Dukes Area Rentals
From $1450 per night (USD)VRBO
Beautiful Contemporary Home, Edgartown Morning Glory Farm
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Step into Serenity & Embrace The Magic of Total Relaxation! Sit back & relax in comfort on a desirable front porch enjo ...
From $1450 per night (USD)VRBO
From $687 per night (USD)Expedia
KATAMA\/SOUTH BEACH - Sleeps 8 - Walk or bike to town or the beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This Katama Contemporary Beach House has undergone a complete renovation in 2015 and is perfect for a multiple family ge ...
From $687 per night (USD)Expedia
From $754 per night (USD)VRBO
Under the Vineyard Sun
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Skylights and sliders abound in this bright, sunny contemporary located in a quiet, attractive neighborhood midway betwe ...
From $754 per night (USD)VRBO
From $1056 per night (USD)Expedia
Newly Renovated! Walk to Town Oak Bluffs, 4 Bedroom\/3 Bath A\/C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This newly renovated home is approximately 2100sf with 4 bedrooms and 3 bathrooms. Furnished and decorated by award winn ...
From $1056 per night (USD)Expedia
From $303 per night (USD)VRBO
Sunny, secluded midcentury beach house short walk to Lambert's Cove--year round
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This bright, sunny gambrel Cape Cod home is situated on a private wooded acre on a quiet country lane. The house is jus ...
From $303 per night (USD)VRBO
From $1404 per night (USD)Expedia
True Blue With Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
POINT B EXCLUSIVE - Recently renovated top-to-bottom, with nice styling throughout, this tri-level contemporary makes a ...
From $1404 per night (USD)Expedia
From $763 per night (USD)VRBO
Edgartown Escape, Spacious 4 Br, Quite Conveniently Located
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Well appointed over sized cape with lots of windows in quiet wooded neighborhood on a paved dead-end street in Edgartown ...
From $763 per night (USD)VRBO
From $1053 per night (USD)Expedia
The Seashell Cove - Martha's Vineyard
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This sunny Cape in Katama is tucked away in a quiet neighborhood about two miles from South Beach. An ideal family retre ...
From $1053 per night (USD)Expedia
From $558 per night (USD)VRBO
Beautiful Post and Beam. Built in 2013. Sleeps 6-8
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Built in 2013, with its dramatic architecture this home lives like a piece of artwork. The open floor plan draws your ey ...
From $558 per night (USD)VRBO
From $1141 per night (USD)Expedia
Vintage 1920s House W\/Beach Path & Glorious Sunset Water Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*** Please make an inquiry before booking. *** This quintessential Up-Island 1920s summer house has panoramic water sun ...
From $1141 per night (USD)Expedia
From $1117 per night (USD)VRBO
2 House Compound Surrounding in-Ground Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Delightful rustic intergenerational or multi-family compound with large pool. Main house has upstairs master BR with ki ...
From $1117 per night (USD)VRBO
From $642 per night (USD)Expedia
Marthas Vineyard Edgartown Cottage - Easy walk to village, outdoor shower, linen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Picture Perfect Edgartown Village Cottage, loaded with Vineyard Charm! This cottage is a quiet and private traditional ...
From $642 per night (USD)Expedia
From $1640 per night (USD)VRBO
Spacious Family Home in Desirable Katama - Easy Access to Beach and Town!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Discover this spacious and newly refurbished home on a quiet, charming road in Katama! Enjoy this very desirable locatio ...
From $1640 per night (USD)VRBO
From $392 per night (USD)Expedia
Great location, happy house 0.5 mile Nancy’s & Jetty Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
1900's Victorian, renovated and newly furnished. House is located on New York Ave, which is the main road between Oak Bl ...
From $392 per night (USD)Expedia
From $479 per night (USD)VRBO
Lux Chappy WaterVu CANCEL May30-June5 Make offer.Also Jul26-Aug2,Oct5-19 NrBeach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
*Before describing our lovely home we want to make our renters feel that their vacation stay will a safe time. Chappaqu ...
From $479 per night (USD)VRBO
From $545 per night (USD)Expedia
Adorable Oak Bluffs Cottage With Ac On East Chop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Adorable 4 bedroom cottage in the East Chop neighborhood of Oak Bluffs. You will love the beautiful back yard that has a ...
From $545 per night (USD)Expedia
From $551 per night (USD)VRBO
Cozy & serene custom home. Private ocean beach\/pond access, 3 kayaks. FERRY RES.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcoming Hillside Cottage is a delightfully comfortable, custom-built, 3 bedroom family home in a quiet, private, count ...
From $551 per night (USD)VRBO
From $1005 per night (USD)Expedia
Beach, Town, and Tennis - Central AC
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 15
We will let the photos do the talking, but note that this home has some especially attractive features for large groups, ...
From $1005 per night (USD)Expedia
From $920 per night (USD)VRBO
On HGTV! New w\/ Hot Tub, Bocce Court, AC, WALK to Town & Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME TO THE ISLAND GRACE HOUSE Take a tour through our home with HGTV's Island Life show; Season 10, Episode 2, origi ...
From $920 per night (USD)VRBO
From $718 per night (USD)Expedia
Charming Air Conditioned Katama Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bright, air-conditioned contemporary home with cathedral ceilings that is ideal for families and their vineyard getaway ...
From $718 per night (USD)Expedia
From $1033 per night (USD)VRBO
Elegant, spacious Home - Sleeps 12- Walk to town
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
This modern home boasts +5,000 square feet of living space w/ three beautifully decorated floors, including state of the ...
From $1033 per night (USD)VRBO
From $475 per night (USD)Expedia
Your \"Vineyard Dream\" Vacation - OAK BLUFFS -Sunny Open Floor Plan Close to Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A BEAUTIFUL PROPERTY CLOSE TO TOWN-GREAT PRICE! LOTS OF PRIVACY BUT CLOSE TO EVERYTHING IN OB. ONE WEEK MINIMUM FOR ALL ...
From $475 per night (USD)Expedia
From $540 per night (USD)VRBO
Quaint Martha's Vineyard Guest Cottage -Edgartown-walk to restaurants and shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hideaway Cottage is a quiet and private New England style Martha’s Vineyard cottage affording quintessential island livi ...
From $540 per night (USD)VRBO
From $464 per night (USD)Expedia
Ideal Edgartown Village Location-Walk to Town\/Bike to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This well-maintained, sun filled 3 bedroom ranch has new hardwood floors, windows, trim, living room, sunroom, bedroom a ...
From $464 per night (USD)Expedia
From $541 per night (USD)VRBO
Downtown Oak Bluffs, short walk to beach & town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Location, location, location. This cozy 3 bedroom house is located steps from downtown on a family neighborhood side str ...
From $541 per night (USD)VRBO
From $1038 per night (USD)Expedia
Gorgeous Edgartown Colonial with Heated Pool, Central Air, Car
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Plenty of space in this 10 room colonial situated on a lovely private acre a short distance to bike paths, Edgartown vil ...
From $1038 per night (USD)Expedia
From $458 per night (USD)VRBO
Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the desirable, private Meadow View Farms Estates, across from the Farm Neck Golf Club, this charmingly decora ...
From $458 per night (USD)VRBO
From $491 per night (USD)Expedia
Serene Sengekontacket Pond Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The property is set among several private townhouses in a lovely neighborhood located off of Sengekontacket Pond in Oa ...
From $491 per night (USD)Expedia
From $959 per night (USD)VRBO
Spacious Home - 1500 ft from Beach & Circuit Ave
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated four bedroom, two full bathroom home with an inviting front porch, private backyard and footsteps to Ci ...
From $959 per night (USD)VRBO
From $1759 per night (USD)Expedia
Convenient House Pool & Spa Oasis across from Bike Path to beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Katama gem less than a mile from heart of Edgartown and under three miles to South Beach. In addition to the 4 bedrooms ...
From $1759 per night (USD)Expedia
From $626 per night (USD)VRBO
Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Located on historic Circuit Ave in Oak Bluffs within walking distance to town, beach, tennis courts and parks. Minutes a ...
From $626 per night (USD)VRBO
From $447 per night (USD)Expedia
Charming Rustic Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Charming rustic cottage located a short distance off South Rd just past Abels Hill in Chilmark. Chilmark is very rual w ...
From $447 per night (USD)Expedia
From $633 per night (USD)VRBO
Charming Farmhouse serene amongst the trees
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming home borders the fields of Ghost Island Farm and is centrally located in West Tisbury. Our friends built t ...
From $633 per night (USD)VRBO
From $1015 per night (USD)Expedia
Katama - 4BR - 5 min walk to South Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This open and airy 4 bedroom, fully air conditioned, Katama contemporary recently updated and featured in Domino Magazin ...
From $1015 per night (USD)Expedia
From $796 per night (USD)VRBO
The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a relaxing ferry ride to Oak Bluffs and its picturesque surroundings. Once your ferry ride ends, you’re steps away ...
From $796 per night (USD)VRBO
From $1336 per night (USD)Expedia
Modern Farmhouse Compound With Pool And Party Barn
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
POINT B EXCLUSIVE - This luxurious Katama Compound features a 4-bedroom Main House, a Party Barn, a separate Work/Office ...
From $1336 per night (USD)Expedia
From $1639 per night (USD)VRBO
Beautiful 4 Bedroom House with Private Pool and Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom house off of Katama road in Edgartown. Complete with all of the ideal Summertime amenities: our spacious yard, ...
From $1639 per night (USD)VRBO
From $983 per night (USD)Expedia
Large and well-kept home just outside of Edgartown. One summer week left.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
This large 5 BR, 5 Bath, 3600 sq. foot Katama home features a wide-open floor plan for large gatherings -- but plenty ...
From $983 per night (USD)Expedia
From $646 per night (USD)VRBO
EDGARTOWN\/KATAMA 3 BR Sleeps 8 - Perfect for your family getaway!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect family vacation awaits. Our new construction features an open floor plan with custom finishings throughout o ...
From $646 per night (USD)VRBO
From $3197 per night (USD)Expedia
Stunning Oceanfront Home in Chilmark. 2 minutes to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
*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 $3197 per night (USD)Expedia
From $1202 per night (USD)VRBO
Classic Edgartown Village Colonial With Guest House
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 10
POINT B EXCLUSIVE - This vintage Colonial with seasonal Guest House combines classic charm with modern touches and the c ...
From $1202 per night (USD)VRBO
From $586 per night (USD)Expedia
Awesome reviews, very private, conservation land, bike path and close to town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy this lush and private property set on a quiet street 2.5 miles from downtown Edgartown shops & restaurants and 4 m ...
From $586 per night (USD)Expedia
From $862 per night (USD)VRBO
4 BR\/4 BA Modern Victorian: The Mack on Winemack
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful Victorian home has all the charm of a true Martha’s Vineyard Gingerbread cottage combined with all of the ...
From $862 per night (USD)VRBO
From $436 per night (USD)Expedia
VH Bright and Airy Cottage - walking distance to downtown and beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summer Street MV - where the spirit of summer lives Welcome to our tranquil A-frame cottage nestled in the serene beaut ...
From $436 per night (USD)Expedia
From $987 per night (USD)VRBO
4 Bedroom on the bike path, near Morning Glory Farm, Edgartown and South Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Please join us at our completely renovated farmhouse on a private 1/2 acre lot surrounded by woods. Our home is on the ...
From $987 per night (USD)VRBO
From $766 per night (USD)Expedia
Sweet Retreat Newly Renovated And Stylish
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
POINT B EXCLUSIVE - This classic Cape, in the desirable Dodgers Hole neighborhood of Edgartown, has recently been renov ...
From $766 per night (USD)Expedia
From $718 per night (USD)VRBO
Charming Well Furnished Edgartown Home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fabulous location! Conveniently located in the desirable Island Grove section of Edgartown, tucked behind Morning Glory ...
From $718 per night (USD)VRBO
From $629 per night (USD)Expedia
Edgartown Family Getaway! Now Booking Spring & Fall 2025!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Sophisticated and stylish, this Edgartown home is perfectly tucked away yet minutes to in-village activities, bike path, ...
From $629 per night (USD)Expedia
From $511 per night (USD)VRBO
Serene Post & Beam Construction\/Pet Friendly\/Near Bike Path & Sherriff's Meadow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our cozy, post and beam Vineyard home was built in 1984 by a renowned architect who designed several homes in Nat's Farm ...
From $511 per night (USD)VRBO
From $1698 per night (USD)Expedia
Contemporary Cape - Walk to Town, Bike to Beach & Dogs OK!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Just a short stroll from Edgartown Village, 100 yards off the bike path to Katama & 2 miles from South Beach - our islan ...
From $1698 per night (USD)Expedia
From $1716 per night (USD)VRBO
Oceanfront Home - steps to Inkwell beach, walk to town, car ferry tix key weeks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Update: We have ferry tix (so you can bring 1 car over) for 4th of July week (June 28 - July 5), July 12 - 19, and Augus ...
From $1716 per night (USD)VRBO
From $1157 per night (USD)Expedia
Vineyard Haven Gem - A luxury rental on Martha's Vineyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This home is the perfect back drop for your vacation memories. This newly constructed home has a comfortable, modern a ...
From $1157 per night (USD)Expedia
From $311 per night (USD)VRBO
Newly renovated charming modern island home for your relaxing getaway
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This open concept, recently renovated summer home is on a one acre woodsy property. The bedroom has a queen size bed an ...
From $311 per night (USD)VRBO
From $501 per night (USD)Expedia
Secluded, Charming Cape. Quiet, Yet Close To Everything.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Three Bedroom Cape located in Edgartown on Martha's Vineyard.Just off the bike path and across the street from Katama Ge ...
From $501 per night (USD)Expedia
From $306 per night (USD)VRBO
Sweet Get Away Suite, Private Beach &Tennis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our beautiful suite has a private entrance, is a walk down an old fashioned dirt road to a private beach and also right ...
From $306 per night (USD)VRBO
From $5645 per night (USD)Expedia
Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*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 $5645 per night (USD)Expedia
From $1223 per night (USD)VRBO
The Island Collection MV: Experience a Luxury Getaway by the Lagoon
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful 3 bedroom home is located in a quiet area on Martha’s Vineyard by Lagoon Pond. When you walk inside, you ...
From $1223 per night (USD)VRBO
From $910 per night (USD)Expedia
Katama - just off the bike path
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Lovely Katatma home halfway between beautiful downtown Edgartown and South Beach. The house is on a small road on the b ...
From $910 per night (USD)Expedia
From $528 per night (USD)VRBO
Lambert's Cove--Walk to Beach & 2 Fresh Water Swimming Ponds
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our well-appointed home is in the quiet, wooded Lambert's Cove area. Fantastic location: allowing your group easy walkin ...
From $528 per night (USD)VRBO
From $531 per night (USD)Expedia
Irie By The Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Irie by the Lake is a spacious, well-appointed 3 bedrooms 2 baths apartment with all modern amenities, located within wa ...
From $531 per night (USD)Expedia
From $1400 per night (USD)VRBO
Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A\/C
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
***Please note: we prefer and give preference to multi-week rentals. However, sometimes single weeks become available, s ...
From $1400 per night (USD)VRBO
From $2379 per night (USD)Expedia
Edgartown Whaling House and Cottage
- Bedrooms:
- 5
- Bathrooms:
- 10
- Sleeps:
- 16
Welcome to our enchanting historic whaling house, nestled in the heart of downtown Edgartown on the idyllic island of Ma ...
From $2379 per night (USD)Expedia
From $692 per night (USD)VRBO
Oceanviews, Walk to Beaches, Nature Preserves,
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and enjoy the best of both worlds: beach and nature during the day and Edgartown at night. The property is across ...
From $692 per night (USD)VRBO
From $1539 per night (USD)Expedia
Luxurious Contemporary Near The Lagoon
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
POINT B EXCLUSIVE - This recently built luxurious Contemporary is quietly tucked away by The Lagoon and Martha's Vineyar ...
From $1539 per night (USD)Expedia
From $1766 per night (USD)VRBO
Coastal Katama Escape with Pool – Just Minutes from South Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
POINT B EXCLUSIVE - This recently built luxury retreat near South Beach features coastal-styling throughout its indoor a ...
From $1766 per night (USD)VRBO
From $2213 per night (USD)Expedia
In-Town Modern Colonial Compound With Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
POINT B EXCLUSIVE - This luxurious in-town Modern Colonial with pool, is designed for indoor-outdoor living, with lots o ...
From $2213 per night (USD)Expedia
From $531 per night (USD)VRBO
Vineyard Haven, Close to town and Lake Tashmoo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful home located at the end of cul de sac in a quiet residential neighborhood. Nicely furnished interior with ce ...
From $531 per night (USD)VRBO
From $1908 per night (USD)Expedia
Spectacular Classic Waterfront Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
33 Beach captures the essence of Martha's Vineyard. Built around the turn of the century as a stop for the New York Yach ...
From $1908 per night (USD)Expedia
From $624 per night (USD)VRBO
Serene Home in Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your new peaceful getaway on Martha’s Vineyard. Let our lovely home provide your family with a comfortable an ...
From $624 per night (USD)VRBO
From $437 per night (USD)Expedia
The Nest, Comfortable, Cozy and Convenient
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Nest is a private entranced guesthouse that is ideally located 2/3-1 mile walking distance to Oak Bluffs town, har ...
From $437 per night (USD)Expedia
From $784 per night (USD)VRBO
Beach and downtown OB walkable! 5 Bedroom Victorian on the park.
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 11
You will find this 5 Bedroom Victorian quite charming with its bright & cheery interior. Located right across from wide ...
From $784 per night (USD)VRBO
From $1768 per night (USD)Expedia
Amazing Gem with Guest House and Private Sandy Beach on Lagoon Pond
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled on a quiet road within walking distance to Oak Bluffs, this 3-bedroom house with a separate 1-bedroom guest hou ...
From $1768 per night (USD)Expedia
From $1005 per night (USD)VRBO
Edgartown, Walk to Beach, AC, & Water Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
2024 - Upgraded two bedrooms to king-size beds 2023 - All New Kitchen Appliances Our Edgartown beach house offers beau ...
From $1005 per night (USD)VRBO
From $1096 per night (USD)Expedia
1,500' Shore on Deep Bottom Cove, Tisbury Great Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This is our year-round house, built for us in 2015, located on a gentle bluff on the west shore of Deep Bottom Cove. We ...
From $1096 per night (USD)Expedia
From $1983 per night (USD)VRBO
Modern Vineyard Home with Pool, Hot Tub and Pond
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
This is a great home for large families and friends. Amazing amenities include a brand new swimming pool, outdoor shower ...
From $1983 per night (USD)VRBO
From $1313 per night (USD)Expedia
Luxurious Sengekontacket Contemporary With Water Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
POINT B EXCLUSIVE - This freshly renovated Luxurious Contemporary combines water views out to Sengekontacket Pond from m ...
From $1313 per night (USD)Expedia
From $847 per night (USD)VRBO
Magnificent Spacious Home
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
This lovely and beautifully furnished three-story home is located in a quiet residential section of Oak Bluffs. It is a ...
From $847 per night (USD)VRBO
From $2159 per night (USD)Expedia
New Waterfront Home, Secluded on Private Road w Pvt Beach, only 10min to town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
A new cottage build honoring the classic architecture of Martha's Vineyard. The property has been in the family for doze ...
From $2159 per night (USD)Expedia
From $2309 per night (USD)VRBO
East Wing of Captain Morse House Luxury Waterfront, Town & Beach, Pets - 5 stars
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
The Captain Morse House is located in Edgartown on Martha's Vineyard. The East Wing of the house is a totally private ho ...
From $2309 per night (USD)VRBO
From $1984 per night (USD)Expedia
West Wing of Captain Morse House Waterfront, Town & Beach - Pets OK, - 5 stars
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
The West Wing of the Captain Morse House is a private home and part of the 26-room Captain Morse House. The Wings are 10 ...
From $1984 per night (USD)Expedia
From $942 per night (USD)VRBO
Beautiful MV Retreat - Central AC - Large Deck, Blue Stone Patio and Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Martha's Vineyard. So many of our guests have returned year after year because they find our property to be c ...
From $942 per night (USD)VRBO
From $479 per night (USD)Expedia
Make 'Our Place' Your Place for Summer Vacation!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
'Our Place' is your location for vacation! 3 bedroom, 2 bath private home. Wooded location, just 1 mile to town and fe ...
From $479 per night (USD)Expedia
From $995 per night (USD)VRBO
Spacious Victorian, 5 minute walk to beach, town, and ferry in Oak Bluffs
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to the Oak Bluffs Victorian Cottage that dreams are made of! Newly renovated (summer 2017), the rambling Main H ...
From $995 per night (USD)VRBO
From $2068 per night (USD)Expedia
Recently Completed! Exceptional Striking, Classic Colonial wth Water Access
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Sited beautifully on approx 3/4 acre lot in a very desirable neighborhood! This five Bedroom, five bath home is the defi ...
From $2068 per night (USD)Expedia
From $795 per night (USD)VRBO
Entire house walking distance from ferry
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Rudders Cottage, nestled within a quite neighborhood yet walking distance to downtown shops, restaurants, fer ...
From $795 per night (USD)VRBO
From $2285 per night (USD)Expedia
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 18
The Dexter is the perfect place to stay on the Vineyard in ALL seasons. We have 9 bedrooms, 6.5 baths, an outdoor shower ...
From $2285 per night (USD)Expedia
From $734 per night (USD)VRBO
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Petite Guest house is private with its own driveway, yard, and easy walk to Menemsha Pond. Amazing location; walk to Men ...
From $734 per night (USD)VRBO
From $987 per night (USD)Expedia
PRIVATE WATER ACCESS! ON FARM NECK GOLF COURSE! Kayaks & Canoe & A\/C
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Immaculately clean, beautifully furnished three bedroom, 2 and 1/2 bath beach house in private community. Community is ...
From $987 per night (USD)Expedia
From $691 per night (USD)VRBO
Near Beaches 4 Bedroom Contemporary on Private Cul-de-sac. Sunny Wooded Lot
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
We rent Sat to Sat. These weeks r left 7/5-12 and 8/9-16; 8/16-23 and 8/23-30. We have ferry tickets for ur vehicle for ...
From $691 per night (USD)VRBO
From $868 per night (USD)Expedia
Magical Beach House\nPet Friendly!!\nSwim Spa\/Jacuzzi\nClose to Town\/ South Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
NEW IN SUMMER 2021!! 19 foot heated swim spa where you can swim and soak even in the snow! Swim with current, exercise, ...
From $868 per night (USD)Expedia
From $298 per night (USD)VRBO
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Japanese inspired, Mid-Century Modern beach house with sweeping views of Menemsha pond, Vineyard sound, Aquinnah. Pond a ...
From $298 per night (USD)VRBO
From $326 per night (USD)Expedia
IN-TOWN-WALK TO EVERYTHING! Adorable & Affordable! Cozy Cape Style Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" (you w ...
From $326 per night (USD)Expedia
From $709 per night (USD)VRBO
Beautiful home with pool in great location- close to everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom home with 2 big full bathrooms. Walk to ferry and town center. One of the bathrooms include a jacuzzi tub and ...
From $709 per night (USD)VRBO
From $3928 per night (USD)Expedia
Two Separate 3 Bed \/ 3 Bath Offerings - Private Beach in Chilmark, WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Two rental opportunities are being offered within this one listing: The Upper House & Studio Apartment The Lower House & ...
From $3928 per night (USD)Expedia
From $955 per night (USD)VRBO
Ellen's MV Hideaway: Down island convenience, solitude, and lots of space!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 7
DM me before booking! Ellen’s Hideaway is an impeccably renovated home offering quality, beauty, and comfort, a welcomin ...
From $955 per night (USD)VRBO
From $1186 per night (USD)Expedia
Coastal Farmhouse With Connected Carriage House
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
**SUMMER SPECIAL: SAVE $1,000/WEEK OFF ALL OPEN JUNE, JULY + AUGUST WEEKS | NEW RATES PROGRAMMED** POINT B EXCLUSIVE - ...
From $1186 per night (USD)Expedia
From $1213 per night (USD)VRBO
Modern Farmhouse In Central Oak Bluffs Neighborhood
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
POINT B EXCLUSIVE - This newly-built Modern Farmhouse is tucked away in a quiet and centrally located neighborhood in Oa ...
From $1213 per night (USD)VRBO
From $616 per night (USD)Expedia
Fabulous home in Edgartown, close to beaches and center
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Like so many others, our love affair with Martha's Vineyard began years ago when family members owned a home and we freq ...
From $616 per night (USD)Expedia
From $1994 per night (USD)VRBO
NEAR BEACH, AIR CONDITIONED, 6 BEDROOMS, SLEEPS 9, 3.5 BATHS FERRY TICKETS AVAIL
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 9
RATES REDUCED $2,000/WEEK EFFECTIVE MARCH 1 Near beach, recently renovated, air-conditioned, sleeps 9, 6 bedrooms, 3 1/ ...
From $1994 per night (USD)VRBO
From $8414 per night (USD)Expedia
Private Oceanfront Compound, 1\/3 mi Private Beach, AC, Chilmark, WiFi
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This private Chilmark compound has breathtaking views out to the Atlantic Ocean and 1/3 mile of private beach in your ba ...
From $8414 per night (USD)Expedia