Holiday rentals with a hot tub in Oak Bluffs

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Top-rated rentals with a hot tub in Oak Bluffs

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Top guest favourite
A cozy living area features a light-colored sofa along with two blue armchairs, creating a comfortable seating arrangement. Natural light fills the space through large windows, while an entertainment unit is present with a flat-screen TV. Decorative pillows and a round coffee table enhance the inviting atmosphere.
Home in Oak Bluffs
5 out of 5 average rating, 12 reviews

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!

Guest favourite
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
4.96 out of 5 average rating, 25 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.

Guest favourite
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
4.93 out of 5 average rating, 27 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 (June - Sept), screened gazebo w/ fan/light, and al fresco dining by the outdoor fireplace. Linens, bath towels & beach gear provided. NOTE: August reservations require a min. 6-night stay, and bookings must run consecutively without gaps in the calendar.

Top guest favourite
A custom-built home features a large front porch bordered by well-maintained greenery. The two-story structure is framed by trees, with expansive windows visible. Water views are apparent in the distance, set against a bright blue sky with soft clouds.
Home in Tisbury
5 out of 5 average rating, 45 reviews

Stunning 4/2.5 Water View, Hot Tub, Dogs ok (fee)

Custom home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this very private home offers easy access to miles of hiking trails and pristine waters. Enter the home from the covered porch; the main level features an open floor plan, high ceilings in the living areas - open to the dining room and kitchen, where large windows frame the Lagoon. Sleeps up to 8. Outdoor shower! Wifi speed 430 MBPS download speed Dogs ok with owner approval ; fee applies

Guest favourite
A modern outdoor space is highlighted by a fresh salt-water pool surrounded by sleek lounge chairs and umbrellas. The pool area is complemented by lush greenery and well-maintained landscaping, offering a serene ambiance for relaxation.
Home in Edgartown
4.97 out of 5 average rating, 34 reviews

Edgartown Designer Retreat With Pool & Hot Tub

Located in Katama, this 3,000-square-foot home has undergone a complete renovation, and offers privacy and easy access via bike path to downtown Edgartown and South Beach. Everything is brand new. There is a salt water heated pool & hot tub! Highlights include 8 inch wide white oak flooring, a custom marble vanity, ultra thick quartz countertops, custom lighting, high end art throughout, all new high end appliances and designer furniture, outdoor shower, gym, and 4 bedrooms / 3.5 bathrooms.

Top guest favourite
A charming cottage is set within a lush green yard, featuring manicured shrubs and a symmetrical façade. The peaked roof and classic shutters complement the inviting entryway. Sunlight illuminates the scene, creating a serene atmosphere surrounded by trees.
Home in Falmouth
4.95 out of 5 average rating, 74 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 77 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.

Top guest favourite
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, 56 reviews

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.

Guest favourite
The outdoor deck features two loungers with colorful striped cushions, a small white table, and potted plants. A hot tub is positioned nearby, surrounded by greenery that creates a tranquil setting. The home's windows allow for natural light to enhance the spaces.
Guest suite in West Tisbury
4.97 out of 5 average rating, 88 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 favourite
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.
Guest house in Woods Hole
5 out of 5 average rating, 64 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 favourite
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, 57 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 favourite
A charming two-story home is enveloped by a well-maintained yard and bordered by trees. The front porch features a white railing and a red door, complemented by neatly arranged landscaping. Bright sunlight illuminates the exterior, emphasizing the blue siding and inviting ambiance.
Home in Mashpee
5 out of 5 average rating, 8 reviews

Pondside Haven

Escape to this cozy 3 bedroom, 3 bathroom home, perfect for a relaxing Cape Cod getaway! Nestled in a quiet Mashpee neighborhood, this home is just minutes from Mashpee Commons, stunning beaches, golf courses, and scenic nature trails. Plus, enjoy easy access to Johns Pond, a local favorite for swimming, kayaking, and fishing!

Popular amenities for rentals with a hot tub in Oak Bluffs

Quick stats about holiday rentals with a hot tub in Oak Bluffs

  • Total holiday rentals

    Explore 30 holiday rentals in Oak Bluffs

  • Nightly prices starting at

    Oak Bluffs holiday rentals start at $307 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Oak Bluffs holiday rentals include wifi 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!

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