$
From $443 per night (USD)
Expedia
Updated 3-bedroom in gorgeous Oak Bluffs w\/ waterviews and expansive front porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom cottage in Oak Bluffs. Nestled in a peaceful neighborhood, this beautiful property ...
From $443 per night (USD)
Expedia
$Spacious 5-Bedroom New House w\/ Pool, Spa, Access to Tennis & Deep Bottom Pond$
From $4033 per night (USD)
VRBO
Spacious 5-Bedroom New House w\/ Pool, Spa, Access to Tennis & Deep Bottom Pond
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Luxury, new construction with pool, spa, and access to tennis and pond located in the center of Martha’s Vineyard and cl ...
From $4033 per night (USD)
VRBO
From $1781 per night (USD)
Expedia
Waterview Farm Contemporary Island Home Walk to Beach and Farm Neck Golf Club
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Six bedroom, five and a half bath contemporary island home located in Waterview Farm with direct access to the beach on ...
From $1781 per night (USD)
Expedia
From $3393 per night (USD)
VRBO
Outermost Island Compound w Private Beach & 360 Water Views
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
The Outermost House is located at the end of North Neck Road on the island of Chappaquiddick. The home boasts total priv ...
From $3393 per night (USD)
VRBO
From $886 per night (USD)
Expedia
Charming Katama Home in Prime Edgartown Location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Prime location: right on the Bike Path, 2 min walk to Katama General Store, .5 miles to Downtown Edgartown, 1.7 miles to ...
From $886 per night (USD)
Expedia
From $1617 per night (USD)
VRBO
Cozy Oak Bluffs Cottage walk to town Pet Friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This modest single-family home was newly renovated in 2023. It is a single-level house just west of downtown Oak Bluffs. ...
From $1617 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Martha’s Vineyard 15 minute walk to Oak Bluffs Beach and Town
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
15 minute walk to Oak Bluffs town and beach. 2 queen beds. 5 minute walk to the bus. 5 minute walk to library. 1 bedroom ...
From $465 per night (USD)
Expedia
From $3191 per night (USD)
VRBO
Beautiful Oak Bluffs Family Estate
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Perfectly located 1.5 acre beautiful Oak Bluffs getaway across the street from Farm Neck Golf Course and Sengekontacket ...
From $3191 per night (USD)
VRBO
From $706 per night (USD)
Expedia
Beautiful home, walk to beach, has AC. Long-term winter rental considered.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious home is located in a private woodland, just a short walk to Lobsterville beach. The house is welcoming, we ...
From $706 per night (USD)
Expedia
From $3790 per night (USD)
VRBO
Newly Built Luxurious Katama Home with Heated Pool - Minutes from South Beach!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Discover the ultimate Martha's Vineyard escape at our brand new summer rental property nestled in the prestigious Katama ...
From $3790 per night (USD)
VRBO
From $3949 per night (USD)
Expedia
Morse Ferry House - Deluxe Waterfront home on Edgartown Harbor w lighthouse view
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
You are right on the water in this exquisite waterfront property. Watch the action from your own private deck. Featured ...
From $3949 per night (USD)
Expedia
From $3006 per night (USD)
VRBO
Morse Lighthouse-Waterfront home in Edgartown
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
You are right on the water in this exquisite waterfront property. Watch the action from your own private deck. Featured ...
From $3006 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Chilmark - Blueberry Ridge - August!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This property is available August 5-19, 2023. Located just off North Road in Chilmark, this Blueberry Ridge guest house ...
Click For Pricing
Expedia
From $2757 per night (USD)
VRBO
Harbor Front in Vineyard Haven! Brand New Construction - seconds from Town!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover a newly constructed 3-bed, 2.5-bath rental with captivating views of Vineyard Haven Harbor. Adjacent to the Ste ...
From $2757 per night (USD)
VRBO
From $1160 per night (USD)
Expedia
Brand New!!!!!Guest House in Edgartown, MA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a stylish experience at this centrally-located place. All Renovated 2 bedrooms/1 bathrooms house with a lovely kit ...
From $1160 per night (USD)
Expedia
$Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs\n$
From $1401 per night (USD)
VRBO
Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Retreat to Martha's Vineyard in a modern ranch style vacation home with a heated pool tucked on 1.5 acres of landscaped ...
From $1401 per night (USD)
VRBO
$Ocean Views: Every Room - Walk to Ocean Beach, Dog Friendly \n$
From $1380 per night (USD)
Expedia
Ocean Views: Every Room - Walk to Ocean Beach, Dog Friendly \n
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
The last week of August is now open after a recent cancellation. Excellent ferry reservations are available. Magnifice ...
From $1380 per night (USD)
Expedia

Search Your Destination Now!

Dukes Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals