House vacation rentals in Litchfield County

My friends and I spent the long weekend here for my bachelorette, we definitely could not have found a better place! Each room has been decorate with such style and care, everyone was blown away that it was even cuter in person. There was plenty of space for everyone to be comfortable, and the two living spaces were perfect for us to hang out and play games. We were also able to put to use the included kayaks as well at the hot tub, which was perfect for the unexpectedly chilly end to our weekend. Vincent’s instructions were super clear and communicated ahead of time, not to mention, it felt like all of our needs were anticipated with included toiletries and kitchen/bar supplies. The stay was seamless start to finished. We definitely hope to stay here again!

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

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!

We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

We sought out a quiet and peaceful place we could stay after a long winter. We got exactly that with Monica's home in Kent, Connecticut. We traveled with two dogs and our toddler. This home was able to accommodate that. Our toddler has a lot of energy and seeking out a place where we could get all of his energy out but still maintain a peaceful atmosphere, so we thought, would be hard. But tucked away in the beautiful forest of Kent, we found a place where our toddler could run through the large property and he had plenty of activities inside as well. Monica had everything equipped for families with children. Due to weather, the internet went out the day before we were to check out and unfortunately remained that way the remainder of the trip. But Monica was quick to inform me and we were able to find plenty of activities to do in the home. We truly appreciated all the amenities that this home had to offer for a peaceful and relaxing stay.

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.

This property is beautiful! The house and amenities are actually just as nice in real and every detail was so thought out. Arp really has good taste and communicated well throughout our stay.

The house was beautiful and very family friendly. They greeted us with milk, orange juice and a carton of eggs in the fridge. They even had a selection of beer testers for my husband to try. We had an issue with the pool heater not turning on and both host were very helpful and responsive. I loved the hand drawn map guide they made me when I could not locate something ! They even got someone out there that same evening. Especially on Memorial Day weekend I was impressed on how quickly. I would definitely recommend this home to anybody and will go back if I’m ever in the area again.

We came in for a bridal shower. I 100% recommended to other out of towners this listing. Wanted to stay a few more days but our schedules wouldnt allow. It is definitely worth the 5 star review!! Will be staying here in the future to visit my sister less then 2 miles away!!

This charming, rural home has a touch of mid-century fun throughout. But the best part is the gorgeous lawn and waking up to the sound of the rushing brook right outside the window. Rebecca was so friendly and responsive and included lots of little touches that were very thoughtful.

Lovely home, beautifully decorated, in great country setting with easy access to neighboring towns. Our host was very responsive.

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!

Enjoyed staying 4 nights. The house is beautifully designed and decorated with lots of natural light. Great location across the street from the Lake and walking distance to New Preston shops, coffee and restaurants. Enjoyed daily morning walks around the Lake. David was a great host- responds within minutes, easy check-in and check out. Highly recommend.

My wife, our two kids, and our friends who also have kids had a spectacular time staying at Lindsey's over Memorial Day Weekend. We booked last minute but were very pleasantly surprised at how much fun we ended up having in the area as well as Lindsey's place in particular. It's a beautiful house, immaculately kept, easy check in and check out, with absolutely everything we could possibly have needed. There were all kinds of really fun activities for the kids and us both at the house and in the surrounding neighborhoods which made our stay memorable. We'd highly recommend this spot for anyone, especially with kids, looking for a weekend or longer getaway. Thanks so much, Lindsey!

Thank you for letting us stay at your place! It worked out so well and we appreciate having all the space.

Clean & cozy home, exactly as listed. Firepit and yard were great. Thanks again!

Shawn's home provided a perfect place for my husband, mother and myself spend time with my son and daughter-in-law that are now attending college in CT. The home was spacious and made it possible for us to cook and to gather around a table for a family meal. The hot tub, fire pit table and grill was a great addition. There are also plenty of games available. The beds are super comfy! We wanted to take advantage of the skatepark but no one brought a board :-( The property and home are very beautiful. We had such a great time and won't forget how peaceful our stay was. Shawn is very responsive, informative and polite. Thank you for a wonderful stay.

Our getaway for the weekend was perfect! We enjoyed the home, pond and a nearby preserve for a hike. Thank you for the stay!

Loved every part of our stay with Kristine. Perfect for a romantic weekend away - gorgeous cabin, well appointed, and great kitchen for cooking-in. Her recommendations for local spots were also so thoughtful. Thank you again!

Our son attends a nearby boarding school, and during our visits, we have stayed at hotels and other Airbnbs. This home was one of our favorites. My husband commented that “this was easily my favorite place we’ve stayed.” We enjoyed the kitchen/living room layout to cook and hangout, and the bed was very comfortable. There are two hiking trails, both less than 10 minutes away, that we enjoyed while here, too. I definitely recommend a stay here.

Lovely stay at Jon's place. The house was very clean, great attention to details, and extremely comfortable beds. The outdoor fire pit patio is perfect or sunset viewing. The hosts were very responsive.

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.

My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.

The house is absolutely gorgeous and is in a quiet neighborhood. But it's also not too far from shops and things to do. Our host was very responsive and accommodating and I would recommend booking this house any time.