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 $296 per night (USD)
VRBO
Chappaquiddick, Cozy 2 Bedroom, Oct 2024
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
CHAPPY BUTTERFLY COTTAGE is a cozy non-posh two bedroom guesthouse with an additional sleeper sofa on the private Meadow ...
From $296 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Quiet 2-Bed, 2-Bath Condo with Spacious Sundeck & Tennis Courts
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy 2 bedroom 2 bath condo with AC. A very large deck to relax, grill, read a book, and enjoy the breeze! The property ...
From $306 per night (USD)
VRBO
From $439 per night (USD)
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 ...
From $439 per night (USD)
VRBO
From $570 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 $570 per night (USD)
Expedia
From $1063 per night (USD)
VRBO
Oceanfront 2-story home with guest house & private beach near downtown Edgartown
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Planting Field Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1063 per night (USD)
VRBO
From $1364 per night (USD)
VRBO
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 $1364 per night (USD)
VRBO
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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 $974 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 $974 per night (USD)
Expedia
From $2894 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 $2894 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Walk your way into Vineyard Haven from Walker Way!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Traditional New England Cape built in 2003 with three bedrooms and two full bathrooms. Located on a quiet private street ...
From $406 per night (USD)
Expedia
$Family Delight MV\/Katama\/Edgartown-7ductless A\/C airhandlers 2Condensors&2+Baths$
From $701 per night (USD)
VRBO
Family Delight MV\/Katama\/Edgartown-7ductless A\/C airhandlers 2Condensors&2+Baths
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Recent 2024 updates include replacing all remaining wall-to-wall carpeting with wooden floors in all bedrooms & upstairs ...
From $701 per night (USD)
VRBO
From $1414 per night (USD)
Expedia
Private Beach Waterfront Oak-Bluffs Family Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Experience the magic of Martha's Vineyard from our beachfront retreat. Nestled in a quiet neighborhood, yet conveniently ...
From $1414 per night (USD)
Expedia
From $315 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 $315 per night (USD)
VRBO
From $368 per night (USD)
Expedia
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 $368 per night (USD)
Expedia
$Humble Abode \/Charming Cottage Near Long point Beach$
From $639 per night (USD)
VRBO
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 $639 per night (USD)
VRBO
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Expedia
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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Expedia
From $707 per night (USD)
VRBO
Waterfront Getaway With Beautiful Views Of Sengekontacket Pond
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 $707 per night (USD)
VRBO
From $918 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 $918 per night (USD)
VRBO
From $499 per night (USD)
VRBO
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 $499 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
$Katama Luxury - 5+ BR home w\/ Heated Pool near The Field Club$
From $729 per night (USD)
VRBO
Katama Luxury - 5+ BR home w\/ Heated Pool near The Field Club
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 $729 per night (USD)
VRBO
From $626 per night (USD)
Expedia
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 $626 per night (USD)
Expedia
From $765 per night (USD)
VRBO
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 $765 per night (USD)
VRBO
From $396 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 $396 per night (USD)
Expedia
From $1101 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 $1101 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
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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 ...
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VRBO
$Dog-Friendly Home w\/Amazing Fenced-In Yards, Private Washer\/Dryer, Free WiFi$
From $1248 per night (USD)
Expedia
Dog-Friendly Home w\/Amazing Fenced-In Yards, Private Washer\/Dryer, Free WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Farmhouse Fantasy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1248 per night (USD)
Expedia
$Walk to Edgartown Wharf - Upgraded Vineyard Home with A\/C and Outdoor Area$
From $835 per night (USD)
VRBO
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 $835 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $1001 per night (USD)
VRBO
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 $1001 per night (USD)
VRBO
From $497 per night (USD)
Expedia
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 ...
From $497 per night (USD)
Expedia
$Split-Level, Family-Friendly Home w\/ a Rear Deck, Gas Grill, Free WiFi, & W\/D$
From $1152 per night (USD)
VRBO
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 $1152 per night (USD)
VRBO
From $655 per night (USD)
VRBO
Beautiful Lambert Cove House 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 $655 per night (USD)
VRBO
From $431 per night (USD)
VRBO
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 $431 per night (USD)
VRBO
$Cottage w\/ water views from front yard, central ac & fireplace$
From $1341 per night (USD)
Expedia
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 $1341 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $360 per night (USD)
Expedia
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 $360 per night (USD)
Expedia
$Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w\/AC$
From $587 per night (USD)
VRBO
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 $587 per night (USD)
VRBO
$Spacious Home with Beautiful Yard, Deck, Free WiFi, W\/D, & Outdoor Shower$
From $391 per night (USD)
Expedia
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 $391 per night (USD)
Expedia
From $1601 per night (USD)
VRBO
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 $1601 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $751 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 $751 per night (USD)
VRBO
$Cozy cottage 3\/4 mile from Oak Bluffs harbor$
From $337 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 $337 per night (USD)
Expedia
$Uniquely designed island retreat with fast WiFi & private W\/D - dogs welcome$
From $274 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 $274 per night (USD)
VRBO
From $402 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 $402 per night (USD)
Expedia
From $555 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 $555 per night (USD)
VRBO
From $1261 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 $1261 per night (USD)
Expedia
$Charming home away from home near lagoon pond w\/ boat launch$
From $608 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 $608 per night (USD)
VRBO
From $697 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 $697 per night (USD)
Expedia
From $284 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 $284 per night (USD)
VRBO
From $454 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 $454 per night (USD)
Expedia
From $716 per night (USD)
VRBO
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 $716 per night (USD)
VRBO
$Cozy Martha’s Vineyard Getaway w\/ Waterfront Deck!$
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Expedia
Cozy Martha’s Vineyard Getaway w\/ Waterfront Deck!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to the relaxing northeast of Vineyard Haven when you book this one-of-a-kind 2-bedroom, 1-bath apartment. Nestled ...
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Expedia
From $613 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 $613 per night (USD)
VRBO
From $696 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 $696 per night (USD)
Expedia
From $598 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 $598 per night (USD)
VRBO
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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 ...
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Expedia
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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 ...
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VRBO
From $484 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 $484 per night (USD)
VRBO
$Charming Home with High-Speed WiFi, Washer\/Dryer, Furnished Deck, & Gas Grill$
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VRBO
Charming Home with High-Speed WiFi, Washer\/Dryer, Furnished Deck, & Gas Grill
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Casa Marianne Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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VRBO
From $411 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 $411 per night (USD)
Expedia
From $786 per night (USD)
VRBO
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 $786 per night (USD)
VRBO
From $427 per night (USD)
Expedia
#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 $427 per night (USD)
Expedia
From $887 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 $887 per night (USD)
VRBO
From $838 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 $838 per night (USD)
Expedia
From $834 per night (USD)
VRBO
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 $834 per night (USD)
VRBO
From $491 per night (USD)
Expedia
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 $491 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
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Expedia
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 ...
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Expedia
$Spacious New-Build w\/ Gourmet Kitchen & Large Yard - Near Beach & Ferry$
From $782 per night (USD)
VRBO
Spacious New-Build w\/ Gourmet Kitchen & Large Yard - Near Beach & Ferry
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Modern Vineyard Haven Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $782 per night (USD)
VRBO
From $1840 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 $1840 per night (USD)
Expedia
From $366 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 $366 per night (USD)
VRBO
From $843 per night (USD)
Expedia
Coastal condo with pool, tennis courts & home comforts - close to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Island Inn - 39G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $843 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Dog-friendly first-floor seaside cottage with pool & tennis courts
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Inn - 15D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $572 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Cute condo with pool & tennis - close to golf & the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Inn - 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $250 per night (USD)
Expedia
$Charming suite with pool & tennis courts - 1\/2 mile to the beach$
From $606 per night (USD)
VRBO
Charming suite with pool & tennis courts - 1\/2 mile to the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Island Inn - 30G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $606 per night (USD)
VRBO
From $592 per night (USD)
Expedia
Dog-friendly townhouse with pool & tennis - easy walk to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 42G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $592 per night (USD)
Expedia
From $526 per night (USD)
VRBO
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 $526 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Deluxe townhouse with pool & tennis courts - half-mile to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Island Inn - 44G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $586 per night (USD)
Expedia
$Sunny coastal retreat with pool & tennis - 1\/2 mile to beach$
From $563 per night (USD)
VRBO
Sunny coastal retreat with pool & tennis - 1\/2 mile to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Inn - 49G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $563 per night (USD)
VRBO
From $627 per night (USD)
Expedia
Comfortable townhouse close to town & the beach with outdoor pool & tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 48G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $627 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Cozy seaside escape with on-site tennis, pool & prime location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Inn - 16D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $573 per night (USD)
VRBO
$Stylish townhouse 1\/2 mile from the beach with tennis courts & pool$
From $605 per night (USD)
Expedia
Stylish townhouse 1\/2 mile from the beach with tennis courts & pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 46G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $605 per night (USD)
Expedia
From $749 per night (USD)
VRBO
Dog-friendly suite with pool & tennis - golf & beach nearby
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Island Inn - 31G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $749 per night (USD)
VRBO
$Coastal getaway 1\/2 mile from beach with pool & tennis courts - dog-friendly$
From $745 per night (USD)
Expedia
Coastal getaway 1\/2 mile from beach with pool & tennis courts - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 32G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $745 per night (USD)
Expedia
$Lovely retreat 1\/2 mile from the beach with pool & 3 tennis courts$
From $722 per night (USD)
VRBO
Lovely retreat 1\/2 mile from the beach with pool & 3 tennis courts
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 34G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $722 per night (USD)
VRBO
From $649 per night (USD)
Expedia
Lovely condo suite, close to golfing & the beach with pool & home comforts
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Inn - 37G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $649 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Island Inn - 33G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $464 per night (USD)
VRBO
From $790 per night (USD)
Expedia
Charming condo with pool & resort amenities - close to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 38G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $790 per night (USD)
Expedia
From $598 per night (USD)
VRBO
Dog-friendly condo with pool - explore the parks & hit the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Inn - 8C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $598 per night (USD)
VRBO
From $732 per night (USD)
Expedia
Corner condo with tennis & swimming pool - close to beaches, golf & town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 28G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $732 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Comfortable, dog-friendly condo with pool & tennis - perfect location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Inn - 2A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $304 per night (USD)
VRBO
From $718 per night (USD)
Expedia
Comfortable & convenient Martha's Vineyard condo with pool - close to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 36G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $718 per night (USD)
Expedia
From $637 per night (USD)
VRBO
Cozy townhouse with pool, tennis & great location close to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 43G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $637 per night (USD)
VRBO
From $698 per night (USD)
Expedia
Dog-friendly condo suite with pool, tennis & picnic area - close to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Island Inn - 29G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $698 per night (USD)
Expedia
From $594 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 $594 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Dog-friendly condo with pool & tennis courts - golf & beach nearby
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 40G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $545 per night (USD)
Expedia
From $633 per night (USD)
VRBO
Lovely townhouse with deck, pool & tennis - walk to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Inn - 50G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $633 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

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