Holiday rentals with a patio in West Tisbury

Antique Farmhouse w/ modern updates West Tisbury

This lovely West Tisbury family farmhouse on 6 acres dates from the 1800's with all the character and charm of the era, with modern updates for 21st century living! With 2 King & 1 Queen bedrooms and 2 new baths on 2 floors, an outdoor shower, eat-in Kitchen, Dining Room, Living Room and Screened Porch, our home offers abundant space for 6 guests. The village center for the morning paper and breakfast are a short stroll away with easy access to bike paths, Lamberts Cove and Long Point beaches.

Sanctuary House: An ocean-view farmhouse retreat

Experience the unique beauty of Martha’s Vineyard with pastoral farm views on one side and views of the Vineyard Sound and Elizabeth Islands on the other…all from the same home. Sanctuary House is a newly renovated farm house which highlights the iconic architecture of Martha’s Vineyard. Water and sunset views, chef’s kitchen and hot tub make this property a gem. Sanctuary House is the perfect retreat for couples, families and friends who are looking to experience the magic of Martha’s Vineyard.

The Lobster Pot: Lake Tashmoo, beachfront

Welcome to The Lobster Pot, your cozy beach cottage on the tranquil shores of Martha's Vineyard. Nestled on the waterfront, this charming retreat is ideal for a paradise getaway. Wake up to the soothing sound of waves, enjoy panoramic ocean views from your private deck, and relax in the gentle sea breeze. With its inviting décor and relaxed ambiance, The Lobster Pot offers a perfect blend of relaxation and adventure. Savor fresh seafood, stroll along the sandy beach, or enjoy stunning sunsets.

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. FRIDAY to FRIDAY, weekly rentals only, June 27 - September 5. Significant DISCOUNTS for longer stays. Make an INQUIRY! Transferable FERRY TIX for 7/3-7/10, 7/17-7/24, 7/24-7/31, 8/21-8/28 Rent bikes or take island buses or taxis/Ubers.

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!

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

Vineyard Meadow Writer's Cottage with Hot Tub

This lovely retreat is just steps from miles of trails. Walk to the beach or meander through woods of Long Point Wildlife Refuge, experiencing the serenity of this untouched corner of Martha's Vineyard. After a day of enjoying the outdoors, come home to the light and airy writer's retreat. The HOT TUB IS OPEN! It also has an outdoor shower and a wonderful kitchen. This is the perfect location for a get-away with family and friends or for a creative retreat with your fellow artists.

Charming Vineyard Cottage

Enjoy your Vineyard vacation at this charming, sunny cottage centrally located in Vineyard Haven. The home features two queen beds and one bath with a spacious outdoor patio in a natural oasis. A fifteen-minute walk from the Steamship and downtown, this excellent location provides peace and quiet while still connecting you to local public beaches, entertainment, shops, and dining! Perfect for couples, friends or a small family looking to experience all the Vineyard has to offer!

Entire home newly renovated in August 2025

Step into your serene island getaway at 5 Pine Tree Lane, with 4 bedrooms (4 beds) and nestled in the heart of beautiful Martha’s Vineyard. This brand-new home blends modern comfort with Vineyard charm perfect for families, groups of friends, or couples looking for a relaxing escape. Walking distance to a neighborhood beach, year round ferry access (1mi) and shopping. This home was thoughtfully designed and offers everything you need for a peaceful and memorable experience.

Beautiful and walk to everything Oak Bluffs!

This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

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.

MV King bed, Water Views, Near Bike Path- Bus stop

Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay. :)