Holiday rentals with a fireplace in Oak Bluffs

THE HAVEN: No car needed 0.4 m to downtown/beach.

Nestled in Tisbury. Modern 5 bedroom 3.5 bath classic New England Colonial style home offers an exquisite blend of classic charm & modern luxury, making it the perfect retreat for discerning vacationers seeking an exceptional experience during the spring, summer, & fall months. Walking distance to Vineyard Haven Terminal. Whether you're seeking a peaceful retreat, or an active vacation filled w/exploration, this property serves as the perfect base for your island adventures. Meet, “THE HAVEN”.

Charming 3-Bedrm w/Loft.New Construct! Walk 2 town

A stylish place to stay, perfect for group trips. 15min walk from town and Inkwell beach. NEW construct, beautiful open layout home is just what you have been looking for. Every bedrm has its OWN full bath. The kitchen is modern and stylish. The open layout design, leads outside to the deck, to a peaceful yet fun backyard. As you sit on the mahogany deck, you will smell the tasty delights coming from the grill of the outdoor kitchen. This home is my home and I want to share it with you.

Spacious 1 Bedroom Apt - 3 min walk to the Beach!

A perfect place for 1 -4 people to stay! You will have plenty of room, shared use of a grill, backyard, and outdoor dining area. Location is great - it's only a 3 minute walk to the lagoon/beach, 20 minute walk to the Oak Bluffs harbor, 25 minute walk to downtown Oak Bluffs, and 7 minute drive to State Beach. We also have central AC and heating! The owners live upstairs with two young kids (4 & 6) and a dog. As such, this listing is for early-risers ready to enjoy the island mornings :)

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!

A Nostalgic Space: Your Martha's Vineyard Getaway!

Our amazing property is a perfect place to spend with family and friends! The property is wonderful for everything from a memorable family vacation to a serene couples retreat. You and your guests will begin to enjoy the feeling of privacy the minute you arrive. The home was completely updated in 2019, with an all new interior that is bright and fresh! It features an open floor plan, with a bright kitchen, all new appliances and new finishes. You can't beat the location of this home!

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.

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.

Valentine's Retreat Hot Tub Fire Pit Trails Beach

LOCATION LOCATION ✅ Rated Top 5% of Homes ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood ✅ HotTub, Fire Pit, Trails at your door step, perfect for peaceful strolls or energetic hikes through lush landscapes. AND Flexibility, with Every detail curated for comfort and style, you'll feel at home the moment you step inside. Located with the island's natural beauty around you, unwind and reconnect with nature.

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.

3 beds, 3 baths 1.5 Miles to Downtown and Beaches!

Attractive Vineyard home located steps from Farm Neck Golf Course and Land Bank walking trails. 1.5 miles to downtown and beaches and right on the bike path! Open spaces with lots of light, cathedral ceilings, mahogany deck, covered porch and outdoor shower. Granite countertops with copper edging and stainless appliances. Walk to Farm Neck Golf Course and Café for breakfast, lunch, dinner or night cap. Bike to the beach or BBQ on the deck.

Modern cabin in the woods.

Down island with an up island feel, surrounded by miles of walking and biking trails, yet only a few miles from downtown Vineyard Haven, 5 miles to Circuit Ave. OB and just 1.5 miles from the HS Performing Arts Center, where many summer events take place. This light filled and airy home with central AC is set on 3 serene wooded acres. The unit is the top 2 floors of the home. The basement apartment is rented seperately.

Ferry (Car) Reservation Available 8/28 - 8/31

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