
Pet-friendly vacation rentals in Litchfield County
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Top-rated pet-friendly home rentals in Litchfield County
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Popular amenities for Litchfield County pet-friendly home rentals
Pet-friendly house rentals

Vacation Home In Millerton
If there were more stars this place would warrant them. Incredibly clean and thoughtfully stocked. The appliances were great, the cupboards were full of dishes, pots and pans. Bed linens were pristine. Very spacious and quiet. We were very happy here.

Private Hudson Valley Country Retreat
Our second time here. Great spot for our family of 4, and Sandy is very responsive

Fantasy Cottage/Mountain Views/Trails/Fire pit
Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.

Lakefront +pets +skiing +bbq +firepit +games
We had a wonderfully relaxing stay at Frank’s beautiful home! The house was spotless, well-equipped, and had everything we could have needed for a comfortable visit. We especially enjoyed the easy access to the lake and the close proximity to great hiking trails. It was the perfect spot to unwind and connect with nature. We would love to come back again soon!

The Waterfall House
When you are accustom to five star and you just want a place to be absolutely quiet and be present with nature , this places is it !

Litchfield County Getaway
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend

The Gatehouse at Raspberry Ridge
Lawrence and Ilze are great hosts! They actually just live next to the house and they own a farm. We took our kid to visit their farms with lots of beautiful chickens and roosters. My son even has a chance to feed the chickens. We will definitely come back!

Granite Ledge, Modern home in a unique setting
This was our favorite Airbnb of the ones we've stayed at in New England over the years. The house is more spacious than it appeared on photos. The design of the space is minimalist and modern which we loved. Our favorite was grilling/having breakfast in the backyard that faces the giant rock - which is truly a special treat - and cooking in the spacious, well-stocked kitchen together. If we come back to the Berkshires we would love to stay at Benjamin's place again.
Pet-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities
This place is absolutely gorgeous. I spent quite a bit of time just exploring the grounds with my dog. It was too cold to use the pool but it was still beautiful to look at and a nice view while I was cooking/washing dishes. I appreciate the tour I received when I arrived to show me around. I would definitely recommend this place and hope to book again in the future.

Tranquil Cottage in the Country
Craig’s place was great! Bedrooms were a good size and beds were very comfortable. Nice open living space. Beautiful grounds. Everything was clean and we had whatever we needed in the kitchen. Very private and quiet location. Would definitely stay again!

Pool House
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

The Creation Station
Very nice place, beautiful big deck, awesome creativity to the lighting around the property. A walking path, fire pit, hot tub, big deck to relax on, and a fully equipped stage. It is a step above camping but not quite glamping. A lot of fun, and Apple is a sweet bonus hostess.

Charming apartment with breathtaking view!
Patrick and Monica were incredibly welcoming, making us feel right at home. They were communicative, helpful, and especially great with our dogs. We loved the property and left feeling fully rested. We would love to come back!

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!
Blake is a kind and attentive host. The house is fun and eclectic. Many interesting things to look at, art books to leaf through and she has a great record album collection. It has all the necessities you would hope to see in an airbandb. I like the location. We enjoyed taking a hike in Mount Beacon park to see the remnants of an old casino and great views of the Hudson Valley.

Eco Cottage in the Woods
The Eco Cottage was a perfect, tiny gem tucked away in the middle of the beautiful green woods. It was so private, peaceful, and serene. It truly felt like my own little retreat and since I was there to go on a retreat, this was the perfect place to lay my head at night. I loved walking the trails and wow, the pool, which looked so inviting (even if it was a bit too chilly to use this time!). Everything was clean, and the instructions were clear and easy to follow. Hosts checked in regularly but gave me my privacy. I really enjoyed my stay SO MUCH and will absolutely be booking here again the next time I’m in the area. Highly recommend!

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.
Private, pet-friendly home rentals

Private Woodland Sanctuary—3 mins to a lake beach!
this place is magical. my sisters and I have stayed here twice now, for her wedding and now for mine. both times the home has been clean and the overall experience has been wonderful.

The House on the Hill
Ina’s home, on 48 acres, is consistently highly rated, as it should be. It’s a perfect retreat for 2-3 people, secluded, but only a short drive to Litchfield. Ina kindly met us to give a 10 min tour of the property. Although not huge, the house is a congenial, inviting space, which was beautifully designed/built in the 50’s and sympathetically incorporates architectural components from a much earlier period. The setting, with several areas to sit out in, affords peace and spectacular sunsets. All said, this is a unique, magical space.

Cozy Apartment with Water View of Brook
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

Peaceful Barn Retreat
We had a beautiful stay at this barn! Lots of space and a large/comfy bed. Definitely will stay here again in the future! There is a little town down the road with lots of dining options. A lot of trails for hiking/walking around the area!

The silo at Sun One Organic Farm
The silo is a unique and picturesque location to stay for a weekend! It is cozy, and the host is welcoming and friendly! It was an experience we will remember fondly. Note that if you are traveling in the winter months, it does get cold in there, but there is a space heater and extra blankets. Highly recommend if you are looking for a memorable and peaceful place for your trip!

The Treehouse Lovenest
Exactly as promised, this is a groovy, vintage, woodsy cabin getaway. Beds and linens were very comfortable.

Charming 3BD/3BA Country Hideaway
I am not a hyperbolic person but Colin's little piece of heaven in the woods is one of the best air bnb's I've ever stayed in. Seriously, from italy to estonia and beyond you will be hard pressed to find a cleaner, safer, more peaceful spot in which to lay your head. Kudos colin!

Farm Valley Cottage + 60 ft Pool
Cannot recommend enough. Steve was an exceptional host -- remarkably thoughtful and attentive. The home, property, and amenities were all superb. Exceeded our expectations in terms of peace, quiet, beauty, privacy and could not have been more comfortable. Great location and super helpful recommendations. 10/10 country escape in luxury and style
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- Fairfield Beach
- Yale University
- Six Flags New England
- Walnut Public Beach
- TPC River Highlands
- Thunder Ridge Ski Area
- Woodmont Beach
- Seaside Beach
- Bushnell Park
- Calf Pasture Beach
- Jennings Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Sherwood Island State Park
- Bayview Beach
- Hudson Highlands State Park
- Kent Falls State Park
- Wildemere Beach
- South Pine Creek Beach
- Marvin Beach
- The Connecticut Golf Club