Holiday 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)

Maple Hollow Mountain Hideaway

Welcome to Maple Hollow Hideaway, a cozy mountain retreat nestled on 5 serene country acres, backing to conservation forest, located on a quiet dirt road in a beautiful small mountain town. Escape the hustle and bustle of everyday life and unwind in this charming private suite with its own relaxing hot tub Experience the country charm and history of New England with local hikes and historical sites Imagine relaxing under a starry sky, surrounded by the tranquility of the mountains. Pure bliss!

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 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.

Nature Retreat: Kayaks, Hot Tub, SUP's & Fire Pit

Escape to our charming Washington home, a proud certified wildlife habitat, perfect for summer adventures! Kayak or paddleboard on tranquil waters, hike vibrant trails, or stroll to the beach in 3 minutes. Relax in the hot tub or on two scenic decks, soaking in warm summer breezes. At night, gather by the fire pit for s’mores under starry skies. No pets due to wildlife reserve rules, high deck, and nearby pet-free beach. Book your rejuvenating summer retreat now!

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!

Vermont Retreat Yurt-Outdoor Bathtub in Nature

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