Oak Bluffs Rentals
- From $589 per night (USD)
VRBO
Beautiful Contemporary Farmhouse close to Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautifully maintained contemporary farmhouse features an open floor plan. The first floor has an open kitchen, dining, ...
From $589 per night (USD)VRBO
- From $1097 per night (USD)
VRBO
Big Beach House - Ocean Views!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Original 1900 Victorian home, updated in 2006, located in the historic Copeland District just one block from the beach. ...
From $1097 per night (USD)VRBO
- From $251 per night (USD)
VRBO
Contemporary Pet-friendly Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary with open living/dining area, cathedral ceilings, and air conditioning throughout. Sliding and French door ...
From $251 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Martha's Vineyard Beachfront Condo in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy all that Martha's Vineyard has to offer in this spacious two bedroom, two full bath beautifully furnished condo ov ...
From $428 per night (USD)VRBO
- From $566 per night (USD)
VRBO
Classic Downtown Property
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The home has been tailored for modern tastes and conveniences. Ideally located on a private lane, just a short distance ...
From $566 per night (USD)VRBO
- From $1077 per night (USD)
Expedia
Secluded Escape- Central AC & Wireless Internet Access.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This gorgeous, contemporary air-conditioned private home is perfect for your luxurious vacation on the island. It is 270 ...
From $1077 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Sea Captain's Victorian studio bedroom apartment. Pets OK
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay in an original sea captain Victorian for less than the cost of a hotel. This is a fully furnished studio apartment ...
From $222 per night (USD)VRBO
- From $510 per night (USD)
VRBO
Peaceful Escape Beautiful Contemporary Perfect For Families Walk To Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Need a change of scenery? This charming three bedroom, two bath contemporary sleeps 8 and is conveniently located near ...
From $510 per night (USD)VRBO
- From $665 per night (USD)
VRBO
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime location close to the center of town in the fabulous SeaView Condo building in the heart of Oak Bluffs. Highly des ...
From $665 per night (USD)VRBO
- From $306 per night (USD)
VRBO
Quiet 2-Bed, 2-Bath Condo with Spacious Sundeck & Tennis Courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a peaceful retreat in this cozy 2-bedroom, 2-bath condo with air conditioning, offering the perfect space to relax ...
From $306 per night (USD)VRBO
- From $1769 per night (USD)
VRBO
Glorious Sunsets and Fun on Private Waterfront in Beautiful, Comfortable Home.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
3200 sq. ft., waterfront, highly energy efficient, 4 bedroom plus flex room (sleeps 8-9 adults plus 3-4 children) 3.5 ba ...
From $1769 per night (USD)VRBO
- From $1280 per night (USD)
VRBO
Martha's Vineyard waterfront with Dock
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 6
A delightful oasis on the water's edge. A serene retreat that will ensure relaxation! Nestled overlooking the lagoon wit ...
From $1280 per night (USD)VRBO
- From $1843 per night (USD)
VRBO
Last minute cancelation! August price reduced! Large, Renovated, Walk to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Last minute cancelation on August week! Big Price reduction! This charming Vineyard home just completed a large renovat ...
From $1843 per night (USD)VRBO
- From $1624 per night (USD)
VRBO
Family Friendly Quiet Neighborhood Heated In-ground Pool SUNDAY CHECKIN
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Cape style home with heated in ground pool located only a 4 minute walk to Sengekontacket Pond where you can kayak or pa ...
From $1624 per night (USD)VRBO
- From $570 per night (USD)
VRBO
A Charming Vineyard Cottage Just Off the Pond
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Remember when summer vacations meant spending long perfect days near the water? This simple wooden Vineyard cottage wit ...
From $570 per night (USD)VRBO
- From $994 per night (USD)
VRBO
The quintessential MV home. Now booking for 2024!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Pirate's Cove is a young, Victorian-style home, designer-decorated and nestled on a quiet lane in East Chop, located jus ...
From $994 per night (USD)VRBO
- From $754 per night (USD)
VRBO
Beautiful Landscaped Grounds and Pond & Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to paradise!!! This beautiful property is located in prestigious fresh pond estates. It sits tucked away in the ...
From $754 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Central location for your vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Centrally located from nearby Vineyard Haven, Oak Bluffs, Edgartown and West Tisbury. You are not able to get your car ...
From $343 per night (USD)VRBO
- From $439 per night (USD)
VRBO
Family Home That Is Walking Distance To Town and Ferry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 4 bedroom, 2 full bath home that has accommodations for 8 people is great for sitting in the sun filled dining room ...
From $439 per night (USD)VRBO
- From $421 per night (USD)
VRBO
2024 Martha's Vineyard Vacation Home - Weekly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bordering the town forest and less than one mile from the harbor, the house is centrally located on the island and is ai ...
From $421 per night (USD)VRBO
- From $480 per night (USD)
VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A\/C,Large Deck,Gazebo,Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***IMPORTANT--PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT ...
From $480 per night (USD)VRBO
- From $462 per night (USD)
Expedia
Hamletts' Haven - Spectacular Summer Getaway! Tues. 8\/27 - Sat. 9\/7 AVAILABLE!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Hamletts' Haven - The Vacation Get Away! Book for two days or two weeks - the choice is yours. Enjoy!!!! ...
From $462 per night (USD)Expedia
- From $834 per night (USD)
VRBO
Great Martha's Vineyard House: Everything You Need - Nothing You Don't!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Property rents Monday to Monday. 3 bedroom/ 2 and 1/2 bathroom Contemporary Vineyard house with wraparound deck, outdoor ...
From $834 per night (USD)VRBO
- From $805 per night (USD)
VRBO
Carriage House, Swimming, Boating, Kayaking, just steps from your door...
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
WELCOME TO PARADISE!!! we sanitize!!!!! We have implemented a system so you are able to check in and out without and per ...
From $805 per night (USD)VRBO
- From $977 per night (USD)
VRBO
Large, Charming Vintage Cape Cod Cottage, 2 Blocks to Town and Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Victorian Cape Cod Cottage located in the highly desired Oak Bluffs Copeland District in Martha's Vineyard. Large family ...
From $977 per night (USD)VRBO
- From $523 per night (USD)
VRBO
West Tisbury Country Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Custom home with many amenities. Nicely furnished. Beautiful interiors with natural woodwork, oak floors, deck, big secl ...
From $523 per night (USD)VRBO
- From $1712 per night (USD)
VRBO
Luxe 4 Bed\/4 Ensuite Bath, A\/C In-Town Vineyard Haven, Gunite Pool and Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Luxury Home in private cul-de-sac in Vineyard Haven. Just a short two block walk to downtown restaurants, shops, harbor, ...
From $1712 per night (USD)VRBO
- From $642 per night (USD)
VRBO
Modern & Spacious Edgartown Home with Pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy your vacation in this wonderfully charming three bedroom home with an in-ground heated pool. Head to the beach or ...
From $642 per night (USD)VRBO
- From $416 per night (USD)
VRBO
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Martha's Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $416 per night (USD)VRBO
- From $534 per night (USD)
Expedia
Renovated 4 bedroom home in Vineyard Haven
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Renovated contemporary 4-bedroom/3-bath home is tastefully furnished and equipped with new appliances and all the amenit ...
From $534 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Charming Oak Bluffs Cottage: Prime Location, Stylish Comfort & Serene Privacy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Close to sailing, windsurfing, and more, this smoke-free cottage brings it all within reach. Oak Bluffs Harbor and Oa ...
From $379 per night (USD)VRBO
- From $566 per night (USD)
VRBO
Historic Home in East Chop
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Renovated home in East Chop, Oak Bluffs, Martha’s Vineyard. Built in 1863 by my great, great grandfather, the house has ...
From $566 per night (USD)VRBO
- From $356 per night (USD)
VRBO
Updated Beautiful Cottage in Edgartown w\/ Central AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Light, airy and central-air-conditioned, well-designed home offers all the comforts of modern living centrally located i ...
From $356 per night (USD)VRBO
- From $622 per night (USD)
VRBO
Oak Bluffs Retreat - The perfect getaway!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Six minute drive to beach! This two floor beauty with central AC boasts ample yard space and all the amenities you look ...
From $622 per night (USD)VRBO
- From $1392 per night (USD)
VRBO
Modern, luxury 5-bed, 4.5-bath w\/full basement! Now booking for 2024!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Pirate's Reef is a NEW and beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 b ...
From $1392 per night (USD)VRBO
- From $1401 per night (USD)
VRBO
Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
THE “SUMMER WIND” HOUSE - WALK TO EVERYTHING! We have completely renovated our 5-bedroom, 3-full bathroom home with cent ...
From $1401 per night (USD)VRBO
- From $312 per night (USD)
VRBO
In-Town-WALK TO EVERYTHING! PETS WELCOME! Screened Porch, A\/C, Outdoor Shower
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
***IMPORTANT--PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT H ...
From $312 per night (USD)VRBO
- From $606 per night (USD)
VRBO
Lovely vacation home within walking distance to Oak Bluffs and the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your summer vacation home! This is a 3 bedroom 2 1/2 bath home located less than a mile from downtown Oak Bl ...
From $606 per night (USD)VRBO
- From $988 per night (USD)
VRBO
Relax & Renew at this Luxury Villa with Heated Pool & Hot Tub, Tennis, Firepit!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This newly renovated, luxury home with pool is centrally located! 1.5 miles to downtown Oak Bluffs and less than 2 miles ...
From $988 per night (USD)VRBO
- From $298 per night (USD)
VRBO
Lagoon Pond House with Beach Access - Kayaker Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the water view from the deck and house. This house has a private path to the head of Lagoon Pond, and a large yar ...
From $298 per night (USD)VRBO
- From $734 per night (USD)
VRBO
Oak Bluffs - Quiet neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Less than a mile from downtown, harbor and beach. Located in a quiet neighborhood, guests are sure to enjoy a memorable ...
From $734 per night (USD)VRBO
- From $1288 per night (USD)
VRBO
Newly Renovated Cape In Edgartown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
POINT B EXCLUSIVE - This newly renovated Cape sits back in a quiet neighborhood near the Vineyard Golf Club. It has been ...
From $1288 per night (USD)VRBO
- From $406 per night (USD)
VRBO
Walk your way into Vineyard Haven from Walker Way!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Traditional New England Cape built in 2003 with three bedrooms and two full bathrooms. Located on a quiet private street ...
From $406 per night (USD)VRBO
- From $3719 per night (USD)
VRBO
The Island Collection MV: LUXURY GETAWAY AT THE PRESERVE
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This luxury enclave, complete with 4 bedrooms and 3.5 bathrooms, is located in a private community that is centrally loc ...
From $3719 per night (USD)VRBO
- From $572 per night (USD)
VRBO
A BRILLANT WAY\nCentral Location To Beach\/Shops\/Restaurants\/Arcade\/Family Bowling
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Brillant Way is a Brilliant Condo located in the heart of Oak Bluffs. Second level has 2 bedrooms - Queen size bed in ...
From $572 per night (USD)VRBO
- From $685 per night (USD)
VRBO
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
- Magnificent front porch for rocking and peaceful island observations! - All furniture is whimsical and light to match ...
From $685 per night (USD)VRBO
- From $829 per night (USD)
VRBO
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This newly renovated 2 bedroom house is a stone's throw from the ferry terminal, main street, restaurants & beaches in V ...
From $829 per night (USD)VRBO
- From $1414 per night (USD)
Expedia
Private Beach Waterfront Oak-Bluffs Family Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Experience the magic of Martha's Vineyard from our beachfront retreat. Nestled in a quiet neighborhood, yet conveniently ...
From $1414 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Martha’s Vineyard Condo w\/ Pool minutes from Ferry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Cozy 1 bedroom, 1 full bath, Condo located minutes from Vineyard Haven Harbor on Martha’s Vineyard. Nice landscaped surr ...
From $181 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Waterfront condo with scenic views of Vineyard Haven harbor and beyond
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Completely updated/renovated 1 bedroom (sleeps 4), 1bath condo with eat in kitchen. Fantastic views with private beach ...
From $389 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Perfect Home For A Family Vacation With All The Amenities
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 13
This professionally designed & decorated vacation home is great for a quiet get away for one or two couples/families or ...
From $448 per night (USD)VRBO
- From $482 per night (USD)
VRBO
Spacious family house, short walk to the Lagoon & close to Oak Bluffs center
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The 'Anchor Inn' on Carole Avenue is the perfect spot for your family to relax and enjoy the Vineyard! The home is a 4 ...
From $482 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Oak Bluffs! Close to everything! Updated in 2023!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This home was updated in 2023! Beautiful detached 2 bedroom within walking distance to the center of Oak Bluffs. The ext ...
From $263 per night (USD)VRBO
- From $519 per night (USD)
VRBO
Guest House in Converted Barn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
****PLEASE READ COMPLETELY BEFORE SENDING BOOKING REQUESTS**** ***Two person occupancy, no exceptions, no pets, no exce ...
From $519 per night (USD)VRBO
- From $803 per night (USD)
VRBO
OB Watrfront 4+ BR. Quiet\/Walk to Town. Beachy, classic, great ocean\/pond views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Best of everything: We are located on the back side of Farm Pond, which overlooks Harthaven, Nantucket Sound, and Chappa ...
From $803 per night (USD)VRBO
- From $1862 per night (USD)
Expedia
\"The Carousel House\" - Ocean Park - Featured in New York Times
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
This house, built in 1865, was featured in the New York Times article on Oak Bluffs, 'The President Was Here (Grant, Tha ...
From $1862 per night (USD)Expedia
- From $1189 per night (USD)
VRBO
CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
GAME ROOM!!! We have converted the room in the garage as a place where our guests can go should you have a rainy day or ...
From $1189 per night (USD)VRBO
- From $693 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 $693 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 $360 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 $360 per night (USD)VRBO
- From $711 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 $711 per night (USD)VRBO
- From $918 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 $918 per night (USD)VRBO
- From $949 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 $949 per night (USD)VRBO
- From $1252 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 $1252 per night (USD)VRBO
- From $838 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 $838 per night (USD)VRBO
- From $439 per night (USD)
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 ...
From $439 per night (USD)VRBO
- From $301 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 $301 per night (USD)VRBO
- From $665 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 $665 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Family-Friendly Tisbury Escape - Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 8
Experience the magic of Martha’s Vineyard firsthand at this completely renovated ranch-style retreat! Boasting a large s ...
From $396 per night (USD)VRBO
- From $438 per night (USD)
VRBO
GREAT PRICE!PETS WELCOME! 2 Decks, Porch,Linens Included,Outdoor Shower, A\/C
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
***IMPORTANT--PLEASE "MESSAGE " MANAGER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT H ...
From $438 per night (USD)VRBO
- From $2146 per night (USD)
VRBO
Relaxing Beach Front Home
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
The Perfect Vineyard Vacation: This beautiful beachfront home is on the east side of Lagoon Pond, in the town of Oak Blu ...
From $2146 per night (USD)VRBO
- From $637 per night (USD)
Expedia
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 $637 per night (USD)Expedia
- From $578 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 $578 per night (USD)VRBO
- From $403 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 $403 per night (USD)VRBO
- From $934 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 $934 per night (USD)VRBO
- From $765 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 $765 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Quiet, Pet Friendly, Close to Edgartown and Oak Bluffs Beaches - FIVE STARS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This home was completed in 2019 specifically for the vacation rental business. This was new construction and is fully eq ...
From $416 per night (USD)VRBO
- From $710 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 $710 per night (USD)VRBO
- From $1083 per night (USD)
VRBO
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $1083 per night (USD)VRBO
- Click For Pricing
Expedia
Airy, Quiet Vacation Rental Home, pool, tennis, FERRY TIX on MV
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Families and children feel right at home in this clean, comfortable, contemporary house with large living/dining area, f ...
Click For PricingExpedia
- From $1248 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 $1248 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $497 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 $497 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 $485 per night (USD)
VRBO
Steps to the beach - Vineyard Summer home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This charming summer cottage offers the quintessential vacation experience close to Vineyard Haven center. Walk to the b ...
From $485 per night (USD)VRBO
- From $228 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 $228 per night (USD)VRBO
- From $471 per night (USD)
VRBO
Location & Charm -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $471 per night (USD)VRBO
- From $465 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 $465 per night (USD)VRBO
- From $4663 per night (USD)
VRBO
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
- Bedrooms:
- 3
- Bathrooms:
- 7
- 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 $4663 per night (USD)VRBO
- From $1469 per night (USD)
VRBO
Modern 4 bed\/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Enjoy everything the island has to offer in a spacious, custom-built, fully-stocked modern farmhouse and backyard oasis ...
From $1469 per night (USD)VRBO
- From $1085 per night (USD)
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 ...
From $1085 per night (USD)VRBO
- From $431 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 $431 per night (USD)Expedia
- From $530 per night (USD)
VRBO
Close to town, beautifully updated- booking summer 2024 and offseason
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*** For stays between 9/1/2024 and 6/14/2025, Please inquire about a discounted cleaning rate***. Renovated Oak Blu ...
From $530 per night (USD)VRBO
- From $460 per night (USD)
VRBO
Comfortable Island Home, Easy Access to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $460 per night (USD)VRBO
- From $1341 per night (USD)
VRBO
Cottage w\/ water views from front yard, central ac & fireplace
- 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 $1341 per night (USD)VRBO
- Click For Pricing
Expedia
Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 ...
Click For PricingExpedia
- From $587 per night (USD)
VRBO
Family & dog friendly; walk to beach, cliff, town, ferries, all bedrooms w\/AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Best of both worlds! Quietly situated among beautiful trees with few neighbors plus it is walking distance to swim and O ...
From $587 per night (USD)VRBO
- From $492 per night (USD)
VRBO
Delilah & Joseph Pierce House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Travel and Enjoy! Built by international artist, curator, educator, advocate, and diplomat Delilah W. Pierce, and her fa ...
From $492 per night (USD)VRBO
- From $233 per night (USD)
VRBO
In the Woods\/Walk to Town: Shared house w\/ 1 other guest room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a shared home with the owner on site in a private suite on the third floor. There is one other guest room on th ...
From $233 per night (USD)VRBO
- From $814 per night (USD)
Expedia
Dog-friendly home with fenced yard- walking distance to beach, ferry & town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Wayland Victorian Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $814 per night (USD)Expedia