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Chic Oak Bluffs Home with Hot Tub, Walk to Town

A chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just a 15-minute stroll to Circuit Avenue and the beach, this 3-bedroom, 2-bath home is designed with elegance and ease in mind. Enjoy a serene coastal palette, brand new furnishings, a spacious deck for outdoor dining, and generous yards perfect for barbecues, games, and slow summer mornings. This cozy retreat is ideal for families or couples. It's a modern twist on island living!

Top-Rated Island Retreat: Hot Tub, Lamberts Cove!

Welcome to Oakhaven - your beautiful Vineyard retreat with privacy, parking & outdoor living. • 3 bedrooms (1 K, 2 F, 1 T) • 2 baths + outdoor shower • Queen sleeper in LR (House Sleeps 6 - MAX, including children) Enjoy the patio, hot tub (June - Sept), screened gazebo w/ fan/light, and al fresco dining by the outdoor fireplace. Linens, bath towels & beach gear provided. NOTE: July + Aug reservations require a 7-night stay, and bookings must run consecutively without gaps in the calendar.

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Walk to Beach • Hot Tub • Pet Friendly

Welcome to your Cape cottage! The perfect summer escape. Enjoy our hot tub, sit by the fire pit, relax in the hammock, or walk down to the beach for the day. Our space offers comfort, convenience for families, and extra amenities. This cottage blends indoor comfort with outdoor beauty – ideal for family vacations, beach trips, romantic getaways, and marathon runners. Walk to local restaurants, the Martha’s Vineyard ferry, and scenic paved paths. Spring and summer on a beautiful coastline.

Falmouth/Woods Hole Carriage House Roost

Welcome to our Cozy Carriage House Apartment located only a few minutes from the quaint village of Woods Hole, Falmouth and the Martha's Vineyard Ferry. We are located in the perfect setting to relax and enjoy all the area has to offer. Come enjoy The Shining Sea Bike path which is 10.7 miles , Sandy beaches, lively restaurants & local music scene, shopping on historic Main Street, Farmers Markets & more. Your sure to fall in Love with " Ole Cape Cod " when you visit our home and area

On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach

Enjoy this large, open, airy and sun drenched custom home built in 2000 in the desirable Katama neighborhood on a half-acre with southern exposure and central A/C. Soak up the sun on the large grassy lawn or brick patio, curl up with iced tea and a book on the 3-season screen porch, grill burgers on the patio's gas grill, or enjoy a beer in the hot tub. You're a couple minutes away or a short bike ride to South Beach, Right Fork Diner, Edgartown main street, and Morning Glory Farm.

Vineyard Meadow Writer's Cottage with Hot Tub

This lovely retreat is just steps from miles of trails. Walk to the beach or meander through woods of Long Point Wildlife Refuge, experiencing the serenity of this untouched corner of Martha's Vineyard. After a day of enjoying the outdoors, come home to the light and airy writer's retreat. The HOT TUB IS OPEN! It also has an outdoor shower and a wonderful kitchen. This is the perfect location for a get-away with family and friends or for a creative retreat with your fellow artists.

Quiet West Tisbury 2 BDR Suite

We are inviting you to stay in the two bedroom, full bath 1st floor wing of our home which has its own private entrance and hot tub. On 3 acres in a quiet area in the center of the island, the house is in a wooded area that leads to numerous island trails. The town of West Tisbury is 1.5 miles away with a bakery, general store, library and church. Included with your stay is access to the town’s private beach, Lamberts Cove which is an island favorite and only 2 miles away.

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.

** Vineyard Vacation Retreat ** with HOT TUB

Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell driveway. The house is filled with art from local artist Alan Whiting, Colin Rule, Kara Taylor and Scott McDowell. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home. Updated 7/25/2025 we do not have any more firewood on the property.

Ocean Front Resort Studio Unit

Studio unit in ocean front time-share resort with beach access and pool. Studio is ideal for two people, but will sleep up to four people with a pull down, double murphy bed & full size sleep sofa (note, that the primary bed is the full size, pull-down murphy bed, see pictures ). Kitchen area with bar seating and equipped with kitchen basics. Resort location is fabulous overlooking Nantucket sound in Falmouth Heights near the harbor.

Oak bluffs cottage Perfect place to honeymoon!

Cottage in a quiet part of Oak bluffs. 1/2 Mile from beaches, stores and restaurants. Close to bus lines.Our 2026 calendar now open If you’d like to book! We book up early so please Contact us early for your reservation. Fully heated And air conditioned. No BBQ d/t fire risk and insur. Policy.