
Pet-friendly holiday rentals in Litchfield County
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Top-rated pet-friendly home rentals in Litchfield County
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Pet-friendly house rentals

Vacation Home In Millerton
The house was perfect for our stay, our daughter had reunion at Hotchkiss. We were able to visit and catch up with her friends and families and others from Hotchkiss, great location great gathering spot in the kitchen at the table !

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

Mountaintop Skyloft
Very private and comfortable, would stay again. 👍

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 great time, the location is great, right on the water and the fishing was even better. A very quiet lake and much bigger when you are out on it in the kayaks. I would surely stay here again!

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!

Nature Cottage w/ Private Path to River Access
This house was perfect for us (5 friends gathering to fish the Housatonic). Simple, clean, ac/heat/wood-burning stove, all the amenities, and a great hot shower! We were up and down the short path to the river the whole weekend. Amy was a super-host. Attentive when we needed her, but not intrusive. Thanks Amy, we enjoyed our stay!
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.

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!
Highly recommend Patrick and Monica’s location. You feel right at home when you walk! The pool and patio views are breathtaking. The beds are very comfortable. Patrick was super responsive to my messages regarding restaurants.

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.

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm
Had a beautiful stay and would 100% return and tell friends about it. Cute and cozy stay, lovely little town and beautiful views.
Private, pet-friendly home rentals

Apartment in Norfolk, CT
Birol's place exceeded expectations. The pictures posted in the listing do not do it justice. Its beautiful! Super clean, cute decor and many amenities. Recommend 10/10!!!!

Historical Falls Village Schoolhouse
Charming home, and Cath was especially helpful with late night dining accommodations.

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.

Nature lover’s retreat in NWCT, breathtaking views
Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!

"Tranquil Litchfield Retreat"
Clean & cozy home, exactly as listed. Firepit and yard were great. Thanks again!

Moody Pond House: Weekend Country Escape
We stayed 4 nights at the Moody House. Description of the house was perfect- check-in was seamless. We loved all the natural lighting in the house. Even with a lot of rain, we enjoyed the views of the backyard and quiet area. We didn’t use the hot tub but was provided a video on how to use. Jessica and Adrian provided a great list of shops, grocery stores and restaurants- which we used, so much appreciated! Highly recommend this Airbnb.

New Preston Cozy Studio Apartment
Anne’s place was gorgeous and peaceful. The space at her the photos and was exactly what I wanted for a short weekend. The area was quiet and close to New Preston which has a few places to eat and hiking trails.

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
Destinations to explore
- Hudson Valley Holiday rentals
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- Rentals with pools Litchfield County
- Rentals with breakfast Litchfield County
- Kid-friendly rentals Litchfield County
- Rentals with beach access Litchfield County
- Cabin rentals Litchfield County
- Rentals with a washing machine and dryer Litchfield County
- Rentals with outdoor seating Litchfield County
- Family-friendly rentals Litchfield County
- House rentals Litchfield County
- Farmstay rentals Litchfield County
- Rentals with a patio Litchfield County
- Rentals with a hot tub Litchfield County
- Bed and breakfasts Litchfield County
- Apartment rentals Litchfield County
- Rentals with a fireplace Litchfield County
- Rentals with lake access Litchfield County
- Beachfront rentals Litchfield County
- Rentals with a kayak Litchfield County
- Cottage rentals Litchfield County
- Rentals with a fire pit Litchfield County
- Pet-friendly rentals Connecticut
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
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- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Fairfield Beach
- Yale University
- Six Flags New England
- Walnut Public Beach
- TPC River Highlands
- Thunder Ridge Ski Area
- Woodmont Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Calf Pasture Beach
- Kent Falls State Park
- Wildemere Beach
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Sherwood Island State Park
- Bayview Beach
- Hudson Highlands State Park
- Brownstone Adventure Sports Park
- Anchor Beach
- South Pine Creek Beach