Holiday rentals with a hot tub in Dukes County

Sanctuary House: An ocean-view farmhouse retreat

Experience the unique beauty of Martha’s Vineyard with pastoral farm views on one side and views of the Vineyard Sound and Elizabeth Islands on the other…all from the same home. Sanctuary House is a newly renovated farm house which highlights the iconic architecture of Martha’s Vineyard. Water and sunset views, chef’s kitchen and hot tub make this property a gem. Sanctuary House is the perfect retreat for couples, families and friends who are looking to experience the magic of Martha’s Vineyard.

2 BR-Private guest house with Hot Tub and Fire Pit

Welcome to our charming 2-bedroom private guest house, nestled in a peaceful Chilmark neighborhood. Enjoy the spacious outdoor area, perfect for gatherings, featuring an 8-person dining set, a wood-burning fire pit, a BBQ grill, a 6-person hot tub, and a seasonal outdoor shower. Our location offers easy access to local attractions: just a 4-minute drive to Alleys General Store, West Tisbury Center, and the library, and only 5 minutes to the stunning Lucy Vincent Beach and Chilmark town center.

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!

Vineyard Meadow Writer's Cottage

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. With a hot tub (open May 1 - Jan. 2), an outdoor shower and wonderful kitchen, this is the perfect location for a get-away with family and friends or for a creative retreat with your fellow artists.

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.

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.

Edgartown Beauty: The Perfect Retreat, Dogs OK

Located in a secluded neighborhood yet a short ten minute ride to town, this privately custom-built house is perfect to host your family during its Vineyard vacation. Beautifully maintained grounds, with a fenced area for dogs! This 3 bedroom, 2.5 bath has everything: gourmet kitchen with all necessities; a/c splits; mesh wi-fi throughout house; perfect work-from-home office space; screened-in porch with bar; outside deck with hot tub; incredible landscaping; smart TV's.

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

Welcome to Oakhaven - your beautiful Vineyard retreat with privacy, parking & outdoor living. • 3 bedrooms (1 queen, 2 full, 1 twin) • 2 baths + outdoor shower • Queen sleeper in living room (House Sleeps 7 - MAX) Enjoy the patio, hot tub (mid May–Sept), screened gazebo w/ fan/light, and al fresco dining by the outdoor fireplace. Linens, bath towels & beach gear provided. Weekday check-in/out is available to help with ferry reservations for guests with cars.

Deluxe Studio Steps From Surf Drive

Stay in our deluxe studio at Beachside Village in Falmouth, MA—ideal for couples or families of four. Each unit features a Queen bed, Queen sleeper sofa, air conditioning, and a kitchenette with a dining area. Enjoy views of Martha’s Vineyard, stroll through nearby village shops, and unwind on Surf Drive Beach just steps away. Your perfect Cape Cod retreat awaits with a touch of coastal history and comfort.