
Pet-friendly holiday rentals in Litchfield
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Litchfield

Total holiday rentals
Explore 50 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 3,070 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of Litchfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Litchfield rentals

4.9 Average rating
Litchfield stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Litchfield
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and 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!

Charming Home in Litchfield County on a MAIN ROAD!
Conveniently located on a MAIN ROAD in the heart of Torrington, this cozy homestead makes for the perfect New England getaway - seasonal activities to endure such as: hiking, swimming, kayaking, apple/pumpkin picking, skiing/snowboarding, and breweries & wineries. Close to Torrington’s historic downtown district featuring the Warner Theater & Kidsplay Museum. Conveniently located between a convenience store and some of Torrington’s finest coffee right next door from the Batchy Brew coffee truck.

River Overlook - Collinsville, CT
Spotless new 1 BR apt (Q bed + pullout couch = sleeps 4) in downtown Collinsville, perched across the street from Farmington River and Rails to Trails. Steps to Collinsville - restaurants, antiques, concerts, walking, biking, fishing, canoe/kayaking. Relax on your private deck overlooking the river. See if you can spot our local Bald Eagle family! Voted one of "America's 10 Coolest Small Towns" by Frommer's Budget Travel Magazine! One dog allowed - Collinsville is a very dog friendly town!

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

HEAVEN ON EARTH - Hudson Riverfront Home
Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

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.

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.

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.

Haven at Highland lake
Kick back and relax in this calm, stylish space. This studio apartment offers fast internet, TV , a comfortable couch , a stylish new bathroom, a lovely kitchenette, as well as black out curtains in the bedroom. And a cozy warm fireplace. This apartment comfortably sleeps 1 adult or a couple. The couch folds out into a bed and there is bedding in a tote stored Under the bed.

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.
Popular amenities for Litchfield pet-friendly home rentals
Pet-friendly house rentals

The House in a Beautiful Small Upstate Town

Cozy escape w/private hot tub & backyard skatepark

Slate Cabin - Stylish Country Escape x Rhinebeck

Charming and relaxing 4b farmhouse group getaway

Cozy Cottage with Fire Pit, near Beach

Cozy house w/ screened porch near Kent & falls

State Forest Getaway

Kent village home 2 hrs from NYC
Pet-friendly home rentals with a pool

The Creation Station

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Charming apartment with breathtaking view!

The Copake Cabin - A rustic-modern retreat.

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

Eco Cottage in the Woods

Modern Upstate Cabin, near Rhinebeck NY

Peaceful Light-Filled Guesthouse salt pool/sauna
Private, pet-friendly home rentals

The oldest home in Litchfield.

Hemlock Hill Suite

Quiet Lake Retreat | Fenced Yard | Beach Access

Cozy Guest House on 15 Acres

In-law apartment in Farmington River Cottage

2bed farm stay as seen in Dezeen, architects cabin

The House on the Hill

Peaceful Barn Retreat
When is the best time to visit Litchfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $444 SGD | $417 SGD | $356 SGD | $360 SGD | $393 SGD | $449 SGD | $465 SGD | $417 SGD | $448 SGD | $440 SGD | $416 SGD | $415 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
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- Rentals with a firepit Litchfield
- House rentals Litchfield
- Rentals with a fireplace Litchfield
- Cabin rentals Litchfield
- Fitness-friendly rentals Litchfield
- Rentals with a patio Litchfield
- Beachfront rentals Litchfield
- Rentals with outdoor seating Litchfield
- Waterfront rentals Litchfield
- Rentals with beach access Litchfield
- Family-friendly rentals Litchfield
- Rentals with pools Litchfield
- Rentals with lake access Litchfield
- Rentals with a washing machine and dryer Litchfield
- 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
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Hammonasset Beach State Park
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Ski Sundown
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Hudson Chatham Winery
- Compo Beach
- Mount Southington Ski Area
- University of Connecticut
- Naumkeag





