
Pet-friendly holiday 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.

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Cozy house w/ screened porch near Kent & falls
Your family will be close to everything when you stay at this centrally-located place, 1 mile from Kent, CT. The house is cozy with a stone fireplace, wonderful screened in porch with skylights, two bedrooms, spacious living room with desk, full bath, back porch with fire-pit, grill and table and laundry in the basement. It's perfect for four but our dining room can convert to a spare bedroom as the door shuts and the table folds down. The kitchen is well stocked and we've cooked many meals

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

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.

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!

County Seat Colonial/Walk to Town-HOST&Co
Welcome to your home away from home. Nestled in the charming Historic District of Litchfield, this inviting getaway puts you just steps from fine dining, boutique shopping, delightful bakeries, and iconic landmarks. Whether you’re exploring the town or staying in, you’ll find everything you need—from spacious, comfortable living areas to a fully equipped kitchen perfect for preparing fresh, local fare from the nearby farmers market.

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

Honeybug Snug near Omega Institute!

The Getaway: Beautiful Waterfront - New Milford CT

The House in a Beautiful Small Upstate Town

Private Hudson Valley Loft on 200 Acre Horse Farm

Litchfield County Getaway

Modern Cozy Cabin | Outdoor Infrared Sauna | Yard

Comfortable home away from home- near everything

Luxury Prvt Estate w/Hot Tub+Gameroom nr Rhinebeck
Pet-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities

Charming apartment with breathtaking view!

The Copake Cabin - A rustic-modern retreat.

Sackett & Van Dam Guest House @ Little 9 Farm 1706

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

NE Historical Mansion-pets and pet lovers welcome

Eco Cottage in the Woods

Enjoy every season the Berkshires have to offer.
Private, pet-friendly home rentals

Lakefront Retreat | Lake Access, BBQ & Fire Pit

Hemlock Hill Suite

Charming Cabin on Farmington River

The House on the Hill

Country retreat on 4 private acres

Nature lover’s retreat in NWCT

Peaceful Barn Retreat

The Perch in the Purchase
Destinations to explore
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- Private suite rentals Litchfield County
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- Beachfront rentals Litchfield County
- Cabin rentals Litchfield County
- Rentals with a firepit Litchfield County
- Guest house rentals Litchfield County
- Rentals with pools Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Rentals with breakfast Litchfield County
- Family-friendly rentals Litchfield County
- Smoking-friendly rentals Litchfield County
- Rentals with a patio Litchfield County
- Rentals with a kayak Litchfield County
- Fitness-friendly rentals Litchfield County
- Rentals with an EV charger Litchfield County
- Rentals with beach access Litchfield County
- Cottage rentals Litchfield County
- Rentals with a hot tub Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Bed and breakfasts Litchfield County
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- House 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
- Taconic State Park
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Storm King Art Center
- Sherwood Island State Park
- Compo Beach
- Ski Sundown
- Walkway Over the Hudson State Historic Park
- Mount Southington Ski Area
- Opus 40
- Naumkeag
- Norman Rockwell Museum
- Hudson Highlands State Park





