Dukes Area Rentals
- From $247 per night (USD)
VRBO
Chappaquiddick Cozy 2 Bedroom, inquire about Spring 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 $247 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Updated 2 Bed 2 Bath Condo with Tennis Courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely 2 bedroom 2 bath condo with AC. A very large deck to relax, grill, read a book, and enjoy the breeze! The propert ...
From $283 per night (USD)VRBO
- From $366 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 $366 per night (USD)VRBO
- From $500 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 $500 per night (USD)Expedia
- From $571 per night (USD)
VRBO
1 WEEK LEFT! Lambert's Cove Beach Pass\/Close to Bike paths & Airport Market!!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
1.7 Miles From Long Point Beach!! This new 2,050 sq/ft home built in January 2017 is on a paved road, easy access to b ...
From $571 per night (USD)VRBO
- From $1455 per night (USD)
Expedia
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 $1455 per night (USD)Expedia
- From $880 per night (USD)
VRBO
FerryAvail-Family Delight MV\/Katama\/Edgartown-7 ductless A\/C airhandlers 2+Baths
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
2024 SUMMER PLANS of replacing all remaining wall-to-wall carpeting with wooden floors in all bedrooms & upstairs hall; ...
From $880 per night (USD)VRBO
- From $1000 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 $1000 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $1592 per night (USD)
Expedia
Rest, Relax & Renew at this Newly Renovated Villa with New Pool!
- 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 $1592 per night (USD)Expedia
- From $2655 per night (USD)
VRBO
WALK TO VILLAGE LOCATION, NEW POOL, FAMILY COMPOUND!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
One of the best locations in Edgartown! Brand new, walk to village location but private, with mature trees and new prof ...
From $2655 per night (USD)VRBO
- From $338 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 $338 per night (USD)Expedia
- From $1040 per night (USD)
VRBO
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 $1040 per night (USD)VRBO
- From $345 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 $345 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Secluded West Tisbury Retreat. Surrounded by Acres of Conservation Trails.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Haven. Escape to a one-of-a-kind cottage in the woodlands of West Tisbury. Romantic. Inspiring. Secluded. Serene. ...
From $261 per night (USD)VRBO
- From $513 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 $513 per night (USD)Expedia
- Click For Pricing
VRBO
Private and quaint cabin-style home w\/ wrap-around 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 ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $893 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 $893 per night (USD)VRBO
- From $783 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 $783 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Bike to the Beach, Bike to Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Open and airy contemporary with cathedral ceilinged living room. Central A/C with individual room temperature controls. ...
From $450 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Ferry Tickets Available! Charming/Pet Friendly Cottage in Edgartown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location!!! Our home is centrally located in the perfect spot! 3 min drive to town, 5 min to both State and South Beac ...
From $550 per night (USD)VRBO
- From $764 per night (USD)
VRBO
Katama Luxury - 5+ BR home w\/ Heated Pool near The Field Club--FERRY TIX AVAIL
- Bedrooms:
- 6
- Bathrooms:
- 5
- 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 $764 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Family-Friendly Tisbury Escape - Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Experience the magic of Martha’s Vineyard firsthand at this completely renovated ranch-style retreat! Boasting a large s ...
From $252 per night (USD)Expedia
- From $650 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 $650 per night (USD)VRBO
- From $650 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 $650 per night (USD)Expedia
- From $742 per night (USD)
VRBO
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $742 per night (USD)VRBO
- From $788 per night (USD)
Expedia
EDGARTOWN PRIVATE HOME CLOSE TO TOWN AND BEACH. NEW KITCHEN FOR 2023-24
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
NEW TO VRBO. BEAUTIFUL HOME IN GREAT LOCATION. HOUSE HAS BEEN RECENTLY UPDATED. BRAND NEW (2024) GORGEOUS KITCHEN! LARG ...
From $788 per night (USD)Expedia
- From $625 per night (USD)
VRBO
Airy, Quiet Vacation Rental Home, pool, tennis, FERRY TIX on MV
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Families and children feel right at home in this clean, comfortable, contemporary house with large living/dining area, f ...
From $625 per night (USD)VRBO
- From $667 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 $667 per night (USD)Expedia
- From $650 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 $650 per night (USD)VRBO
- From $250 per night (USD)
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 ...
From $250 per night (USD)Expedia
- From $789 per night (USD)
VRBO
Private Chappaquiddick Retreat with Large Screened in Porch. Minutes from Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $789 per night (USD)VRBO
- From $450 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 $450 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Split-Level, Family-Friendly Home w\/ a Rear Deck, Gas Grill, Free WiFi, & W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summer Daze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $343 per night (USD)VRBO
- From $592 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 $592 per night (USD)VRBO
- From $454 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 $454 per night (USD)VRBO
- From $795 per night (USD)
Expedia
Cottage w\/ water views from front yard, central ac & fireplace - dog ok
- 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 $795 per night (USD)Expedia
- From $428 per night (USD)
VRBO
Vineyard Gem: < 2 Mi to Beach & Oak Bluffs!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $428 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $490 per night (USD)
VRBO
Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w\/AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Best of both worlds! Quietly situated among beautiful trees with few neighbors plus it is walking distance to swim and O ...
From $490 per night (USD)VRBO
- From $119 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 $119 per night (USD)Expedia
- From $634 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 $634 per night (USD)VRBO
- From $537 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 $537 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Cozy cottage 3\/4 mile from Oak Bluffs harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family owned, newly renovated, and kept charming home in Oak Bluffs, 1/2 mile walk to East Chop Lighthouse and slightly ...
From $270 per night (USD)VRBO
- From $542 per night (USD)
Expedia
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 $542 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Uniquely designed island retreat with fast WiFi & private W\/D - dogs welcome
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Lemonade Stand Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $463 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia
- From $596 per night (USD)
VRBO
Large Deck & Yard - Steps from Downtown, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Pine Street Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $596 per night (USD)VRBO
- From $769 per night (USD)
Expedia
New Construction with Patio & Yard - Walk to the Ferry, Downtown & Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Oak Bluffs Beauty Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $769 per night (USD)Expedia
- From $282 per night (USD)
VRBO
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 $282 per night (USD)VRBO
- From $179 per night (USD)
Expedia
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 $179 per night (USD)Expedia
- From $453 per night (USD)
VRBO
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the charm of Martha’s Vineyard at your leisure from this ideally located apartment. With 2 bedrooms and 1 bat ...
From $453 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Quaint,,,Quiet..up island feel yet a short walk to to , x ,, z wn 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 $383 per night (USD)Expedia
- Click For Pricing
Expedia
Ground-Floor Apartment with Screened Porch, Yard, Grill & WiFi - Dogs Welcome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Flamingo House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- Click For Pricing
Expedia
Cozy Martha’s Vineyard Getaway w\/ Waterfront Deck!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the relaxing northeast of Vineyard Haven when you book this one-of-a-kind 2-bedroom, 1-bath apartment. Nestled ...
Click For PricingExpedia
- From $700 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 $700 per night (USD)VRBO
- From $542 per night (USD)
Expedia
Perfect Family Home- Oak Bluffs, Martha's Vineyard
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Our wonderful family house is exactly what you're looking for to compliment your Martha's Vineyard vacation. The house' ...
From $542 per night (USD)Expedia
- From $350 per night (USD)
VRBO
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 $350 per night (USD)VRBO
- From $350 per night (USD)
Expedia
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 $350 per night (USD)Expedia
- From $433 per night (USD)
VRBO
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 $433 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $402 per night (USD)Expedia
- From $357 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 $357 per night (USD)VRBO
- From $288 per night (USD)
Expedia
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 ...
From $288 per night (USD)Expedia
- From $354 per night (USD)
VRBO
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 $354 per night (USD)VRBO
- From $799 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 $799 per night (USD)Expedia
- From $541 per night (USD)
VRBO
#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home, walk to town, ferry, 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 $541 per night (USD)VRBO
- From $899 per night (USD)
Expedia
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 $899 per night (USD)Expedia
- From $641 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 $641 per night (USD)VRBO
- Click For Pricing
Expedia
Vintage Victorian with Nantucket Sound Views & AC | Walk 100 Steps to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Vintage Victorian Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
- From $1016 per night (USD)
VRBO
New Build | Private Locale on 16 Acres | Central AC & Outdoor Shower
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Secluded; 5min to Town & Beach. Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $1016 per night (USD)VRBO
- From $352 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 $352 per night (USD)Expedia
- From $744 per night (USD)
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 ...
From $744 per night (USD)VRBO
- From $779 per night (USD)
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 ...
From $779 per night (USD)Expedia
- From $386 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 $386 per night (USD)VRBO
- From $1154 per night (USD)
Expedia
Oak Bluffs Bliss | Beautiful Getaway | Home Theater & Fireplaces
- 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 $1154 per night (USD)Expedia
- From $211 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 $211 per night (USD)VRBO
- From $1859 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 $1859 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Coastal condo with pool, tennis courts & home comforts - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Island Inn - 39G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $303 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Dog-friendly first-floor seaside cottage with pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 15D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $465 per night (USD)Expedia
- From $288 per night (USD)
VRBO
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 $288 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Charming suite with pool & tennis courts - 1\/2 mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Island Inn - 30G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $316 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Dog-friendly townhouse with pool & tennis - easy walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 42G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $392 per night (USD)VRBO
- From $240 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 $240 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Deluxe townhouse with pool & tennis courts - half-mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 44G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $402 per night (USD)VRBO
- From $365 per night (USD)
Expedia
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 $365 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Cozy seaside escape with on-site tennis, pool & prime location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 16D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $402 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Stylish townhouse 1\/2 mile from the beach with tennis courts & pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 46G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $369 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Dog-friendly suite with pool & tennis - golf & beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Island Inn - 31G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $306 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Coastal getaway 1\/2 mile from beach with pool & tennis courts - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Island Inn - 32G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $328 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Lovely retreat 1\/2 mile from the beach with pool & 3 tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Island Inn - 34G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $373 per night (USD)VRBO
- From $305 per night (USD)
Expedia
Lovely condo suite, close to golfing & the beach with pool & home comforts
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 37G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $305 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Island Inn - 33G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $300 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Charming condo with pool & resort amenities - close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Island Inn - 38G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $366 per night (USD)Expedia
- From $361 per night (USD)
VRBO
Dog-friendly condo with pool - explore the parks & hit the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 8C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $361 per night (USD)VRBO
- From $366 per night (USD)
Expedia
Corner condo with tennis & swimming pool - close to beaches, golf & town
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Island Inn - 28G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $366 per night (USD)Expedia
- From $283 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 $283 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Comfortable townhouse close to town & the beach with outdoor pool & tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 48G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $400 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Dog-friendly condo with pool & tennis courts - golf & beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 40G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $363 per night (USD)VRBO
- From $423 per night (USD)
Expedia
Lovely townhouse with deck, pool & tennis - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 50G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $423 per night (USD)Expedia