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 $847 per night (USD)
VRBO
Luxury Chappaquiddick Getaway with Oceanviews
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Home available year-round for vacation rentals or extended stays. There’s no more beautiful place than Martha’s Vineyard ...
From $847 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Bright and cozy menemsha cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Little House was built in 1960 as a one room studio/cabin. Since then a gourmet kitchen wing has been added, as well ...
From $624 per night (USD)
Expedia
From $1711 per night (USD)
VRBO
Charming 4B island getaway with revitalized pool area, beach decor, pet-friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your dream island getaway! This charming 4-bedroom, 3-bathroom saltbox house offers the perfect setting for a ...
From $1711 per night (USD)
VRBO
From $1239 per night (USD)
Expedia
Luxury Home in Exclusive Aquinnah
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Tucked away down a private dirt road, this spacious retreat features 5 bedrooms and 3.5 baths on more than 2 acres. The ...
From $1239 per night (USD)
Expedia
From $657 per night (USD)
VRBO
Coastal Contemporary in Katama / South Beach/ Edgartown / Bike Paths/ Air Field
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
***** Booking Fall 2025 Now ***** Katama House Rental Photos and Description: Enjoy The Light Filled ...
From $657 per night (USD)
VRBO
From $1005 per night (USD)
Expedia
Waterfront, Privacy and Tranquility on Tisbury Great Pond
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This gorgeous new home sits on farmland at the edge of Tisbury Great Pond. Enjoy a peaceful, rural feel with the comfort ...
From $1005 per night (USD)
Expedia
From $1396 per night (USD)
VRBO
Gracious Victorian On Chappy
Bedrooms:
3
Bathrooms:
7
Sleeps:
13
Spectacular Victorian home with a gorgeous view overlooking Katama Bay to the Ocean beyond A great combination of origin ...
From $1396 per night (USD)
VRBO
From $2290 per night (USD)
VRBO
Private Family Home, Heated Pool, Hottub, 5 BR.4.5 bath, WiFi, AC. NO PETS.
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Private home 2 miles from Circuit Avenue in Oak Bluffs. 2 miles from Inkwell Beach. Across the street from the third hol ...
From $2290 per night (USD)
VRBO
From $824 per night (USD)
VRBO
Oak Bluffs - Quiet Neighborhood - Walk to Town, Ferry, Library and more!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This property is situated in a quiet neighborhood just a short walk to downtown Oak Bluffs. This location is perfect. ...
From $824 per night (USD)
VRBO
From $293 per night (USD)
Expedia
1 Bedroom Guest Cottage With Water View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute one bedroom guest cottage with water views of Sengecontacket and the ocean. It is fully equipped and is air condit ...
From $293 per night (USD)
Expedia
From $4061 per night (USD)
VRBO
DIRECT OCEAN VIEWS OF SOUTH BEACH/ KATAMA BAY! – Built-In Outdoor Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Take in the ocean’s rumbling and roaring energy in this spectacular 4 bedrooms and 4-bathrooms custom luxury retreat in ...
From $4061 per night (USD)
VRBO
From $1417 per night (USD)
VRBO
Edgartown House and guest house Waterview Peaceful Close to town and beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lovely private setting with fabulous ocean views. Located near Felix Neck wildlife sanctuary. Very peaceful with many ...
From $1417 per night (USD)
VRBO
From $998 per night (USD)
VRBO
Private 1/2 acre property, charming 4 bedroom, 21/2 bath, great Katama location.
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Newly listed, newly renovated, this bright and charming home is located in a quiet, family friendly neighborhood only 1 ...
From $998 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Martha's Vineyard 3BR, Pets Ok, 10 Min Walk to Beach or Shops!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
THREE BEDROOM COTTAGE (Sleeps 3-6 ) MARTHA'S VINEYARD VERY REASONABLY PRICED!! GREAT LOCATION, PET FRIENDLY, FAMILY F ...
From $557 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Updated and Beloved Home on Martha's Vineyard, close to beaches and town center.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to the Island next door! Our beloved home, Chappy Blue is our retreat. Our family fell in love with the beaches ...
From $536 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Relaxing Island Retreat, Cozy Cottage, Lamberts Cove Beach Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Oakhaven Cottage! Beautiful, large light-filled bedroom upstairs, full bathroom (shower, bathtub), refreshin ...
From $445 per night (USD)
Expedia
From $1739 per night (USD)
VRBO
New 4-bedroom House with Swimming Pool–Just a 10-minute Walk to Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Embrace the central and well-connected lifestyle at this stunning brand-new 4-bedroom property with modern amenities, a ...
From $1739 per night (USD)
VRBO
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Expedia
Spacious, island home with fast WiFi, furnished deck & central AC - near town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
On Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
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Expedia
From $559 per night (USD)
VRBO
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Whistling Hill House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $559 per night (USD)
VRBO
From $321 per night (USD)
Expedia
3 Mi to Beach & Town: Martha's Vineyard Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Gas Grill | Direct Pennywise Trail Access | 6 Mi to Ferry Terminal Immerse yourself in the seaside charm of Martha's Vi ...
From $321 per night (USD)
Expedia
From $1523 per night (USD)
VRBO
Akwaaba House Martha's Vineyard Walk to Beach and Oak Bluffs Town & Harbor
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Newly renovated, Great for Family & Friend Stays, Corporate Retreats, Central Air & Heat, walk to Circuit Ave and Beach, ...
From $1523 per night (USD)
VRBO
Click For Pricing
Expedia
Martha's Vineyard Home w/ Deck - Walk Downtown!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience the best of Martha's Vineyard during your stay at this classic New England colonial home! Located on a quiet ...
Click For Pricing
Expedia
From $307 per night (USD)
VRBO
Cozy Beach Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Newly refurbished Cottage City Victorian beach house, built in 1870. Walk to beach, walk to town. 2 bedrooms up a narro ...
From $307 per night (USD)
VRBO
From $657 per night (USD)
Expedia
Air conditioned Oak Bluffs WATERVIEW Victorian. steps from beach. BIG porch.
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
*** CONTACT THE HOST TO CONFIRM DATES BEFORE INSTANT BOOKING. VRBO FEES ARE NON-REFUNDABLE *** *** CONTACT THE HOST FOR ...
From $657 per night (USD)
Expedia
From $737 per night (USD)
VRBO
FREE FERRY CAR RESV FOR JULY Beautiful Spacious home with Game room & Central AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Family friendly property, preferred for family vacations. *****FREE FERRY CAR Reservation Tickets for Sunday to Sunday ...
From $737 per night (USD)
VRBO
From $2106 per night (USD)
Expedia
Spacious Country Home centrally located on the island of Martha's Vineyard.
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Don't miss out on the very best downtown West Tisbury has to offer! A Vineyard location that can't be beat. A charming u ...
From $2106 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Katama Retreat! 5min drive to Beach & Harbor. **Aug.9th Ferry Resv available**
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
** Lovely Katama home located on Vickers St. Fully equipped/furnished, all you need to bring (or rent on-island) are lin ...
From $465 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Beautiful 3 bedroom 2 bath Home / Close to Town & Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful and spacious 3 bedroom and 2 bathroom in Oak Bluffs, Martha's Vineyard. Sunny, open and airy Cape style home. ...
From $424 per night (USD)
Expedia
From $748 per night (USD)
VRBO
Walk To Town - Beautiful Edgartown House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk to downtown Edgartown in minutes while staying in this charming two-story home in the heart of Upper Main Street. ...
From $748 per night (USD)
VRBO
From $861 per night (USD)
Expedia
68 Meadow View Rd. OB. Ferry tix for two cars available for Jul & Aug.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Only one week left - July 12-19 (Sat-Sat). This spacious, well-decorated home is located in Meadow View Farms, Oak Bluf ...
From $861 per night (USD)
Expedia
From $371 per night (USD)
VRBO
This Romantic Cottage is Simply a Cut Above -
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
This cottage is truly for the discriminating vacationer, very romantic and beautifully appointed. As you walk in you w ...
From $371 per night (USD)
VRBO
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Expedia
Great update 3 BR near ferry with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Recently updated 3 bedroom 2 bathroom near Vineyard Haven Ferry and downtown restaurants. Walk to local spots easily. ...
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Expedia
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VRBO
Centrally located in OakBluffs on Martha’s Vineyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Oak Bluffs, MA: Welcome to the LightHouse! Brand new addition to the kitchen, dining room and porch. Outdoor shower and ...
Click For Pricing
VRBO
From $625 per night (USD)
Expedia
Serene home with backyard barbecue area - bike to Arts District, 1 mile to beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Vineyard Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $625 per night (USD)
Expedia
From $931 per night (USD)
VRBO
Quaint Cape walking distance to Morning Glory Farm
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Quaint Cape on a quiet road. 2 bedrooms on the 1 st floor ( 1 with 2 single beds 2nd with double bed) full living room ...
From $931 per night (USD)
VRBO
From $577 per night (USD)
Expedia
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
This home has all the amenities to make your stay a comfortable one. Its character stems from being built in the 1920s w ...
From $577 per night (USD)
Expedia
From $601 per night (USD)
VRBO
Downtown Edgartown Historic District. Walk to town and harbor.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This house offers 3 spacious bedrooms with convenient one floor living. The large living room features comfortable furni ...
From $601 per night (USD)
VRBO
From $655 per night (USD)
Expedia
Secluded mid-century home with wraparound deck, yard, grill, partial AC, & W/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Chilmark Beauty Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $655 per night (USD)
Expedia
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VRBO
Enjoy a Martha’s Vineyard vacation in this clean and beautiful apartment!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautifully updated apartment is located minutes from Oak Bluffs beaches, shopping and restaurants. Enjoy meals in the ...
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VRBO
From $973 per night (USD)
Expedia
Beautiful Carriage House on the Chop
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Recently built, this spectacular 3 Bedroom carriage house is located on 3/4 acre estate on beautiful East Chop Drive. Th ...
From $973 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Brewster House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $533 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Cozy in-law suite near Edgartown & the beach with patio, outdoor shower, & AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Little Cozy Corner Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $416 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Welcoming island cottage with patio & enclosed yard - close to town & beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy Corner Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $573 per night (USD)
VRBO
From $533 per night (USD)
Expedia
Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
A comfortable residence, this charming ranch has all the amenities for a perfect vacation. It's quiet location is 1.5 mi ...
From $533 per night (USD)
Expedia
From $936 per night (USD)
VRBO
Charming island cottage near town & beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Edgartown Cozy Corner Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $936 per night (USD)
VRBO
From $1000 per night (USD)
Expedia
Sanctuary House: An ocean-view farmhouse retreat
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Experience the unique beauty of Martha’s Vineyard with pastoral farm views on one side and views of the Vineyard Sound a ...
From $1000 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Martha's Vineyard 1BR, Pets Ok, 10 Min walk to beach or Edgartowns shops!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ONE BEDROOM COTTAGE MARTHA'S VINEYARD VERY REASONABLY PRICED!! GREAT LOCATION 10 min walk to Martha's Vineyard's beau ...
From $369 per night (USD)
VRBO
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Expedia
Up-island vibe, down-island conveniences.
Bedrooms:
7
Bathrooms:
5
Sleeps:
13
Unobstructed views, unbeatable location, and brand-new! This 1.5 acre compound includes a 4-bedroom main house and a gue ...
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Expedia
From $654 per night (USD)
VRBO
Top-Rated Vineyard Retreat: Hot Tub + Private Lambert’s Cove Beach Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to this elegant Martha’s Vineyard sanctuary, featuring a private HOT TUB and coveted access to Lambert’s Cove Bea ...
From $654 per night (USD)
VRBO
$Hayden's Haven Martha's Vineyard \What a breath of fresh air\$
From $804 per night (USD)
Expedia
Hayden's Haven Martha's Vineyard \"What a breath of fresh air\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Hayden’s Haven MV, where comfort and style meet. Our Charles Suite, a spacious 2-bedroom, 1-bath retreat, com ...
From $804 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Rustic Cozy Log Cabin
Bedrooms:
0
Bathrooms:
3
Sleeps:
6
Located 2 miles from beach or village.. Screened back porch for memorable dinners. Spacious front deck for evening enter ...
From $457 per night (USD)
VRBO
From $1259 per night (USD)
Expedia
WATERFRONT Downtown Cottage w/ Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is one of the most unique properties on Martha's Vineyard. Located directly on the bustling Vineyard Haven harbor & ...
From $1259 per night (USD)
Expedia
From $444 per night (USD)
VRBO
Great Ranch Style Home In Edgartown W/ Gas Grill & Big Front Yard
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Old Orchard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $444 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Peaceful Chilmark Farmhouse by Menemsha Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience Martha's Vineyard 'up-island' at this tucked-away 4-bedroom, 3-bath gem in Chilmark. Situated just a short wa ...
From $573 per night (USD)
Expedia
From $1755 per night (USD)
VRBO
Wonderful island home in the heart of Downtown Edgartown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Location! Location! Newly restored and beautifully decorated Captain's house right in the heart of Edgartown. Open floor ...
From $1755 per night (USD)
VRBO
From $849 per night (USD)
VRBO
Walk to Village Bike to beach - AC, 4 BdRms 3 Full Baths, Immaculate!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Key points are bulleted at the end of this narrative - for a quick overview, please scroll down. Welcome to KATAMA! A ...
From $849 per night (USD)
VRBO
From $5697 per night (USD)
VRBO
Amazing Water Views in Chilmark, 4-BR, Waterfront, Key to Zak’s Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
*PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR AN ...
From $5697 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Wooded Retreat with Private Deck, Full Kitchen, Washer/Dryer, & Fast WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wooded Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $492 per night (USD)
Expedia
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VRBO
Traditional Martha's Vineyard Home w/ Porch & Yard
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This exquisite, shingled Colonial house with an expansive wraparound porch is synonymous with Martha's Vineyard architec ...
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VRBO
From $814 per night (USD)
Expedia
Modern beach house - Walking distance to Philbin Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beach house is a ten minute walk from Philbin Beach, the town beach on the surf side of Aquinnah. It is an “upsi ...
From $814 per night (USD)
Expedia
From $598 per night (USD)
VRBO
Walk to Town/Golf Club - Renovated Edgartown Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Location, location, location! We're a stone's throw from Edgartown Golf Club and all the amazing restaurants + shops in ...
From $598 per night (USD)
VRBO
From $2992 per night (USD)
VRBO
PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
*PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR AN ...
From $2992 per night (USD)
VRBO
From $998 per night (USD)
VRBO
Beautiful 4 bedroom, air conditioned, within minutes of downtown Edgartown
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Gorgeous, private, renovated post and beam home, rustic island charm mixed w/sophisticated cosmopolitan aesthetic, fully ...
From $998 per night (USD)
VRBO
From $912 per night (USD)
Expedia
.5 mile Walk to Edgartown Center. Inside the triangle. 3 mi to South Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
18 Pinehurst Rd, Edgartown. Wonderful 3 BR spacious home in great location-walk to town (.5 mile). 2 full and1 half bath ...
From $912 per night (USD)
Expedia
From $606 per night (USD)
VRBO
Idyllic Vineyard House in Desirable Katama/Edgartown – Walk/Bike to Town/Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
<p>Located in the sought-after Katama area of Edgartown, this cedar-shingled Cape-style house offers classic Vineyard ch ...
From $606 per night (USD)
VRBO
From $1340 per night (USD)
Expedia
Sleeps 12, amazing view, tennis court, basketball court, beaches
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Located on Sampson Hill on Chappaquiddick. This is the highest elevation in Edgartown. This house has it all! Newly re ...
From $1340 per night (USD)
Expedia
From $996 per night (USD)
VRBO
Katama / South Beach Beach House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This Classic Cape in a quiet Katama neighborhood has been recently renovated with sleek, monochromatic styling throughou ...
From $996 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Small One Bedroom Private Cottage on Large Quiet Property.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Small private cottage located on a large quiet property nestled between tall trees with a wrap around deck. Perfect for ...
From $456 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Lambert's Cove Beach Getaway - NEW LISTING Private Beach Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Originally built in 1890 as a house to accommodate the land's cranberry bog tenders, this quaint little cottage was upgr ...
From $539 per night (USD)
VRBO
From $1004 per night (USD)
Expedia
Newly remodeled home w/ new furniture, large yard & great porches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunny Side Up Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1004 per night (USD)
Expedia
From $473 per night (USD)
VRBO
New constructed Edgartown home with AC, and car ferry tkts avail. for 6/28-7/5
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly constructed home in Edgartown on the island of Martha's Vineyard within walking distance of Sengekontacket Pond. ...
From $473 per night (USD)
VRBO
From $7388 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 $7388 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
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 ...
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Expedia
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
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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 $1244 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 $1244 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 $874 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 $874 per night (USD)
VRBO
From $543 per night (USD)
Expedia
1 Bedroom, Sleeps 4; perfect small family vacation home
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Close to town and beach, but far enough away for peaceful quiet. 1 Bedroom; 3.5 bath; outdoor shower; front and side por ...
From $543 per night (USD)
Expedia
From $192 per night (USD)
VRBO
5 min walk to the BEACH ON MARTHA'S VINEYARD. Beautiful, new, modern, 1BED/1BATH
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
LONG TERM SUMMER RENTAL! Lower level, NY style beach apartment on Martha's Vineyard, 2 min walk to the beach, 2 min dri ...
From $192 per night (USD)
VRBO
From $544 per night (USD)
VRBO
Beautiful newly renovated Chilmark beach house. Pet friendly.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Wonderful screen porch overlooking gorgeous setting. Right off South Road, a few minutes to fishing village of Menemsha ...
From $544 per night (USD)
VRBO
Click For Pricing
VRBO
15 bedroom home walking distance to Edgartown
Bedrooms:
14
Bathrooms:
15
Sleeps:
30
Enjoy a relaxing stay on beautiful Martha's Vineyard and experience the magic of an artist residency space that has host ...
Click For Pricing
VRBO
From $811 per night (USD)
VRBO
charming bungalow -- walk to beach & downtown
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A quintessential island vacation spot in this charming Vineyard Haven bungalow -- formerly owned by a legendary local se ...
From $811 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Guest House In Edgartown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax with the whole family at this peaceful place to stay. Experience island living at this one-bedroom, one-bathroom g ...
From $419 per night (USD)
VRBO
From $782 per night (USD)
Expedia
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to The Field House — a beautifully designed modern home overlooking a serene island pasture, where open-concept ...
From $782 per night (USD)
Expedia
From $1479 per night (USD)
VRBO
Gorgeous South Beach Contemporary 5 min walk to beach with AC, and WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
5
Quintessential South Beach Vineyard vacation home on 1.5 private acres. This home is a short walk to South Beach, close ...
From $1479 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Edgartown cottage in a garden setting. New and near bike path in Katama
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Edgartown cottage is close to town and the beach, newly built and furnished for summer of 2024. The cozy atmosphere ...
From $469 per night (USD)
Expedia
$Welcome to \Suzy's Place\ Best Location! Walk Everywhere. Newly built in 2024.$
From $748 per night (USD)
VRBO
Welcome to \"Suzy's Place\" Best Location! Walk Everywhere. Newly built in 2024.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
"Suzy's Place" is arguably the best location on the island. Your cozy getaway awaits in Oak Bluffs at this beautiful new ...
From $748 per night (USD)
VRBO
From $900 per night (USD)
Expedia
Luxurious 5BR Retreat : Steps from the Waterfront
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to a unique contemporary style home! Just steps from the town landing, enjoy access to Sengekontacket Pond and N ...
From $900 per night (USD)
Expedia
From $803 per night (USD)
VRBO
Charming 2-bedroom house on Chappy with pool, Tennis, pickleball, WiFi and AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Chappaquiddick is a perfect oasis from busyness of Edgartown. The island has nature trails and gorgeous beaches. The hou ...
From $803 per night (USD)
VRBO
From $793 per night (USD)
Expedia
Updated house close to town and beach with patio, AC, and games
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Sankofa House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $793 per night (USD)
Expedia
Click For Pricing
VRBO
Charming 1-bedroom hotel in the heart of Martha's Vineyard - Oct. 20-27 2024
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your cozy getaway awaits in Edgartown at this marvelous hotel, which features a single bedroom with a balcony overlookin ...
Click For Pricing
VRBO
From $703 per night (USD)
VRBO
Quaint & Quiet Quitsa: 3-bedroom house with WiFi, AC in peaceful Chilmark
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Make yourself at home in this brilliant 3-bedroom retreat. Nestled on Quitsa Pond, in walking distance of Squibnocket Be ...
From $703 per night (USD)
VRBO
From $590 per night (USD)
VRBO
Brand New Guest house
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Oak Bluffs, enjoy what this 2-bedroom apartment has to offer. With a washing machine, WiFi, AC, iron, hair dr ...
From $590 per night (USD)
VRBO
$A \Close to All\ Oak Bluffs Oasis!$
From $866 per night (USD)
VRBO
A \"Close to All\" Oak Bluffs Oasis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Nestled at the end of a cul-de-sac, this home is the ideal spot for a peaceful island retreat. It sits on over a1/2 acre ...
From $866 per night (USD)
VRBO
From $1239 per night (USD)
VRBO
Vineyard Haven House: Fire Pit, BeachNearby & Garden View
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: Escape to a luxurious house in Tisbury, United States, a perfect retreat near the beach. This stunning property ...
From $1239 per night (USD)
VRBO
From $1070 per night (USD)
VRBO
Great Vineyard getaway!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Your cozy getaway awaits in Edgartown at this beautiful house. With 3 bedrooms, including 2 queen beds, 2 twin beds, and ...
From $1070 per night (USD)
VRBO
From $898 per night (USD)
VRBO
Charming 3-bedroom house in enchanting West Tisbury with AC, WiFi & pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New to rental market, this property is nestled in West Tisbury, this delightful newer house (built in 2020) offers a wel ...
From $898 per night (USD)
VRBO
From $458 per night (USD)
Expedia
BRAND NEW 1-bedroom Owner's Suite in wonderful Oak Bluffs with Air Conditioning
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this 1-bedroom Owner's Suite in Oak Bluffs. This brand new property features a cozy bedroom with a ...
From $458 per night (USD)
Expedia

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