
Vacation rentals with a hot tub in Oak Bluffs
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Quick stats about vacation rentals with a hot tub in Oak Bluffs

Total vacation rentals
Explore 30 vacation rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs vacation rentals start at G$87,704 GYD per night before taxes and fees

Verified guest reviews
Over 1,100 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Oak Bluffs vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oak Bluffs rentals

4.9 Average rating
Oak Bluffs stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated hot tub rentals in Oak Bluffs
Guests agree: these hot tub rentals are highly rated for location, cleanliness, and more.

Charming Cape House with Private Hot Tub !
Welcome to our charming home in Mashpee! The spacious living room features comfortable seating, perfect for relaxing after a day of exploring. The well-equipped kitchen boasts modern appliances and ample counter space, making it ideal for preparing delicious meals. Step outside to our backyard oasis, featuring a hot tub and outdoor shower. Perfect for travelers visiting Mashpee for weddings (super close to Willowbend), the beach, or just 3 minutes from Mashpee Commons. You'll feel right at home!
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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!
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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.
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Family Cape Cod Oasis-Pool-Hot Tub-Game&Kids Room
🏖🏝Welcome to your perfect Cape Cod escape - a beautifully updated 7-bedrooms and 3.5-bath home designed with both relaxation and family fun in mind. This private oasis is just minutes away from lakes, beaches, and shopping. This home offers the ultimate mix of comfort, entertainment, and kid-friendly amenities. Whether you are planning a family reunion, or a beach week with friends, this home is built to bring people together- comfortably and with style. Book your Cape Cod adventure today!
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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!
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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.
Outdoor spacesBathroomTV

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.
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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.
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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.
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** 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.
Outdoor spacesBathroomAccuracy

Opulent Private Waterfront Escape with NEW Hot Tub
Welcome to The Wandery! Escape to the Cape and experience the perfect balance of relaxation and recreation at this spacious and private lakeside retreat! Nestled on a quiet street just minutes from Ocean beaches, shopping, and dining, this beautifully appointed home offers generous indoor and outdoor living areas, ideal for families or groups. Waterfront on Johns Pond Mashpee Commons – 7 min New Seabury Country Club – 7 min Explore Mashpee magic & Learn More Below!
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Pocasset Private Beach Family Retreat/firepit
Nestled in an exclusive community with a private association beach, this captivating new construction offers unparalleled sophistication and breathtaking water views from every room. Step inside and experience the exquisite interior, adorned with custom finishes and smart home features. The fabulous upscale kitchen, complete with top-of-the-line appliances, flows seamlessly into the dining and living spaces, which feature soaring ceilings and a cozy gas fireplace.
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Popular amenities for Oak Bluffs hot tub rentals
House rentals with a hot tub

The Lux shire
Outdoor spacesBathroomGrill

Relax at this Cape Cod Retreat!
Hot tubOutdoor spacesWalkability

Private pool, hot tub, minutes from beach!
Hot tubBathroomQuiet

Falmouth Oasis with Jacuzzi
Outdoor spacesHot tubLocation

Walk to Beach • Hot Tub • Pet Friendly
BathroomOutdoor spacesAccuracy

Renovated ranch with pool access
Outdoor spacesBathroomPets

Secluded Cape Cod home in Falmouth with pool
Hot tubBathroomCleanliness

4BD, 2Bath, Hot Tub, Sauna, EV Charger, Beaches!
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Other vacation rentals with a hot tub

Families Welcome! Mashpee Duplex w/ Water Views
Outdoor spacesHot tubHospitality

Ocean Front Resort Studio Unit
BathroomHot tubCleanliness

2 Acre Waterfront Oasis Overlooking Waquoit Bay
BathroomHot tubView

The Front Cottage: Waterfront/Dock/Hot tub
Outdoor spacesHot tubView

InnSeason Resorts Surfside
Outdoor spacesHot tubHospitality

Town/Beach: Vineyard Vacation Houses welcomes you!
Hot tubBathroomDecor

Sanctuary House: An ocean-view farmhouse retreat
Hot tubOutdoor spacesAmenities

Cape Cod Getaway Travel Trailer at Sun Retreats!
Outdoor spacesHospitalityBiking
When is the best time to visit Oak Bluffs?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$164,549 GYD | G$177,496 GYD | G$177,496 GYD | G$125,291 GYD | G$143,876 GYD | G$208,818 GYD | G$271,464 GYD | G$281,905 GYD | G$163,922 GYD | G$139,491 GYD | G$114,850 GYD | G$128,214 GYD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
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