Holiday houses in Housatonic State Forest

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Top-rated holiday rentals in Housatonic State Forest

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy living room features a brown sofa positioned centrally, paired with an ottoman. Striped armchairs flank the space, with two lamps providing soft illumination. Warm wood paneling and large windows contribute to a welcoming ambiance, complemented by a decorative area rug underneath.
Home in Colebrook
4.99 out of 5 average rating, 249 reviews

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.

Guest favourite
A light and airy living room features a large sectional sofa and a patterned rug underfoot. A stone fireplace is situated next to a stylish armchair, while artistic wall decor adds character. Large windows provide natural light and views of the surrounding landscape.
Home in Goshen
4.92 out of 5 average rating, 53 reviews

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.

Top Guest favourite
A newly remodeled kitchen showcases white cabinets complemented by a marble countertop and a decorative backsplash. A rustic wooden dining table with chairs is positioned near a window, while a vibrant area rug adds warmth to the space. Modern appliances are neatly integrated into the design.
Home in Salisbury
4.98 out of 5 average rating, 180 reviews

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.

Guest favourite
The exterior of the modern cottage is presented, featuring a sleek, dark facade accentuated by landscaped stone pathways. A spacious porch offers a welcoming entry, complemented by large windows that provide natural light. Surrounding hills are visible in the background.
Cottage in Cornwall
4.91 out of 5 average rating, 209 reviews

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.

Superhost
A charming three-story farmhouse is surrounded by lush greenery, featuring a welcoming front porch with seating. The design includes a shingled exterior and a pathway leading to the entrance, all set against a backdrop of vibrant trees.
Home in Sharon
4.9 out of 5 average rating, 238 reviews

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

Top Guest favourite
A gravel driveway leads to a welcoming villa, surrounded by manicured lawns and lush trees. Stone pillars with decorative features frame the entrance, while vibrant flower beds add color to the landscape. A serene natural backdrop of trees provides a peaceful setting.
Cabin in Cornwall
4.98 out of 5 average rating, 103 reviews

Beautiful country house in Cornwall CT.

If you love being in touch with nature, this is a perfect and pleasant place to enjoy with family and friends and wake up to the sound of birds! and enjoy all the seasons of the year. And in winter you can escape 15 minutes to this area of ​​Mohawk paradise and if you are a fishing lover, the House-tonic River is just 5 minutes away, 2 minutes to Kent Falls, 7 minutes to Kent where you can find restaurants and a grocery store! You can enjoy beautiful flower gardens from spring to fall.

Top Guest favourite
An exterior view of the teahouse displays its rustic wooden structure nestled among lush greenery. A spacious wrap-around porch with wooden railings is visible, along with multiple windows allowing natural light. The surrounding foliage offers a natural ambiance.
Cottage in Falls Village
4.99 out of 5 average rating, 133 reviews

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

Guest favourite
A bright kitchen features white cabinetry and a dark countertop, with several windows allowing ample natural light. A vase of sunflowers sits on the counter next to a knife block, complemented by stainless steel appliances and a modern sink beneath the windows.
Home in Salisbury
4.93 out of 5 average rating, 83 reviews

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.

Top Guest favourite
Home in Sheffield
4.97 out of 5 average rating, 29 reviews

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.

Top Guest favourite
A charming artisan-designed cottage is showcased in a residential setting, featuring a yellow exterior complemented by neatly arranged landscaping. A small tree adds a touch of color to the front yard. The peaceful cul-de-sac is lined with greenery, enhancing the tranquil atmosphere.
Cottage in Canaan
4.98 out of 5 average rating, 120 reviews

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.

Top Guest favourite
A serene bedroom is presented with a spacious bed adorned with soft linens and a cozy throw. Two bedside tables hold elegant lamps, and natural light floods the room through large windows. A decorative wreath hangs above the headboard, enhancing the tranquil ambiance.
Home in Sheffield
4.99 out of 5 average rating, 133 reviews

Belle Meade

Open concept home with a Zen feel and made for relaxation. Nestle into the covered porch and spend hours of peaceful contemplation with nature all around! When you’ve had enough recharging, plan a backroad trip to endless possibilities. Tanglewood and Jacob’s Pillow are nearby via beautiful country roads. There are hikes for any level. Great restaurants, farmer’s markets and Guidos gourmet market just minutes away. Eat out or stay in with a cook’s kitchen and grill deck.

Superhost
A handcrafted wooden home is nestled amidst lush greenery, surrounded by vibrant wildflowers and foliage. The exterior features a mix of architectural styles with a turret, large windows, and inviting pathways leading to the entrance.
Cabin in Canaan
4.86 out of 5 average rating, 66 reviews

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.

Popular amenities for Housatonic State Forest holiday rentals