Dukes Area Rentals
From $642 per night (USD)VRBO
Charming 3-Bedroom Home in the Heart of Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Martha’s Vineyard getaway! Nestled in the heart of Oak Bluffs, this charming 3-bedroom home offe ...
From $642 per night (USD)VRBO
From $858 per night (USD)Expedia
July 13-21 available! for Marvelous Edgartown 5-bedroom walk to town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Edgartown is waiting for you at this 5-bedroom house. This adorable and large property features 1 king bed, 4 queen beds ...
From $858 per night (USD)Expedia
From $793 per night (USD)VRBO
Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This Oak Bluffs home boasts 3 inviting bedrooms and a cozy loft, including 2 king beds, 2 full beds and a queen sofa bed ...
From $793 per night (USD)VRBO
From $2574 per night (USD)VRBO
European Style Compound Private In-Town Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Discover the beauty of Edgartown from this European Style Home located in a very desirable part of Edgartown. It is on a ...
From $2574 per night (USD)VRBO
From $1497 per night (USD)VRBO
Renovated 4-bedroom 3.5 bath house w/ JEEP Wrangler
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
UPDATED PHOTOS COMING SOON! More furniture, decor & landscaping almost done. Tastefully renovated single-family home, ...
From $1497 per night (USD)VRBO
From $1029 per night (USD)Expedia
Comfortable 4BR Oak Bluffs Farmhouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Unwind in Oak Bluffs at this lovely house. With amenities like WiFi, AC, and a washing machine, guests can relax and enj ...
From $1029 per night (USD)Expedia
From $1955 per night (USD)VRBO
Spacious, Family-Friendly Edgartown Home – 3BR, Sleeps 14, Renovated in 2025
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
Spacious & Family-Friendly Edgartown Retreat – Fully Renovated in 2025 Welcome to your perfect Martha’s Vineyard getawa ...
From $1955 per night (USD)VRBO
From $429 per night (USD)Expedia
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Dogs Welcome w/ Fee | Beach Across Street | Postcard-Worthy Sunsets Easy island living awaits at this 3-bedroom, 1-bath ...
From $429 per night (USD)Expedia
From $465 per night (USD)VRBO
Walk to Beach & Lighthouse: Oak Bluffs Studio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Pets Welcome w/ Fee | Solo Getaway or Couple's Retreat Island charm meets laid-back comfort at this 1-bathroom studio i ...
From $465 per night (USD)VRBO
From $1192 per night (USD)Expedia
Private house with jetted tub, deck, grill, central AC and large yard
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Family Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1192 per night (USD)Expedia
From $417 per night (USD)VRBO
Private suite with roof deck, near golf, bus stop, shops, and trails
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Garage Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $417 per night (USD)VRBO
From $2643 per night (USD)VRBO
Chilmark Luxury | Quansoo Beach Access-4BR
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover privacy and coastal charm at this exceptional 7.25-acre rental in Chilmark. Enjoy exclusive access to Quansoo B ...
From $2643 per night (USD)VRBO
From $487 per night (USD)VRBO
Edgartown convenience to beach, restaurants, shopping and public transportation.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Edgartown, this apartment is a dream. With a daybed with two twin beds and a Queen sleigh bed. Fits 4 very co ...
From $487 per night (USD)VRBO
From $701 per night (USD)VRBO
Walk to Beach Spacious Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to our vineyard home, a charming haven nestled on 1/3 acre of land within steps to the center of town. This retre ...
From $701 per night (USD)VRBO
From $491 per night (USD)VRBO
Orginal 1710 Farmhouse Seeks Artist, Writer, Composer or Musician
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
1710 Farmhouse In Chilmark Convenient North Road location - close to Menemsha Beach, Chilmark Store and picturesque hiki ...
From $491 per night (USD)VRBO
From $584 per night (USD)VRBO
Charming 2-bedroom townhouse in Oak Bluffs with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sengekontacket pond in Oak Bluffs is waiting for you at this quiet 2-bedroom townhouse with a private deck overlooking a ...
From $584 per night (USD)VRBO
From $1656 per night (USD)VRBO
6bedroom, 4bath, chefs kitchen, central air, ping pong, walking distance to town
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
This NEWLY RENOVATED 6-bedroom house in Vineyard Haven is just a 7 minute walk to public beach, downtown restaurants, ba ...
From $1656 per night (USD)VRBO
From $882 per night (USD)VRBO
Completely Renovated Oak Bluffs Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fully renovated for 2025, this stylish 3-bed, 2.5-bath townhome invites you to unwind with a community pool, tennis cour ...
From $882 per night (USD)VRBO
From $361 per night (USD)VRBO
Quaint, ranch style home in Oak Bluffs with central air
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
The Rootskeller Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $361 per night (USD)VRBO
From $503 per night (USD)VRBO
2-bedroom house, Short walk to beach, with AC and WiFi in Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private Home and yard a block from the Lagoon in Oak Bluffs. Easy walk to quiet neighborhood beach. Brand new kitchen/ba ...
From $503 per night (USD)VRBO
From $707 per night (USD)VRBO
Lovely peaceful MV 3-bedroom island home, sleeps 12, with air and comm. pool.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Make yourself at home in our lovely 3-bedroom West Tisbury retreat. Perfect for families and friends looking for a peace ...
From $707 per night (USD)VRBO
From $876 per night (USD)VRBO
Martha’s Vineyard magic awaits ✨
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
2100+ sq ft home with 3 bedrooms and a loft, 2 full bathrooms, plus an enclosed outdoor shower. The best part? A stunnin ...
From $876 per night (USD)VRBO
From $3468 per night (USD)VRBO
Spacious 9-bedroom house with Waterview, WiFi, AC in delightful Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 9
- Sleeps:
- 18
Get ready to relax in this 9-bedroom house in Oak Bluffs. This superb property boasts 3 king beds, 5 full beds, and 2 tw ...
From $3468 per night (USD)VRBO
From $1512 per night (USD)Expedia
Charming Vineyard Classic Home, Walk to Town & Boat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a charming and comfortable stay in our Martha's Vineyard home, built in 1920 and recently updated with modern amen ...
From $1512 per night (USD)Expedia
From $2872 per night (USD)VRBO
WE’RE BACK! Oak Bluffs Retreat. NEW PRIVATE POOL -- FERRY TIX!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Large beautifully appointed three bedroom, 2 1/2 bath house, with a den perfect for space for everyone to enjoy themselv ...
From $2872 per night (USD)VRBO
From $528 per night (USD)VRBO
Short Walk to Town - Nice Comfortable -Reasonable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This property is new to VRBO, however it has been hosting guests for several years on another site with 5 star reviews. ...
From $528 per night (USD)VRBO
From $977 per night (USD)VRBO
Peaceful East Chop Vineyard 5-BR 3-BA home, AC, large yard, Guest apt add-on.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Located in exclusive East Chop area of Oak Bluffs, enjoy what this 5-bedroom house has to offer. Walk to beach, a safe, ...
From $977 per night (USD)VRBO
From $380 per night (USD)VRBO
Modern 1-bedroom apartment in private Edgartown neighborhood w/ tennis court
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This brand new, modern apartment is located in a tranquil Edgartown neighborhood and includes all the amenities needed f ...
From $380 per night (USD)VRBO
From $1529 per night (USD)VRBO
Waterfront home in Vineyard Haven. Walking distance to shops and dining.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This waterfront house is the perfect home base for your trip to Martha's Vineyard. A stay at this great location will pu ...
From $1529 per night (USD)VRBO
From $729 per night (USD)VRBO
Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your home away from home! Experience the charm of Oak Bluffs in this spacious 3-bedroom, 2.5-bathroom beautif ...
From $729 per night (USD)VRBO
From $661 per night (USD)VRBO
Charming 3-bedroom house in OakBluffs, walking distance to Circuit Ave!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in Oak Bluffs, this delightful house offers 4 bedrooms including 1 king bed, 2 queen beds, and 1 bunk bed. With ...
From $661 per night (USD)VRBO
From $1712 per night (USD)VRBO
Chappaquiddick Retreat, close to Edgartown Village & Chappy Ferry with WaterView
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your idyllic retreat on Martha’s Vineyard! This stunning property at 17 Narragansett Avenue, Edgartown, offer ...
From $1712 per night (USD)VRBO
From $2362 per night (USD)VRBO
Beach Plum Meadows: Exquisite Katama Luxury Home Near South Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
**JULY HOT DEAL: SAVE 10% OFF 7/12 - 7/19 | AVAILABLE BY PHONE ONLY** POINT B EXCLUSIVE - This stunning architectural ge ...
From $2362 per night (USD)VRBO
From $1255 per night (USD)VRBO
Private Hideaway With Distant Eel Pond Water Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**JULY HOT DEALS: SAVE 10% OFF WEEKLY RENT 7/12 -7/19; 7/17 - 7/26 + SHORTER STAYS CONSIDERED | AVAILABLE ONLY BY PHONE* ...
From $1255 per night (USD)VRBO
From $558 per night (USD)VRBO
Renovated Cape In Edgartown Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
POINT B EXCLUSIVE - This classic Cape has just gotten a fresh makeover. In addition to the upgrades, it enjoys walk-to-t ...
From $558 per night (USD)VRBO
From $5875 per night (USD)VRBO
Amazing North Water Edgartown Compound With Pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Luxurious Captain's House Compound: A Summer Retreat The Connaught House is nestled in the heart of Edgartown Village on ...
From $5875 per night (USD)VRBO
From $2888 per night (USD)VRBO
Classic Coastal Elegance in the Katama Bay area
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This exquisite New England home stands as a testament to modern luxury and comfort, perfectly situated on a spacious, me ...
From $2888 per night (USD)VRBO
From $7353 per night (USD)VRBO
Luxury Field Club Compound with Pool and Barn
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
This Martha’s Vineyard compound is situated in the exclusive Edgartown Field Club, just a mile away from both historic E ...
From $7353 per night (USD)VRBO
From $7043 per night (USD)VRBO
Sandpiper Fields Luxury Field Club Home Near South Beach on Martha’s Vineyard
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover an extraordinary getaway at this breathtaking Martha’s Vineyard luxury home, located in the prestigious Edgarto ...
From $7043 per night (USD)VRBO
From $684 per night (USD)VRBO
Walk to private beach from beautiful Abels Hill house
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
The house is a large family house in the Abels Hill community of Chilmark. The community shares use of a private south s ...
From $684 per night (USD)VRBO
From $677 per night (USD)VRBO
Quiet Getaway Within Walking Distance Of All Oak Bluffs Has To Offer.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
An enchanting Cape Cod cottage nestled on a quiet road with Farm Pond and ocean views. Share family dinners and conversa ...
From $677 per night (USD)VRBO
From $2406 per night (USD)VRBO
Gorgeous 7BR/6BA Ocean views Walk to Beach & Town - 10% off two week stay!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 10
Large Private Home formerly known as the SeaSpray Inn and featured on the reality television show "The Vineyard", this l ...
From $2406 per night (USD)VRBO
From $3755 per night (USD)VRBO
Main house and a separate apartment with saltwater pool, spa, outdoor cooking!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 12
Forget your worries in this spacious and serene space. Tucked away, the brand new compound offers all amenities. Heated, ...
From $3755 per night (USD)VRBO
From $296 per night (USD)VRBO
Cozy studio with AC,WiFi, full kitchen, private entry great for couples vacation
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your Tisbury adventure begins at this tranquil studio. Nestled in a pleasant neighborhood, this welcoming retreat offers ...
From $296 per night (USD)VRBO
From $5883 per night (USD)VRBO
Casa Katama: Luxury Compound With Guest House And Pool
- Bedrooms:
- 8
- Bathrooms:
- 3
- Sleeps:
- 16
POINT B EXCLUSIVE - This stunning Katama compound features a Main House with three levels of uniquely designed green liv ...
From $5883 per night (USD)VRBO
From $782 per night (USD)VRBO
Pet-Friendly Historic Chilmark House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Renovated historic house (1870). Large living room/dining area. 4 bedrooms sleep 8 plus sofa sleepers. 3 full bathrooms. ...
From $782 per night (USD)VRBO
From $606 per night (USD)VRBO
Family couples wedding guests romantic oasis convienent location big sunny deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our spacious, airy home is a recently renovated one-floor open-concept home filled with natural light located on a priva ...
From $606 per night (USD)VRBO
From $601 per night (USD)VRBO
Beautiful Historic Hilltop Haven -Walk to Town & Water
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
JULY AND AUGUST: turnover day is Monday ----------------------------- Gorgeous and spacious (2800 sq. ft.) 4 bedroom his ...
From $601 per night (USD)VRBO
From $1108 per night (USD)VRBO
Charming West Chop Retreat on Private, Tree-Lined Lot
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Light-Filled Vineyard Home - Walk to Beach, Town & Ferry Due to a last m ...
From $1108 per night (USD)VRBO
From $1339 per night (USD)VRBO
Relaxing home with pool, centrally located in beautiful community
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful private home, artfully decorated with relaxing pool and situated in the middle of the Island with easy travel ...
From $1339 per night (USD)VRBO
From $838 per night (USD)VRBO
Edgartown Cottage By The Pond
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Be the first to stay in this recently renovated cottage which is centrally located to everything the island has to offer ...
From $838 per night (USD)VRBO
From $802 per night (USD)VRBO
Perfect location! Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely, in-town, first-floor apartment is in a renovated 1800's historic Oak Bluffs cottage with a fenced in landsc ...
From $802 per night (USD)VRBO
From $1072 per night (USD)VRBO
Beautifully Renovated Edgartown Home with Pool in Quiet Location Close to Town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Edgartown home set in a quiet neighborhood close to town and beach, this completely renovated three bedroom ho ...
From $1072 per night (USD)VRBO
From $786 per night (USD)VRBO
Garden living near museum and downtown Vineyard Haven
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Architect-owned property with 4 bedrooms; 2 remodeled full baths + seasonal outdoor shower; deck and Weber propane grill ...
From $786 per night (USD)VRBO
From $6933 per night (USD)VRBO
THE PARK ESTATE! Your Martha's Vineyard Getaway!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from ...
From $6933 per night (USD)VRBO
From $2931 per night (USD)Expedia
BEAUTIFUL CUSTOM BUILT HOUSE WITH A POOL AND HOT TUB!!!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
A gorgeous builder's house; this hidden pearl is elegant, private and relaxing. Conveniently located 3 miles from the Tr ...
From $2931 per night (USD)Expedia
Click For PricingVRBO
Vacation In This Historic And Luxurious Martha's Vineyard Home
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home ...
Click For PricingVRBO
From $526 per night (USD)VRBO
Charming, gracious cape 3 minute walk to private beach on Lagoon. Dog-friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely classic Vineyard cape located on a very quiet dead end street with access to a private sandy beach on the Lagoon. ...
From $526 per night (USD)VRBO
From $883 per night (USD)VRBO
Greek Revival-Inspired In-Town Luxury Getaway
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
**JULY HOT DEALS: SAVE 10% WEEKLY RATE 7/13 - 7/20 | AVAILABLE BY PHONE ONLY** POINT B EXCLUSIVE - This recently constru ...
From $883 per night (USD)VRBO
From $1123 per night (USD)VRBO
Custom Cape In Edgartown With Hot Tub And Fire Pit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
**JULY HOT DEALS: SAVE 10% OFF WEEKLY RATE 7/12 - 7/23 + SHORTER STAYS CONSIDERED | AVAILABLE ONLY BY PHONE** POINT B EX ...
From $1123 per night (USD)VRBO
From $563 per night (USD)VRBO
Luxurious Cottage Living In Edgartown Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
POINT B EXCLUSIVE - This quintessential village cottage has been recently renovated from top-to-bottom, with charming co ...
From $563 per night (USD)VRBO
From $1715 per night (USD)VRBO
Edgartown Village Renovated 4 Bedroom House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This Greek revival house is on a quiet street in the heart of Edgartown. The original part of the house is over 150 year ...
From $1715 per night (USD)VRBO
From $279 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 $279 per night (USD)VRBO
From $3246 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 $3246 per night (USD)VRBO
From $1017 per night (USD)VRBO
Captain Spring House: In Town Luxury - Water Views - Walk to Ferry!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
With sweeping views of Vineyard Haven Harbor, the Captain Spring House in-town luxury home combines water views with 4 l ...
From $1017 per night (USD)VRBO
From $3733 per night (USD)VRBO
Luxurious Waterfront Living On Wintucket Cove With Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
**JULY HOT DEAL - SAVE 10% OFF: 7/13 - 7/20; 7/20 - 7/27; 7/27 - 8/1 | AVAILABLE BY PHONE ONLY** POINT B EXCLUSIVE - Sit ...
From $3733 per night (USD)VRBO
From $1338 per night (USD)VRBO
Enchanting home with tennis, firepit, golf nearby & washer/dryer
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Bird's Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $1338 per night (USD)VRBO
From $1574 per night (USD)VRBO
Designer Beach House With Pool In Katama
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
POINT B EXCLUSIVE - Privately set back in a quiet area of Katama, this recently renovated Beach House has stylish design ...
From $1574 per night (USD)VRBO
From $996 per night (USD)VRBO
Sengekontacket Contemporary With Water Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**JULY HOT DEAL: SAVE 10% OFF 7/13 - 7/20 OR SHORTER STAY AVAILABLE | BOOK BY PHONE** POINT B EXCLUSIVE - Tucked away in ...
From $996 per night (USD)VRBO
From $822 per night (USD)Expedia
Enchanting bungalow with golf nearby, full kitchen, central AC, & washer/dryer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
East Chop 90 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $822 per night (USD)Expedia
From $1344 per night (USD)VRBO
Luxurious New Farmhouse Close to Edgartown Village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Luxurious brand new farmhouse walking distance to historical Edgartown village. Enjoy soaring vaulted ceilings and indoo ...
From $1344 per night (USD)VRBO
From $815 per night (USD)Expedia
Sweet Apartment in the Heart of Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming apartment is centrally located on Circuit Ave in the heart of Oak Bluffs above a popular restaurant. It is ...
From $815 per night (USD)Expedia
From $702 per night (USD)VRBO
Mink Meadows- Home Away From Home- Private beach-Comfortable and Bright
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
This 4 bedroom, 3 bath newly remodeled home with central A/ C, high speed wireless internet is located in desirable West ...
From $702 per night (USD)VRBO
From $3919 per night (USD)VRBO
Brand New Home with Guest House & Heated Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Exquisitely designed new contemporary coastal home, set on a private freshwater pond that connects to a south shore barr ...
From $3919 per night (USD)VRBO
From $642 per night (USD)VRBO
Walk to OB Restaurants, Shopping, Harbor & Beaches! Winter monthly rental avail.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful, open concept, fully furnished home is just footsteps to Sunset Lake, harbor, beaches, entertainment, res ...
From $642 per night (USD)VRBO
From $3252 per night (USD)VRBO
Luxury home with pool in tranquil West Tisbury setting
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Fabulous luxury contemporary coastal home. The property is beautifully landscaped and perfectly situated with views of ...
From $3252 per night (USD)VRBO
From $500 per night (USD)VRBO
Walk-up apartment with deck & grill - walk to beach & town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Everyday is Saturday Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $500 per night (USD)VRBO
From $568 per night (USD)Expedia
Family home located near everything needed for the perfect vacation.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
The house was recently renovated with new appliances and other furnishing. Appliances include a convection oven, dishwas ...
From $568 per night (USD)Expedia
From $3828 per night (USD)VRBO
West Chop Sandy Beach, Water Front, 6 BR, Great Views!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Summers on the Vineyard don’t get better than this waterfront 6 bedroom, 5 bath home with its own private (and sandy) be ...
From $3828 per night (USD)VRBO
From $681 per night (USD)VRBO
MODERN BEACH COTTAGE IN PRIVATE WATERFRONT COMMUNITY ON SENGEKONTACKET Pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
FIRST TIME OFFERED...This bright and airy beach cottage is newly renovated and furnished (2021), primarily for our perso ...
From $681 per night (USD)VRBO
From $870 per night (USD)VRBO
Spacious Contemporary with Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Our gorgeous, sun swept 3000sq ft open floor plan contemporary water view home is perched on a hill overlooking Vineyar ...
From $870 per night (USD)VRBO
From $885 per night (USD)VRBO
Spectacular Chilmark Sunset Water Views, Walk to Private Beach, Trails, Tennis!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*** We have transferrable car ferry reservations ⛴ for guests who would like to book for summer 2025 🏖. Just reach out ...
From $885 per night (USD)VRBO
From $362 per night (USD)VRBO
Charming Edgartown Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming Edgartown Guesthouse built new in 2022 . Full kitchen , full bath , outdoor patio . Living area with hardwood f ...
From $362 per night (USD)VRBO
From $2937 per night (USD)VRBO
Edgartown Historic, Remodeled, Luxury Home - In-Town, Beach Access, AC, Parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
*CURRENTLY AVAILABLE FOR 2023 BEACH ROAD WEEKEND* This completely and newly 2022 renovated, luxury home nestled in His ...
From $2937 per night (USD)VRBO
From $1042 per night (USD)VRBO
Walk to Beach, Kayak from Backyard Dock, Ocean & Squibnocket Pond Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*Transferrable Ferry Tickets - Depart Woods Hole on July 19 and return on July 26* Enjoy spectacular panoramic views of ...
From $1042 per night (USD)VRBO
From $4491 per night (USD)Expedia
Spacious home for entertaining, centrally located to beach, ferry, and airport.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Centrally located on the beautiful island of Martha's Vineyard, this luxury home was made for entertaining. Start your ...
From $4491 per night (USD)Expedia
From $2318 per night (USD)VRBO
Modern Home close to Steamship and Downtown Vineyard Haven!
- 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 $2318 per night (USD)VRBO
From $2972 per night (USD)VRBO
Private Sanctuary in Chilmark
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
This beautiful and special Chilmark home offers lovely and open interior spaces as well as several outside living spaces ...
From $2972 per night (USD)VRBO
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Comfortable Edgartown Home-Pet Friendly. HOT TUB & POOL TABLE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our home has been furnished and equipped to provide a comfortable & pleasant vacation for you. This home has 3 upstairs ...
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From $935 per night (USD)VRBO
Contemporary Beach House In Edgartown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
POINT B EXCLUSIVE - This Contemporary Beach House has just been stylishly renovated throughout with nice coastal touches ...
From $935 per night (USD)VRBO
From $1206 per night (USD)VRBO
Oceanfront Estate with Panoramic Views, Private Beach, House + Guest House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Secluded beachfront estate perched on a bluff with unsurpassed panoramic views of Vineyard Sound and the Elizabeth Islan ...
From $1206 per night (USD)VRBO
From $564 per night (USD)VRBO
Edgartown Home Sweet Home- A/C, WIFI, TOWELS, LINENS-1.5 MI TO MAIN ST
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Edgartown home with all you need to feel comfortable. Close to the beaches and downtown. The home is located less that ...
From $564 per night (USD)VRBO
From $3399 per night (USD)VRBO
Truly Katama with Pool - Celebrate 4th of July with Family & Friends
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This 4 bedroom, 2.5 bathroom property is the perfect home for your summer vacation with friends and family. It sleeps a ...
From $3399 per night (USD)VRBO
From $724 per night (USD)VRBO
Private Waterfront, Beachfront, and 90' Dock. Views. Newly Renovated 3Bd 2.5Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spectacular water views from classic Martha's Vineyard waterfront home! Perched atop a bluff overlooking the Nantucket ...
From $724 per night (USD)VRBO
From $4298 per night (USD)VRBO
Katama Dream House on 1.5 Acres W/ Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Beautiful custom home in Katama. The house and everything in it Is state-of-the-art, and 'built to own' in 2012. Sited ...
From $4298 per night (USD)VRBO
From $1050 per night (USD)VRBO
Renovated Edgartown home with a heated pool and close to town/beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully renovated home in 2022 with a heated salt water pool. It is close to Morning Glory Farm, downtown Edgartown ...
From $1050 per night (USD)VRBO
From $302 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 $302 per night (USD)VRBO
From $1730 per night (USD)Expedia
Charming Vacation Home in Oak Bluffs.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Just a stone away from Oak Bluffs and its beaches, this chic 4 bedroom home provides comfort and privacy. The large bedr ...
From $1730 per night (USD)Expedia
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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 ...
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From $748 per night (USD)Expedia
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 $748 per night (USD)Expedia