
Pet-friendly vacation rentals in Litchfield County
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Top-rated pet-friendly home rentals in Litchfield County
Guests agree: these pet-friendly homes 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.

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.

Cozy Cottage |Quintessential CT | Pet Friendly
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

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

Glamp in a 1970s Airstream | Hot Tub | NYC Train
Enjoy our new hot tub while staying in this 1970 Airstream Overlander. This 28-foot, pet-friendly RV blends original charm with modern comforts, including air conditioning + heat, Wi-Fi, TV, and a Nespresso machine. The Airstream is set on a half-acre campground surrounded by 400 acres of state land. Enjoy nearby fishing, hiking, kayaking, or biking along the 26-mile Rail Trail. Retro touches include board games, cassette tapes, an Atari game system, and evenings by the fire pit.

Storybook Cape...HOST & Co.
Step back in time in this classic 1930s Cape Cod home, nestled in the serene beauty of the Litchfield Hills. Just a five-minute drive from the charming Litchfield Green, you’ll find antique shops, cozy cafés, unique boutiques, and a picturesque town center perfect for unwinding. Outdoor lovers will appreciate the proximity to the trails and wildlife of White Memorial Foundation, the peaceful beauty of Topsmead State Forest, and winter adventures at Mohawk Mt. Ski Area.

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

(°) The Wandering Peacock (°)
The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
This vintage style cottage offers guests a comfortable and convenient stay in Litchfield with it’s range of amenities. Essential amenities include air conditioning, cooking basics, a dedicated workspace, dishes and silverware, a dryer, hair dryer, heating, hot tub, kitchen, TV, washer, and Wi-Fi. 5 Min - Litchfield Town center 9 Min - Arethusa Dairy farm- Restaurant 10 Min - White Memorial Conservation Center 8 Min - Bantam Lake 19 Min - Mohawk Mountain Ski Area

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.

Foxfire Hill: A Bit of Luxury in the Countryside
Enjoys luxurious Get away to lovely Sharon, CT, just 2 hours from NYC/3 hours from Boston. Enjoy a chill vibe, garden and mountain views, and fresh organic eggs from our lovely flock of hens. We’ve created a luxurious and spacious modern feel, in a bucolic farmland setting. All newly refurbished with a luxurious modern bath with rain shower and fabulous marble stone work. Coyuchi bedding, soft organic cotton linens, and gourmet kitchen!

Blackberry Cottage
Enjoy our peaceful (pet friendly) home, just a short drive to the center of Norfolk. Great for friends and/or family visits. Board games, puzzles and books inside for all; fire pit outside. Front & side decks, are perfect for relaxing. Access great cafes, shops & cultural delights in Norfolk. The nearby Ellen Battell Stoeckel Estate hosts Yale's Summer Chamber Music Concert series. It’s a home, not a hotel. I think you’ll love it!
Popular amenities for Litchfield County pet-friendly home rentals
Pet-friendly house rentals

The Owl Cottage@Mohawk Mountain

Kent village home 2 hrs from NYC

Slate Cabin - Stylish Country Escape x Rhinebeck

The House in a Beautiful Small Upstate Town

Charming Home in Litchfield County on a MAIN ROAD!

Cozy house w/ screened porch near Kent & falls

Retreat with Heated Pool, 1 Mile to NYC Train

Designer Home, Hot Tub, Private Yard, & Projector
Pet-friendly home rentals with a pool

Modern Upstate Cabin, near Rhinebeck NY

Huge eclectic space w/ private pool. 1.5hr to city

Magic Red Barn with Heated Salt Pool (opened now)

Private Estate w/Pool, Hot Tub+Sauna nr Rhinebeck

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

Sackett & Van Dam Guest House @ Little 9 Farm 1706

The Copake Cabin - A rustic-modern retreat.

The Cottage by the Lake: Hudson Valley Indulgence
Private, pet-friendly home rentals

Beautiful country house in Cornwall CT.

Cozy Oasis, Lakefront with Stunning Sunset Views

The Treehouse Lovenest

Rustic Pond Cabin: Nature, Stars & Serenity

Vibrant, secluded dome home in Litchfield County!

Haven at Highland lake

Litchfield Hills Country Hideaway
Flamig Farm Staycation
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- Pet-friendly rentals Connecticut
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- Yale University
- Six Flags New England
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Mohonk Preserve
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Mohawk Mountain Ski Area
- Storm King Art Center
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Hudson Chatham Winery
- Ski Sundown
- Benmarl Winery
- Wesleyan University
- Naumkeag





