Vacation rentals with a hot tub in Oak Bluffs

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Top-rated hot tub rentals in Oak Bluffs

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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, 74 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.

Top guest favorite

The exterior of a charming house is shown, featuring a gray shingle facade and a welcoming covered porch. Lush greenery and ornamental shrubs frame the entrance, while a gravel driveway leads up to the front door, creating an inviting approach.

Home in Oak Bluffs

4.94 out of 5 average rating, 200 reviews

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!

Guest favorite

A modern home with light grey siding is featured in the background, surrounded by landscaped gardens. A heated saltwater pool, with clear blue water, is framed by grey stone paving. Lounge chairs and shaded seating are situated beside the pool, enhancing the outdoor space.

Home in Popponesset

5 out of 5 average rating, 13 reviews

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

This home was custom built in 2022, and is designed to provide comfort, luxury and loads of charm for the discerning vacationer. New construction with a nod to the Nantucket Sea Captain's houses of yesteryear. Professionally decorated and landscaped, offering every amenity you could possibly desire; from an in-ground, heated, saltwater pool (with electric cover), hot tub, outdoor shower, fire-pit, and even a cabana with a sink, refrigerator, and smart TV. Just a 3 min walk to private beach.

Top guest favorite

A spacious carriage house apartment is framed by lush greenery and colorful landscaping. The building features a crisp white exterior with large windows, creating a bright atmosphere. The entrance is marked by a stone pathway, leading to an inviting garden area adorned with seasonal pumpkins.

Barn in Woods Hole

5 out of 5 average rating, 14 reviews

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

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, 45 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

An aerial view captures the waterfront property by Waquoit Bay, surrounded by lush greenery. The sandy beach gently curves along the water's edge, with a small dock visible in the bay. A colorful sky at sunset adds a serene backdrop to the scene.

Vacation home in Falmouth

4.93 out of 5 average rating, 59 reviews

2 Acre Waterfront Oasis Overlooking Waquoit Bay

Perched over sparkling Waquoit Bay, this stylishly renovated waterfront home features a 38’ Living and dinning room. Open plan with large picture windows for watching boats, wildlife, and extraordinary sunsets. Entertain while cooking for the whole family in the large luxury kitchen surrounded by barstool seating. Walk down private stairs to the bay to swim, fish, paddle board, or kayak. Enjoy magnificent sunsets while grilling, sitting around the fire pit or enjoying the hot tub.

Top guest favorite

The exterior of the home is shown, highlighting a multi-level structure with a spacious upper deck and a patio area below. Lush greenery surrounds the property, with lounge chairs positioned on the lawn. The inviting atmosphere is complemented by a clear blue sky.

Home in West Falmouth

5 out of 5 average rating, 13 reviews

Snug Harbor - West Falmouth, Cape Cod.

Six bedrooms, four and a half baths, central a/c, just steps from Snug Harbor Enjoy five-star luxury and stunning panoramic views from this shingle style designer home. This home is just a step or two from the harbor's edge, you'll have your own private seaside get-a-way to enjoy. Take a day trip to one of the Islands, Nantucket and Martha's Vineyard, or relax and enjoy the salty breeze from one of the home's many decks or hot tub. You will fall in love this award-winning home.

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

4.97 out of 5 average rating, 78 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.

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, 28 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

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

4.86 out of 5 average rating, 7 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.

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, 121 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.