
Pet-friendly holiday rentals in Litchfield County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Litchfield County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

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.

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.

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 inflatable two person kayaks are available for use from May 1 to November 1..

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.

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

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!

Hilltop House/HOST &Co.
Nestled just outside the center of Bantam, this immaculate 3 bedroom 2.5 bath home with a pool is the ultimate retreat. The home is perfectly located for enjoying the area's top attractions, like lake activities, skiing at Mohawk, hiking the trails of White Memorial, Litchfield's Village Green where you can enjoy fine dinning, shopping and visit historic sites. Pool is open and heated May 15th to Sept 15th.

Private Woodland Sanctuary—3 mins to a lake beach!
Kick back and relax in this calm, stylish space with your loved ones and furbabies in New Hartford, CT. Indulge in the privacy and serenity of this 4 acre wooded home only 3 mins away from CT's most pristine lake, West Hill Lake. The lake is super approachable and the beach is kid friendly! Enjoy the sunshine and morning coffee in our unique solarium.

Kent village home 2 hrs from NYC
Completely renovated and remodeled, our cozy, light-filled house is in the perfect location in the center of Kent. It sleeps up to seven and is within walking distance of restaurants, shops, hiking trails and Kent School. Golf courses, kayaking and Mohawk mountain ski area are nearby!
Popular amenities for Litchfield County pet-friendly home rentals
Pet-friendly house rentals

The Getaway: Beautiful Waterfront - New Milford CT

The House in a Beautiful Small Upstate Town

Upstate Waterfront Saugerties Retreat-Near HITS

Private Hudson Valley Loft on 200 Acre Horse Farm

The Stone House

Charming Home in Litchfield County on a MAIN ROAD!

HOT TUB! Berkshires: Dog & Family Friendly!

Renovated, one level home in an excellent location
Pet-friendly home rentals with a pool

The Creation Station

Enchanting Upstate Cabin w Pool, Firepit

Charming apartment with breathtaking view!

The Copake Cabin - A rustic-modern retreat.

Highwoods Haven | saltwater pool and hot tub

Pool open 5/22! Huge eclectic space. 1.5hr to city

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Private, pet-friendly home rentals

Lakefront Bungalow Bliss | Serene 2BR Retreat

Lakefront Retreat | Lake Access, BBQ & Fire Pit

Hemlock Hill Suite

Cozy Guest House on 15 Acres

The House on the Hill
Flamig Farm Staycation

Nature lover’s retreat in NWCT

Guest Suite at Wisteria Gardens
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with a firepit Litchfield County
- Beachfront rentals Litchfield County
- Cottage rentals Litchfield County
- Bed and breakfasts Litchfield County
- Farm stay rentals Litchfield County
- Waterfront rentals Litchfield County
- Guest house rentals Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Cabin rentals Litchfield County
- Rentals with lake access Litchfield County
- Rentals with pools Litchfield County
- Rentals with breakfast Litchfield County
- Smoking-friendly rentals Litchfield County
- House rentals Litchfield County
- Rentals with beach access Litchfield County
- Private suite rentals Litchfield County
- Rentals with outdoor seating Litchfield County
- Rentals with a sauna Litchfield County
- Rentals with a kayak Litchfield County
- Rentals with an EV charger Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with a patio Litchfield County
- Family-friendly rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Fitness-friendly rentals Litchfield County
- Pet-friendly rentals Connecticut
- Pet-friendly rentals United States
- Yale University
- Six Flags New England
- Thunder Ridge Ski Area
- Fairfield Beach
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Taconic State Park
- Yale University Art Gallery
- Sleeping Giant State Park
- Mount Southington Ski Area
- Compo Beach
- Sherwood Island State Park
- Ski Sundown
- Storm King Art Center
- Norman Rockwell Museum
- Naumkeag
- Opus 40
- Benmarl Winery
- Berkshire Botanical Garden




