Fitness-friendly holiday rentals in Litchfield

Classic Red Barn with game room

Enjoy a fun and romantic stay in this renovated classic red barn on a private country property. The barn is only available when the main house is unoccupied, so you will have the whole barn, with game and fitness rooms, and the full run of the beautiful private country exterior property. If you're lucky, you'll get a visit from the horses at the neighboring horse farm! The barn's game room has a couch, ping pong and pool tables, basketball hoop outside, and a separate exercise and boxing space.

Cozy Pool House, Hot Tub, Gym, Treehouse Game Barn

Magical bungalow retreat with pool, cedar sauna, steam shower, game barn, gym and three story treehouse in bucolic country setting. Surrounded by protected lands great for hiking and tons of summer and winter activities including Bantam Lake, Mt. Tom skiing and snowboarding, and endless White Memorial Foundation trails. This is a private pool house located on a small compound. Absolute privacy with your own parking, entrance, heating system, and very secluded setting at the back of the property.

Private Inn

Private(not shared) self check-in, clean, quiet, safe, and free off street parking on a cul de sac road. The suite is 600sq your own private bathroom, backyard, and number keypad for your convenience to enter/exit into the suite at will, there is high speed Wi-Fi, HD cable tv, Kcup machine, heat/ac (indoor fireplace) also a firepit outsde ,rubber track and tennis courts literally in the back yard. 5miles away from Yale/nh and 5mins to Griffen Hospital and major highways great local restaurants

Sunbeam Lodge: Pool+Hot Tub, 50 Acres, ‘70s Oasis

Our peaceful, skylit, 3-bed 2-bath lodge is a totally private woodland paradise on a quiet country lane. Part secluded retreat, part rustic resort, part '70s-style cottage, it's only 2 hours from NYC & 20 minutes from Hudson. Unwind in 50 acres of untouched forest & grounds, a seasonal saltwater pool & cabana bar, a Finnish sauna & 7-person hot tub (open year-round), an open chef's kitchen & living room, & a sunny deck overlooking endless natural splendor. See more @sunbeamlodge on Instagram.

Private studio guesthouse

Kick back and relax in this peaceful, quiet, stylish space with high ceilings, central heat and air, huge bathroom, mini kitchen, fridge, microwave, coffee maker, 75" TV, onsite laundry and workout equipment when needed, private parking space, private entrance, high-speed internet, countless local restaurants, fast food chains and cafes, all major supermarkets, hospitals and doctors offices, post offices, easy access to numerous lakes, golf course and wineries. Indeed, a home away from home.

Gunn Brook Mountain House

Escape to "Gunn Brook Mountain House," a sun-filled mid-century home on 14 private acres with 1,000+ feet of brook frontage and a sprawling, mowed lawn. Enjoy an expansive deck, fire pit, hammock, and endless nature. Inside, find retro charm, modern comforts, a vast record collection, cozy fireplace, books, games, and a chef’s kitchen. Swim in hidden brook pools, explore the forest, or unwind on the deck. With lush views, stylish interiors, and total serenity, this is the perfect getaway.

Millstone Manor with East Mountain View

Millstone Manor rests in the valley between New York and Connecticut--an ideal location to work and play. We are in the eastern Hudson Valley of New York, next to the nearby Litchfield Hills of Northwestern Connecticut. A shared driveway leads to this well-appointed three-bedroom central-air home with a private library/office. A curated selection of artwork hangs on the walls. Wi-fi and hard-wired ethernet connections provide internet service to the library and desks throughout the home.

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.