
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.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

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.

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.

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.

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!

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

Modern Cozy Cabin | Outdoor Infrared Sauna | Yard

Comfortable home away from home- near everything

HOT TUB! Dog & Family Friendly in the Berkshires!

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

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Charming apartment with breathtaking view!

The Copake Cabin - A rustic-modern retreat.

Sackett & Van Dam Guest House @ Little 9 Farm 1706

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

Eco Cottage in the Woods

Peaceful Light-Filled Guesthouse salt pool/sauna

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm
Private, pet-friendly home rentals

Lakefront Retreat | Lake Access, BBQ & Fire Pit

Garden View Apartment on Main St. Walk to Downtown

Hemlock Hill Suite

The House on the Hill

Country retreat on 4 private acres

Nature lover’s retreat in NWCT

Guest Suite at Wisteria Gardens

Peaceful Riverfront Family Retreat, Litchfield CT
Destinations to explore
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- Smoking-friendly rentals Litchfield County
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- Rentals with outdoor seating Litchfield County
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- Private suite rentals Litchfield County
- Farm stay rentals Litchfield County
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- Bed and breakfasts Litchfield County
- Family-friendly rentals Litchfield County
- Cabin rentals Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with a hot tub Litchfield County
- Cottage rentals Litchfield County
- Rentals with a kayak Litchfield County
- Rentals with a patio Litchfield County
- Waterfront rentals Litchfield County
- Rentals with an EV charger Litchfield County
- Rentals with lake access Litchfield County
- Rentals with breakfast Litchfield County
- Guest house rentals Litchfield County
- Rentals with beach access Litchfield County
- House rentals 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
- 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





