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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”.

Stunning 4/2.5 Water View, Hot Tub, Dogs ok (fee)

Custom home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this very private home offers easy access to miles of hiking trails and pristine waters. Enter the home from the covered porch; the main level features an open floor plan, high ceilings in the living areas - open to the dining room and kitchen, where large windows frame the Lagoon. Sleeps up to 8. Outdoor shower! Wifi speed 430 MBPS download speed Dogs ok with owner approval ; fee applies

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

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.

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.

111I 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.

Beachfront Cottage w. Yard + Town Access

Welcome to The Mizzen Cottage! Updated 1930's cottage on an ocean front compound on beautiful Chappaquiddick. Complete with a picturesque porch overlooking the outer harbor, side deck, outdoor shower, washer/dryer, dishwasher. Stunning views of the Edgartown lighthouse and Cape Poge. Access to a private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

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. :)

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

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.