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 $305 per night (USD)
VRBO
Chappaquiddick, Cozy 2 Bedroom, May, June and October Dates Available!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
CHAPPY BUTTERFLY COTTAGE is a cozy non-posh two bedroom guesthouse with an additional sleeper sofa on the private Meadow ...
From $305 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Quiet 2-Bed, 2-Bath Condo with Spacious Sundeck & Tennis Courts
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a peaceful retreat in this cozy 2-bedroom, 2-bath condo with air conditioning, offering the perfect space to relax ...
From $380 per night (USD)
Expedia
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VRBO
Family Home That Is Walking Distance To Town and Ferry
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This 4 bedroom, 2 full bath home that has accommodations for 8 people is great for sitting in the sun filled dining room ...
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VRBO
From $577 per night (USD)
Expedia
A Charming Vineyard Cottage Just Off the Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Remember when summer vacations meant spending long perfect days near the water? This simple wooden Vineyard cottage wit ...
From $577 per night (USD)
Expedia
$Edgartown FamilyDelightMV Ferry Tickets 7\/12-19 & 8\/23-30\/ 7 ductless A\/C units$
From $1132 per night (USD)
VRBO
Edgartown FamilyDelightMV Ferry Tickets 7\/12-19 & 8\/23-30\/ 7 ductless A\/C units
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Recent 2024 updates include replacing all remaining wall-to-wall carpeting with wooden floors in all bedrooms & upstairs ...
From $1132 per night (USD)
VRBO
From $1197 per night (USD)
Expedia
Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
THE “SUMMER WIND” HOUSE - WALK TO EVERYTHING! We have completely renovated our 5-bedroom, 3-full bathroom home with cent ...
From $1197 per night (USD)
Expedia
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VRBO
Hidden Katama Gem with a Beautiful Backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming 3 bedroom, 2 full bathroom ranch. This property is in a quiet area 1 mile from South Beach, right off the bike ...
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VRBO
From $1944 per night (USD)
Expedia
Relax & Renew at this Luxury Villa with Heated Pool & Hot Tub, Tennis, Firepit!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This newly renovated, luxury home with pool is centrally located! 1.5 miles to downtown Oak Bluffs and less than 2 miles ...
From $1944 per night (USD)
Expedia
From $3539 per night (USD)
VRBO
WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
One of the best locations in Edgartown! Brand new, walk to village location but private, with mature trees and new prof ...
From $3539 per night (USD)
VRBO
$Elegant Dream Home w\/ Luxurious Living Spaces, Full Kitchen, & Wraparound Porch$
From $801 per night (USD)
Expedia
Elegant Dream Home w\/ Luxurious Living Spaces, Full Kitchen, & Wraparound Porch
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Oak Manor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $801 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Secluded West Tisbury Retreat. Surrounded by Acres of Conservation Trails.
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
The Haven. Escape to a one-of-a-kind cottage in the woodlands of West Tisbury. Romantic. Inspiring. Secluded. Serene. ...
From $297 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Waterfront condo with scenic views of Vineyard Haven harbor and beyond
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Completely updated/renovated 1 bedroom (sleeps 4), 1bath condo with eat in kitchen. Fantastic views with private beach ...
From $389 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Private & quaint cabin-style home with wraparound porch - small dogs OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sunset on the Vineyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $561 per night (USD)
VRBO
$Humble Abode \/Charming Cottage Near Long point Beach$
From $614 per night (USD)
Expedia
Humble Abode \/Charming Cottage Near Long point Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom, 2 full bath family friendly home down our road from Long Point Beach and pond (great swimming and paddling, c ...
From $614 per night (USD)
Expedia
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VRBO
Swim And Sunsets At The Lagoon! Conveniently Located 2 Miles From Town!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cape-style 3 bedroom home with 3 bedrooms and 2 full baths, plus an outdoor shower. Open style floor plan downstairs wi ...
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VRBO
From $1165 per night (USD)
Expedia
Waterfront Getaway With Beautiful Views Of Senge Pond.FERRY TICKETS AVAILABLE!!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This fully air-conditioned 3 bedroom cottage sits directly on Sengekontacket Pond in the town of Edgartown. You will be ...
From $1165 per night (USD)
Expedia
From $1087 per night (USD)
VRBO
AMENITIES GALORE IN OAK BLUFFS PRIVATE COMMUNITY, DOCK, TENNIS, CENTRAL AC
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Our wonderful vacation home has been renovated adding central AC, new carpeting, new quartz countertops in both kitchens ...
From $1087 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Katama Edgartown... bike to South Beach, bike to Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Open and airy contemporary with cathedral ceilinged living room. Central A/C with individual room temperature controls. ...
From $471 per night (USD)
Expedia
$Katama Luxury - 5+ BR home w\/ Heated Pool--LAST WK DISCOUNTED & FERRY TIX Avail.$
From $2979 per night (USD)
VRBO
Katama Luxury - 5+ BR home w\/ Heated Pool--LAST WK DISCOUNTED & FERRY TIX Avail.
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
This home is in a great location (just off Katama Rd, close to bike path & The Field Club), has a large heated pool w/ b ...
From $2979 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Family-Friendly Tisbury Escape - Walk to Town
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
Experience the magic of Martha’s Vineyard firsthand at this completely renovated ranch-style retreat! Boasting a large s ...
From $568 per night (USD)
Expedia
From $801 per night (USD)
VRBO
Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
With more than Fifty, 5-STAR REVIEWS, you can book with confidence. This beautifully appointed home features luxe furni ...
From $801 per night (USD)
VRBO
From $794 per night (USD)
Expedia
CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Welcome to "Eventide." Your historic vacation home is nestled at 63 Temahigan Ave. in Oak Bluffs- Martha's Vineyard. Con ...
From $794 per night (USD)
Expedia
From $866 per night (USD)
VRBO
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Renovated in 2022, The Panola House is tucked away on a private lot with its own roundabout driveway. Walk to the cente ...
From $866 per night (USD)
VRBO
From $880 per night (USD)
Expedia
EDGARTOWN PVT HOME CLOSE TOWN, BEACH. NEW KITCHEN FOR 2024. NO CLEANING FEE !!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
NEW TO VRBO. BEAUTIFUL HOME IN GREAT LOCATION. HOUSE HAS BEEN RECENTLY UPDATED. BRAND NEW (2024) GORGEOUS KITCHEN! LARG ...
From $880 per night (USD)
Expedia
From $730 per night (USD)
VRBO
Airy, Quiet Vacation Rental Home, pool, tennis, FERRY TIX on MV
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Families and children feel right at home in this clean, comfortable, contemporary house with large living/dining area, f ...
From $730 per night (USD)
VRBO
$Walk to Edgartown Wharf - Upgraded Vineyard Home with A\/C and Outdoor Area$
From $1033 per night (USD)
Expedia
Walk to Edgartown Wharf - Upgraded Vineyard Home with A\/C and Outdoor Area
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Minutes from downtown Edgartown's shops & restaurants, this cape style home features open concept living, air conditioni ...
From $1033 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Family owned and kept charming 19th century home in Oak Bluffs highlands near Baptist Temple park. This house is about ...
From $309 per night (USD)
VRBO
From $1071 per night (USD)
Expedia
Private Chappaquiddick Retreat with Large Screened in Porch. Minutes from Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
3 bedroom, 2 full bathroom home with an outdoor shower set on 5 acres. The house features a beautiful, large screened in ...
From $1071 per night (USD)
Expedia
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VRBO
West Tisbury Wooded Summer Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming Cape nestled in amongst mature trees, maintained lawn and native plantings on 2 secluded acres at the end of a ...
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VRBO
$Split-Level, Family-Friendly Home w\/ a Rear Deck, Gas Grill, Free WiFi, & W\/D$
From $539 per night (USD)
Expedia
Split-Level, Family-Friendly Home w\/ a Rear Deck, Gas Grill, Free WiFi, & W\/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summer Daze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $539 per night (USD)
Expedia
From $662 per night (USD)
VRBO
Beautiful Lambert’s Cove Home with panoramic water views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Custom built in 1997, this beautiful Vineyard home offers panoramic views of the Elizabeth Islands and Vineyard Sound an ...
From $662 per night (USD)
VRBO
From $456 per night (USD)
Expedia
A Vineyard Home Perfect For Family Gatherings
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
"A beautiful and private spot for your family vacation, reunion of friends, or just a space to be alone and create. This ...
From $456 per night (USD)
Expedia
$Cottage w\/ water views from front yard, central ac & fireplace$
From $810 per night (USD)
VRBO
Cottage w\/ water views from front yard, central ac & fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $810 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Boasting one of the most optimal locations on the island, this 3-bedroom, 2.5-bath vacation rental home sits within a qu ...
From $495 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Chappy Summer Cabin!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy your summer and fall on the pristine island of Chappaquiddick. Located close to beaches ,trails and conservation ...
From $381 per night (USD)
VRBO
$Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w\/AC$
From $499 per night (USD)
Expedia
Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w\/AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Best of both worlds! Quietly situated among beautiful trees with few neighbors plus it is walking distance to swim and O ...
From $499 per night (USD)
Expedia
$Spacious Home with Beautiful Yard, Deck, Free WiFi, W\/D, & Outdoor Shower$
From $1324 per night (USD)
VRBO
Spacious Home with Beautiful Yard, Deck, Free WiFi, W\/D, & Outdoor Shower
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lambert's Cove Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $1324 per night (USD)
VRBO
From $732 per night (USD)
Expedia
Historic Home with Gorgeous Antiques & Mondern Conveniences
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Samoset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $732 per night (USD)
Expedia
From $732 per night (USD)
VRBO
Charming, Dog-Friendly House with Lots of Entertainment & Gourmet Kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bright Grove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $732 per night (USD)
VRBO
$Cozy cottage 3\/4 mile from Oak Bluffs harbor$
From $489 per night (USD)
Expedia
Cozy cottage 3\/4 mile from Oak Bluffs harbor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Family owned/charming home in Oak Bluffs, 1/2 mile walk to East Chop Lighthouse and slightly more to the town harbor, wh ...
From $489 per night (USD)
Expedia
$Uniquely designed island retreat with fast WiFi & private W\/D - dogs welcome$
From $634 per night (USD)
VRBO
Uniquely designed island retreat with fast WiFi & private W\/D - dogs welcome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Lemonade Stand Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $634 per night (USD)
VRBO
From $519 per night (USD)
Expedia
Lakefront Cottage with a Deck, Free WiFi, Gas Grill - Close to Ferries & Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sunset Meadows Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $519 per night (USD)
Expedia
From $761 per night (USD)
VRBO
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Planning a family or couple's getaway to Martha's Vineyard? Then you'll love calling this delightful Oak Bluffs vacation ...
From $761 per night (USD)
VRBO
From $1040 per night (USD)
Expedia
Large Deck & Yard - Steps from Downtown, Walk to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Pine Street Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1040 per night (USD)
Expedia
From $1155 per night (USD)
VRBO
New Construction with Patio & Yard - Downtown & Beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Oak Bluffs Beauty Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1155 per night (USD)
VRBO
From $1388 per night (USD)
Expedia
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Eliot Noyes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $1388 per night (USD)
Expedia
$Charming home away from home near lagoon pond w\/ boat launch$
From $498 per night (USD)
VRBO
Charming home away from home near lagoon pond w\/ boat launch
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Island Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $498 per night (USD)
VRBO
From $609 per night (USD)
Expedia
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience the charm of Martha’s Vineyard at your leisure from this ideally located apartment. With 2 bedrooms and 1 bat ...
From $609 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Quaint,,,Quiet..up island feel yet a short walk to town and harbor
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Your quintessential summer vacation starts here! The property has a combination of a strong rental history(read ren ...
From $479 per night (USD)
VRBO
From $799 per night (USD)
Expedia
Beautiful downtown Oak Bluffs!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully decorated ranch style home in Oak Bluffs Center. Close to the beach, restaurants, shopping, parks, library a ...
From $799 per night (USD)
Expedia
From $590 per night (USD)
VRBO
Perfect Family Home- Oak Bluffs, Martha's Vineyard
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Our wonderful family house is exactly what you're looking for to compliment your Martha's Vineyard vacation. The house' ...
From $590 per night (USD)
VRBO
From $722 per night (USD)
Expedia
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The property is conveniently located near the center of Oak Bluffs and with many great restaurant and out door activity, ...
From $722 per night (USD)
Expedia
From $722 per night (USD)
VRBO
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This property is conveniently located near the center of Oak Bluffs and with many great restaurant and out door activity ...
From $722 per night (USD)
VRBO
From $632 per night (USD)
Expedia
Peaceful Edgartown Retreat - Clean, Renovated, Central Location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located in a secluded, private Edgartown neighborhood. Tastefully furnished, with hardwood floors throughout. The first ...
From $632 per night (USD)
Expedia
From $581 per night (USD)
VRBO
Peaceful Oak Bluffs home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax and pamper yourself kin a Mid-Century Modern Split-Level home. Located on a 1/4 acre lot minutes away from town,b ...
From $581 per night (USD)
VRBO
From $734 per night (USD)
Expedia
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated beautiful apartment in the heart of Edgartown. Full kitchen with brand new appliances, hardwood floors a ...
From $734 per night (USD)
Expedia
From $560 per night (USD)
VRBO
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
There's no better way to experience the laidback lifestyle of the Vineyard than in the heart of it all at this tradition ...
From $560 per night (USD)
VRBO
From $637 per night (USD)
Expedia
Walking-distance to town, shops, restaurants & ferry!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gorgeous updated apartment only a 5 minute walk from downtown Vineyard Haven. Enjoy a large outdoor deck with distant (a ...
From $637 per night (USD)
Expedia
From $825 per night (USD)
VRBO
#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Introducing our #CozyBluffs home in Oak Bluffs on Martha's Vineyard! Designed by local Architect Chuck Sullivan and buil ...
From $825 per night (USD)
VRBO
From $1238 per night (USD)
Expedia
Dog-friendly, secluded island gem with deck, hot tub, patio, & great views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Water Overlook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1238 per night (USD)
Expedia
From $1180 per night (USD)
VRBO
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautifully renovated Greek Revival home on the quiet end of the historic William Street District with modern addition a ...
From $1180 per night (USD)
VRBO
From $635 per night (USD)
Expedia
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Oak Leaf Cape Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $635 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Charming forest retreat by the beach with grill, deck, & sprawling yard
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Island Forest Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $572 per night (USD)
VRBO
From $1202 per night (USD)
Expedia
Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Classic Oak Bluffs Beach Home- Excellent Harbor Views- Near Shops & Dining Our calendar is updated in real-time & our n ...
From $1202 per night (USD)
Expedia
From $1020 per night (USD)
VRBO
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Katama Woods Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $1020 per night (USD)
VRBO
From $1651 per night (USD)
Expedia
Oak Bluffs Bliss | Beautiful Getaway | Home Theater
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Oak Bluffs Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1651 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Modern home in a great location with large yard & private patio
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $482 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $441 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Island bliss located near shops and eateries-several island beaches also nearby
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $486 per night (USD)
VRBO
$Beautiful 5 BR, 4.5 baths w\/ modern conveniences$
From $1400 per night (USD)
Expedia
Beautiful 5 BR, 4.5 baths w\/ modern conveniences
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
We welcome you to enjoy our spacious and comfortable home. It's a beautiful 5 BR, 4.5 bath Oak Bluffs home with modern ...
From $1400 per night (USD)
Expedia
Click For Pricing
VRBO
Modern stunner
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy this brand new, two bedroom, two bath house, flooded with sunlight and cathedral ceilings,. It's 1350 square-feet ...
Click For Pricing
VRBO
$Fall asleep w\/ ocean waves in the distance, wake up, walk to the beach. Repeat.$
Click For Pricing
Expedia
Fall asleep w\/ ocean waves in the distance, wake up, walk to the beach. Repeat.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Hill House! Our classic Vineyard post & beam has a quaint, rustic feel with unique décor. Prepare a summer me ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Vineyard Living at it's Best!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This newly renovated condo is located in the quiet Sengekontacket community which is centrally located to all the down-i ...
Click For Pricing
VRBO
From $540 per night (USD)
Expedia
Bright old-world cottage with two porches & large yard - walk to town & beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Oak Bluffs Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $540 per night (USD)
Expedia
From $923 per night (USD)
VRBO
Family Fun, Spacious+Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Burkeshire Manor! Enjoy the breeze of fresh air of the countryside from the shaded patio while enjoying a ...
From $923 per night (USD)
VRBO
$Secluded waterfront oasis w\/private beach and mooring, dock, patio - 1 dog OK$
From $1536 per night (USD)
Expedia
Secluded waterfront oasis w\/private beach and mooring, dock, patio - 1 dog OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Lily Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1536 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Private cottage nestled in center of the Vineyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Vincent Cottage is nestled in the woods of West Tisbury, set in the heart of Martha's Vineyard on a private drive just o ...
From $391 per night (USD)
VRBO
$Cozy & private cottage w\/ a large yard - perfect for families$
From $563 per night (USD)
Expedia
Cozy & private cottage w\/ a large yard - perfect for families
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Chappy Waters Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $563 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Family-friendly 4 Bedroom House on Chappy - Book Now for Summer 2024
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Four bedroom house located on Chappaquiddick. A great place for a quiet, family vacation near Chappaquiddick's secluded ...
From $396 per night (USD)
VRBO
From $894 per night (USD)
Expedia
Charming Cape Cod Style Cottage in Edgartown Village
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A lovingly maintained Cape Cod style cottage within walking distance from Edgartown center and easy access to shopping, ...
From $894 per night (USD)
Expedia
$Vineyard Haven Guest House - Sleeps 4, A\/C, Walk to Town$
From $426 per night (USD)
VRBO
Vineyard Haven Guest House - Sleeps 4, A\/C, Walk to Town
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
The guest house has a queen bed upstairs (large combination master suite/living room with This End Up couch set, vaulted ...
From $426 per night (USD)
VRBO
From $491 per night (USD)
Expedia
Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
This nautical themed, well lit, 2 bed/1 bath condo is 1/4 mile from the ferry terminal within the Causeway Harborview co ...
From $491 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Winthrop Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $450 per night (USD)
VRBO
$Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w\/AC$
From $1076 per night (USD)
Expedia
Classic Vineyard Ocean, Harbor, Lake & Parkview Cottage w\/AC
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
The cottage is in restored original condition with many original features including hardwood floors, paned windows with ...
From $1076 per night (USD)
Expedia
From $1285 per night (USD)
VRBO
Post and Beam home with westward views of the ocean and sunsets
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the barn! This beloved home started as a post and beam barn built in 1983. 10 years later it was expanded; on ...
From $1285 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Magical House in the Trees with Water View - Secluded Area
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our home is a simple, quaint beach house on a quiet dirt road. We are the first house on the right so no long, bumpy dir ...
From $586 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Quintessential Vineyard Vacation Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
NOTE: We rent only on a weekly basis and only from Sunday to Sunday. Abutting the State Forest, our three bedroom saltb ...
From $343 per night (USD)
VRBO
Click For Pricing
Expedia
Historic Beach Front Victorian Home
Bedrooms:
5
Bathrooms:
9
Sleeps:
20
This home is sure to bring you and your family and/or friends an unforgettable vacation. Begin the day with unobstructed ...
Click For Pricing
Expedia
From $1094 per night (USD)
VRBO
Pristine Chappy! Prime Week Available June 28-July 5, late Aug flex dates
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
High atop Sampson Hill at the end of a semi-rugged trail sits this secluded 3 bedroom 2 bath house with separate 2 BR 1 ...
From $1094 per night (USD)
VRBO
From $603 per night (USD)
Expedia
Just a 10 minute walk from the ferry and 5 minute walk to Lake Tashmoo
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
This all wood home shows imprints of the artist who constructed the home in 2005, at nearly every turn. It's a very com ...
From $603 per night (USD)
Expedia
From $640 per night (USD)
VRBO
12 mins from Beach - Immaculate Intimate Retreat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Unwind in this stylish, sun-drenched second-floor apartment nestled in a quiet, tree-lined neighborhood. This apartment ...
From $640 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Unique Up-Island Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lovely 1200 sq ft house located in quiet neighborhood in West Tisbury. Away from the crowds but only a short drive to Vi ...
From $376 per night (USD)
Expedia
$Cozy getaway in a central location w\/ a full kitchen & furnished deck$
From $672 per night (USD)
VRBO
Cozy getaway in a central location w\/ a full kitchen & furnished deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Glen Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $672 per night (USD)
VRBO
Click For Pricing
Expedia
WEST TISBURY QUIET CLOSE TO TOWN AND BEACH
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Jeff Kaye welcomes you to my Island Home. Leave stress behind for you & your family as you get on the ferry for your ma ...
Click For Pricing
Expedia
From $1163 per night (USD)
VRBO
Luxury home with private pool & foosball - near 3 towns & many beaches
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
#OB Pool House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1163 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
This lovely, spacious, and beautifully appointed condo is just steps from the beach and a short walk to the heart of Oak ...
From $838 per night (USD)
Expedia
From $508 per night (USD)
VRBO
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy a relaxing stay on the Vineyard in this recently renovated house. Embrace all Martha’s Vineyard has to offer, the ...
From $508 per night (USD)
VRBO
From $878 per night (USD)
Expedia
Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy spectacular lake and ocean views, amazing sunsets and your own private beach year-round. This clean and comfortabl ...
From $878 per night (USD)
Expedia
From $820 per night (USD)
VRBO
Charming Chappaquiddick Retreat: Steps from Private Beach & Edgartown's Best!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your idyllic retreat on Chappaquiddick, a hidden gem nestled just off the coast of Martha's Vineyard. This ch ...
From $820 per night (USD)
VRBO
$Home in Peaceful Wooded Neighborhood w\/ High-Speed WiFi, Washer\/Dryer, Gas Grill$
From $522 per night (USD)
Expedia
Home in Peaceful Wooded Neighborhood w\/ High-Speed WiFi, Washer\/Dryer, Gas Grill
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Chez Zelda in the Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $522 per night (USD)
Expedia

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