Holiday rentals in 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.

Vineyard Haven Guest House - A/C, Walk to Town

Queen bed up (large carpeted master suite/living room with vaulted ceiling, ceiling fans, and walk out to deck, This End Up Couch Set), bedroom with 2 twins down, full bathroom (renovated 2023) on first floor, AC throughout the house, washer dryer, 42" flat screen TV with Amazon Firestick and internet based Xfinity cable, grill, outdoor shower and hardwood floors downstairs. Short walk to downtown Vineyard Haven and short drive to many popular beaches! Quiet dead end street with own driveway.

Classic Vineyard Cottage - Steps to Beach/Downtown

Sunny 1890's cottage located just steps to the beach. Walkable to downtown Vineyard Haven. Turn-of-the-century charm w/modern updates & conveniences including A/C, WiFi, Smart TV, laundry, security & smart home system. 3 small bedrooms on upper level w/adjacent bathroom. 2nd bathroom on main level w/shower, adjacent to kitchen. Main level features fully-equipped eat-in kitchen w/peninsula & open living/dining space. Wraparound porch in front & elevated deck in back w/partial water views.

Vineyard Haven Walk to Ferry

I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

Ideal rental for families and friends! Two fully equipped kitchens, two fully furnished outdoor spaces, oversized deck with grill, washer/dryer, sleeps 10 (2 King, 2 Queen, Full over Full bunk beds) 3 living spaces, 2 pack and plays, 2 full baths, outdoor shower, large yard, and central a/c in every room! No ferry ticket? No car? No problem! This home is located close enough to the Vineyard Haven ferry for a quick bike ride or comfortable walk. Walking distance to trails and beach!

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.

Charming In-Town Retreat | Private Outdoor Spaces

This antique home originally built in 1801 is situated in the heart of Vineyard Haven. It was recently restored to include modern amenities while maintaining its historic charm. This quiet residence is just a quick walk from town, restaurants, shopping and the Steamship Authority. The large front lawn with majestic trees leads to a farmer's porch with rocking chairs. The private drive situated behind the house includes a Vermont slate walkway leading to a slate patio.

Three Bedroom Oasis Walk to Town

This brand new build 3 bedroom home with 3 baths is the perfect getaway for family and friends to discover Martha's Vineyard. Located just off the Main St of Vineyard Haven, a quick half mile walk into town for coffee, dining, shops and the beach. This home is centrally located for access to any part of the island easily. Enjoy the peaceful ample deck with seating for all. PLEASE NOTE there is a tenant living on the same property separate building.

Carolyn's Vineyard Haven

LOCATION LOCATION LOCATION! Come enjoy this beautifully renovated 2000 + SF home, featuring 6 beds, 2 living rooms, 3 full marble baths, outdoor shower, and laundry. There are 2 decks with seating and grill area with plenty of trees for privacy. It is a 3 minute drive to VH ferry, 5 minute walk to Main Street shops/ restaurants and 5 minute walk to Tashmoo for a nice swim. Very close to Edgartown and Oak Bluffs making this a great location!

The Pearl: Lovely cottage, close to VH town/ferry

THE PEARL is a lovely retreat for up to two couples. Come relax in this quaint cottage, close to town, beaches and ferry. Located in a quiet, residential neighborhood. Large yard and plenty of off-street parking. Walk to nearby beaches and restaurants. Significant DISCOUNTS for longer stays. Make an INQUIRY! Rent bikes or take island buses or taxis/Ubers. FRIDAY TO FRIDAY rentals in summer.

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

Little Lobster - King size bed

Adorable new cottage, 10 minute walk to Vineyard Haven. Wonderful, cotton soft waffle robes. Garnet Hill linens and towels. Gas grill, full kitchen with all accessories. Beautiful landscaping. Lovely farmers porch with adirondack chairs and table. Very private. Off street parking. No dogs or any pets of any kind, . Please only 2 people. Children are people!