Holiday rentals with breakfast in Martha's Vineyard

One Bedroom in-law near beach with breakfast

*We do live upstairs. Like any apartment, normal living noises & creaks may be heard in the apartment* One bedroom apartment with Queen bed, and Queen sleeper sofa in the living room. Close to downtown New Bedford, restaurants and ferry. Short walk to the beach, Forts, and walking/bike path. Flexible Check-in, arrive as early as 9AM or as late as needed. No Guests or parties. Cold breakfast and snacks provided: cereal, oatmeal, breakfast bars, yogurt, coffee, milk, bottled water and snacks

Vineyard Haven Family Beach, Fire Pit & Garden Vie

Escape to Vineyard Haven House, a stunning holiday home perfect for your next getaway! This beautiful house boasts 4 spacious bedrooms, 2.5 bathrooms, and multiple living areas with cozy fireplaces. Enjoy direct access to the lake, a private dock, and fantastic outdoor amenities, including a fire pit, gas grill, and outdoor shower. Located in a tranquil neighborhood, you're just a short drive from beaches, shops, and the ferry to the islands. Relax and unwind in this idyllic retreat, offering th

Step Away; A Martha's Vineyard Retreat

Studio apartment addition attached to our family home. Our home is located three miles to downtown Edgartown with bus service & bike path close by. Private entrance, mini fridge, coffee press & accessories, private bath with shower, washer/dryer, bed in a loft area (ladder access only) with queen size sofa bed available below for additional sleeping. This is our family home with two baby boys. We try our best to keep quiet, but it is important to note their presence; rental has a sound machine.

Edgewater Sanctuary | Fully Off Grid | On The Bay

Welcome to "Edgewater Sanctuary", a part of the "Edgewater Escapes" collection of properties. This brand-new off-grid house sits on a uniquely secluded point directly on Buzzards Bay. 100% solar powered with breathtaking ocean views from every room. Kayak and fish from the front yard, relax on the screened porch, or gather around the fire under the stars. With 3 bedrooms, 1.5 baths, and space for 7 guests, it’s the perfect escape for those seeking unrivaled seclusion and connection with nature.

Cape Diem| 1.5M to Craigville Beach| 4 Beds,2 Bath

Coastal Retreat in West Hyannisport– Relax & Unwind! Escape to Cape Diem, a beautifully renovated home just minutes from Craigville & Covell’s Beach! Brand new furniture in all rooms and outside, a full kitchen, and game/media room. Outside, enjoy a spacious fenced-in backyard with pergola, grill, & fire pit—perfect for laid-back evenings. Close to Melody Tent & Hyannis Main Street, you’ll have easy access to charming shops, restaurants, and entertainment. Experience Cape Time at its finest!

East Chop Cottage - walk to lighthouse & beach!

This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

New Seabury French Chateau Inspired

You will love this bright, sunny, safe, quiet and fully fenced New Seabury home for home away getaway and relaxation. Split floor plan with master bedroom and bath on one side of the home, while there are two other bedrooms which share a bath on the other side. All bedrooms are large enough to accommodate family of 10! Additional living space in the loft as well as a bedroom and bath in the basement. Less than a mile away from the beach, lots of beautiful trails and more!

West Chop Cottage + Beach Access

Sweet, rustic, and tiny - yet comfortable with all the amenities - the cottage is a short walk to the town center, lighthouse, landmarks, and lovely harbor beaches on desirable West Chop. The private yard with harbor view allows for sunbathing and stargazing, lounging and lawn games, grilling and campfires. With access to spectacular private association ocean beach, Hancock Beach, on the island's south shore in Chilmark, this rental offers a complete Vineyard experience.

Beautiful private spacious apartment

800+ square feet of light and bright apartment. My low priced cleaning fee keeps your total cost down. Enjoy the patio surrounded by trees. You may see our wild turkey visitor or local bunny. Our 2 dogs are friendly and will visit if allowed. That’s up to you! There’s a neighborhood behind the house with basketball courts and walkable residential area. The apartment is newly painted. Queen bed and couch that converts to a full bed. Smart tv and fast wifi. LGBTQ friendly.

A Historic 1740 Boutique Stay | Shawme Pond

Step into a slower, more beautiful way of living. Welcome to The Swan, a 1740 Cape Cod home nestled in the heart of historic Sandwich MA. Designed with a blend of British colonial charm, coastal elegance, and timeless New England character, this is more than a stay - it's an experience. Wake up to soft light through antique windows, sip loose-leaf tea, and unwind in thoughtfully styled rooms that feel both refined and deeply comfortable.

Walk to Town/Golf Club - Renovated Edgartown Home

Location, location, location! The perfect Martha’s Vineyard retreat—walk to downtown Edgartown! Ideally located on a quiet street off Upper Main, just a 10-minute stroll to shops, restaurants, and near Edgartown Golf Club. Minutes to scenic bike paths and beaches. This fully renovated 2BR/2BA home features a new kitchen, bathrooms, furnishings, and comfortably sleeps 5.

Mermaid House @ The Compound Beach Resort Habitat

The Mermaid Cottage is a waterfront cottage for up to 8 guests, featuring a king master suite, queen pullout, loft beds, SONOS audio, and a stunning glass-wall living room floating above the ocean. Enjoy a private sea deck with fire pit and TV, outdoor bar and grill, and full access to the resort’s hot tub, beach, gardens, kayaks, bikes, and #StayHere curated experiences.