Pet-friendly holiday rentals in Litchfield

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Litchfield pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
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 favourite
Home in Stormville
4.94 out of 5 average rating, 179 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars6 months ago
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back
Guest favourite
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.
Top guest favourite
Home in Vernon
4.99 out of 5 average rating, 152 reviews

Luxe Bolton Lake

LukeRating, 5 stars1 week ago
Super clean, quiet and comfortable with lots of great touches. We didn’t get the best weather for lake life but the house made up for it nicely. Look forward to staying again someday!
Guest favourite
Home in East Haddam
4.95 out of 5 average rating, 220 reviews

Romantic Getaway at The Lake!

JessicaRating, 5 stars1 week ago
We had an amazing stay! The location was amazing and the hot tub was perfect! Lots of fun activities to do in the area as well and Marissa gave so many great recommendations. My husband and I had a great time !
Guest favourite
Home in Verbank
4.98 out of 5 average rating, 188 reviews

The Waterfall House

JordanRating, 5 starstoday
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 !
Top guest favourite
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 favourite
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 favourite
Guest house 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 favourite
Guest house in Lenox
4.93 out of 5 average rating, 374 reviews

The Granary at House on Golden Hill

LauraRating, 5 stars3 days ago
We had a great stay. The apartment is peaceful and clean. I particularly loved the soaking tub! Jared was very responsive to all my questions and provided great coffee for the morning.
Top guest favourite
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 favourite
Bungalow in Easthampton
4.92 out of 5 average rating, 504 reviews

The Creation Station

KennyRating, 5 stars3 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 favourite
Flat 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 favourite
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.
Top guest favourite
Cabin in Red Hook
4.96 out of 5 average rating, 352 reviews

Modern Upstate Cabin, near Rhinebeck NY

EllieRating, 5 stars2 weeks ago
We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.
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 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

Guest favourite
Home in Litchfield
4.83 out of 5 average rating, 40 reviews

The Inn at Knife Shop Falls- Historic Waterfront

MeredithRating, 5 stars4 months ago
Our getaway for the weekend was perfect! We enjoyed the home, pond and a nearby preserve for a hike. Thank you for the stay!
Guest favourite
Guest suite in Sherman
4.96 out of 5 average rating, 171 reviews

Cozy Scenic New England country retreat w/ hiking

StrummerRating, 5 stars1 week ago
This place is lovely. Has everything you need. Remarkably clean! They gave a lot of extras, like shampoo, conditioner, paper towels and a sponge. Very friendly attentive hosts and lots of privacy. The town of Sherman doesn't have much but a beautiful beach on the lake -- but 15 min away New Milford has artisinal and chain businesses. My only negative was with ticks. I brought 2 small dogs who are treated with preventative, but that doesn't stop ticks from crawling on them. My first few minutes outside in the grass and on the deck resulted in multiple ticks on them. They then tracked them inside bc I saw several in the unit. Andy gave me advice which was nice and Kim told me that it's just a matter of if deer were just on the property. This is no fault of their own - but maybe a heads up would be nice to other dog owners that you will be battling ticks during your stay. on the last night a tick crawled across my laptop in bed. It was stressful to constantly check my dogs and myself.
Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 252 reviews

Private and Serene home close to I-84 and shopping

SherrieRating, 5 stars2 weeks ago
One of the nicest hosts I have ever met. Peaceful area, cute house. Hard to believe that large stores and restaurants are only a few miles away, plus Shake Shack, Trader Joes and Whole Foods. The only problem I had was with my ancient cell phone. I could get test messages, but not phone calls.
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 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.
Top guest favourite
Cabin in Ancram
5 out of 5 average rating, 136 reviews

The Ancram A - Luxury Mid-Century Modern Cabin

JoseRating, 5 stars2 days ago
We had a fantastic weekend celebrating my wife’s birthday here. The home is beautiful, peaceful, and surrounded by nature—just what we needed. Everything was clean, comfortable, and thoughtfully set up. We’d love to come back!
Superhost
Home in Torrington
4.9 out of 5 average rating, 96 reviews

Charming Home in Litchfield County on a MAIN ROAD!

JulieRating, 5 stars2 weeks ago
Perfect placement, central to our needs. I love the fact my dog didn't have to be in a crate while we were out. I also love that there were laundry and dishwasher pods. Fantastic stay overall.
Guest favourite
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.
Top guest favourite
Flat 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!

Quick stats about holiday rentals that are pet-friendly in Litchfield

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹9,400 before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore