Dukes Area Rentals
From $670 per night (USD)VRBO
Katama Winds - A fabulous year round home in Edgartown
- Bedrooms:
- 2
- 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 $670 per night (USD)VRBO
From $362 per night (USD)VRBO
Light and airy modern holiday cottage with access to private beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful, open holiday cottage that offers a secluded and affordable base for a wonderful Martha's Vineyard holiday. De ...
From $362 per night (USD)VRBO
From $819 per night (USD)VRBO
Stylish In-Town Cottage- Walk to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This adorable cottage is a hop skip and a jump from the center of Main Street Vineyard Haven. It has a private driveway ...
From $819 per night (USD)VRBO
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Spacious Victorian, 5 minute walk to beach, town, and ferry in Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to the Oak Bluffs Victorian Cottage that dreams are made of! Newly renovated (summer 2017), the rambling Main H ...
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From $679 per night (USD)VRBO
Modern House in Aquinnah With Water View from the Rooftop Deck and Beach Access.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three Winds is a modern beach home in Aquinnah, Martha's Vineyard; The island's westernmost point. The house sits on win ...
From $679 per night (USD)VRBO
From $1060 per night (USD)VRBO
BRAND NEW!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful, brand new 5 BR, 2.5 BA w/ outdoor shower Cape-Style Home on 1 Acre of land minutes away from downtown Oak Blu ...
From $1060 per night (USD)VRBO
From $895 per night (USD)VRBO
4-bedroom vacation home just 7 minutes to Edgartown Lighthouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Edgartown and experience the charm of this inviting 4-bedroom vacation home. Nestled in a picturesque setting, ...
From $895 per night (USD)VRBO
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Renovated Cottage with nice yard and homey interior
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
The property has a detached garage with a full guest suite above it. The garage and guest suite will be occupied during ...
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From $901 per night (USD)VRBO
Edgartown Village Captains Summer Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in the historic village of Edgartown, this stately home is the perfect place for families to enjoy a magical Vin ...
From $901 per night (USD)VRBO
From $809 per night (USD)VRBO
Charming Katama Home in Most Sought-After Area Newly Renovated with Central Air
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful and comfortable Edgartown/Katama home is half way between popular South Beach and Edgartown village. The home ...
From $809 per night (USD)VRBO
From $625 per night (USD)VRBO
4 bedroom home family friendly in desirable area
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This 4 bedroom, 3-story home has plenty of space to relax with two decks and a private third level master suite. Located ...
From $625 per night (USD)VRBO
From $1009 per night (USD)Expedia
Historic Edgartown House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Charming traditional historic Captain's home from the Whaling era located in the historic district of Edgartown. Walking ...
From $1009 per night (USD)Expedia
From $678 per night (USD)VRBO
Beachfront Aquinnah home. Beautiful views!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Location Location: Beachfront home on Lobsterville Beach in Aquinnah, This wonderful beach house is waiting for you! Enj ...
From $678 per night (USD)VRBO
From $652 per night (USD)VRBO
Coastal Cottage on Bike Path to South Beach, Edgartown, Katama Farm & Airfield
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LOWER AUGUST RATES! With beautiful vistas of Katama’s Waller Farm, steps to the bike path, and less than a mile walk/bi ...
From $652 per night (USD)VRBO
From $1524 per night (USD)VRBO
Private - Walk to Downtown Edgartown/Bike to South Beach. Ferry Tkts Available.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This bright and charming home is beautifully set on over an acre of meadow like property, yet only a 10 min. walk to the ...
From $1524 per night (USD)VRBO
From $392 per night (USD)VRBO
Casa Chica is a charming cottage, nestled in the woods. Think beach or R & R!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Chica is a guest cottage. It has a first floor gueen bedroom and a full bathroom. A large loft also has gueen bed b ...
From $392 per night (USD)VRBO
From $1056 per night (USD)VRBO
Secluded retreat in Seven Gates Farm on 7 Acres, Private Beach, Tennis, Pond
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Hickory Hollow located in Seven Gates Farm is a charming and tranquil setting within a 1600 acre association on West Tis ...
From $1056 per night (USD)VRBO
From $1734 per night (USD)VRBO
Coastal Contemporary With Guest House & Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
POINT B EXCLUSIVE - Tucked away in a quiet Village neighborhood, this contemporary coastal-style home sits atop a knoll ...
From $1734 per night (USD)VRBO
From $360 per night (USD)VRBO
Modern Edgartown Condo Close to Town & Beach and Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the best of Martha's Vineyard in this light filled contemporary condominium near downtown historic Edgartown, Sout ...
From $360 per night (USD)VRBO
From $533 per night (USD)VRBO
FALL FISH SUMMER SWIM Walk to Beach or Salt Water Pond. Very private 4 BR 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
On Chappaquiddick. Be in the center of the annual World famous mid September to mid October Martha’s Vineyard Striped Ba ...
From $533 per night (USD)VRBO
From $361 per night (USD)VRBO
Cozy 1 bedroom, Hot Tub & Deck, .75 mile to town beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wonderful ground floor of our 2 story home, complete with private deck, separate entry, and everything you need! Great ...
From $361 per night (USD)VRBO
From $2338 per night (USD)VRBO
Elegant Vineyard Artisans Home, a rare opportunity for an amazing island stay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Elegant and oh so comfortable are the words that are used to describe our home. We are year round folks from Martha's Vi ...
From $2338 per night (USD)VRBO
From $516 per night (USD)VRBO
Woodsy Home w/Outdoor Living: Deck/Balcony/Patio. Close to Long Pt. & Lambert Cv
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*Woodsy, Quiet Home Close to Long Pt Wildlife Ocean & Pond, Lambert's Cove, Towns & Bike Paths* Lots of Outdoor Living: ...
From $516 per night (USD)VRBO
From $723 per night (USD)VRBO
Charming Cottage Near West Chop- Vineyard Haven
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Charming, fully renovated cottage in quiet neighborhood. Completely and comfortably furnished to make you feel at home h ...
From $723 per night (USD)VRBO
From $1175 per night (USD)VRBO
Hilltop House with Commanding Views and Breathtaking Sunsets, Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Lamberts Cove! Our family has been on-island for generations and we invite you to our family home at the end ...
From $1175 per night (USD)VRBO
From $837 per night (USD)VRBO
Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This private end unit townhouse has an open floor plan, high ceilings wifi, central air, and a gas grill. The upper le ...
From $837 per night (USD)VRBO
From $2404 per night (USD)VRBO
New Waterfront Modern Farmhouse on Tisbury Great Pond
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
We have been visiting Martha's Vineyard for over 20 years and instantly fell in love with its rural unspoiled beauty and ...
From $2404 per night (USD)VRBO
From $1168 per night (USD)VRBO
Historic Landmark Colonial In Heart Of Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully decorated and maintained classic Edgartown home is included in the National Register of Historic Places ...
From $1168 per night (USD)VRBO
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Charming Studio Guest House in the Heart of Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This recently renovated charming studio guest house in the heart of Oak Bluffs sleeps 2 in a Queen size bed. Complete w ...
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From $957 per night (USD)VRBO
Spacious colonial in great location!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Clean and spacious 2400 s.f. colonial on quiet cul de sac. Away from hustle and bustle. 4 generous bedrooms plus one m ...
From $957 per night (USD)VRBO
From $741 per night (USD)VRBO
Stunning, light-filled architect's home on 5 wooded acres, near Long Point Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and unwind in this gorgeous, light-filled architect's home, nestled on five private wooded acres near the Tisbury ...
From $741 per night (USD)VRBO
From $3965 per night (USD)VRBO
Edgartown Retreat. Walk to Town. Heated Pool! Recently Renovated.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
The house has gone through extensive upgrades and renovations! ONE WEEK LEFT IN 2026 (8/30-9/8.. 8 nights over Labor Da ...
From $3965 per night (USD)VRBO
From $2049 per night (USD)VRBO
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Enjoy a relaxing ferry ride to Oak Bluffs and its picturesque surroundings. Once your ferry ride ends, you’re steps away ...
From $2049 per night (USD)VRBO
From $1612 per night (USD)VRBO
Beautiful property and home
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Great place inside and out. 6 bedroom home. Beautiful landscaped yard. Privacy trees surround back yard. Attached 2 bay ...
From $1612 per night (USD)VRBO
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ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Gorgeous newly renovated and newly furnished mid-century beach cottage designed by prominent interior design firm Tersig ...
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From $664 per night (USD)Expedia
Newly built house, Central A/C, Walk to ferry, beach, and town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completed in 2020. This modern 3 bedroom, 2 bath well appointed house is located within walking distance from downtown ...
From $664 per night (USD)Expedia
From $978 per night (USD)VRBO
Last week of August now available!! OAK BLUFFS 5 Bedroom/3 Bath/Central AC.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This is one summer school you won't want to miss! Bright, airy, elegant home is perfect combination of past and present ...
From $978 per night (USD)VRBO
From $653 per night (USD)VRBO
ARRIVE/DEPART ANY DAY Charming Lambert's Cove Home Close to Beach/Ice House Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Very private Lambert’s Cove home with three bedrooms, two baths, outdoor shower, and a greenhouse. It's tucked away on t ...
From $653 per night (USD)VRBO
From $510 per night (USD)VRBO
IN-TOWN-WALK To Everything! Adorable & Affordable , Front Porch & Deck/3 A/C's
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
***IMPORTANT--PLEASE "MESSAGE " HOST FIRST----BEFORE SENDING A BOOKING REQUEST! ( JUST CLICK ON " CONTACT HOST" (you wi ...
From $510 per night (USD)VRBO
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In-town jewel -- Vineyard Haven
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Five blocks from downtown Vineyard Haven and Martha's Vineyard ferry terminal, this house sits in a quiet neighborhood c ...
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From $744 per night (USD)VRBO
Island Serenity: Beautiful home in quiet neighborhood close to Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely 3 bedroom, 2 full bathroom home with huge deck is less than 1 mile walk to famous Circuit Avenue in Oak Bluffs an ...
From $744 per night (USD)VRBO
From $1285 per night (USD)VRBO
3 Bedroom House with Guest Cottage on 3 Acres off Middle Road
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Well located off beloved Middle Road, property embodies all of the natural beauty of Chilmark: old stone walls, perenni ...
From $1285 per night (USD)VRBO
From $453 per night (USD)VRBO
Edgartown Designer Cottage between Town & Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Edgartown’s stylish getaway, Idle Hour Cottage, is a relaxing, cozy cottage perfectly situated between town and South Be ...
From $453 per night (USD)VRBO
From $643 per night (USD)Expedia
Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This rental is a 3 bedroom, 2 full bath house with a deck, where you can enjoy the fresh island air. A porch swing on t ...
From $643 per night (USD)Expedia
From $650 per night (USD)VRBO
NEW & FABULOUS! WALK TO LAMBERT’S COVE BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***IMPORTANT: PLEASE SEND AN INQUIRY (click on ’contact host’) PRIOR TO SENDING A BOOKING REQUEST. Booking requests sen ...
From $650 per night (USD)VRBO
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Clean, bright apartment with AC and private yard!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Built in 2017, approximately 600 square feet, 2 room apartment. Walk in to a wide open kitchen/living room combination ...
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From $474 per night (USD)VRBO
Sweet Little Post&Beam
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Very comfortable well appointed 750 sq ft home with heat and AC. Has 1 bedroom upstairs with a queen size bed and a hal ...
From $474 per night (USD)VRBO
From $710 per night (USD)VRBO
Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Extra-large gingerbread cottage in historic Campgrounds in Oak Bluffs, sleeps nine. Located on a double lot in the hear ...
From $710 per night (USD)VRBO
From $4081 per night (USD)VRBO
Captain Morse House Luxury - In Town, Walk to Waterfront, Beach, Pets, 5 stars
- Bedrooms:
- 7
- Bathrooms:
- 12
- Sleeps:
- 28
The Captain Morse House is located on the iconic North Water Street in Edgartown on Martha's Vineyard. It was built by t ...
From $4081 per night (USD)VRBO
From $1001 per night (USD)VRBO
Beautiful house on Chilmark Pond with water view, pool & access to private beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, open modern house set in four acres overlooking Chilmark Pond with access to private beach by boat across the ...
From $1001 per night (USD)VRBO
From $1215 per night (USD)VRBO
Short stroll to Historic Edgartown Village. Bike to nearby beaches.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sunny living area opens to kitchen (winter 2020 renovation). Two bedrooms with queen bed, and one bedroom with twin beds ...
From $1215 per night (USD)VRBO
From $343 per night (USD)Expedia
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious and comfortable beach cottage on 2 secluded acres in prime Aquinnah location, dripping with quintessential MV c ...
From $343 per night (USD)Expedia
From $558 per night (USD)VRBO
A charming, sunlit, open-concept home perfect for summer getaway in Edgartown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***NOTE: this rental is only available for booking strictly on a Saturday to Saturday basis. As well we cannot allow pet ...
From $558 per night (USD)VRBO
From $2882 per night (USD)VRBO
Luxury Katama 5BR - Pool, Hot Tub, Bocce & Firepit Steps from South Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Luxury Katama Retreat with Pool, Hot Tub & Guest House – Sleeps 12 Registration Number: C0037770890 This stunning Katam ...
From $2882 per night (USD)VRBO
From $766 per night (USD)VRBO
Spacious 4BR+ Katama Home-Edgartown South Beach Area-Open Aug 14-28 2027 w ferry
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
Enjoy the ultimate Martha’s Vineyard getaway in this beautifully decorated, contemporary home—ideally located just 1 mil ...
From $766 per night (USD)VRBO
From $506 per night (USD)VRBO
Home Away From Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This wonderful Cape is warm and inviting with beautiful hardwood floors and an open floor plan. It's located near a bike ...
From $506 per night (USD)VRBO
From $1674 per night (USD)VRBO
Edgartown Village Charmer with Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come Stay at Our House! Just two blocks to the Whaling Church and all that Edgartown has to offer. Charming vintage ...
From $1674 per night (USD)VRBO
From $1362 per night (USD)VRBO
OAK BLUFFS - INKWELL WATERVIEW Renovated Cottage with A/C, modern decor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully renovated in-town Victorian Cottage. 4 bedrooms and 2.5 baths. 2 of the 4 bedrooms with a partial water view ...
From $1362 per night (USD)VRBO
From $2869 per night (USD)VRBO
Completely renovated Edgartown cape with New Pool ~ Sleeps 14
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Completely renovated Katama/Edgartown Cape located in the desirable Island Grove area. It features a new salt water poo ...
From $2869 per night (USD)VRBO
From $936 per night (USD)VRBO
Perfect Family Home, walk or bike to town
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The guest suite is not included with the main house (and is not rented separately), but can be added to a rental for a n ...
From $936 per night (USD)VRBO
From $983 per night (USD)VRBO
Aquinnah condo at cliffs, walk to beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Walk to the beach! Featuring a wraparound porch, ocean views from every room, outdoor (and indoor) shower, grill, and ...
From $983 per night (USD)VRBO
From $450 per night (USD)VRBO
Katama House - Great Location - South Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This classic two story Vineyard home is located in the popular Katama area. Off the beaten path, on a private way, two m ...
From $450 per night (USD)VRBO
From $3222 per night (USD)VRBO
The Edgartown Summer Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Edgartown Summer Home. Our beautiful house has 5 bedrooms, 6 bathrooms all en-suite, heated outdoor pool, ...
From $3222 per night (USD)VRBO
From $1515 per night (USD)VRBO
East Chop Beach House w/Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Fabulous new house in East Chop completed in 2019 located in the heart of East Chop. The house is well appointed, very ...
From $1515 per night (USD)VRBO
From $1196 per night (USD)VRBO
Classic Edgartown Colonial in Lovely Quiet Neighborhood
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The main house has 3 bedrooms and 3 full bathrooms. Main house sleeps 6 people. There is a full/queen bedroom on the fir ...
From $1196 per night (USD)VRBO
From $386 per night (USD)VRBO
Arrowsmith Cottage - Oak Bluffs Near Eastville Beach; Steps to bike path.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please note - If you are considering bringing your pet, one small dog may be considered, but we ask that you send an ini ...
From $386 per night (USD)VRBO
From $1467 per night (USD)VRBO
Original Pratt House built in 1866 with Ocean View of the Inkwell beach.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This is an original Pratt house built in 1866 by the famed architect Pratt for whom the Pratt Institute in New York was ...
From $1467 per night (USD)VRBO
From $1012 per night (USD)VRBO
Walk to Town, Bike to Beach, Pet Friendly, Flexible Arrival/Departure Dates
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Flexible arrival/departure dates. Beautifully appointed, open, airy 3 bedroom (2 queen, 1 with 2 twins), 2 /12 bath plus ...
From $1012 per night (USD)VRBO
From $3259 per night (USD)VRBO
Katama home with cove and nature views. Stunning sunsets from our back deck!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Our peaceful five bedroom home has it all. We meticulously landscaped and decorated for our family and now are opening ...
From $3259 per night (USD)VRBO
From $608 per night (USD)VRBO
Weekday Arrivals Summer 2022
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
4 bed 2 bath cute as a button home down quiet dirt road in West Tisbury away from the hustle and bustle of the downtown ...
From $608 per night (USD)VRBO
From $960 per night (USD)VRBO
5 bedroom, / 5 bath home on Mink Meadows Golf Course
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This open, airy home is situated on a private, wooded 2.5 acres in a golf course community. Architect designed with lots ...
From $960 per night (USD)VRBO
From $875 per night (USD)VRBO
Walk To Downtown and Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Historic home in Edgartown, full of old charm. Wonderful location to walk to shops and dining, Fuller beach, the lighth ...
From $875 per night (USD)VRBO
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Classic Chappy Beach House, big water views, near the water
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
You've heard about location, right? If you are looking for a cute, clean, place to vacation on Chappy near the water, t ...
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From $823 per night (USD)VRBO
Private forested oasis near town and beach, large deck - 54
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Near beaches, shops, and trails, these comfortable homes are ideal for families, couples, friends, or work trips. Highli ...
From $823 per night (USD)VRBO
From $331 per night (USD)VRBO
Martha's Vineyard Oak Bluffs East Chop Summer Vacation Rental Home 4 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Tucked in a quiet neighborhood and within walking distance to town and beaches, this quaint cottage was moved to East Ch ...
From $331 per night (USD)VRBO
From $2377 per night (USD)VRBO
Waterfront 4 bedroom, 3 bath home. Spectacular 180 degree view of Katama Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Master bedroom on second floor with king bed and outdoor deck overlooking Atlantic ocean. Marble bath with air jet tub. ...
From $2377 per night (USD)VRBO
From $1340 per night (USD)VRBO
Walk to Town! Beautiful, Private Edgartown Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful new addition 2025. Tucked at the end of a quiet, private lane, yet so close (0.6miles) to Edgartown center, yo ...
From $1340 per night (USD)VRBO
From $758 per night (USD)VRBO
Picturesque and Private Island Home, Ideal Location for Perfect Island Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the perfect escape from reality in this classic Martha's Vineyard sanctuary. All of this is situated on a 2-ac ...
From $758 per night (USD)VRBO
From $880 per night (USD)VRBO
Waterfront Home on Beautiful Lake Tashmoo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Our waterfront home is on beautiful Lake Tashmoo in Tisbury, (Vineyard Haven, MA). There is a private beach great for sw ...
From $880 per night (USD)VRBO
From $871 per night (USD)VRBO
Close to Lambert's Cove Beach. Pastoral setting. Elegant farmhouse & guest house
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Lovely pastoral setting with an elegant farm house and guest house. Located on sixteen acres abutting Land Bank property ...
From $871 per night (USD)VRBO
From $1949 per night (USD)VRBO
House in Chilmark/Menemsha, Martha's Vineyard w/ Private Beach, Sunset View.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Best view of sunset on island. Fully equipped modern house; air conditioning, large deck, barbecue, outdoor shower, line ...
From $1949 per night (USD)VRBO
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Large Home 18x40 Heated Saltwater Pool, Walk to Beach, FERRY TICKETS available
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This large and dramatic custom-designed tri-level coastal contemporary home in Katama offers a luxurious and spacious re ...
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From $1085 per night (USD)VRBO
🚲 Cozy Vineyard Haven Home🌼
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Bring your comfy slippers for this clean, comfortable, open, nicely decorated living space. Limit 4 guests. 1/21: The ...
From $1085 per night (USD)VRBO
From $1540 per night (USD)VRBO
New Custom Built Home With A Pool In Edgartown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
This is a lovely 5 bedroom custom built home with an in ground 16 x 32 foot heated salt water pool with a blue stoned pa ...
From $1540 per night (USD)VRBO
From $817 per night (USD)VRBO
AC, Family friendly, Walk to Town, Beach & Ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Located two blocks from the Town beach at Owen Little Way, our 4 bedroom/2.5 bath home is fully equipped for a relaxing ...
From $817 per night (USD)VRBO
From $407 per night (USD)VRBO
Lovely, peaceful house in downtown Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
A charming Cape Cod house in a quiet residential neighborhood only three blocks from Main Street Edgartown and the Harbo ...
From $407 per night (USD)VRBO
From $470 per night (USD)VRBO
Peaceful Wooded Retreat, Short Car Ride to Everything. Week is Friday to Friday
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable home, providing wonderfully peaceful and refreshing quiet, set on a white oak wooded lot, with 2 fireplaces ...
From $470 per night (USD)VRBO
From $2007 per night (USD)VRBO
SIX BEDROOM COMPOUND W/CENTRAL AIR IN IDYLLIC SETTING
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Home built 5 years ago with spacious living and open space made just right for family get gatherings. Nine high top ch ...
From $2007 per night (USD)VRBO
From $2631 per night (USD)VRBO
Close to Edgartown Village and Beaches New Custom Dutch Colonial with Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This newly completed 5 bedroom gambrel custom designed home has everything. The location allows a short walk to histori ...
From $2631 per night (USD)VRBO
From $1718 per night (USD)VRBO
Spectacular Ocean View Home w/ Private Beach & tennis, Dog friendly
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the kids and dogs for a fun relaxing stay in the secluded Aquinnah end of Martha's Vineyard. Our home is rustic an ...
From $1718 per night (USD)VRBO
From $573 per night (USD)VRBO
Ideal Contemporary, Walk to Town, Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
(Note: for 2026, we are doing full renovation of the ensuite bath, with spa-like shower, photos around Feb) This immacul ...
From $573 per night (USD)VRBO
From $819 per night (USD)VRBO
Beautiful Edgartown Home--3 BR/2.5BA, Hot Tub, Gourmet Kitchen, Dogs OK!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in a secluded neighborhood yet a short ten minute ride to town, this privately situated custom-built house is pe ...
From $819 per night (USD)VRBO
From $430 per night (USD)VRBO
Conveniently located near Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This comfortable home has all the amenities of home in an idyllic setting, easy access to town, beach and gorgeous East ...
From $430 per night (USD)VRBO
From $528 per night (USD)VRBO
Fields & Pond Views - Minutes To Long Point Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Deep Bottom Pond rental with lots of space and pond view. House sits in a lovely setting on a cul de sac. Beautiful open ...
From $528 per night (USD)VRBO
From $954 per night (USD)VRBO
Sunny open house. Lrg Deck. Lndscpd 1 acre lot w stone patio.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW AVAILABILITY: AUG 26 - SEPT 2: This bright and spacious beach house is located on a private landscaped lot nearly an ...
From $954 per night (USD)VRBO
From $1016 per night (USD)VRBO
Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mid-Century modern glass house, in Menemsha, on Marthas Vineyard. Designed by a Frank Lloyd Wright apprentice, this all ...
From $1016 per night (USD)VRBO
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Best Kept Secret Retreat for Adults with Water & Golf Course Views!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Quite, serene, tranquil & beautiful are words guests have used to describe this home. This newly renovated home provide ...
Click For PricingVRBO
From $427 per night (USD)VRBO
Menemsha - Davis House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Menemsha Village. This quaint cottage is located a stones throw from the Menemsha Harbor. It is the smallest ...
From $427 per night (USD)VRBO
From $631 per night (USD)VRBO
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Mid-century rustic cottage charm tucked on 3 acres 1 mi to Oak Bluffs and Vineyard Haven center's. Acquired in 1950 by L ...
From $631 per night (USD)VRBO
From $2423 per night (USD)VRBO
Walk to Historic Edgartown.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This exceptional property is situated in a small, exclusive community, on 3/4 acre of professionally manicured lawns and ...
From $2423 per night (USD)VRBO