Dukes Area Rentals
From $317 per night (USD)VRBO
The Sweetest Suite – Beach, kayaks & Starry Nights
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your perfect island escape. Tucked beneath a canopy of soaring 70-foot trees, our charming guest suite offers ...
From $317 per night (USD)VRBO
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Cozy home in Edgartown near beach and downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cute cape cod cottage right in Edgartown near amenities and downtown with easy access to bike paths to ride to the beach ...
Click For PricingExpedia
From $870 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 $870 per night (USD)VRBO
From $399 per night (USD)VRBO
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 $399 per night (USD)VRBO
From $795 per night (USD)VRBO
Beach and downtown OB walkable! 5 Bedroom Victorian on the park.
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 11
You will find this 5 Bedroom Victorian quite charming with its bright & cheery interior. Located right across from wide ...
From $795 per night (USD)VRBO
From $526 per night (USD)Expedia
Rustic Cozy Log Cabin
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 6
Located 2 miles from beach or town. Screened back porch for memorable dinners. Spacious front deck for evening entertain ...
From $526 per night (USD)Expedia
From $1103 per night (USD)VRBO
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 $1103 per night (USD)VRBO
From $1702 per night (USD)VRBO
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 $1702 per night (USD)VRBO
From $926 per night (USD)VRBO
OB Cozy-Cottage-Glam off Circuit with Great Outdoor living
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Location!!! Location!!! This updated cottage is a quick walk to town, beach, Tony’s Deli, tennis and basketball courts, ...
From $926 per night (USD)VRBO
From $2914 per night (USD)VRBO
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 $2914 per night (USD)VRBO
From $672 per night (USD)VRBO
Oceanviews, Walk to Beaches, Nature Preserves,
- Bedrooms:
- 2
- 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 $672 per night (USD)VRBO
From $1092 per night (USD)VRBO
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 $1092 per night (USD)VRBO
From $2197 per night (USD)VRBO
Luxurious Katama Farmhouse With Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
POINT B EXCLUSIVE - This recently built modern Farmhouse is designed around indoor-outdoor living, with open living spac ...
From $2197 per night (USD)VRBO
From $1550 per night (USD)VRBO
Coastal Katama Escape with Pool – Just Minutes from South Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
POINT B EXCLUSIVE - This luxury retreat near South Beach features coastal-styling throughout its indoor and outdoor livi ...
From $1550 per night (USD)VRBO
From $2381 per night (USD)VRBO
In-Town Modern Colonial Compound With Pool
- Bedrooms:
- 5
- 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 $2381 per night (USD)VRBO
From $479 per night (USD)Expedia
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 $479 per night (USD)Expedia
From $380 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 $380 per night (USD)VRBO
From $1383 per night (USD)VRBO
Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
***Please note: we prefer and give preference to multi-week rentals. However, sometimes single weeks become available, s ...
From $1383 per night (USD)VRBO
From $573 per night (USD)VRBO
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)VRBO
From $1755 per night (USD)Expedia
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)Expedia
From $478 per night (USD)VRBO
Make Lasting Memories In This Adorable Vineyard Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This quaint cottage, nestled in a quiet neighborhood of Oak Bluffs, is perfect for a romantic getaway, a special place t ...
From $478 per night (USD)VRBO
From $5922 per night (USD)VRBO
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 $5922 per night (USD)VRBO
From $847 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 $847 per night (USD)VRBO
From $375 per night (USD)VRBO
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 $375 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 $419 per night (USD)VRBO
Fully Renovated & Spacious home walking distance to downtown Oak Bluffs/Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated three-level home with 3 bedrooms 2 bathrooms within walking distance to the heart of Downtown Oak Bluffs ...
From $419 per night (USD)VRBO
From $866 per night (USD)VRBO
The Island Collection MV: Experience a Luxury Getaway by the Lagoon
- Bedrooms:
- 3
- 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 $866 per night (USD)VRBO
From $747 per night (USD)VRBO
Katama - just off the bike path
- Bedrooms:
- 3
- 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 $747 per night (USD)VRBO
From $558 per night (USD)VRBO
Lambert's Cove--Walk to Beach & 2 Fresh Water Swimming Ponds
- Bedrooms:
- 1
- 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 $558 per night (USD)VRBO
From $479 per night (USD)VRBO
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 $479 per night (USD)VRBO
From $311 per night (USD)VRBO
Newly renovated charming modern island home for your relaxing getaway
- Bedrooms:
- 1
- 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 $450 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 $450 per night (USD)Expedia
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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 ...
Click For PricingVRBO
From $720 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 $720 per night (USD)Expedia
From $686 per night (USD)VRBO
Charming Remodeled Cape\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated with vaulted ceilings throughout the home. Open floor plan with living room, dining room and kitchen ...
From $686 per night (USD)VRBO
From $1228 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 $1228 per night (USD)VRBO
From $410 per night (USD)VRBO
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 $410 per night (USD)VRBO
From $1077 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 $1077 per night (USD)VRBO
From $1055 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 $1055 per night (USD)VRBO
From $420 per night (USD)Expedia
Lovely two bedroom apartment with indoor fireplace
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
It’s very cozy and comfortable, New Construction, if you like to do walk is close to the path and trial, ride bikes, it ...
From $420 per night (USD)Expedia
From $2346 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 $2346 per night (USD)VRBO
From $1017 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 $1017 per night (USD)VRBO
From $548 per night (USD)VRBO
Awesome reviews, very private, conservation land, bike path and close to town
- Bedrooms:
- 2
- 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 $548 per night (USD)VRBO
From $659 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 $659 per night (USD)Expedia
From $1129 per night (USD)VRBO
Classic Edgartown Village Colonial With Guest House
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 10
POINT B EXCLUSIVE - This vintage Colonial with seasonal Guest House combines classic charm with modern touches and the c ...
From $1129 per night (USD)VRBO
From $1537 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 $1537 per night (USD)VRBO
From $861 per night (USD)VRBO
Large, well-kept home just outside of Edgartown. 2026 bookings start early sep
- Bedrooms:
- 4
- Bathrooms:
- 5
- 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 $861 per night (USD)VRBO
From $556 per night (USD)Expedia
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 $556 per night (USD)Expedia
From $1280 per night (USD)VRBO
Modern Farmhouse Compound With Pool And Party Barn
- Bedrooms:
- 4
- 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 $1280 per night (USD)VRBO
From $527 per night (USD)VRBO
Sweet Retreat Newly Renovated And Stylish
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
POINT B EXCLUSIVE - This classic Cape, in the desirable Dodgers Hole neighborhood of Edgartown, has recently been renov ...
From $527 per night (USD)VRBO
From $694 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 $694 per night (USD)VRBO
From $591 per night (USD)VRBO
Edgartown Family Getaway! Now Booking Fall 2025 and Spring 2026!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sophisticated and stylish, this Edgartown home is perfectly tucked away yet minutes to in-village activities, bike path, ...
From $591 per night (USD)VRBO
From $482 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 $482 per night (USD)VRBO
From $941 per night (USD)VRBO
5 STAR Mini Compound, New CHIC Shed - Walk to Town, Bike to Beach & Dogs OK!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Just a short stroll from Edgartown Village, 100 yards off the bike path & 2 miles from South Beach - our island home is ...
From $941 per night (USD)VRBO
From $1331 per night (USD)VRBO
Oceanfront Home - Walk to Everything
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Endless water views, fully updated, and steps from a sandy beach excellent for swimming ("Inkwell"/Oak Bluffs Town Beach ...
From $1331 per night (USD)VRBO
From $973 per night (USD)VRBO
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 $973 per night (USD)VRBO
Click For PricingVRBO
Peaceful House on Menemsha Hill - 2 min from beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A brand new listing! You are very welcome to this peaceful, quiet and private house in Menemsha village, just minutes fr ...
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From $388 per night (USD)Expedia
Coastal home with outdoor shower, grill, fireplace, central AC, & W/D
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Yellow Brick Road House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $388 per night (USD)Expedia
From $1304 per night (USD)VRBO
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 $1304 per night (USD)VRBO
From $1024 per night (USD)VRBO
Katama - 4BR - 5 min walk to South Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This open and airy 4 bedroom, fully air conditioned, Katama contemporary recently updated and featured in Domino Magazin ...
From $1024 per night (USD)VRBO
From $488 per night (USD)VRBO
The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs
- Bedrooms:
- 2
- 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 $488 per night (USD)VRBO
From $392 per night (USD)Expedia
New construction Edgartown home with AC, new furnishings, o/d shower, bike path.
- 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 $392 per night (USD)Expedia
From $1183 per night (USD)VRBO
Beautiful Contemporary Home, Edgartown Morning Glory Farm
- Bedrooms:
- 3
- 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 $1183 per night (USD)VRBO
From $706 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 $706 per night (USD)Expedia
From $1300 per night (USD)VRBO
True Blue With Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
POINT B EXCLUSIVE - Recently renovated top-to-bottom, with nice styling throughout, this tri-level contemporary makes a ...
From $1300 per night (USD)VRBO
From $567 per night (USD)VRBO
Edgartown Escape, Spacious 4 Br, Quite Conveniently Located
- Bedrooms:
- 1
- 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 $567 per night (USD)VRBO
From $914 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 $914 per night (USD)VRBO
From $369 per night (USD)VRBO
Downtown Oak Bluffs, short walk to beach & town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Location, location, location. This cozy 3 bedroom house is located steps from downtown on a family neighborhood side str ...
From $369 per night (USD)VRBO
From $761 per night (USD)VRBO
Gorgeous Edgartown Colonial with Heated Pool, Central Air, Car
- Bedrooms:
- 3
- 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 $761 per night (USD)VRBO
From $443 per night (USD)VRBO
Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the desirable, private Meadow View Farms Estates, across from the Farm Neck Golf Club, this charmingly decora ...
From $443 per night (USD)VRBO
From $457 per night (USD)VRBO
Serene Sengekontacket Pond Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The property is set among several private townhouses in a lovely neighborhood located off of Sengekontacket Pond in Oa ...
From $457 per night (USD)VRBO
From $773 per night (USD)Expedia
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 $773 per night (USD)Expedia
From $912 per night (USD)VRBO
Convenient House Pool & Spa Oasis across from Bike Path to beach!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $912 per night (USD)VRBO
From $606 per night (USD)VRBO
Within Walking Distance to Town, Beach & Parks, Enclosed yard with a new deck,
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Located on historic Circuit Ave in Oak Bluffs within walking distance to town, beach, tennis courts and parks. Minutes a ...
From $606 per night (USD)VRBO
From $447 per night (USD)VRBO
Charming Rustic Cottage
- Bedrooms:
- 1
- 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)VRBO
From $575 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 $575 per night (USD)VRBO
From $269 per night (USD)VRBO
Small One Bedroom Private Cottage on Large Quiet Property.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Small private cottage on a large quiet property nestled among tall trees with a wrap around deck. Perfect for a couple’s ...
From $269 per night (USD)VRBO
From $764 per night (USD)VRBO
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 $764 per night (USD)VRBO
From $770 per night (USD)VRBO
BEST OF CHAPPY SPECTAC WATERVW HM 2026 WEEKLY WALK/BCH KAYAKS/BIKES W/FERRY TIX
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*Before describing our lovely home we want to make our renters feel that their vacation stay will a safe time. Chappaqu ...
From $770 per night (USD)VRBO
From $581 per night (USD)VRBO
Adorable Oak Bluffs Cottage With Ac On East Chop
- Bedrooms:
- 2
- 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 $581 per night (USD)VRBO
From $523 per night (USD)VRBO
Serene September! Cozy custom home. Private beach&pond access + use of 3 kayaks.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcoming Hillside Cottage is a delightfully comfortable, custom-built, 3 bedroom family home in a quiet, private, count ...
From $523 per night (USD)VRBO
From $720 per night (USD)VRBO
Beach, Town, Tennis, Pickleball - Central AC
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 15
We will let the photos do the talking, but note that this home has some especially attractive features for large groups, ...
From $720 per night (USD)VRBO
From $615 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 $615 per night (USD)VRBO
From $621 per night (USD)VRBO
Charming Air Conditioned Katama Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bright, air-conditioned contemporary home with cathedral ceilings that is ideal for families and their vineyard getaway ...
From $621 per night (USD)VRBO
From $1126 per night (USD)VRBO
Elegant, spacious Home - Sleeps 12- Walk to town
- Bedrooms:
- 4
- 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 $1126 per night (USD)VRBO
From $452 per night (USD)VRBO
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 $452 per night (USD)VRBO
From $503 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 $503 per night (USD)VRBO
From $447 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 $447 per night (USD)Expedia
From $465 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 $465 per night (USD)VRBO
From $572 per night (USD)VRBO
Beautiful Post and Beam. Built in 2013. Sleeps 6-8
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $572 per night (USD)VRBO
From $503 per night (USD)VRBO
Vintage 1920s House W/Beach Path & Glorious Sunset Water Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
*** Please make an inquiry before booking. *** This quintessential Up-Island 1920s summer house has panoramic water sun ...
From $503 per night (USD)VRBO
From $1041 per night (USD)VRBO
Great two house compound, inground pool, and free ferry tickets
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Delightful rustic intergenerational or multi-family compound with large pool. Main house has upstairs master BR with ki ...
From $1041 per night (USD)VRBO
From $547 per night (USD)VRBO
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 $547 per night (USD)VRBO
From $1602 per night (USD)Expedia
Spacious Family Home in Desirable Katama - Easy Access to Beach and Town!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Discover this spacious and newly refurbished home on a quiet, charming road in Katama! Enjoy this very desirable locatio ...
From $1602 per night (USD)Expedia
From $273 per night (USD)VRBO
Garden Cottage--Bike to Town and Beach. Prime Katama location. Dog Friendly.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book early. We’ve been fully booked for 20 summers in a row! Experienced Martha's Vineyard vacationers will appreciate ...
From $273 per night (USD)VRBO
From $1083 per night (USD)Expedia
Indulge in the ultimate vacation experience at this exquisite custom log home.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Turnover days are Saturday to Saturday Experience the ultimate in luxury and relaxation in the exclusive Eastville area ...
From $1083 per night (USD)Expedia
Click For PricingVRBO
Apt on Vineyard Haven Near Nantucket Sound!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
*Another vacation rental unit is on-site and other travelers may be present during your stay* Explore the charming town ...
Click For PricingVRBO
From $277 per night (USD)Expedia
Easy Access to Beaches: Vineyard Haven House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sunny Interiors w/ Large Windows | Walk to Shops, Restaurants & Ferry Terminal Plan an escape to Martha’s Vineyard and ...
From $277 per night (USD)Expedia
From $274 per night (USD)VRBO
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your next summer trip to Martha’s Vineyard starts at this vacation rental in Vineyard Haven! This 1-bedroom, 1-bathroom ...
From $274 per night (USD)VRBO
From $3208 per night (USD)VRBO
Luxury 6 Bedroom Katama Home With Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
This luxurious home is ideal for your family getaway! It is conveniently located between Edgartown Village & South Beach ...
From $3208 per night (USD)VRBO