Vacation rentals with a hot tub in Cheshire County

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Top-rated hot tub rentals in Cheshire County

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Top guest favorite

An outdoor deck is surrounded by vibrant fall foliage, featuring a charcoal BBQ grill of natural wood and a black storage container. Sunlight filters through the trees, creating a warm and inviting setting for outdoor dining or relaxation.

Cabin in Stoddard

4.98 out of 5 average rating, 94 reviews

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Guest favorite

A hot tub is filled with bubbling water, situated near a serene waterfront. Trees with autumn foliage frame the surroundings, providing a natural backdrop. The calm lake reflects the sky's colors, creating a relaxing ambiance in this private outdoor space.

Tiny home in Bennington

4.91 out of 5 average rating, 11 reviews

Waterfront Tiny Horse Trailer

Cozy up in an authentic and pristine former horse trailer tucked in a private, picturesque setting, overlooking the waterfront. Escape the daily grind. Experience nature's tranquility and quality time with the people you love! Paddle to the island for a picnic lunch. Canoes, kayaks and more are all on site. Swim, Fish, or just relax in the sun and never leave the property. Get mesmerized by the firepit, share stories and s’mores. Sip cocktails by sunset in the hot tub overlooking Mt. Monadnock.

Guest favorite

An open concept living space features four arched windows that allow ample natural light. Wooden floors complement the revealed post and beam construction. A wooden dining table is centrally placed, with a cozy seating area in a corner, creating a relaxed environment.

Home in Putney

4.88 out of 5 average rating, 197 reviews

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

The cottage is nestled among lush greenery alongside the lake, featuring a spacious deck for outdoor relaxation. The structure includes large windows that offer scenic views of the water and surrounding nature. A subtle pathway leads down to the lakeside.

Cottage in Rindge

4.78 out of 5 average rating, 65 reviews

Lake Cabin, HOT TUB, Boats, Hiking, Fishing fun

Relax with the whole family at our Pearly lake cottage! Home is very clean, warm and cozy! Bedroom on the first floor has a queen bed and a crib. Second bedroom upstairs, offers two queen beds and has an AC in the bedrooms. The bonus room has two smaller bunk beds. Living room has a pull out couch. Kitchen is fully equipped. The place offers a grill, fireplace, two kayaks, canoe and a boat for your enjoyment! Monadnock State Park is only 15 min away with multiple hiking trails and great views

Top guest favorite

An outdoor seating area features comfortable chairs and a coffee table, surrounded by potted flowers. A hot tub is positioned nearby, inviting relaxation in a serene environment, with a backdrop of a wooden wall and elements of nature visible.

Home in Keene

4.97 out of 5 average rating, 73 reviews

Keene Center Farmhouse: Large & Cozy + Hot Tub

Lovely New Englander Farmhouse, at the center of Keene, designed for a family getting together or a group of friends working remotely. The house is exquisitely furnished. It offers 4BR, 2.5BA, 3 living rooms (+3 HD TVs), Large dining space, high speed internet, multiple working areas, Central Heating / AC, Gas & Electrical fireplaces, Split AC in Bedrooms, Patio, Hot Tub, and ample parking. Located just a short walk away from the lively downtown restaurants, bars, and the Colonial Theatre.

Guest favorite

A serene landscape showcases rolling hills under a pastel sky at dusk. The calm water reflects the soft hues of purple and pink, while trees frame the view, enhancing the tranquil setting.

Home in Bellows falls

5 out of 5 average rating, 9 reviews

Amazing Views, Skiing Nearby and Amenities Galore!

Discover your perfect getaway at our stunning rental, nestled in the heart of Rockingham. Boasting breathtaking views, this home is an ideal retreat for ski enthusiasts and those seeking a tranquil escape. With 5 large bedrooms and 3 modern bathrooms, it comfortably accommodates your family or group. Enjoy the convenience of a fully equipped kitchen, billiards room, sauna and much more. Experience the ultimate vacation, close to skiing adventures and all the amenities you could wish for.

Top guest favorite

Home in Jaffrey

4.97 out of 5 average rating, 71 reviews

Willow Falls Home ~Hot tub & Waterfront

Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

Guest favorite

An A-Frame cabin is set on a sloped hill, surrounded by trees. The cabin features a deck overlooking the water, with kayaks and a hammock visible on the lawn. A wooden dock extends into the pond, enhancing the serene outdoor setting.

Chalet in Antrim

4.94 out of 5 average rating, 97 reviews

Direct Waterfront A-Frame, Close to 3 Ski Areas!

My year-round A-Frame cabin is 30 min to Mount Sunapee, 20 min to Crotched, and 15 min to Pat's Peak! It’s on a small 32-acre pond in New Hampshire. It is truly heaven on earth. There is over 100 feet of direct waterfront. There is a 6 foot main dock, and a small fishing dock off to the side. The fishing on our pond gets rave reviews! Most people catch and release, but please follow NH fishing laws: 16+ needs a license. The property sits on 1/3 of an acre, on a sloped hill.

Top guest favorite

A private hot tub is enclosed within a barn setting, surrounded by white curtains for added privacy. Soft lighting is provided by string lights, casting a gentle glow over the bubbling water. The hot tub features a secure cover resting atop.

Home in Antrim

5 out of 5 average rating, 130 reviews

Private Hot Tub Suite

The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Fire Pit, Grill, Hammock, Gym equipment Xbox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong tables, mini pool tables Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, backyard on 2 private acres

Top guest favorite

A hot tub is surrounded by a wooden deck, featuring three steps leading up to it. The cover is partially opened, revealing bubbling water. Lush greenery is visible in the background, providing a serene natural setting.

Home in Washington

5 out of 5 average rating, 28 reviews

Spring Getaway: Kayak & Unwind by Highland Lake

Nestled on a quiet road, our charming home is perfect for spring getaways. Enjoy hiking trails full of life or a quick 3-minute walk to the beach for serene strolls. Kayaks and paddleboards await for fun on tranquil waters. After exploring, relax in the soothing hot tub or unwind on one of our two scenic decks with fresh spring air. At night, gather by the outdoor fire pit for cozy chats, roasting s’mores under a starry sky. Book your rejuvenating spring escape now!

Guest favorite

A serene view of a river surrounded by colorful autumn foliage is presented. Rolling hills rise in the distance under a partly cloudy sky. The water reflects the vibrant colors of the landscape, creating a peaceful and inviting scene.

Guesthouse in Walpole

4.88 out of 5 average rating, 26 reviews

Cozy private studio -full kitchen and bath

Welcome to our private studio apartment in Walpole New Hampshire! The perfect blend of comfort and convenience! Prepare breakfast with fresh eggs from our coup and unwind in the hot tub. This fully furnished space has a private entrance, own driveway and located five minutes from the town of Walpole where you’ll find coffee shop, restaurants, grocery store and more. Whether you’re here for a short stay or an extended our space offers the comfort you need!

Guest favorite

A yurt is surrounded by nature, featuring a wooden deck with two Adirondack chairs. A storage shed with a sloped roof is adjacent. The landscape includes fields and trees, with a sunset sky casting soft colors above.

Tiny home in Putney

4.97 out of 5 average rating, 459 reviews

Vermont Retreat Yurt-Romantic Glamping, Hot Tub

A romantic, private and fully-equipped four-season yurt, located on a peaceful six-acre farm with amazing views of nature. ☽ Featured in Forbes and many other publications ☽ Outdoor bathtub, woodfired (late spring - early fall) ☽ Beautiful design; thoughtful lighting; very romantic ☽ 40 minutes to Mt Snow and other southern Vt ski areas ☽ Local's Area Guide with all our favorite things ☽ Scrupulously clean using unscented products