Dukes Area Rentals
- From $575 per night (USD)
VRBO
Katama Bay - South Beach home - walk to beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Let your vacation begin! A 3 bedroom, 2 1/2 bath home that could sleep up to 8 comfortably on a quiet cul-de-sac off of ...
From $575 per night (USD)VRBO
- From $720 per night (USD)
VRBO
Immaculate Katama 4BR house with home theater and large yard
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this spacious, sunny home on a quiet street just steps from the bike path and about 1 mile from South Beach and Ed ...
From $720 per night (USD)VRBO
- From $900 per night (USD)
VRBO
OB Watrfront 4+ BR. Quiet\/Walk to Town. Beachy, classic, great ocean\/pond views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
AUGUST CANCELLATION: Aug 18-25 available. 5% off if booked by 3/15 Best of everything: We are located on the back side o ...
From $900 per night (USD)VRBO
- From $929 per night (USD)
VRBO
Charming Chilmark beach house with private Abel's Hill beach access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Lovely house at the top of Abel's Hill with access to private Abels' Hill Beach a half mile away. The house is wonderful ...
From $929 per night (USD)VRBO
- From $850 per night (USD)
VRBO
CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
GAME ROOM COMING IN 2022!!! We have converted the room in the garage as a place where our guests can go should you have ...
From $850 per night (USD)VRBO
- From $642 per night (USD)
VRBO
Home has undergone a major renovation - Everything new! Short distance to town!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
SPECIAL NOTE: Rental is Tax Exempt with a stay over 32 days! We hope that you would find it most appealing as our prio ...
From $642 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Newly Renovated Martha's Vineyard Vacation Rental!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hop on the bike path for a short jaunt to popular South Beach or walk to historic Edgartown from this conveniently locat ...
From $375 per night (USD)VRBO
- From $425 per night (USD)
VRBO
"Over South", Family farm house in Chilmark
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Situated on the quiet end of the Island, yet only a 15 minute drive from Vineyard Haven, this rustic, authentic Chilmark ...
From $425 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Relax in two Beach Houses & enjoy an exclusive in - house leisure charter.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Sandy Feet Description ~ **** Boat tickets for the ferry and In-house charters are available for purchase**** The week ...
From $1000 per night (USD)VRBO
- From $840 per night (USD)
VRBO
Historic Lambert's Cove Church & Parsonage
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
Built in 1846 and meticulously renovated in 2009, this historic property – once the oldest Methodist Church on Martha’s ...
From $840 per night (USD)VRBO
- From $690 per night (USD)
VRBO
Walk to Beach Beautiful Ocean Views
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Private setting on 5 acres, wonderful for family retreats, weddings. Natural fabrics and wood floors, can have cook and ...
From $690 per night (USD)VRBO
- Click For Pricing
VRBO
Ferry Res Available for Aug! Beautiful antique home in downtown Edgartown.
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
Morse & Fuller Street is a coveted location in downtown Edgartown. A quiet location just a few blocks from Main Street, ...
Click For PricingVRBO
- From $1000 per night (USD)
VRBO
EDGARTOWN PRIVACY WITH A HEATED POOL AND CENTRAL AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Transferable ferry tickets are available for select weeks. At 36 Hamblen Way our mission is to deliver an exceptional ...
From $1000 per night (USD)VRBO
- From $1087 per night (USD)
VRBO
Sleeps 10+ New reno in 2022 - beautiful patio - 8 Min walk to downtown Edgartown
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Well appointed house in a secluded Edgartown neighborhood. Eight minute walk to downtown Main Street shops and harbor. ...
From $1087 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Ocean Views from East Chop
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Easy access to Oak Bluffs or Vineyard Haven, quiet street overlooking Crystal Lake and the Vineyard Sound. House has fi ...
From $550 per night (USD)VRBO
- From $954 per night (USD)
VRBO
Private Setting with Access to Two Private Beaches\/Ferry Tickets
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The house sits within the Mink Meadows Golf community (near Vineyard Haven) on a wooded 2-acre lot where a short 6 minut ...
From $954 per night (USD)VRBO
- Click For Pricing
VRBO
Swim And Sunsets At The Lagoon! Conveniently Located 2 Miles From Town!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cape-style 3 bedroom home with 3 bedrooms and 2 full baths, plus an outdoor shower. Open style floor plan downstairs wi ...
Click For PricingVRBO
- From $394 per night (USD)
VRBO
Explore Pristine Chappy! Inquire about Spring 2024
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This listing is for the three bedroom, two bath Main House at the Meadowsweet Compound. It is available only in the sho ...
From $394 per night (USD)VRBO
- From $3000 per night (USD)
VRBO
Private Edgartown Estate
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Spacious elegant home on 7 quiet acres. Heated pool, BBQ, half basketball court and several outdoor seating areas inclu ...
From $3000 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Ferry Tickets Available! Charming/Pet Friendly Cottage in Edgartown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location!!! Our home is centrally located in the perfect spot! 3 min drive to town, 5 min to both State and South Beac ...
From $550 per night (USD)VRBO
- From $425 per night (USD)
VRBO
Well-Appointed 3 bedrm 4 bathrm with AC and 50+ 5-star reviews!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
*** IF INTERESTED IN BOOKING, PLEASE SEND AN INQUIRY (click on ’contact host’) PRIOR TO SENDING A BOOKING REQUEST. BOOK ...
From $425 per night (USD)VRBO
- From $357 per night (USD)
VRBO
Light & Airy West Tisbury home on 3 private acres,\/amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Custom-designed Saltbox contemporary, ideal for a family vacation... or a restful retreat. There is a relaxing and airy ...
From $357 per night (USD)VRBO
- From $893 per night (USD)
VRBO
Waterfront Getaway With Beautiful Views Of Sengekontacket Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This fully air-conditioned 3 bedroom cottage sits directly on Sengekontacket Pond in the town of Edgartown. You will be ...
From $893 per night (USD)VRBO
- From $783 per night (USD)
VRBO
AMENITIES GALORE IN OAK BLUFFS PRIVATE COMMUNITY, DOCK, TENNIS, CENTRAL AC
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Our wonderful vacation home has been renovated adding central AC, new carpeting, new quartz countertops in both kitchens ...
From $783 per night (USD)VRBO
- From $721 per night (USD)
VRBO
Spectacular Newly Renovated Home in Menemsha
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This spectacular newly renovated home in Menemsha on Martha's Vineyard, was originally designed by a Frank Lloyd Wright ...
From $721 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Multiple Ensuites, Central Air, Perfect Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our home is approximate 2200sf and has 4 bedrooms including 3 bedrooms with en-suite bathrooms (all on second floor) an ...
From $800 per night (USD)VRBO
- From $513 per night (USD)
VRBO
Charming Family Home in the Heart of Martha's Vineyard
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This home is located on a private wooded lot and has 3BR/2.5B. On the first floor you will have an eat-in kitchen with a ...
From $513 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Classic Cape In Edgartown Estates
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Point B Exclusive - This Classic Cape is tucked away in the popular Edgartown Estates neighborhood in Katama. The house ...
From $650 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Gingerbread cottage with stunning Oak Bluffs Harbor View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...
From $900 per night (USD)VRBO
- Click For Pricing
VRBO
Beautiful cape located 2 blocks from Lagoon!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
It's all about Location!!! This cape style home is located on a quiet road very close to the Lagoon in Oak Bluffs and is ...
Click For PricingVRBO
- From $550 per night (USD)
VRBO
Beautiful, serene main house and carriage house walk to beach and ponds
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Our sweet, spacious, completely renovated cottage and guest house is a unique compound, secluded yet accessible. Tucked ...
From $550 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Perfect Adorable Cottage Retreat Among Award-Winning Gardens
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy this lovely well appointed cottage just a short stroll to downtown Edgartown. This designer's own cottage is set a ...
From $350 per night (USD)VRBO
- Click For Pricing
VRBO
Secluded Waterfront Rental with Private Beach
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
This well-furnished and architecturally unique two-to-three bedroom house is located on 2.5 secluded acres in Aquinnah. ...
Click For PricingVRBO
- From $450 per night (USD)
VRBO
Bike to the Beach, Bike to Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Open and airy contemporary with cathedral ceilinged living room. Central A/C with individual room temperature controls. ...
From $450 per night (USD)VRBO
- From $557 per night (USD)
VRBO
Lambert's Cove West Tisbury Country Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Lovely, spacious, privately situated post and beam main house and separate guest cottage just 1.3 miles from Lambert's C ...
From $557 per night (USD)VRBO
- Click For Pricing
VRBO
Promotion; price reduction. Summer 2024. Comfortable House Close to Town.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This comfortable and charming home is located within a 5 minute walk to downtown Edgartown with great shopping, movie th ...
Click For PricingVRBO
- Click For Pricing
VRBO
Private Chappy house- WALK to beach, local farm, and community center
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Bright, spacious beach house on three acres. Amenities include a large screened porch, reliable high-speed internet, ham ...
Click For PricingVRBO
- From $650 per night (USD)
VRBO
Location, Location, Location- Updated East Chop Year Round Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oak Bluffs: Located in East Chop! Beautiful year round home steps to Oak Bluffs Harbor, East Chop Beach Club, Jetty Beac ...
From $650 per night (USD)VRBO
- From $631 per night (USD)
VRBO
New Rates! Ocean Views! Lovely Secluded Home, Short Walk To Spectacular Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to this delightful summer haven just a short walk from Philbin Beach, Martha’s Vineyard's most beautiful. The spe ...
From $631 per night (USD)VRBO
- Click For Pricing
VRBO
Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Small beachfront cottage; back deck is right on the water and the front door is on Beach Rd. where you can flag down a b ...
Click For PricingVRBO
- From $370 per night (USD)
VRBO
Nice home w outdoor patio bar , dining table, comfortable furniture See photo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This home is in a quiet neighborhood - 10 minute walk to beach, Oak Bluffs center/harbor, restaurants, boarts district a ...
From $370 per night (USD)VRBO
- From $636 per night (USD)
VRBO
Fun, multi level home, close to bike trail, town, and beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy our fun, contemporary home on a privately situated lot close to the bike path and on a private road about a m ...
From $636 per night (USD)VRBO
- From $623 per night (USD)
VRBO
Charming Island House-Close to Ginger Bread Cottages, Beaches, Shops...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience the magic of the Vineyard in our island home. This charming residence is clean, cozy and boasts modern f ...
From $623 per night (USD)VRBO
- From $764 per night (USD)
VRBO
Katama Luxury - 5+ BR home w\/ Heated Pool near The Field Club--FERRY TIX AVAIL
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
This home is in a great location (just off Katama Rd, close to bike path & The Field Club), has a large heated pool w/ b ...
From $764 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Family Friendly Island Home In Quiet Neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come and enjoy a cedar shingled two story 4 bedroom cape that is minutes to island beaches. The master bedroom has a qu ...
From $550 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Family-Friendly Tisbury Escape - Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Experience the magic of Martha’s Vineyard firsthand at this completely renovated ranch-style retreat! Boasting a large s ...
From $254 per night (USD)Expedia
- From $274 per night (USD)
VRBO
*GREAT PRICE! *BEAUTIFUL NEWER HOME* *PETS WELCOME!, 2 Decks, Porch,linens inc.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $274 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Private West Tisbury Retreat Near Long Point Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Abundant space and privacy await your family and friends in this centrally located West Tisbury home on Martha's Vineyar ...
From $1000 per night (USD)VRBO
- From $4171 per night (USD)
VRBO
Large Pool, Over 3 Acres, Incredible Location!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
This 3.5-acre property has more than just an incredible home. Witchwood Lane is within walking distance to downtown, ju ...
From $4171 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Tranquility and Beauty inside and out.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous!! Great Location!! Recently renovated with beautiful maple floors, cherry cabinetry and granite counter tops ...
From $350 per night (USD)Expedia
- From $650 per night (USD)
VRBO
Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
With more than Fifty, 5-STAR REVIEWS, you can book with confidence. This beautifully appointed home features luxe furni ...
From $650 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Pristine with central air and outdoor shower
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A 15 minute walk from Main Street and Vineyard Haven Ferry Terminal (as well as playground near by), makes this new cons ...
From $500 per night (USD)VRBO
- From $505 per night (USD)
VRBO
A Private, Peaceful Escape In Close Proximity To All Of The Action.
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 9
Off the beating path, this home truly captures the essence of the Vineyard -- a sweet and tranquil escape, offering the ...
From $505 per night (USD)VRBO
- From $342 per night (USD)
VRBO
Lovely Home Prvt Apt- 2 bedrms1.5 baths full kitch living \/dining rm 2 car prkng
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Lovely private first floor of raised ranch house. Sleeps Four in 2 bedrooms (queen and two singles). One and a half bat ...
From $342 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Vineyard Haven Beach House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up surrounded by amazing water views in our sunny, airy beach house! The open floor plan gives you great views from ...
From $800 per night (USD)VRBO
- From $650 per night (USD)
Expedia
CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to "Eventide." Your historic vacation home is nestled at 63 Temahigan Ave. in Oak Bluffs- Martha's Vineyard. Con ...
From $650 per night (USD)Expedia
- From $850 per night (USD)
VRBO
1 August week left! August 17th-24th still available. Katama with Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Renovated in 2021 and again in 2023 to include brand new windows and Kitchen- Katama beach house with a large 1/2 acre ...
From $850 per night (USD)VRBO
- From $667 per night (USD)
VRBO
Quiet, Pet Friendly, Close to Edgartown and Oak Bluffs Beaches - FIVE STARS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This home was completed in 2019 specifically for the vacation rental business. This was new construction and is fully eq ...
From $667 per night (USD)VRBO
- From $1260 per night (USD)
VRBO
Martha's Vineyard Big Family Fun
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Enjoy a slice of heaven in Martha's Vineyard on your very own mini family compound located in Katama. This relaxing vaca ...
From $1260 per night (USD)VRBO
- From $796 per night (USD)
VRBO
Historic Waterfront Home in Downtown Vineyard Haven
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Incredibly convenient, gracious home, perfect for large families. Spend days relaxing on the wraparound porch watching t ...
From $796 per night (USD)VRBO
- Click For Pricing
VRBO
Convenient In-Town (Oak Bluffs) Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great Vineyard location on Vineyard Avenue in Oak Bluffs. Built in 1920 and thoughtfully restored in 1999, this house is ...
Click For PricingVRBO
- From $675 per night (USD)
Expedia
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Renovated in 2022, The Panola House is tucked away on a private lot with its own roundabout driveway. Walk to the cente ...
From $675 per night (USD)Expedia
- From $788 per night (USD)
VRBO
EDGARTOWN PRIVATE HOME CLOSE TO TOWN AND BEACH. NEW KITCHEN FOR 2023-24
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
NEW TO VRBO. BEAUTIFUL HOME IN GREAT LOCATION. HOUSE HAS BEEN RECENTLY UPDATED. BRAND NEW (2024) GORGEOUS KITCHEN! LARG ...
From $788 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Airy, Quiet Vacation Rental Home, pool, tennis, FERRY TIX on MV
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Families and children feel right at home in this clean, comfortable, contemporary house with large living/dining area, f ...
From $625 per night (USD)Expedia
- From $667 per night (USD)
VRBO
Dog-Friendly Home w\/Amazing Fenced-In Yards, Private Washer\/Dryer, Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Farmhouse Fantasy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $667 per night (USD)VRBO
- From $850 per night (USD)
Expedia
Walk to Edgartown Wharf - Upgraded Vineyard Home with A\/C and Outdoor Area
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Minutes from downtown Edgartown's shops & restaurants, this cape style home features open concept living, air conditioni ...
From $850 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Lovely, Bright 2 Bedroom Apartment. Great location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A great easy location to get to and travel from around the island! 2 1/2 miles from the lovely town of Vineyard Haven an ...
From $195 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Historic Oak Bluffs home, short walk to town, beach, and harbor.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Family owned and kept charming 19th century home in Oak Bluffs highlands near Baptist Temple park. This house is about ...
From $250 per night (USD)Expedia
- From $779 per night (USD)
VRBO
Charming In-town Greek Revival- Captain William West House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Well furnished and equipped, In-town antique home which has undergone a complete renovation yet maintains the traditiona ...
From $779 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Gorgeous Home in Aquinnah, Walk to the Beach, AIR CONDITIONING
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Unwind at this beautiful custom built home. Located in one of Martha's Vineyard's most peaceful and scenic areas, its j ...
From $500 per night (USD)VRBO
- From $346 per night (USD)
VRBO
Chappy relaxation and fun!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Are you looking for a calming refuge to enjoy the Vineyard but also want to be close to the island's best restaurants an ...
From $346 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Menemsha Home Fully Renovated w\/ Amazing Waterview's of Vineyard Sound
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The "Grapevine" is located on a private road in Menemsha, It was completely rebuilt not to long ago. originally it was a ...
From $800 per night (USD)VRBO
- From $450 per night (USD)
VRBO
West Tisbury Wooded Summer Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Cape nestled in amongst mature trees, maintained lawn and native plantings on 2 secluded acres at the end of a ...
From $450 per night (USD)VRBO
- From $601 per night (USD)
VRBO
Tucked Away on Tea Lane, Chilmark
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
A hidden gem tucked in the woods of the desirable Tea Lane neighborhood. A freshly painted interior, brand new second fl ...
From $601 per night (USD)VRBO
- From $699 per night (USD)
VRBO
Private Chappaquiddick Retreat with Large Screened in Porch. Minutes from Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedroom, 2 full bathroom home with an outdoor shower set on 5 acres. The house features a beautiful, large screened in ...
From $699 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Exclusive Oyster Pond Enclave w\/ Private Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This immaculate vacation rental is situated in the exclusive Oyster Pond enclave. Its seven acres afford a serene privac ...
From $900 per night (USD)VRBO
- From $3546 per night (USD)
VRBO
NEW LISTING - LUXURY - DOWNTOWN EDGARTOWN - WALK TO HARBOR - CLOSE TO BEACH
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Luxury surrounds in every detail of this 5-bedroom home - extravagant furnishings and artwork and cutting edge technolog ...
From $3546 per night (USD)VRBO
- Click For Pricing
Expedia
Cute 4-BR House within walking distance of Circuit Avenue
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
It is all about location! Leave the car at the house, and walk right into town. This 4 bedroom, 2 bath home features a l ...
Click For PricingExpedia
- From $413 per night (USD)
VRBO
Charming Lambert’s Cove Escape, Walk to Exclusive Pristine Beach and Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
21 Duck Pond Road is a tastefully appointed up-island home located within walking distance of beautiful Lambert's Cove B ...
From $413 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Quiet\/ Wooded\/ Walk to town: Shared home w\/ 1 other guest room.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a shared home. The owner lives on the 3rd floor in a separate suite. There is another guest room on the main l ...
From $250 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Newly renovated, air conditioned cottage close to the beach and town. dogs ok
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This property has something for the whole family to enjoy. A large wrap-around porch, screened in dining area on porch, ...
From $500 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Split-Level, Family-Friendly Home w\/ a Rear Deck, Gas Grill, Free WiFi, & W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summer Daze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $330 per night (USD)Expedia
- From $499 per night (USD)
VRBO
Location & Charm -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home is perfectly located - a short walk to Inkwell Beach, downtown Oak Bluffs, and the OB Ferry. One side of the ...
From $499 per night (USD)VRBO
- From $960 per night (USD)
VRBO
Lovely Vineyard home w\/4 master suites & heated pool - 5 min from the beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
As one of the most accommodating houses in Edgartown, you will surely want to extend your stay! Situated in Katama, the ...
From $960 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Best deal in Chilmark (Open Memorial Day weekend-Nov. 15)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
"Chilmark is quiet, laid back and much less congested than down-island counterparts. If you want to spread out and relax ...
From $315 per night (USD)VRBO
- From $1600 per night (USD)
VRBO
Light Open Vacation Home, Sweeping Waterviews, Hill Top, Private
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spectacular light large home with beautiful water views towards the Vineyard Sound and Naushon Island. The light open ki ...
From $1600 per night (USD)VRBO
- From $358 per night (USD)
VRBO
Chappaquiddick - Hidden Gem on Chappy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Seas the Day, lovely well maintained 2 bedroom, 2 bath beach home. Nestled in a private wooded area of Chappy. It is app ...
From $358 per night (USD)VRBO
- From $381 per night (USD)
VRBO
Recently Renovated, New Furnishings, Central A\/C, WiFi, Privacy, Bike to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This bright, airy Vineyard saltbox underwent a complete renovation in 2009. Everything inside is new, including the furn ...
From $381 per night (USD)VRBO
- From $467 per night (USD)
VRBO
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a relaxing vacation in a charming vineyard two bedroom two bathroom home. Located a short walk to downtown Vineyar ...
From $467 per night (USD)VRBO
- From $592 per night (USD)
VRBO
Beautiful Lambert Cove House with panoramic water views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Custom built in 1997, this beautiful Vineyard home offers panoramic views of the Elizabeth Islands and Vineyard Sound an ...
From $592 per night (USD)VRBO
- From $2960 per night (USD)
VRBO
Oceanfront with Private Dock and Harthaven Private Beach - close to Noman's
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
6 Bedrooms, Sleeping Porch, 3 Full Baths, 2 Half Baths, Sleeps 12+ A timeless Martha’s Vineyard escape awaits you at th ...
From $2960 per night (USD)VRBO
- From $1216 per night (USD)
VRBO
Modern 4 bed\/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis ...
From $1216 per night (USD)VRBO
- Click For Pricing
VRBO
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Location, Location, Location! Newly renovated charming cottage style home located in the sought after East Chop area of ...
Click For PricingVRBO
- From $454 per night (USD)
Expedia
A Vineyard Home Perfect For Family Gatherings
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
"A beautiful and private spot for your family vacation, reunion of friends, or just a space to be alone and create. This ...
From $454 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Close to town, beautifully updated- booking summer 2024 and offseason
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Newly renovated Oak Bluffs home features 4 bedrooms and 2 full Baths. The house is located in a quiet neighborhood and o ...
From $500 per night (USD)VRBO
- From $275 per night (USD)
VRBO
*Fabulous Makonikey WATER VIEW Victorian with wrap around porch *WALK TO BEACH!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $275 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Comfortable Island Home, Easy Access to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Salt Box style Log Home with open floor plan built by my family with a country feel, located on a wooded lot in the down ...
From $285 per night (USD)VRBO
- From $812 per night (USD)
VRBO
Chic In-Town Retreat With Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**SUMMER SPECIAL: SAVE UP TO $1,200/WEEK FOR OPEN WEEKS JUNE THRU AUGUST | UPDATED RATES ARE IN** Point B Exclusive - Th ...
From $812 per night (USD)VRBO
- From $795 per night (USD)
VRBO
Cottage w\/ water views from front yard, central ac & fireplace - dog ok
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $795 per night (USD)VRBO
- From $427 per night (USD)
Expedia
Vineyard Gem: < 2 Mi to Beach & Oak Bluffs!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Boasting one of the most optimal locations on the island, this 3-bedroom, 2.5-bath vacation rental home sits within a qu ...
From $427 per night (USD)Expedia