
Pet-friendly vacation rentals in Litchfield
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Top-rated pet-friendly home rentals in Litchfield
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Litchfield 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 !

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!

Your Perfectly Wonderful Woodbury Sanctuary!
This property is absolutely perfect for a gathering. The house is thoughtfully and beautifully decorated and the gourmet kitchen is fully equipped for any culinary adventures. The grounds are beautifully landscaped and complement the lovely outdoor spaces perfectly. Douglas is the perfect host and truly makes sure that guests feel welcome, from offering us early check-in to the fresh flowers through the house and extensive resource guide provided. This is truly a gem.

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!

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!

Quiet 2 bed room apt w/ private entrance.
Alice’s place was great! We’ll be back again for sure.

Secluded peaceful loft in barn by woods
Really clean and well thought out B&B. Very quit surroundings. Would gladly stay again.
Private, pet-friendly home rentals

The Inn at Knife Shop Falls- Historic Waterfront
Our getaway for the weekend was perfect! We enjoyed the home, pond and a nearby preserve for a hike. Thank you for the stay!

Cozy Scenic New England country retreat w/ hiking
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.

Be in Nature at this Gorgeous Riverfront Cabin
A lovely home with beautiful views of the surrounding woods from each room. Very clean, modern, and comfortable with a well stocked kitchen. Mark provided detailed and useful info on the place and the surrounding area. A great spot if you’re looking for some peace and quiet close to all the local attractions of the Hudson Valley.

Private and Serene home close to I-84 and shopping
As advertised. Perfect location for what we needed. Perfect two people. Tighter for three. It got cramped with four. Saverio was an excellent host-very responsive. If anything was needed (toilet paper, garbage bags, etc) he was able to provide very quickly. The site is a hikers paradise with access to town trails from the property.

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 Ancram A - Luxury Mid-Century Modern Cabin
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!

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.

Private 1 bedroom apartment in central Connecticut
I chose Marlene’s lovely spot primarily because it was in a location convenient for short trips to visit family and friends in Wallingford, Middlebury and Middletown while on my way south from New Hampshire. The peaceful, quiet surroundings along with a spotless, well-appointed accommodation made it very appealing: highly recommended.
Quick stats about vacation rentals that are pet-friendly in Litchfield
Total rentals
50 properties
Nightly prices starting at
R1,974 ZAR 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
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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
- Clinton Town Beach
- Sherwood Island State Park
- Bayview Beach
- Grove Beach
- Hudson Highlands State Park
- Kent Falls State Park
- Wildemere Beach
- South Pine Creek Beach