
Vacation rentals in Housatonic State Forest
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Top-rated vacation rentals in Housatonic State Forest
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Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

Cabin Nestled in the Litchfield Hills
Cozy, curated cabin in NW Connecticut—just over 2 hrs from NYC by car or train. Nestled above the Housatonic River, it’s a place to hike, antique, or do nothing at all. Watch wild turkeys, deer, rabbits, and the occasional fox wander through the yard. Toast s’mores by the fire pit, then stargaze beneath a wide, quiet sky. The Appalachian Trail and some of the best hikes in the Northeast are just steps away. A peaceful escape in every season—recharge with nature, friends, or the stillness itself.

State Forest Getaway
Enjoy our Mountain getaway for year round fun! There are lots of activities close by-Mohawk Ski Mountain, Indian Lake and historic Covered Bridges! Hike in the backyard, cool off in the creek or relax in front of the Wood-burning fireplace or get the whole family together for a fun BBQ on the outdoor deck. We have 4 comfortable bedrooms plus daybed room and 3 bathrooms and a fully equipped Chefs Kitchen. The living room is great for lounging and perfect a movie night watched on the projector

Loft in the Pines
Loft in the Pines: Get away to your own private retreat, walkable to Main St, Millerton, NY & Harlem Valley Rail Trail. Beautiful 1 bedroom escape with two decks for your relaxation. Perfect for couples or families. Close to great hiking & skiing. Easy walk to antique shops & delicious restaurants or put your feet up and relax! 1.5 baths, living room with flat screen TV, dining room & fully equipped kitchen & expansive deck to take in the view. Rent with House in The Pines for a larger group

The Red Cabin-Secluded Getaway with backyard Brook
Welcome to our secluded mid-century cabin nestled in the foothills of the Berkshires in Northwestern CT! When you stay here you'll find over three private acres of ferns, forests, wild flowers and a native trout brook a stone's throw from the backdoor with your private hot tub to relax in. Beyond the brook are hundreds of acres of state forest preserve. Enjoy great hiking, fishing, skiing, antiques and restaurants minutes away. Only 2 hours from NYC and 8 minutes to Historic Norfolk Center.

Spotless & Comfortable | 2BR Downtown Walkable
Winter-friendly pricing for short stays - - ideal for traveling professionals, hospital visits, and quick Torrington trips. Professionally cleaned, quiet, and walkable to downtown year-round. Walk to Warner Theatre, Nutmeg Ballet, downtown shops, and top local dining. Easy access to Mohawk Mountain, Ski Sundown, and Mount Southington. Enjoy a pristine, fully stocked 2BR with a cozy electric fireplace, on-site laundry, Aquasana whole-house water filtration, and a HEPA air purifier for comfort.

Newly Built Cottage in Housatonic Valley
This newly built modern cottage is located on a historic railroad street nestled in a charming village within the Housatonic River Valley. There are beautiful river views from the front porch, deep woods off the back deck, a white marble kitchen with new appliances, and a dedicated parking spot. Escape the city and surround yourself in this quiet valley and the calm of small village life, located just 2 hours from NYC. This location offers year-round access to nature & outdoor activities.

Modern/Private Five ★ /Hotel quality stay/1 BR Apt
Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Stay in Downtown Canaan
This light-filled space is in a separate wing of my house with its own private entrance. There is one bedroom with a king-sized bed, spacious living room with table for meals, a large TV, a refrigerator/freezer stocked with bottled water and 1/2&1/2 for coffee, microwave and coffee maker with coffee pods are provided. You will hear the train as it travels through town. There are several places to eat nearby. Be sure to check out GUIDEBOOK on my listing to see what our area offers!!!

Getaway for a weekend! Close to Ski Sundown.
Looking for a quaint and cozy little place to stay in the city of Winsted Ct.? Just relax and enjoy this one bedroom,one bath, air conditioned and fully equipped apartment. Visit surrounding breweries, State parks, West Hill and Highland Lake, fly fishing and tubing on the Farmington River, Gilson Cafe and Cinema ,Laurel Duckpin Bowling, just a few miles from Ski Sundown, close to private schools and so many great places to dine. ,if you are a smoker please don’t book the apartment.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Retreat w 50 acre forest, waterfalls, tennis/bball
Perched above a brook in the woods. See the seasons fold and unfold in 50 acres of private forest, waterfalls, & pond. Fall asleep to sounds of the creek below. Wake to a canopy of beams, dappled sunshine, breakfast on a screened porch. Respite, creativity, and play (hike, sledding, 5 minutes from Mohawk Mtn Skiing). Hand built, inspired by Japanese teahouses, featuring tongue & groove construction, shoji screen doors, & tatami mats. Video: "Cornwall Hollow Teahouse" on YT or IG
Popular amenities for Housatonic State Forest vacation rentals
Other great vacation rentals in Housatonic State Forest

The Nest at Lovers Lane

Halo Hollow Haus - Litchfield Lake & Ski Haven

Valley Vista atop Jug End

entire farm style house

Gunn Brook Mountain House

Modern Ranch Retreat in the Hudson Valley

The Pool Cottage at Narrow Valley Estate

Lake Country Farmhouse
Destinations to explore
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- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Butternut Ski Area and Tubing Center
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Taconic State Park
- Powder Ridge Mountain Park & Resort
- Norman Rockwell Museum
- Sleeping Giant State Park
- Yale University Art Gallery
- Opus 40
- Berkshire Botanical Garden
- Ski Sundown
- Hancock Shaker Village
- Naumkeag
- Benmarl Winery
- Millbrook Vineyards & Winery
- Mohonk Preserve




