Pet-friendly holiday rentals in Litchfield County

we stayed at Garrett's while attending a retreat at Omega. it's a beautiful little home on a gorgeous property. very comfortable and clean, it is a very charming space.

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 !

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!

Beautiful house , location and comfortable. Great area, highly recommend .

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!

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

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!

Had a wonderful time at Granite ledge. Absolutely beautiful backyard. Very peaceful and comfortable. The bed was very comfortable and we slept like babies. Highly recommend and would definitely stay here again.

The pool house was cozy and clean and the bed was comfy. John gave us restaurant suggestions and when the TV acted up, they were immediately out there to fix it. It was a quick trip but it would be nice to stay longer to appreciate this hidden gem!

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!

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.

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.

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.

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!

Our family of 5 and pup had the best time on this gorgeous property! The photos do not do the artful design justice, it’s simply stunning and so thoughtful. Our kids swam ever day and loved the pool. We enjoyed Grace Farms, Prospect Movie Thester and a lovely Father’s Day meal at the Inn at Pound Ridge. The kitchen is incredibly well stocked for someone who likes to cook and DoorDash was also easy to use when we didn’t feel like cooking. We will definitely be back! Thank you, RJ and John!

Had a beautiful stay and would 100% return and tell friends about it. Cute and cozy stay, lovely little town and beautiful views.

Very comfortable house - nice and airy. Great location just outside Lakeville. Highly recommend.

What a wonderful place to rest, relax, and maybe get a little bit of work done too. Home was perfect for the whole work from home situation with a extra monitor and everything. Also had a fully enclosed yard for the dogs. We spent the week up in Connecticut, in this wonderful home, that felt perfectly in between a hotel, and simply staying at a friend‘s house who was extremely clean, conscientious, and out of town. Would recommend to other others and will try to stay again.

Charming home, and Cath was especially helpful with late night dining accommodations.

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.

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!

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.

We enjoyed a wonderful stay! Danny was truly amazing! Very responsive and even checked on us during the winter storm to ensure everything was ok. He also had the snow plow come through and do the driveway prior to checkout. The house is amazing and we can’t recommend Danny’s place enough!

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!