Pet-friendly holiday rentals in Litchfield County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Litchfield County pet-friendly home rentals

Pet-friendly house rentals

Top Guest favourite
Home in Millerton
4.96 out of 5 average rating, 192 reviews

Vacation Home In Millerton

VictoriaRating, 5 stars3 days ago
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 !
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Millerton
4.92 out of 5 average rating, 405 reviews

Mountaintop Skyloft

BobRating, 5 stars3 days ago
Very private and comfortable, would stay again. 👍
Guest favourite
Home in Germantown
4.97 out of 5 average rating, 336 reviews

Fantasy Cottage/Mountain Views/Trails/Fire pit

DenzeylRating, 5 stars2 weeks ago
Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.
Guest favourite
Home in Copake
4.96 out of 5 average rating, 195 reviews

Lakefront +pets +skiing +bbq +firepit +games

RichRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars6 months ago
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
Top Guest favourite
Home in Craryville
4.92 out of 5 average rating, 119 reviews

The Gatehouse at Raspberry Ridge

HenryRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Sharon
4.92 out of 5 average rating, 155 reviews

Nature Cottage w/ Private Path to River Access

ErnestRating, 5 stars2 weeks ago
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

Top Guest favourite
Guesthouse in Southbury
4.93 out of 5 average rating, 322 reviews

Charming Guest Cottage with Modern Amenities

YelizaRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars4 weeks ago
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!
Guest favourite
Bungalow in Easthampton
4.92 out of 5 average rating, 504 reviews

The Creation Station

KennyRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Burlington
4.86 out of 5 average rating, 111 reviews

Charming apartment with breathtaking view!

AshleyRating, 5 stars3 days ago
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.
Guest favourite
Guest suite in Holmes
4.97 out of 5 average rating, 195 reviews

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!

PatriciaRating, 5 stars4 weeks ago
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.
Guest favourite
Guesthouse in Stanfordville
4.93 out of 5 average rating, 181 reviews

Eco Cottage in the Woods

KymRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Pound Ridge
5 out of 5 average rating, 163 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MollieRating, 5 stars3 weeks ago
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.
Superhost
Cottage in Hudson
4.81 out of 5 average rating, 106 reviews

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

NatalieRating, 5 stars1 month ago
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

Guest favourite
Apartment in Goshen
5 out of 5 average rating, 35 reviews

Apartment in Norfolk, CT

JoleneRating, 5 stars3 days ago
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!!!!
Guest favourite
Cottage in Canaan
4.91 out of 5 average rating, 23 reviews

Historical Falls Village Schoolhouse

HalRating, 5 stars2 weeks ago
Charming home, and Cath was especially helpful with late night dining accommodations.
Top Guest favourite
Home in New Hartford
4.96 out of 5 average rating, 69 reviews

Private Woodland Sanctuary—3 mins to a lake beach!

EmilyRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Sharon
5 out of 5 average rating, 28 reviews

Nature lover’s retreat in NWCT, breathtaking views

ScottRating, 5 stars5 months ago
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!
Guest favourite
Home in Litchfield
4.94 out of 5 average rating, 31 reviews

"Tranquil Litchfield Retreat"

BrittanieRating, 5 stars3 weeks ago
Clean & cozy home, exactly as listed. Firepit and yard were great. Thanks again!
Top Guest favourite
Home in Warren
5 out of 5 average rating, 50 reviews

Moody Pond House: Weekend Country Escape

KatieRating, 5 stars1 month ago
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.
Guest favourite
Apartment in Washington
4.9 out of 5 average rating, 69 reviews

New Preston Cozy Studio Apartment

MeredithRating, 5 stars2 months ago
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.
Top Guest favourite
Home in Warren
4.97 out of 5 average rating, 31 reviews

Farm Valley Cottage + 60 ft Pool

NicholasRating, 5 stars2 weeks ago
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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