Vacation rentals in Gosnold

Cozy Artist's Cottage by the Sea

A short walk from the Allen's Pond trail, Westport Town Beach, and the Bayside Restaurant, this two-bedroom cottage is a perfect location for a getaway. A newly updated kitchen and interior provide a relaxing place to rest between adventures. There are two bedrooms: one with a queen-sized bed and another with a bunk bed (twin over a full with a twin trundle) that can sleep 4 people. The backyard abuts farmland and has a firepit, outdoor shower, and observation deck on the roof for ocean views.

Modern Marvel in Woods Hole - Walk to town & ferry

Beautiful modern masterpiece down a quiet street with quick access to Woods Hole, Shining Sea Bikeway, and the Vineyard ferry. This architecturally significant house was designed by the renowned postmodern architect Charles Moore and built in 1969. An addition providing ample entertaining space - including a dining room, den, loft, and roof deck - was completed in 2021, along with top to bottom refinishing of all rooms. This house has mid-century charm in spades with all the modern conveniences.

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.

Fun, Authentic, Waterfront Cottage/air conditioned

This authentic beach cottage is centrally-located in the fishing village of Menemsha with stunning views of the sunset, the harbor, the beach and Menemsha Creek. Charter a fishing boat in the harbor across the street or spend the day on the beach just a few steps away. As you meander back to the house, pick up fresh fish to grill on the deck or pre-cooked lobsters and steamers. If you prefer to eat out, rinse off in the outdoor shower and take a walk around the corner to dinner with a view.

New Bedford Coastal Retreat Sleeps 11 | 4BR/3BA

Wake up to beautiful ocean views at this spacious 4BR/3BA directly across from the waterfront! Sleeps up to 11 guests—perfect for families and groups. Enjoy a fully equipped kitchen, and comfortable bedrooms. Take in the sea breeze or explore downtown’s harborfront restaurants, shops, and attractions just minutes away. We provide fresh linens, bath towels, beach towels, toilet paper, paper towels, shampoo, conditioner, and soap. Enjoy Wi-Fi, Smart TVs, central heating/AC, and driveway parking.

Juniper Point Cottage With Ocean View

Charming Cape Cod cottage on a quiet semi-private road with beautiful views of Vineyard Sound. This inviting coastal retreat features 3 bedrooms, 2 private en-suite baths, 1 semi-private en-suite bath, a fully equipped kitchen, gas fireplace, cable TV, WiFi, and air conditioning. Relax on the second-floor deck with water views or enjoy outdoor dining on the patio with the BBQ grill. Conveniently located near the Martha’s Vineyard ferry, bus station, beaches, shops, and town.

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Brithaven Farm

Brithaven Farm is on 28 acres of fields, woods meadows and gardens. We are just 2 miles from East Beach and the Allen's Pond Wildlife Sanctuary. We are completely private from the road and reached by a long laneway through woods which opens up to fields and meadows The rental has 2 decks, one with a large awning with dining table and chairs to lounge and take in the view. There is an open plan living, dining kitchen area with french doors leading to the deck.

Unique Coastal Retreat: South Dartmouth, MA

On a private lane, nestled between South Dartmouth's most exclusive gated communities, this contemporary home blends the standards of today with eras past. Classic New England and Scandinavian design meet in surprising accord to provide an ideal summer retreat. Anchoring the house is a fireplace living room that leads to a large rear deck with substantial privacy and views across the private Round Hill fairways. Steps from entrance to Round Hill Beach.

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.

Evelyn's Menemsha Camp - Best Vineyard View

Evelyn's House on the hill overlooking Menemsha Beach is the classic Marthas Vineyard Beach Cottage. Evelyn Flanders built her " Camp"in 1909 where the views of Menemsha Harbor and famous sunsets would be about as good as it gets. It's the same today. With 2 bedrooms, 2 baths and a loft it's perfect beach base camp.. Take the path to Menemsha beach or your passes to Lucy Vincent. You are most welcome to bring one pet.

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.