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 $1229 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 $1229 per night (USD)
VRBO
From $704 per night (USD)
VRBO
Charming West Chop Retreat on Private, Tree-Lined Lot
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Light-Filled Vineyard Home - Walk to Beach, Town & Ferry Due to a last m ...
From $704 per night (USD)
VRBO
From $746 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 $746 per night (USD)
VRBO
From $1723 per night (USD)
VRBO
An Oasis on Martha's Vineyard-A 4 Bedroom 4.5 Bath Home In Historical Oak Bluffs
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This newly renovated, beautifully landscaped, air conditioned, spacious 3 level Cape Cod style home is situated on a qui ...
From $1723 per night (USD)
VRBO
From $606 per night (USD)
VRBO
Family couples wedding guests romantic oasis convienent location big sunny deck
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 $606 per night (USD)
VRBO
From $524 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 $524 per night (USD)
VRBO
From $876 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 $876 per night (USD)
VRBO
Click For Pricing
Expedia
Edgartown Townhouse - 1 mile from beach & walk to town!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful and welcoming property for a group of family or friends looking to have a wonderful time. One mile bike ride ...
Click For Pricing
Expedia
From $1301 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 $1301 per night (USD)
VRBO
From $838 per night (USD)
VRBO
Edgartown Cottage By The Pond
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Be the first to stay in this recently renovated cottage which is centrally located to everything the island has to offer ...
From $838 per night (USD)
VRBO
From $751 per night (USD)
VRBO
Perfect location! Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This lovely, in-town, first-floor apartment is in a renovated 1800's historic Oak Bluffs cottage with a fenced in landsc ...
From $751 per night (USD)
VRBO
From $424 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 $424 per night (USD)
VRBO
From $1089 per night (USD)
VRBO
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 $1089 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Cozy New TimberFrame Vineyard Haven!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Modern meets Vintage in Vineyard Haven! Brand New Timberframe Custom Designed by Local Boat Builder. One of a Kind Gues ...
From $460 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Central 2nd-floor apartment with propane stove, grill, W/D, & great location
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Main Street Upper Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $366 per night (USD)
VRBO
From $4074 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 $4074 per night (USD)
VRBO
From $662 per night (USD)
VRBO
Labor Day September escape with Car Ferry tickets Aug 30th to Sept 6th!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in woods adjacent to conservation trails, and Coveted Lambert's cove beach is just 7min drive away. Cozy home wi ...
From $662 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Perfectly located duplex with comfy layout & beach gear - steps from Main Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $391 per night (USD)
Expedia
From $1687 per night (USD)
VRBO
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 $1687 per night (USD)
VRBO
From $1850 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 $1850 per night (USD)
VRBO
Click For Pricing
VRBO
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
VRBO
From $2792 per night (USD)
VRBO
Harbor Front in Vineyard Haven! Brand New Construction - seconds from Town!
Bedrooms:
2
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 $2792 per night (USD)
VRBO
From $389 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 $389 per night (USD)
VRBO
From $1160 per night (USD)
Expedia
Brand New!!!!!Guest House in Edgartown, MA
Bedrooms:
1
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 $1137 per night (USD)
VRBO
Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs\n
Bedrooms:
2
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 $1137 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Nana's Backyard Treehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $251 per night (USD)
Expedia
Click For Pricing
VRBO
Martha's Vineyard Home w/ Deck < 1 Mi to Beach!
Bedrooms:
2
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 ...
Click For Pricing
VRBO
From $606 per night (USD)
VRBO
Bright Modern House AC 3full baths, 3+ bedrooms, 2 balconies, deck & parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Bright air conditioned house has common space living TV room, dining and kitchen together. 1st floor has 1 bedroom with ...
From $606 per night (USD)
VRBO
From $444 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 Treehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $444 per night (USD)
VRBO
From $647 per night (USD)
Expedia
Nana’s Treehouse | House with spacious deck, grills, outdoor shower & W/D
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Nana’s Big Treehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $647 per night (USD)
Expedia
From $782 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 $782 per night (USD)
VRBO
From $514 per night (USD)
Expedia
3-BR Oak Bluffs Escape - Quick Trip to 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. Centrally located between Oa ...
From $514 per night (USD)
Expedia
From $6595 per night (USD)
VRBO
Newly Built Luxurious Katama Home with Heated Pool - Minutes from South Beach!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Discover the ultimate Martha's Vineyard escape at our brand new summer rental property nestled in the prestigious Katama ...
From $6595 per night (USD)
VRBO
From $999 per night (USD)
VRBO
The Pole House: renovated bohemian retreat on Chappy! Beach 5 min, pets ok, AC!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to The Pole House, an iconic retreat on Martha's Vineyard's hidden gem of Chappaquiddick! Famed on Chappy for it ...
From $999 per night (USD)
VRBO
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 $1401 per night (USD)
Expedia
Tranquil 5 BR House, Heated Saltwater Pool Near Downtown Edgartown
Bedrooms:
4
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 $1401 per night (USD)
Expedia
From $6564 per night (USD)
VRBO
A NEW BEAUTIFULLY DESIGNED HOUSE IN KATAMA WITH POOL AND HOT TUB!
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
This newly built luxurious contemporary home offers indoor-outdoor Vineyard Living! A well known local architect designe ...
From $6564 per night (USD)
VRBO
From $1592 per night (USD)
VRBO
Daniels House is your next vacation home in Oak Bluffs.
Bedrooms:
6
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 $1592 per night (USD)
VRBO
From $1122 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 $1122 per night (USD)
VRBO
From $652 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 $652 per night (USD)
Expedia
From $243 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 $243 per night (USD)
VRBO
From $723 per night (USD)
VRBO
Charming Oak Bluffs Retreat – Walk to Town, Harbor & More
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just outside downtown Oak Bluffs, this 3-bedroom, 2.5-bath home features Central AC and an open layout ideal for gatheri ...
From $723 per night (USD)
VRBO
From $682 per night (USD)
VRBO
Family Fun Close to Towns and Beaches on Beautiful Martha's Vineyard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beautiful 4 bedroom cape on the outskirts of Edgartown is close to all three towns, 3 miles to state and south beac ...
From $682 per night (USD)
VRBO
From $825 per night (USD)
Expedia
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 $825 per night (USD)
Expedia
From $2275 per night (USD)
VRBO
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 $2275 per night (USD)
VRBO
From $933 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 $933 per night (USD)
VRBO
From $558 per night (USD)
VRBO
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 $558 per night (USD)
VRBO
From $513 per night (USD)
Expedia
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 $513 per night (USD)
Expedia
From $507 per night (USD)
VRBO
Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gingerbread Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $507 per night (USD)
VRBO
From $565 per night (USD)
Expedia
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 ...
From $565 per night (USD)
Expedia
From $1173 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 $1173 per night (USD)
VRBO
Click For Pricing
Expedia
Harbor View Suite at Harborside Inn in Edgartown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Harborside Inn is perfectly situated in Martha’s Vineyard with plenty of things to do within close walking distance ...
Click For Pricing
Expedia
From $2331 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 $2331 per night (USD)
VRBO
$\nMV Vacation Rental$
From $686 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 $686 per night (USD)
Expedia
From $907 per night (USD)
VRBO
Spacious, Air-Conditioned Home Close to Beaches
Bedrooms:
3
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 $907 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Martha's Vineyard. Spacious Living Inside & Out! Sleeps 8!
Bedrooms:
2
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
From $3654 per night (USD)
VRBO
Main house and a separate apartment with saltwater pool, spa, outdoor cooking!
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Forget your worries in this spacious and serene space. Tucked away, the brand new compound offers all amenities. Heated, ...
From $3654 per night (USD)
VRBO
From $630 per night (USD)
VRBO
Location , Location , Location ! Walking distance to the beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bellavista at the Seaview. This oceanfront condo is a coveted two bedroom , two bathroom home that was comple ...
From $630 per night (USD)
VRBO
From $1544 per night (USD)
VRBO
Martha’s Vineyard Contemporary Home with Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy a relaxing retreat in this contemporary 4 bedroom 2.5 bath home located in Edgartown. The living room includes mu ...
From $1544 per night (USD)
VRBO
Click For Pricing
Expedia
Charming 4-bedroom house in enchanting West Tisbury near Lambert’s Cove
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Unwind in West Tisbury at this lovely house. Nestled in a tranquil setting, this wonderful vacation rental boasts 4 quee ...
Click For Pricing
Expedia
From $575 per night (USD)
VRBO
Spacious home near the ferry & downtown with enclosed yard, games, & W/D
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Ferry Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $575 per night (USD)
VRBO
From $2009 per night (USD)
Expedia
Multi-level home near ocean with game room, deck, grill, study, streaming, W/D
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Edgartown Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $2009 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Cozy studio with AC,WiFi, full kitchen, private entry great for couples vacation
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your Tisbury adventure begins at this tranquil studio. Nestled in a pleasant neighborhood, this welcoming retreat offers ...
From $361 per night (USD)
VRBO
From $732 per night (USD)
VRBO
Centrally located home in private neighborhood of Oak Bluffs.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax and unwind in this comfortable spacious 3 bedroom 2 bath open concept home in a quiet neighborhood. Enjoy your di ...
From $732 per night (USD)
VRBO
From $752 per night (USD)
VRBO
Katama Cape 5 minutes to South Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Close proximity to both South Beach and downtown Edgartown. Stroll to the Katama Airfield for a meal or a scenic plane r ...
From $752 per night (USD)
VRBO
From $1139 per night (USD)
VRBO
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Perched on a grassy hill, this majestic home has sweeping views of Oak Bluffs Harbor and is just minutes from East Chop ...
From $1139 per night (USD)
VRBO
From $607 per night (USD)
VRBO
Modern Family Home Walkable to Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our Modern Private Vineyard retreat! Nestled in a tranquil neighborhood, this spacious two-story house offers ...
From $607 per night (USD)
VRBO
From $548 per night (USD)
Expedia
Family Getaway Walkable to Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our newly renovated cottage nestled in the peaceful town of Vineyard Haven. This delightful retreat features ...
From $548 per night (USD)
Expedia
From $2314 per night (USD)
VRBO
Martha's Vineyard-Katama Home with Pool
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Fantastic find in Katama! This 6 bedroom house has all your amenities for a relaxing escape to Martha's Vineyard. Outdo ...
From $2314 per night (USD)
VRBO
From $510 per night (USD)
Expedia
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 $510 per night (USD)
Expedia
From $2376 per night (USD)
VRBO
Gorgeous 7BR/6BA Ocean views Walk to Beach & Town - 10% off two week stay!
Bedrooms:
6
Bathrooms:
7
Sleeps:
10
Large Private Home formerly known as the SeaSpray Inn and featured on the reality television show "The Vineyard", this l ...
From $2376 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
!3 bedroom 2 bathroom home in heart of chappaquidick island . Off the main road close to Mytoi garden , waque and dike ...
From $342 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Chilmark Guest House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $331 per night (USD)
VRBO
From $1077 per night (USD)
Expedia
Oak Bluff's Victorian Walk to Town & Beaches
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
About this space First floor has AC and hosts windowed living, dining, work space, kitchen and garden apartment that sle ...
From $1077 per night (USD)
Expedia
From $744 per night (USD)
VRBO
Country life in peaceful West Tisbury with pond near Lambert's Cove beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
OWNER WILL BE FLEXIBLE ON ENTRY AND DEPARTURE DATES IN ORDER TO INCREASE CHANCE OF GETTING FERRY TICKETS. MANY WEEKS AR ...
From $744 per night (USD)
VRBO
Click For Pricing
Expedia
5 Min Drive to Beach/Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy seclusion surrounded by woods on this private 16-acre location. This heavily landscaped house offers a furnished p ...
Click For Pricing
Expedia
From $968 per night (USD)
VRBO
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 $968 per night (USD)
VRBO
From $740 per night (USD)
VRBO
Chappy Cottage designed for the vacationer. Patio, outdoor shower, grill
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This charming Chappy Cottage was designed with the vacationer in mind. The home features two furnished decks to enjoy th ...
From $740 per night (USD)
VRBO
From $957 per night (USD)
VRBO
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 $957 per night (USD)
VRBO
Click For Pricing
Expedia
3 Bedroom - 3 Baths - Convenient Katama Location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Elegant contemporary in lovely, private setting overlooking Katama Plains, conveniently located 1.4 miles to South Beach ...
Click For Pricing
Expedia
From $547 per night (USD)
VRBO
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 $547 per night (USD)
VRBO
From $1787 per night (USD)
Expedia
Entire Renovated Home w/ JEEP Wrangler, Near Town, Private
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spacious, modern, and privately situated home only 1.5 miles from downtown Vineyard Haven. Guests will have access to ou ...
From $1787 per night (USD)
Expedia
From $750 per night (USD)
VRBO
Perfect Location for a Martha's Vineyard Vacation or Wedding. Pet Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Let the vacation or Vineyard wedding visit begin! Centrally located in Edgartown, near Morning Glory Farm and equal dist ...
From $750 per night (USD)
VRBO
From $2277 per night (USD)
VRBO
Casa Katama: Luxury Compound With Guest House And Pool
Bedrooms:
8
Bathrooms:
3
Sleeps:
16
POINT B EXCLUSIVE - This stunning Katama compound features a Main House with three levels of uniquely designed green liv ...
From $2277 per night (USD)
VRBO
From $1781 per night (USD)
VRBO
Waterview Farm Contemporary Island Home Walk to Beach and Farm Neck Golf Club
Bedrooms:
4
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)
VRBO
Click For Pricing
Expedia
Quaint and pristine home with private suites and baths.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to our home! We are a husband & wife interior decorator/contractor team, who've tastefully renovated our entire ...
Click For Pricing
Expedia
From $1181 per night (USD)
VRBO
Newly Renovated Charming West Tisbury Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Beautiful new renovation! Centrally located near Alley's General Store and the West Tisbury Library, enjoy easy access ...
From $1181 per night (USD)
VRBO
From $689 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 $689 per night (USD)
Expedia
From $1736 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 $1736 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Quaint home across from bike paths with large furnished deck, grill, & W/D
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The C-Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $341 per night (USD)
Expedia
From $1006 per night (USD)
VRBO
Heart of Oak Bluffs - A Newly Renovated Gem, 5 Minute Walk to Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect blend of location and luxury in this beautifully renovated charmer, centrally situated in Oak Bluff ...
From $1006 per night (USD)
VRBO
From $527 per night (USD)
Expedia
Serene Dog Friendly Island Retreat with A/C and Washer/Dryer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Cormorant - Main House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $527 per night (USD)
Expedia
From $584 per night (USD)
VRBO
Walking to the beach. Bars and Restaurants.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walking distance to the beach. 5 minutes away from downtown, steamship, ice cream, and restaurants. Lovely backyard with ...
From $584 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Private island house close to trails with kayak, jetted tub, and deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Lookout Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $708 per night (USD)
Expedia
$Cozy History Resort\nLocated in the center of the city$
From $397 per night (USD)
VRBO
Cozy History Resort\nLocated in the center of the city
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Friendly and fun Environment. BBQ grills on the patio for those grill masters ready to whip up a mean steak. We have a b ...
From $397 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Harbor Landing Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Are you ready to come and enjoy the fun and beautiful island on a budget, then look no further. Come by our beautiful hi ...
From $397 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Harbor Landing Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Looking to visit the vineyard on a budget, look no further. We provide a friendly, fun, sociable, budget and cost effici ...
From $509 per night (USD)
VRBO
From $898 per night (USD)
Expedia
Charming home near downtown & beach with patio, outdoor shower, grill, & W/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Blissful Island Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $898 per night (USD)
Expedia
From $725 per night (USD)
VRBO
Cozy vineyard cottage close to downtown with outdoor living space and amentiies.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
2 Decks, hot tub and close to everything. Has all new stainless appliances, wi-fi, cable, grill, about one mile walk t ...
From $725 per night (USD)
VRBO
From $510 per night (USD)
Expedia
Harbor Landing Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Looking to have a good time on the Vineyard, but on a budget? Look no further. We provide a Fun, Energetic,Social and co ...
From $510 per night (USD)
Expedia

Search Your Destination Now!

Dukes Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals