Vacation rentals with a hot tub in Dukes County

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Top-rated hot tub rentals in Dukes County

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A contemporary home is surrounded by lush greenery, featuring a spacious screened porch on the lower level and a second-floor deck that overlooks the outdoor area. A hot tub is positioned nearby, and a shaded dining set is visible on the main deck.

Home in West Tisbury

4.86 out of 5 average rating, 7 reviews

Go To Sea Beautiful Home for Rent

This contemporary architect-designed home features three floors of living spaces, including a roof deck, plus nicely integrated outdoor living with a screened porch and main deck. The Chef Kitchen is equipped with stainless appliances, wine fridge, center prep island, breakfast bar, granite counters, pantry. 3 bedrooms are located on the 1st floor, one within en suite bath plus one hallway full bath. The master suite is privately located on the 2nd floor with private deck and en suite bath.

A panoramic view showcases vibrant autumn foliage surrounding the property, with expansive green fields leading to the serene Vineyard Sound. The coastline of the Elizabeth Islands is visible in the distance, framed by a clear blue sky dotted with soft clouds.

Home in West Tisbury

4.95 out of 5 average rating, 21 reviews

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.

Top guest favorite

A well-lit room features tall windows providing views of the outdoor deck. A wooden desk and chair are positioned next to a seating area, which includes an armchair and a floral-patterned chair. Bookshelves line the walls, and vibrant artwork decorates the space.

Home in Chilmark

4.99 out of 5 average rating, 77 reviews

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.

Guest favorite

A rustic home is nestled among greenery, surrounded by tall trees and shrubs. The structure features a gabled roof, with portions of the exterior visible through the foliage. Sunlight filters through the leaves, creating a serene and natural setting.

Home in West Tisbury

5 out of 5 average rating, 26 reviews

Sunny Serene West Tisbury Contemporary

Light, airy, beautifully-designed 3 bdrm home offers all the comforts of modern living in a rustic, pvt setting. Sleeping options abound on 1st & 2nd floors w each floor having own sitting/entertaining area complemented by dramatic high ceilings & clear-story windows. Central A/C, expansive screened in-porch w dining table, lg deck w firepit table & HOT TUB, large enclosed outdoor shower, expansive grassy lawn and great mid-island location provide everything fine Island living has to offer!

Guest favorite

A gravel driveway leads to a charming house with a red garage. A wooden pergola, adorned with greenery, provides shade along the entrance. Lush trees and open sky enhance the serene outdoor setting, inviting visitors to explore the surrounding landscape.

Home in West Tisbury

4.96 out of 5 average rating, 50 reviews

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.

Guest favorite

The open living area features a light-colored sofa paired with two armchairs, centered around a wooden coffee table. Bright natural light floods the space through large windows and sliding doors, which provide views of the outdoor patio and garden.

Home in Edgartown

4.98 out of 5 average rating, 65 reviews

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.

Guest favorite

A spacious deck area is shown, featuring two lounge chairs with striped cushions and a small table. A private hot tub is located in the foreground, while the home's rear entrance is framed by windows and plants. Greenery surrounds the space, creating a serene outdoor atmosphere.

Guest suite in West Tisbury

4.98 out of 5 average rating, 83 reviews

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.

Top guest favorite

The exterior of a spacious cottage is displayed, framed by vibrant green lawns and seasonal flowers. A stone pathway leads up to the entrance, with pumpkins placed decoratively in the garden area. The clear blue sky enhances the overall inviting presence of the home.

Guesthouse in Falmouth

5 out of 5 average rating, 61 reviews

Falmouth/Woods Hole Charming Cottage By the Sea

Welcome to our Cottage By The Sea Rental located only 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

Guest favorite

An inviting living room features a light-colored sofa and a natural wood coffee table. Artwork and plants add warmth, while natural light fills the space through ample windows. A large television is mounted on the wall, providing entertainment options for guests.

Home in Edgartown

5 out of 5 average rating, 36 reviews

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.

Guest favorite

The front exterior of the house is shown surrounded by lush greenery, featuring a well-maintained lawn. A pathway leads to the entrance, and the porch offers seating. Two sun loungers are positioned on the grass, inviting relaxation in the open space.

Home in Oak Bluffs

4.91 out of 5 average rating, 125 reviews

** 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.

Guest favorite

A bright and airy living room is featured, showcasing white-brick walls and exposed wooden beams. Comfortable sofas are arranged around a central coffee table, with a flatscreen smart TV mounted on the wall. Natural light filters through the windows, creating an inviting atmosphere.

Home in West Tisbury

4.92 out of 5 average rating, 26 reviews

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

Welcome to Oakhaven - your beautiful Vineyard retreat with privacy, parking & outdoor living. • 3 bedrooms (1 king, 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.

Superhost

An aerial view captures the quaint charm of the Beachside Village Resort, showcasing its coastal architecture. The vibrant green lawn is bordered by neatly trimmed shrubs, and outdoor seating areas are visible. The ocean sparkles in the background, with the road leading to the beach nearby.

Condo in Falmouth

4.88 out of 5 average rating, 8 reviews

1BR w/ Fireplace & Beach Access | Pool + Hot Tub

Stay in a cozy 1-bedroom condo at Beachside Village Resort in Falmouth, MA. Enjoy a Queen bed, sleeper sofa, fireplace, and outdoor seating with ocean views. This charming retreat sleeps up to 4 guests and offers 2 full bathrooms, a kitchenette, air conditioning, and beach access. Perfect for couples or families seeking a relaxed Cape Cod experience near historic attractions and local seafood restaurants.