Vacation rentals with a hot tub in Cheshire County

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.

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)

Waterfront Cabin, HOT TUB, Ice Fishing and Skiing!

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

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.

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.

Willow Falls Villa ~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.

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.

Vermont Retreat Yurt- Romantic 4 Season Glamping

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 ☽ Well appointed, deeply comfortable a ☽ 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 ☽ Outdoor tub available in spring and summer!

Winter Fun: Ski, Ice Fish & Relax by Highland Lake

Experience winter magic at our cozy family retreat! Tucked away on a tranquil road, our home is perfect for unforgettable getaways. Discover the beauty of changing seasons or partake in nearby winter activities. After a day of adventure, relax in our inviting hot tub or unwind on one of our two decks. Enjoy cozy gatherings around the outdoor fire pit, perfect for making s’mores under the stars. Book your winter escape now for an unforgettable seasonal adventure!