
Family-friendly vacation rentals in West Tisbury
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Top-rated family-friendly rentals in West Tisbury
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Studio Guest Suite in Modern Barn House
A beautiful guest suite on Martha’s Vineyard with a private entrance on the back wing of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this airy suite has vaulted wood ceilings with skylights. Enjoy the outdoor shower and new outdoor sitting area. The location is prime and centrally located, just off historic Music St, a short walk to our small town center which provides many amenities. Ask about our other private guest suite if you are traveling with others

Lambert's Cove Retreat, Water view, Beach pass
Enjoy stunning views of Vineyard Sound from this cozy three bedroom two bath home in a quiet neighborhood just minutes from Lambert's Cove Beach. This upside down house has one bedroom on the main level along with a full bath and open kitchen, dining, and family room. The downstairs has another living space, two bedrooms, laundry room, and full bath. Enjoy family time in the open upstairs with water views, or retreat to the lower level living room for some separation, quiet time, or work space.

Lovely 2 BR Oak Bluffs Apartment
This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Secluded Up Island Cottage
Charming Martha's Vineyard post and beam house on two secluded acres with two bedrooms in West Tisbury. The master bedroom has a queen bed, the second bedroom has a full bed, the loft has a full size futon. It is peacefully tucked away at the end of a road with only three other houses on it. It has easy access to beaches, bike paths and walking trails. Enjoy some family time in the wooded backyard grilling or relaxing with an outdoor shower or napping in the hammock after a day at the beach.

Sunny Studio Apartment on Martha's Vineyard
Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

4-Season Guest House on Historic Chilmark Estate
Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

Upper Cape Cozy Cottage
Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Modern Luxury Apt. | 7 min from Commons
This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Cottage by the Bay
Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Martha's Vineyard Getaway Cottage
Contemporary cottage on quiet, private, wooded lot. Pristine, bright & comfortably furnished. Open living area, hardwood floors, vaulted ceilings, indoor/outdoor fireplaces, well appointed kitchen, washer/dryer, cable/internet/phone with unlimited national calling, SmartTV with Netflix and additional internet streaming services. Walk or bike to beaches and trails, 5 minute drive from downtown shops and restaurants. Property abuts West Chop Woods with lovely, quiet walking trails.

Location Location Location! Beach, Bike, Ferry
STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Wings Neck Lighthouse
Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.
Popular amenities for West Tisbury family-friendly rentals
Family-friendly home rentals with a hot tub

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

Vineyard Meadow Writer's Cottage

Hideout at Water's Edge, 131 North Shore Blvd, #4

Waterside Guest House

Charming Cape House with Private Hot Tub !

Luxury House 0.25 mi from Craigville Beach

Valentine's Retreat Hot Tub Fire Pit Trails Beach

Newly Renovated Home! Hottub! Walk 2 beach! Slps 9
Family- and pet-friendly home rentals

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Charming water-front cottage on Martha's Vineyard!

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

Mid-Century Modern home 5 minute walk to beach

Koselig Cabin on the Farm Coast of New England!

A Shore Thing (King Bed, private patio w/ grill)

Sweet Vineyard Haven Cottage

Fiddler's Green - families and pets welcomed!
Family-friendly home rentals with a pool

Modern Cape Cod home steps to beach; pool access!

Stunning Cape Home - Inground Pool, 5 Min To Beach

The Loft @ Beechwood. Private, comfy, coastal!

Beautiful Family Friendly House with Pool

Private 3bdrm Condo Tashmoo Woods

Falmouth, Cozy Studio Near Old Silver Beach

New Construction Home with Pool in N. Falmouth

Private Pool, near beaches, 3 BR/3 BA, Central Air
Quick stats about vacation rentals that are family-friendly in West Tisbury
Total rentals
300 properties
Nightly prices starting at
R2,605 ZAR before taxes and fees
Total number of reviews
7K reviews
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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- Pet-friendly rentals West Tisbury
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- Family-friendly rentals Dukes County
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- Family-friendly rentals United States
- Cape Cod
- Brown University
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- Duxbury Beach
- Easton Beach
- Onset Beach
- Sea Street Beach - East Dennis
- Oakland Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Roger Williams Park Zoo
- Coast Guard Beach
- Second Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Island Park Beach
- Nauset Beach
- The Breakers
- Lighthouse Beach
- Inman Road Beach
- Town Neck Beach