
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.

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn
Serene, elegantly appointed 19th century compound, fully modernized and set on the edge of a 50 acre land preserve next to boat friendly Bantam Lake. Located in the rolling hills of Litchfield County this expansive home has four buildings and every amenity: pool, hot tub, heated gym, cedar sauna, central AC, 2 chef’s kitchens, game barn, primary suite with wb fireplace and soaking tub, a pool house guest suite with steam shower, & treehouse w/ slides & a swing set built on a 300yr old oak tree.

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.

bright serene + spacious barn @barn and bike
a bright serene space built by locals on the property we live on. we are in what we think is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes. quaint yet cultured towns in all directions. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking (no cats) • we look forward to having you here!

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.

The Waterfall House
Welcome! A two bedroom stone house overlooks two waterfalls, cascading into a private swimming hole. Huguenot style home , A great place to unplug ... and connect to nature. We’re located a short drive to many historic Hudson Valley attractions.
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

The Getaway-HOST & Co.

Stylish & Luxurious 3 BDR home with Play Station

Charming Home in Litchfield County on a MAIN ROAD!

South Quarter House

Swim Lake , Hikes, Sleeps 12, Fast WiFi

The Cottage at Cedar Spring Farm
Pet-friendly home rentals with a pool

Stunningly Designed Luxury Home w/ Pool & Hot Tub

Charming apartment with breathtaking view!

The Copake Cabin - A rustic-modern retreat.

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Eco Cottage in the Woods

Modern Upstate Cabin, near Rhinebeck NY

Country retreat on 4 private acres
Private, pet-friendly home rentals

Lakefront Retreat | Lake Access, BBQ & Fire Pit

Apartment on Main St.

Hemlock Hill Suite

Bespoke + Luxe Designer Rental in Hudson NY

Cozy house w/ fireplace close to Mohawk ski area

Cozy Guest House on 15 Acres

The House on the Hill
Flamig Farm Staycation
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with pools Litchfield County
- Guest house rentals Litchfield County
- Rentals with breakfast Litchfield County
- Waterfront rentals Litchfield County
- Flat rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with outdoor seating Litchfield County
- Rentals with a patio Litchfield County
- Fitness-friendly rentals Litchfield County
- Cabin rentals Litchfield County
- Bed and breakfasts Litchfield County
- Rentals with a kayak Litchfield County
- Farm stay rentals Litchfield County
- House rentals Litchfield County
- Private suite rentals Litchfield County
- Family-friendly rentals Litchfield County
- Rentals with beach access Litchfield County
- Smoking-friendly rentals Litchfield County
- Cottage rentals Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Rentals with a firepit Litchfield County
- Rentals with an EV charger Litchfield County
- Rentals with a hot tub Litchfield County
- Rentals with a sauna Litchfield County
- Rentals with lake access Litchfield County
- Beachfront 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
- Mount Southington Ski Area
- Yale University Art Gallery
- Sleeping Giant State Park
- Sherwood Island State Park
- Ski Sundown
- Norman Rockwell Museum
- Compo Beach
- Opus 40
- Naumkeag
- Benmarl Winery
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery




