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Katama Hideaway

Relax and recharge with the whole family or a great group of friends at this cozy coastal hideaway. Located in the heart of the Katama area of Edgartown, walk, bike, or take a 5-min drive down to South Beach or into town. Enjoy generous-sized bedrooms for up to 10 guests, a large yard to lounge and play, and close proximity to among the best restaurants and recreation the island has to offer. This hidden gem is stocked with everything you need for a fun and memorable stay on Martha’s Vineyard.

Bright townhome with private ponds, pickleball

Beautifully furnished condo is centrally located in a park-like setting. This property is perfect for anyone who loves to explore the outdoors or just relax on the private deck at home. The Sengekontacket Assoc. in Oak Bluffs is a desirable waterfront community easily located off the bike path and on the bus route to town. Private amenities include a freshwater pond just 2-min walk down a quiet road; a large saltwater pond about a 10-min walk to a community dock; and tennis/pickleball courts.

Quaint Roomy Ranch

Enter this light filled and airy home with soaring cedar lined ceilings and an entire southern facing wall of windows. This surprisingly spacious home has enough room for the whole family and more. Kids will love having the bunk room to themselves while parents can enjoy the rest of the living area in peace. Located in a quiet neighborhood, this is a perfect family retreat. Enjoy the expansive deck while you grill lunch or dinner and finish up the evening with s'mores by the fire pit.

Charming Edgartown Log Cabin with Peloton bike

Adorable log cabin sitting atop isolated property at the end of a dead end street. The property abuts 100+ acres of conservation land. Beautiful for walking, hiking, birdwatching, and stargazing. We now have an in home Peloton! This home is centrally located with 3-bedrooms and is a quiet, tranquil spot to spend your time on the Vineyard. The cabin has beautiful patios. Has a rustic character, yet clean and modern. Great access to shopping, restaurants and wildlife preserves.

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.

Beautiful and walk to everything Oak Bluffs!

This is a beautiful and brand new 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.

Charming Vacation Home in Oak Bluffs.

Escape to our stunning 4-bedroom home near Downtown Oak Bluffs and pristine beaches. Ideal for up to 8 guests, our open-concept layout and cozy bedrooms offer comfort and privacy. Experience a serene retreat with all the amenities you need for a perfect vacation. Book now for an unforgettable stay! Please note: the basement of the listed house is currently occupied. Enjoy the main house's 4 bedrooms, open-concept space, and ideal location near beaches.

Single Occupancy Oak Bluffs Studio Apartment

Keep it simple in this peaceful studio apartment. We welcome one guest (and small dog) eager to explore all the Vineyard has to offer! Centrally located, you can easily explore Oak Bluffs or Vineyard Haven; each town is less than two miles from this natural oasis. Boasting a private entrance and stone patio, your own outdoor shower, and access to the fully fenced-in shared backyard, this apartment is perfect for one person and small dogs under 20 lbs.

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!