
Vacation rentals in Housatonic State Forest
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Housatonic State Forest
Guests agree: these stays are highly rated for location, cleanliness, and more.

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Rustic getaway in the beautiful Litchfield Hills of Northwestern Connecticut featuring a 2-acre pond and access to 9 miles of unique hiking trails on 450+ wooded acres. Cozy 1700's farmhouse comfortably sleeps 4 adults in 2 bedrooms, with an additional kids room that has a fold-out double futon and loft with one double air-mattress, perfect for children's sleeping bags. There is a pull out sofa in the living room. Dogs welcome! The house is next to Norbrook Farm Brewery, which you can walk to.

Halo Hollow Haus - Litchfield Lake & Ski Haven
Rest, relax, and recharge in this serene and stylish space. Halo Hollow Haus is a lake house and ski lodge offering boutique vacation vibes and year-round country beauty. Nestled in the beautiful Woodridge Lake community, you'll enjoy lake life at its finest while just minutes away from all that Litchfield County has to offer. Enjoy classic New England towns, swimming, skiing, hiking, fishing, parks, golf, mountains, foliage, antiquing, vineyards, excellent restaurants, and cultural attractions.

Under Mountain House
Our home is designed to be your home away from home! It has been newly renovated with comfort in mind so you can enjoy your stay in the Berkshires. Whether you are here to hike parts of the Appalachian Trail, stroll into town for a leisurely meal, enjoy Lime Rock Race Track or explore the many surrounding New England towns you can be assured you will always have a comfortable home to come back to!! My home is located just a 3 minute walk to the center of town and the historic White Hart.

Housatonic Valley Private Cottage & New Fire Pit!
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.

Charming and relaxing 4b farmhouse group getaway
We are thrilled to share our idyllic country home with you and hope you enjoy it as much as we do. Built in 1882, set on a hill with ample indoor and outdoor space (two kitchens!) overlooking the Housatonic River and the famous West Cornwall bridge, our fully stocked house is close to hiking, fishing, kayaking, skiing/snowboarding. Set in gorgeous Litchfield Hills near the Appalachian trail, wineries, breweries, farms, rivers and lakes, waterfalls, antiques, casual or fine dining

Woodland A-Frame
Our A-frame home stands out for the way it invites the outdoors in. With skylights and soaring windows, you can experience the natural beauty of the forest from every room—whether you're sipping coffee while watching deer or wild turkeys wander through the yard, enjoying the gentle drift of autumn leaves, or cozying up during a summer storm. Even on chilly days, the house feels connected to nature in a peaceful, grounding way. Guests have access to our local swimming hole, Mudge Pond.

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

Lake Country Farmhouse
A tasteful country retreat perfect for discerning guests who want to unwind comfortably. Wake up to breathtaking views in one of the most picturesque--and undiscovered--corners of America. Enjoy seclusion in a renovated farmhouse with lovingly restored period details abutting the William F Buckley family nature preserve, a postcard-worthy 500-acre gentleman's farm and views of the Appalachian Trail in the distance. The small private pond stocked with fish will entertain children.

Family friendly house with fenced yard & fire pit
Hillside Haus is a modern house close to Catamount Mountain & Ski Butternut and Hotchkiss School. Enjoy high ceilings, a cozy fire pit, fenced yard, family-friendly amenities (including crib and high-chair), and fully stocked kitchen. Sleeps 6 comfortably, and includes an office space. Perfect for year-round getaways—ski in winter, hike and picnic at nearby lakes and campgrounds in summer. Quick drive to charming and vibrant Great Barrington for shopping, art, and restaurants.

The Cottage at Great Falls Luxury Getaway.
Spectacular artisan designed cottage on the banks of the beautiful Housatonic river. Located on a quiet residential cul de sac , no through traffic. Interior features plaster throughout, stone veneer and mosaic flooring and original artwork. Fully equipped kitchen, elegant dining room. Oversized soaking tub in master bath. 2 bedrooms, sleeps 4. Fabulous water and mountain views . Large outdoor deck overlooking the water, second small stone dining deck. wonderful gardens.

Unique, Rustic, and Beautiful
Utterly unique, handcrafted wooden home, 4 bedrooms to sleep 6-7 (2 kings, 2 twins, daybed/couches in living room/den. 15 minutes from Mohawk Mountain Ski Area, Lakeville, Cornwall, and North Canaan. Two fireplaces. Nine acres of property surrounded by forest above the Hollenbeck River, with surrounding farmland and mountains. Patio, grill, firepit, and a hill for sledding. Perfect for a winter getaway with friends or family, summer barbeques, or daily hiking or fishing.

Private rooms and full bath in a Historic Home
Our home is in a quaint New England town in Northwest Connecticut. We are a fan of historic houses and our house dates back to 1734. You have your own private entrance, two spacious rooms, and a full bath. The bedroom upstairs also has a small fridge, coffee maker, and electric tea kettle. The full bathroom is downstairs on the main floor. You will be close to town, so you have a restaurant, cafe, design store, library, and post office all in walking distance.
Popular amenities for Housatonic State Forest vacation rentals
Other great vacation rentals in Housatonic State Forest

Cozy Railroad Street Retreat

Spa Cabin with Sauna, Hot Tub and Cold Plunge

Lakeville Lodge with Private Pool

3 Bed/2.5 Bath with Indoor Pool

Greystone at Twin Lakes

Sun-Soaked Chalet Near Lake and Ski Mountain

Berkshires Black Abbey

Highland Lakefront Retreat
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Mont-Tremblant Vacation rentals
- Atlantic City Vacation rentals
- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Mohonk Preserve
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Ski Sundown
- Benmarl Winery
- Wesleyan University
- Naumkeag
- Lake Minnewaska
- Poets' Walk Park
- Ranch Skydive
- Norman Rockwell Museum





