Guesthouse holiday rentals in Connecticut

Dawn set the bar high with this Carriage House. Fully stocked, updated, comfy, quiet, impeccably clean, high end everything. This was our first stay at an airbnb, I can't imagine they are all this new and this nice. Next time business or pleasure takes us up your way we hope to stay here. Thanks, J&B

Nice ground floor apartment across the street from the beach and 2 blocks from the state park. Love the outdoors. And Delores and her brother were amazing. Friendly, responsive, and helpful.

Just like the photos; very nice, well kept separate cottage adjacent to garage, beautifully manicured grounds. very clean bathroom and kitchen. Hosts were very accommodating and helpful.

A cozy spot that comfortably houses three adults, it's right on the river so it's perfect for fishing. While it feels remote, there are amenities close by like restaurants and grocery stores. And Bruce was a fantastic host, very friendly and helpful. I have no doubt we'll return.

Cabin on Little River met our expectations and more. Myself, 2 sisters and my daughter wanted a quiet getaway. A charming open concept post and beam, pine floors and wood trim, woodstove for winter, deck with charcoal grill. It's very rural and IN the woods ( so bring bug repellant). Even though the host's home is visible you still feel tucked away. Kitchen and bath are modern and clean and the beds and livingroom were very comfortable. The soothing sound of the river is always present. It was relaxing to sit down in the adirondack chairs near its bank. The woods provide a place to walk. Lake is across the road. Glenn informed us of several events nearby that we were really interested in...but we never felt like leaving the cabin! There's a big firepit nearby and wood provided. Glenn is a wonderful host. A fellow artist, I asked to see his studio on the ground level. Even bought a couple small paintings. Do not hesitate to book this place if you are looking for a quiet respite!

This was our fourth or fifth time staying at the Farm Cottage. It’s our go to spot when we’re in town. Always consistently clean and comfortable and the location is perfect for us. Never had a need that wasn’t met by Irit.

We enjoyed the coziness of the pool house during our Thanksgiving stay. The location was close to our family and friends. It was private and quiet. Alice responded promptly to our questions. We would like to return when the weather is warmer to take advantage of the pool and the outside surroundings. The Goulds

This place is located at a vineyard with a winery. The instructions were very clear and the welcome was unique- lights on and soothing music! There were thousands of tulips just blooming. In the mornings wild turkeys were showing off their tail feathers. I’m sure some of the charm was seasonal, but it was perfect for our family trip to a college graduation. I highly recommend it.

Great little place to stay, just was not aware that it was attached to a main house. Thought it was its own place other than that was very nice.

Gary and Cindy have one of the most special spaces I’ve ever stayed in. The house has so much character, super functional and the property is outstanding - we especially loved the adorable cubbies (I’m 6’1” and I had enough space to stretch out!) Gary and Cindy were so lovely, welcoming and absolute pleasures to chat with! They have wonderful recommendations for local hiking trails and places to eat. I would come back to Cindy and Gary’s in a heartbeat, it was one of the most memorable places I’ve ever stayed!

This home is absolutely perfect – the entire space is beautifully decorated, peaceful, and spotless from top to bottom. The beds are incredibly comfortable with high quality bedding. The kitchen is fully stocked with every conceivable item. The hot tub and fire pit are a relaxing way to end the day. You can tell Dean and Brenda take pride in maintaining the space and every little detail made it feel like a high-end stay. I’ll definitely be coming back and recommending it to friends!

This is one of those places you want to rave about so everyone out there looking for a truly special stay knows to book it right away if they find it available…but, you also hate to shout too loud because you would love to be able to keep it a secret so it’s always open when you want to return! 😀 Nestled back away from the road, this spot really has to be seen (and heard!) to truly appreciate it! We visited in June and after a very rainy season, the grass and trees were just so green and the flowers so full of color. You only have to listen for a bit to hear the songs of more birds than you could name, and the soft rushing of the nearby stream. A true escape. Central heat/air, new washer and dryer, drip or Keurig coffee, wi-fi and ability to stream on the TV, Bluetooth speaker to play your music, board games and SO many books, comfy blankets and slippers, roomy closets for longer stays and simply one of THE kindest, and most thoughtful hosts we have had the pleasure to meet!

We were day hiking the AT in the Kent to Cornwall area and stayed 3 nights at the Lodge. The lodge was comfortable, roomy and equipped with everything we needed. Brooke was great to talk with and very responsive to our requests and questions. My only regret is that we did not have enough time to explore the grounds of the estate which appear to be amazing and have a very interesting history. Highly recommended

Looked just like the photos. Private space. Clean and tidy, had a few essentials including coffee! She was very responsive and gave East to follow directions for checking in. Provided great recommendations for nearby places. Location was exactly what we were looking for. Would highly recommend.

Loved our stay here! The apartment was very clean and comfortable, and had everything we needed. Excellent location - nice view and very walkable both to Sono and East Norwalk. Communication was easy and clear, thank you! Only thing I would note is that there is a flight of stairs to get to the entrance which was a little tricky with our luggage and stroller (we were traveling with a baby) - didn’t detract from how great our stay was, and would still book again despite that.

Kelly’s place is a perfect spot for a stay in Madison. It’s a 5 minute drive to downtown Madison and a scenic walk to the beach. We loved the convenience of being close to everything Madison had to offer. Her place was spotless and she was very responsive and friendly. We’d love to return in the future.

We had a great stay here for the weekend of a wedding in the area. The area is so beautiful, and the spot was just what we needed! Pristine and so comfortable, with lovely views all around from your balcony. The family had a lovely time.

Vicky and Peter's little barn apartment was perfectly located for us, close to the beach and we so enjoyed their well landscaped and beautiful property, the birds in the trees and views out the window. The furniture and bed were comfortable and kitchen had all that we needed. They thoughtfully left us a six pack of nice water in the fridge and a pretty little bouquet of her garden flowers on the table. Vicky was friendly and gracious when we saw her in her yard and ready to assist if we needed any thing. They also made the effort to move patio furniture to a location for our use. I would definitely recommend Vicky and Peter's airbnb for others.

A group of us stayed here for a wedding nearby. Durelle was super communicative and helpful the whole time we were there. We didn't get to spend much time there and due to the weather we didn't hang outside too much but the property was beautiful and seemed like a great place for a summer getaway with the pool & firepit

Comfortable, quiet, and a beautiful little location in the woods!

"Lovely, peaceful stay! Erika was a responsive and kind host. The place was clean, cozy, and perfect for relaxing. Would definitely return!" Highly recommend !

This cottage was very comfortable, we had everything we needed, it was easy to get to off of Interstate 95. We enjoyed the shops at Old Mystic Village and the ride into downtown Mystic was a breeze. The beds and pillows were super comfortable. We enjoyed sitting out on the front porch. This cottage was well appointed and centrally located.

The loft was a home away from home. My mom was visiting for a week, and I needed a place for her and I to stay as my home is not big enough. The place was peaceful, and the bonus was that it was dog friendly— my mom has to see her granddog! The hosts were very welcoming, and I loved how responsive they were. The space had plenty of necessary items and the kitchen was perfect for making meals at “home”. If you are looking for something in the area, look no further!

I booked Luis's place on extremely short notice, but everything was neat and ready for my arrival nonetheless. It was exactly as described and matched the pictures. I appreciated the ease of check-in and check-out. There were particular amenities that I enjoyed. For example, the bedding was super cozy, and I could log in to my own streaming services without worrying about logging out (it would automatically do so once I checked out). I also appreciated the recommendations for restaurants and places to visit. It made it less overwhelming to choose good restaurants and places to visit. Thanks, Luis, for a cozy stay!