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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Superhost

Home in Putney

4.85 out of 5 average rating, 125 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)

Guest favorite

Cabin in Stoddard

4.94 out of 5 average rating, 32 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.

Superhost

Guest suite in Alstead

4.83 out of 5 average rating, 24 reviews

Maple Hollow Mountain Hideaway

Welcome to the Maple Hollow cozy mountain hideaway nestled on 5 serene country acres located on a quiet dirt road in a beautiful mountain area of New England Escape the hustle and bustle of everyday life and unwind in this charming retreat. The highlight of the hideaway is undoubtedly the hot tub, where you can soak away your cares while immersing yourself in the breathtaking beauty of nature. Imagine relaxing under a starry sky, surrounded by the tranquility of the mountains – it's pure bliss!

Superhost

Cottage in Rindge

4.8 out of 5 average rating, 54 reviews

Waterfront Cottage with a HOT TUB

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

Superhost

Tiny home in Bennington

5.0 out of 5 average rating, 3 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

Home in Antrim

4.98 out of 5 average rating, 144 reviews

Relaxing Hot Tub Getaway

Come stay at our secluded fully renovated historic home with all new Samsung appliances & furniture. All the necessities for a long or short stay with fully stocked kitchen. A mile from Gregg Lake Beach Professionally cleaned 24/7 Property Manger High speed WiFi ALL YEAR PRIVATE/SECLUDED HOT TUB Fire Pit, Grill, Hammock, Gym equipment Life Size Janga,Yahtzee,Darts,Corn Hole Electric Heating/cooling each room 2 KING PURPLE mattresses 55' Amazon Fire TV 4K in Living Room Vizio 55’ TV in Bedroom

Home in Troy

Mountain View escape

Come enjoy the sunrise views over Mt. Monadnock (2nd most climbed mtn in the world) from the back decks or hot tub. Relax in the custom built sauna. Spend the day hiking some of the hundreds of miles of trails nearby or in picturesque downtown Keene shopping. There's over 20 ski mountains within 30-90 minutes away including Wachusett, Stratton, Mt. Snow, Okemo and Killington. Keene has plenty of dining options and nightlife along with a casino/ sports bar. Keene State college is 11 minutes away

Guest favorite

Tiny home in Putney

4.99 out of 5 average rating, 397 reviews

Vermont Retreat Yurt | Glamping Nature Immersion

A romantic, private and fully-equipped four-season yurt, located on a peaceful six-acre farm with amazing views of nature. ☽ Featured in many lovely publications, including Forbes Mag. ☽ Elevated, design; thoughtful lighting; deeply romantic ☽ A beautiful, Vermont-y drive to Stratton, Okemo, Mt. Snow, Magic & Bromley ☽ Local's Area Guide with all the special things ☽ Full kitchen, firepit, woodstove ☽ Fast wifi ☽ Scrupulously clean using unscented products ☽ Outdoor shower

Home in Town of Rockingham

5.0 out of 5 average rating, 6 reviews

Luxurious Home w/ View of the CT River

This 5400 sqft, 5 bedroom, Mid Century Modern home sits in a private neighborhood overlooking the CT River and mountains of NH and VT. The two story home offers a number of unique amenities such as a pool table, hot tub, infrared sauna, karaoke machine, wet bar, indoor shuffle board court, and more! This property is close to the Bellows Falls Center which has shops, restaurants, antiquing and more. Manchester VT, Quechee, Monadnock, Chester and many ski areas are all just a short drive away.

Guest favorite

Villa in Jaffrey

4.94 out of 5 average rating, 34 reviews

Willow Falls Villa *Hot tub!

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

Home in Keene

4.96 out of 5 average rating, 53 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. This spacious place 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, art stores and the Colonial Theatre.

Guest favorite

Home in Marlow

4.95 out of 5 average rating, 19 reviews

Stylish historic brick home with hot tub.

The brick house was built in 1843 and has been carefully renovated over the years, while lovingly maintaining its "lived in" historic charm. The property sits on 4 acres of lawns and woods containing many hiking, cross country skiing and snow mobile trails. Take a long walk or cross country ski the beautiful grounds just steps away from your door. The outdoor hot tub promises relaxation after a long day of activities and exploring the surrounding lakes and quaint villages nearby.