Vacation rentals in West Tisbury

One Bedroom Cottage in Vineyard Haven

Small private cottage on a large quiet property nestled among trees with a wrap around deck. Perfect for a couple’s getaway weekend. Walk to Vineyard Haven shops, restaurants and Owen Park beach. It's one mile to town and the ferry (5 min drive/20 min walk with sidewalks). Cottage features vaulted ceilings, sitting room with kitchenette that includes coffee + tea station, mini fridge and microwave. Includes beach towels, toiletries, hairdryer & steam iron. Queen bed, AC, bath with tub & shower.

The Blueberry House on Martha’s Vineyard

Welcome to 'The Blueberry House' in Chilmark, up-island in beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. This 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime location off North Road next to North Tabor Farm with quick access to Great Rock Bight preserve, Menemsha Beach and Chilmark Store. Multi-week stays require weekly cleaning $300 each.

Renovated pond view home near Lamberts Cove beach

Idyllic renovated farmhouse across from Seth's Pond and 0.6 miles from the infamous Lamberts Cove beach. Enjoy the views from the expansive enclosed front porch, play in the 2 acre yard and relax on the back patio with hardlined gas grill. Renovated kitchen, many recent renovations and a fully stocked home ensure a comfortable stay. Terrific mid-island location with easy access to nature hikes, State Road Restaurant, the Lamberts Cove Inn Restaurant, Up Island Cronigs (groceries) and more!

The Loft Guest Suite. Private. Newly Renovated.

This beautiful guest suite is a 5 minute walk to the village of West Tisbury on Martha’s Vineyard and has a private entrance on the 2nd floor of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this large 400 square foot suite has vaulted wood ceilings and skylights. Enjoy the outdoor shower and new outdoor sitting area. The location is centrally located, a short walk to a village, providing amenities. Ask about our other guest suites if you are with others.

Vineyard Meadow Artist Studio

This lovely artist's studio is just steps from miles of trails. Walk to the beach or meander through the woods of Long Point Wildlife Refuge, experiencing the serenity of this still untouched corner of Martha's Vineyard. This studio includes a bathroom with a shower, a washer/dryer and a kitchenette. It is the perfect spot for a lone artist, a couple or a family to enjoy Martha's Vineyard any time of year. This property shares the driveway and parking with Vineyard Meadows Writer's Cottage.

Designer's Guesthouse, Lambert's Cove

This brand new guesthouse has Vineyard charm with modern details. Picture a deluxe hotel suite. Located just 1.3 miles from Lambert's Cove beach, we are the last house on our lane. You share the property with the occupied main house, but have your own cottage complete with spacious outdoor shower. Perfectly placed off the tourist track, 15 min from both ferries and up-island adventures. 5 min from groceries. Enjoy beautiful sunsets from your own deck.

Beachfront Cottage w. Yard + Town Access

Welcome to The Mizzen Cottage! Updated 1930's cottage on an ocean front compound on beautiful Chappaquiddick. Complete with a picturesque porch overlooking the outer harbor, side deck, outdoor shower, washer/dryer, dishwasher. Stunning views of the Edgartown lighthouse and Cape Poge. Access to a private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

1800s Farmhouse | Sanctuary Trails | Pickleball

Historic 1800s farmhouse on 6 private acres bordering Cedar Tree Neck Sanctuary. Walk directly from the property into hundreds of acres of protected trails and shoreline, where you'll discover some of the Vineyard's most peaceful landscapes. Enjoy access to the association's private beach (approximately a 3/4-mile walk), a vintage pickleball court, expansive lawns and gardens, and a spacious back patio perfect for grilling and relaxing.

Charming W. Tisbury Studio Guest Cottage

Charming rustic studio guest cottage with a private yard and outdoor shower, a perfect getaway. Walking distance to North Tisbury Farm and Market and State Road Restaurant and short ride to the small town of West Tisbury where you can check out Alley’s general store or get a great sandwich at 7a’s takeout. Ten minutes to Vineyard Haven and centrally located to all island destinations and many of the scenic Vineyard hiking trails.

3BR Home, Fenced Yard, Free use of car, Pets ok!

Enjoy the best of Martha’s Vineyard in this newly renovated 3BR, 2BA home in West Tisbury! Includes FREE use of a car + private Lambert’s Cove Beach pass, a huge deck with new outdoor shower, and space for up to 10 guests. The layout is ideal for families or groups, featuring a private upstairs suite with its own entrance and deck. Modern amenities, peaceful setting, pet-friendly — your perfect Vineyard escape!

Country cottage walk to Alley's General Store

This sunlit summery cottage is in a very quiet, private and pastoral setting, situated 100 feet from the small Tiasquam River, with many birds chirping in the abundant vegetation and trees nearby. Because of the river's proximity, the cottage has a Composting Toilet. My wife and I live on the property uphill from the cottage. The property is in the countryside but a 5 minute walk to the local town center.

Not Your Great Aunt's Island Cottage

In the heart Vineyard, 1930's cottage, lovingly updated by architect-owner. • Stylish decor, open floor plan, granite terrace • 2 blocks to Main St/harbor/ferry/town beach/playhouse • Central Air • Easily walkable to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft