Pet-friendly vacation 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 favorite
The exterior of a spacious house is shown, featuring a light-colored facade and a neatly landscaped yard. A winding pathway leads to the entrance, surrounded by lush greenery and colorful flowers. A large window reflects the natural light filtering through the trees.
Home in Millerton
4.96 out of 5 average rating, 190 reviews

Vacation Home In Millerton

SusanRating, 5 stars3 weeks ago
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.
Guest favorite
A charming 1930s house is showcased against a backdrop of lush greenery. The stone chimney and front porch are visible, inviting a sense of tranquility. The surrounding landscape features a gentle incline, with trees and shrubs creating a serene atmosphere.
Home in Stormville
4.94 out of 5 average rating, 180 reviews

Private Hudson Valley Country Retreat

KeerthiRating, 5 stars2 weeks ago
Our second time here. Great spot for our family of 4, and Sandy is very responsive
Guest favorite
Home in Germantown
4.97 out of 5 average rating, 336 reviews

Fantasy Cottage/Mountain Views/Trails/Fire pit

DenzeylRating, 5 stars1 week ago
Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.
Guest favorite
A tranquil lake scene is presented, with calm waters reflecting greenery from the surrounding trees. A wooden dock extends into the lake, while a selection of houses is visible in the distance, nestled among the landscape.
Home in Copake
4.96 out of 5 average rating, 194 reviews

Lakefront +pets +skiing +bbq +firepit +games

MelanieRating, 5 stars1 month ago
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!
Guest favorite
A two-story stone house is surrounded by lush greenery and wildflowers. The exterior features dark red window trim and a steeply pitched roof. Various plants frame the entrance, blending the structure harmoniously with the natural environment.
Home in Verbank
4.98 out of 5 average rating, 188 reviews

The Waterfall House

JordanRating, 5 stars2 days ago
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 !
Guest favorite
A blue-brick exterior is complemented by a landscaped yard featuring two lounge chairs with light blue cushions. A dining area with an umbrella sits adjacent to the building, while stone pathways lead to the entrance flanked by greenery.
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 favorite
A two-story house is set amidst greenery, featuring a fenced yard with varied foliage. A spacious deck equipped with a red umbrella is visible. A sunken fire pit is highlighted in the garden area, surrounded by trees and bordered by a quiet road.
Home in Craryville
4.92 out of 5 average rating, 119 reviews

The Gatehouse at Raspberry Ridge

HenryRating, 5 stars2 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!
Top guest favorite
A charming two-story home is set on a landscaped plot with a gravel driveway. A wooden staircase leads to the entry, flanked by vibrant flower beds. The natural backdrop features lush trees and a striking granite ledge, creating a peaceful and inviting outdoor environment.
Home in Great Barrington
4.99 out of 5 average rating, 121 reviews

Granite Ledge, Modern home in a unique setting

BeierRating, 5 stars1 week ago
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

Top guest favorite
A stone pathway leads to a sparkling pool surrounded by lush greenery. Flowering plants in pots frame the pool area, while lounge chairs and a shaded umbrella provide seating options. Tall trees offer privacy, creating a serene outdoor retreat.
Guesthouse in Southbury
4.93 out of 5 average rating, 322 reviews

Charming Guest Cottage with Modern Amenities

YelizaRating, 5 stars1 week 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.
Guest favorite
A heated pool is surrounded by a stone patio and secured by a metal fence. Lounge chairs line one side of the pool, with a serene wooded backdrop providing privacy. Morning light reflects on the water's surface, creating a calm and inviting atmosphere.
Cottage in Clinton Corners
4.89 out of 5 average rating, 169 reviews

Tranquil Cottage in the Country

MaureenRating, 5 stars2 weeks ago
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!
Top guest favorite
An inviting outdoor area features a heated pool surrounded by a spacious patio. Comfortable lounge chairs are neatly arranged on the side, with umbrellas providing shade. Lush greenery and trees create a serene backdrop, enhancing the tranquil setting of the Pool House.
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars3 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 favorite
A circular pool is set within a grassy area, surrounded by lush greenery. A shaded picnic area features a large table beneath a white umbrella. Colorful inflatables are visible on the water's surface, adding a playful touch to the serene outdoor setting.
Bungalow in Easthampton
4.92 out of 5 average rating, 504 reviews

The Creation Station

KennyRating, 5 stars4 weeks 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 favorite
A clear blue pool is surrounded by a stone patio, featuring colorful floatation devices in the water. A diving board extends over the edge, while lounge seating and cabana beds are visible in the background. The pool area is enclosed by a white fence.
Apartment in Burlington
4.85 out of 5 average rating, 110 reviews

Charming apartment with breathtaking view!

AshleyRating, 5 stars2 weeks ago
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!
Guest favorite
A spacious and inviting pool area features a large, unheated swimming pool surrounded by a stone deck. Sun loungers are positioned near the water, and lush greenery provides a natural backdrop, creating a serene outdoor environment.
Guest suite in Holmes
4.98 out of 5 average rating, 194 reviews

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

PatriciaRating, 5 stars3 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 favorite
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 favorite
Home in Pound Ridge
5 out of 5 average rating, 163 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MollieRating, 5 stars2 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.

Private, pet-friendly home rentals

Top guest favorite
Home in New Hartford
4.96 out of 5 average rating, 69 reviews

Private Woodland Sanctuary—3 mins to a lake beach!

EmilyRating, 5 stars1 week 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.
Guest favorite
The cottage features a rustic exterior with a green wooden facade, complemented by a stone pathway and well-maintained flower beds. Large windows allow natural light to fill the interior, while a charming chimney adds to its character against a clear blue sky.
Cottage in Litchfield
4.99 out of 5 average rating, 85 reviews

The House on the Hill

JohnRating, 5 stars7 months ago
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.
Guest favorite
A cozy studio apartment is showcased, featuring a spacious bed with light blue bedding. A comfortable gray sofa is positioned nearby, adorned with a patterned throw pillow. Natural light enters through a window framed by light blue curtains, highlighting a decorative wall shelf with personal items.
Apartment in Middlebury
4.92 out of 5 average rating, 121 reviews

Cozy Apartment with Water View of Brook

EvelindaRating, 5 stars1 week ago
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!
Top guest favorite
A newly remodeled barn structure is depicted, with a dark exterior and bright lighting accentuating the entrance. A large, double-door feature is centered, flanked by a smaller door. The surrounding grassy area and gravel path create a serene approach.
Apartment in Litchfield
5 out of 5 average rating, 54 reviews

Peaceful Barn Retreat

TrevorRating, 5 stars2 weeks ago
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!
Guest favorite
A charming exterior view showcases a renovated silo beside a newly constructed building. Vibrant autumn flowers and pumpkins adorn the foreground, contrasting with the clear blue sky, while the wooden structure features a welcoming facade that complements the silo's unique cylindrical shape.
Barn in Bethlehem
4.79 out of 5 average rating, 73 reviews

The silo at Sun One Organic Farm

SharonRating, 5 stars1 week ago
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!
Superhost
A dog relaxes on a wooden deck, positioned in front of a house with dark wooden siding. Sunlight casts intricate shadows of tree branches across the wall. A window reflects the greenery outside, enhancing the natural setting.
Cabin in Carmel Hamlet
4.83 out of 5 average rating, 453 reviews

The Treehouse Lovenest

Sarah ChristinaRating, 5 stars1 week ago
Exactly as promised, this is a groovy, vintage, woodsy cabin getaway. Beds and linens were very comfortable.
Top guest favorite
A spacious covered porch is featured, furnished with wooden seating. The exterior of the home showcases white siding and a gray roof, surrounded by green trees. The lawn is well-maintained and leads to a natural rocky area, providing a sense of seclusion.
Home in New Milford
5 out of 5 average rating, 37 reviews

Charming 3BD/3BA Country Hideaway

SheilaRating, 5 stars2 weeks ago
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!
Top guest favorite
A serene landscape showcases a vibrant autumn scene, with a large red tree standing beside a white cottage. The lush green lawn slopes gently, leading to a gravel driveway that connects the main house and guest studio, surrounded by colorful foliage.
Home in Warren
4.97 out of 5 average rating, 31 reviews

Farm Valley Cottage + 60 ft Pool

NicholasRating, 5 stars1 week 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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