Home Vacation Rentals By Owner In West Tisbury, MA

Showing 40 Of 81 Vacation Rentals
Slider Thumb
Exceptional(15)

$1080.1

/ Nightly
Private Vacation Home

1800s Farmhouse on 6 Acres • Private Beach • Pickleball

West Tisbury, Massachusetts, United States

This 1800s farmhouse on 6+ acres in West Tisbury is quiet, private, and easy to settle into. Best for one or two families, with flexible sleeping and plenty of room to spread out. It’s not fussy, just comfortable, with a mix of shared and private spaces.brbrKey Features:brbrPrivate association beach (¾ mile walk, parking available)brPickleball court, basketball hoop, cornhole, soccer netsbrExpansive lawns and gardenbrOutdoor showerbrBack patio with grillbrFully equipped kitchenbrAir conditioning (mini-splits + window units)brProfessionally cleaned between staysbrCaretaker on-site in a separate buildingbrLambert’s Cove Beach permit availablebrbrFirst Floor (Main House):brFully equipped kitchen with microwave, toaster, coffee maker, French press, blender, ice cream maker, and more, plus an oak table for casual meals. Separate dining room with an antique pine table. Cozy living room with smart TV, board games, and puzzles.brPrimary bedroom with queen bed and ensuite bath (tub/shower, double sink, washer/dryer). Additional room with two twin beds and a half bath. Bonus room and sunroom offer extra flexible space.brbrSecond Floor:brOne bedroom with three twin beds and an adjacent queen bedroom. These share a full bath and common entry from the top of the stairs.brbrDetached Room:brQueen bedroom with ensuite full bath and private entrance.brbrThe home comfortably accommodates 9 guests, with additional flexible sleeping space for families traveling together. No large events or parties.
Bed 5

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb

$1686.31

/ Nightly
Private Vacation Home

Entire home in West Tisbury, Massachusetts minutes from Lambert's Cove

West Tisbury, Massachusetts, United States

Introducing a captivating modern retreat nestled in the heart of West Tisbury on Martha's Vineyard. Newly built (to be completed in May 2024), this stunning home embodies a bold and beautiful modern design, seamlessly blending architectural elegance with contemporary luxury. With 3 king size bedrooms and 3 full bathrooms, as well as a spacious loft, this home offers ample space for a family or group seeking an island escape. The property is situated on 3.5-acre parcel, providing an oasis of privacy and tranquility.brThe spacebrYou can sit out on the front porch for morning coffee or have drinks and hors d’oeuvres on the enclosed screened porch and watch the sunset overlooking the marsh.brbrFirst floor master suite has a vaulted ceiling, concrete floors, king size bed, en-suite marble with a walk-in shower as well as an outdoor shower. The other two suites are also located on the first floor and include vaulted ceilings, spacious closets, and a private bathrooms with walk-in showers.brbrSecond floor is included in the communal space and has vaulted ceilings, hardwood floors, and two couch beds that are perfect for children or two singles.brbrSpacious living room with flat screen, smart TV.brbrBeautiful high-end kitchen fully stocked. Adjacent dining area and an enclosed screen porch with ample space to read and relax.brbrSo much is within walking distance….brbr• Beach - take an evening stroll and collect seashells on the secluded Lambert's Cove Beach just 7-minute walk with 3 miles of pristine coastline.brbr• Icehouse Pond - take a dip in the gorgeously preserved pond, just steps from the house.brbrJust 5 minutes away is the town of Tisbury / West Chop, located along the ocean and Main Street. Here you’ll find great shopping and gift shops, fantastic dining, and sailing excursions.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb

$977.38

/ Nightly
Private Vacation Home

Beautifully appointed Long Point Beach Retreat-West Tisbury-4 bedroom, 2.5 bath.

West Tisbury, Massachusetts, United States

Approximately one-and -a-half miles from Long Point Beach in West Tisbury, Summer Dream Cottage is an absolute jewel of a spot for your Martha's Vineyard vacation. This bright, coastal retreat, which has been newly renovated, provides the perfect mix of style , comfort, and convenience. The living room has cathedral ceilings, skylights, a gas fireplace, and a dining area with French doors to a stunning wrap-around deck which is perfect for alfresco dining and entertaining. The kitchen is bright, modern, and well equipped for any chef. The first floor has 2 bedrooms and a full bath. Upstairs, the entire floor is dedicated to a full primary suite. Here you'll find a separate office in addition to a large, luxurious full bath. The walk-out, lower level includes a family/tv room, half bath, and an additional bonus room with 2 twin beds which can accommodate overflow guests. It also has a dedicated laundry room with a washer and dryer. Just outside is an outdoor shower. The location of the house is ideal with easy access by bike or walking to Long Point Beach. If you prefer to drive your car to Long Point, you can make a daily reservation for a spot in the lot by signing up for membership to the Trustees of the Reservation on-line and purchasing an annual membership. The bike path to Edgartown is about a mile up from the house. Our house offers proximity to up-island towns as well as down-island villages for shopping, restaurants, and more. Additionally, the house includes access (through a parking sticker you can purchase) to the highly coveted Lambert's Cove beach, a true island treasure!
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$492.75

/ Nightly
Private Vacation Home

Island Retreat — Private, Central, Peaceful 5-bedroom house w/ AC - West Tisbury

West Tisbury, Massachusetts, United States

Your cozy getaway awaits in West Tisbury at this brilliant house. With 5 bedrooms including 2 queen beds and 3 twin beds, this awesome property is perfect for families or groups of friends. Enjoy the convenience of 2 bathrooms equipped with a bathtub, shower, and hair dryer. Plus, there's an additional living room space with 2 twin beds for extra comfort. Make your holiday one for the books with a stay at our place.brbrRelax in this inviting Vineyard retreat with beach access, cozy living spaces, and Island charm. Perfect for quiet winter escapes, fresh spring getaways, and colorful fall weekends.brbrSummer 2026 availability will open later this fall—plan early to secure your week in peak season. Whether you’re here to unwind, explore, or celebrate, the house offers comfort and connection year-round.brbrBase rate includes 6 guests; $100/night per additional. Detached garage apartment may be occupied separately.brThe spacebr• Main Bedroom — Queen bed, tranquil and privatebr• Bedroom 2 — Two twin beds, perfect for kids or friendsbr• Bedroom 3 (Daybed Room) — Twin daybed w/ trundle, ideal flex spacebr• Upstairs Loft — Two cozy built-in twin beds, great for kids/teensbr• Upstairs Bedroom 4 — Two twin beds, private and quietbr• Upstairs Bedroom 5 — Two queen bedsbr• Bathrooms — Two full baths (one w/ double vanity, one w/ tiled shower)br• Living + Dining — Open plan, vaulted ceiling, sectional sofa, large dining table seats 10, TVbr• Kitchen — Modern + fully equipped for easy mealsbr• Outdoor Deck — Surrounded by trees, grill + seating for diningbr• Laundry — Full washer/dryer on sitebr• Mini-splits in bedrooms and living room for maximum comfortbrGuest accessbrGuests have exclusive access to the entire main house, including all living spaces, bedrooms, bathrooms, kitchen, laundry, and outdoor deck. The large front/back yard is also yours to enjoy during your stay. The detached garage apartment may be occupied, and shares the driveway/parking area, but does not share any indoor or outdoor living spaces.brNote: The basement is not accessible to guests.brOther things to notebr• No smoking anywhere on the property, indoors or outdoors.br• Drive slowly — the shared driveway has a speed limit of 12 mph to ensure safety and respect for neighbors.br• Detached garage apartment may be occupied, but has no shared living spaces.br• Basement access is not permitted.br• Extra guest fee applies — Base rate includes 6 guests; up to 4 additional guests welcome for $100/night per guest.br• Lambert’s Cove Beach pass included (in season) — Guests will have access to the West Tisbury resident beach. Instructions for obtaining and using the pass will be provided prior to your stay.br• No parties or events — please respect the peaceful nature of the home and neighborhood.br• No removal of any items from the property, including linens and towels.br• Guests are required to leave the property in tidy condition upon departure.brbrPlease note: Outdoor shower is now off for the season. The sunroom is accessible, but unheated and not useable as a bedroom in winter.brbrExcessive mess requiring extra cleaning may result in additional charge
Bed 5

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$556.6

/ Nightly
Private Vacation Home

Charming 2-story house near the beach with inviting deck, large yard & canoe

West Tisbury, Massachusetts, United States

Summary:brbrNana’s TreehousebrbrbrbrThe Space:brbrTake some time to relax and reconnect with nature at this beautifully furnished two-story home! This quiet retreat enjoys a secluded location just down the road from Lambert's Cove Beach and near a market for added convenience and great attractions, including Polly Hill Arboretum, Martha's Vineyard Agricultural Society, Quansoo Preserve, Long Point Wildlife Refuge, and Great Rock Bight Preserve. This peaceful home away from home will have you enjoying nature the moment you arrive - gentle winds blow through mature trees, and birds will greet you with their morning songs. The spacious deck allows you to enjoy the outdoors while being at home - it's furnished with a convenient outdoor dining area so you can revel in memorable alfresco meals and host summertime barbecues using the provided grill. An outdoor shower can be found there as well, which is perfect for rinsing off, especially after a day at the beach. Inside, this adorable home enjoys a bright open floor plan with exposed wood beams and plenty of natural light. Wind down in the welcoming living area, furnished with the most comfortable sofas to provide you with a wonderful, relaxing spot. Prepare gourmet meals in the well-appointed kitchen, complete with all the essentials. The home offers an enclosed porch with board games and seating options. Additional perks include one kayak, one canoe, and a washer/dryer. bThings to Know/b This cottage can be rented together with Nana's Backyard Treehouse and Nana's Treehouse.
Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(5)

$534.89

/ Nightly
Private Vacation Home

Quaint home across from bike paths with large furnished deck, grill, & W/D

West Tisbury, Massachusetts, United States

Summary:brbrThe C-HavenbrbrbrbrThe Space:brbrEscape to the charming town of West Tisbury and stay at the delightful C-Haven house for a relaxing and memorable vacation experience. This cozy retreat offers a peaceful setting with a large deck, perfect for enjoying the island breeze and partial shade. Conveniently located near the island bus stop and steps away from the paved bike paths, you'll have easy access to explore all the area offers. Venture out to explore the nearby attractions, such as Rosewater Market, Lighthouse Beach, and the Flying Horses Carousel, all just a short drive away. For outdoor enthusiasts, the Woods Hole Golf Club and Spohr Gardens offer opportunities for golfing and scenic walks in nature. Whether you're interested in bird watching, whale watching, or simply relaxing by the water, there's something for everyone. Inside, C-Haven has all the amenities you need for a comfortable stay. The spacious living area is ideal for relaxing after a day of adventures. The full, open kitchen features full-size appliances (no dishwasher). Plus, there's a gas grill for outdoor cooking. From a futon for extra sleeping space to a washer/dryer for convenience, this house has everything to make you feel at home. The summer breeze keeps the vacation rental cool in the temperate climate. Like most homes in the area, there is no air-conditioning. C-Haven is perfect for your next island getaway to Martha's Vineyard. Things to Know There is to be no smoking at all on the property.
Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb

$889.84

/ Nightly
Private Vacation Home

Nana’s Treehouse | House with spacious deck, grills, outdoor shower & W/D

West Tisbury, Massachusetts, United States

Summary:brbrNana’s Big TreehousebrbrbrbrThe Space:brbrEscape from the hustle and bustle of daily city life and reconnect with nature at this beautifully furnished house and guest house! This quiet retreat enjoys a secluded location just down the road from Lamber's Cove Beach and near a market for added convenience and fantastic attractions, including Polly Hill Arboretum, Martha's Vineyard Agricultural Society, Quansoo Preserve, Long Point Wildlife Refuge, Great Rock Bight Preserve, and so much more. This retreat comprises two separate homes - a main home with two bedrooms and a smaller home with one bedroom. This peaceful home away from home will have you enjoying nature the moment you arrive - gentle winds blow through mature trees, and birds will greet you with their morning songs. The spacious main home's deck allows you to enjoy the outdoors while at home - it's furnished with a convenient outdoor dining area so you can revel in memorable alfresco meals and host summertime barbecues using the provided grill. An outdoor shower can also be found there, perfect for rinsing off, especially after a day at the beach. Inside, this adorable home enjoys a bright open floor plan with exposed wood beams and plenty of natural light. Wind down in the welcoming living area, furnished with the most comfortable sofas to provide a superb relaxing spot. Prepare gourmet meals in the well-appointed kitchen, complete with all the essentials. The home offers an enclosed porch with board games and seating options. Additional perks include one kayak, one canoe, and a washer/dryer. The smaller home offers a wraparound deck with plenty of comfy seating, a nice outdoor dining area, and a gas grill. Inside, you will discover a welcoming and bright open floor plan with a cozy living room, a desk, and a well-equipped kitchenette with a full-size fridge, microwave, coffee maker, and electric grill. When it comes to entertainment, the home offers free WiFi and an assortment of fun puzzles!
Bed 3

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb

$813.81

/ Nightly
Private Vacation Home

West Tisbury Gem with Association Pool + Hiking Trails, Close to All

West Tisbury, Massachusetts, United States

Spacious, secluded yet close to everything, this light-filled gem began renting in summer '23. Each bedroom has its own bath so you get maximum privacy -- everyone can have their own quiet spaces and come together in the living room and kitchen. We have no reviews yet on this site but we have received nine 5-star ratings on the other site, where it is a Guest Favorite.brbrThis is our home, not just a vacation rental. We love to cook and host, and you'll find a chef's kitchen stocked with everything you need. Grill and eat dinner outside on the deck surrounded by stunning landscaping. Read for hours on a lounge chair under the retractable awning with your beverage by your side. You will love the outdoor shower after a long day at the beach when the light turns golden. The pool is the perfect spot when you don't feel like getting in the car -- excellent for kids!brbrThe second floor is its own refuge. It's got a spacious artist's studio which we now use as an informal fourth bedroom -- separated by a curtain, the room is perfect if you want to put a couple of extra kids in there on the pullout futon chairs.brbrThis rental gives you special access to the island's most stunning beach (with permit): Lambert's Cove. Don't forget to watch a sunset with a picnic, take your pup for off leash hours in the morning, or go for a run.brbrThe location is a big reason why we bought this house: we are steps from running and biking trails, and a short drive to Lambert's Cove. 5-10 mins to the VH ferry, grocery, airport. Fully stocked chef's kitchen + basement for kids to hang and play ping pong while you sun on the deck after an outdoor shower. brbrThe house is accessible: ramp to enter, bars in the showers and toilets, and smooth thresholds. brbrbr*** Please inquire about monthly discounts in the off season.
Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps

Slider Thumb

$4176.46

/ Nightly
Private Vacation Home

Luxury home with pool in tranquil West Tisbury setting

West Tisbury, Massachusetts, United States

Fabulous luxury contemporary coastal home. The property is beautifully landscaped and perfectly situated with views of Watcha Pond along the south shore in West Tisbury. Enjoy taking a dip in the heated pool.brThis high-end house offers 3 bedrooms each with it's own bath. A 1 bedroom guest house is also available at additional fee. See details below.brThe large great room with dramatic open ceiling offers relaxed living, dining, and a fully equipped chef's kitchen. Large sliding doors on either side connect you with the outdoors. The covered porch with comfortable seating allows you to walk out to the beautiful heated pool. There is plenty of seating at a teak table for alfresco dining with both built-in gas and charcoal grills.brInside is a cozy library so you can sit and take a Zoom call or quiet reading. It leads to the primary suite with king bed offering a view of the pond, walk-in closet, and large bath with large walk-in shower or step outside to the private enclosed outdoor shower.brOn the opposite end of the great room, there's a full laundry, pantry, a queen bedroom with ensuite bath and the 3rd bedroom with 3 twin beds and full bath.brAn interim weekly cleanings will be required for booking 14 nights or longer to be paid by the traveler.brWalking access down to Watcha Pond, where you can row out to the barrier beach running along the Atlantic.brPool is heated to 81F in July & August included in the rate. Other months will incur an additional fee to heat the pool.brThe 1st & 4th week of August includes 1 bedroom/bath guest house with great room, kitchen & fully equipped @ $26,000. brThe guest house is offered at an additional fee $2,000. weekly in May-June 21 & Sept.2-30th.
Bed 4

Bed

Bath 4

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(3)

$1109.02

/ Nightly
Private Vacation Home

The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

West Tisbury, Massachusetts, United States

Welcome to The Field House — a beautifully designed modern home overlooking a serene island pasture, where open-concept living meets peaceful coastal charm. The spacious kitchen, dining area, and living room flow together seamlessly, while cozy nooks and quiet corners offer the perfect retreats for reading, relaxing, or recharging.brbrThe home features 5 thoughtfully appointed bedrooms and an additional bunk room in the finished basement, making it ideal for families or group getaways. brbrOutdoors, enjoy a cedar and mahogany-lined outdoor shower, a four-person hot tub, and a large back deck with a fire table, grill, and comfortable seating. A screened porch with a generous dining table, a shady front porch, and surrounding natural beauty make this home an ideal island escape.brbrLocated just minutes from hiking trails, beaches, and boating, the home is also within walking or biking distance to Alley’s General Store (est. 1858) and the beloved 7a Foods for great coffee, breakfast, and lunch sandwiches.brbrGuests receive walk-on passes to Lambert’s Cove Beach and insider tips for nearby swim spots, hidden beaches, and island adventures. The star-gazing from the hot tub or back deck is unforgettable, and the setting strikes the perfect balance between peaceful seclusion and easy access to everything Martha’s Vineyard has to offer.brbrWhether you’re gathering with multiple families, reuniting with friends, or simply craving a restorative getaway, The Field House is the perfect place to unwind, reconnect, and soak in the beauty of up-island life.brbrEnjoy this beautiful property during the off season & before the full revamp (Summer 2025) to utilize our amazing discounted rates!!
Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(12)

$2106.66

/ Nightly
Private Vacation Home

New Waterfront Home, Secluded on Private Road w Pvt Beach, only 10min to town

West Tisbury, Massachusetts, United States

A new cottage build honoring the classic architecture of Martha's Vineyard. The property has been in the family for dozens of generations and is set on a private road in a secluded setting, yet only 10min from Vineyard Haven. brbrBring the whole family to our 4 bedroom, 3 bathroom home, which comfortably sleeps 9, and sits on a bluff overlooking Lambert's Cove, renowned for its calm waters and breathtaking sunsets. Two bedrooms are en suite, and two others share a spacious bathroom. All bedrooms have ceiling fans, alarm clocks, and sound machines, and bathrooms are equipped with nightlights and hair dryers. brbrThe living room has plenty of seating for everyone and a large central coffee table is perfect for game night. Pull down the shades to create a theatre feel perfect for movie night. Gather around the eight foot kitchen island or move into the stand alone dining room. This sunroom style room with windows on all sides and a view down the slope to the bluff is a treat at all times of day - perfect for group meals, game night, or gathering after dinner. brbrThree different outdoor spaces are available, including open deck, screened porch with dining table, and covered porch facing the water, all with ample seating. If the afternoon wind begins to blow, enjoy the entry deck on the side of the house. The back courtyard is shaded and a peaceful place to read as well. Spend the evening playing yard games or lounging in the hammock on the large waterfront lawn. brbrAt the end of the lawn, simply walk down the stairs to your private beach to sunbathe, or search for beach glass. Walk to Lambert's Cove beach or Split Rock (both 10min). Beach chairs, umbrella, and beach towels provided. brbrA gas grill is provided for cooking the fish, all the glassware you need to create a cocktail, as well as a mixology book for those wanting to try new things. Don't forget the quintessential Vineyard amenity - the outdoor shower! Come enjoy the perfect Martha's Vineyard vacation in a brand new, secluded home on Lambert's Cove!
Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps

Home Most popular vacation rentals in West Tisbury