Pet-friendly vacation rentals in Middletown

I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.

Jason is a great host. My family and I enjoyed our time at this beautiful spot. The house is newly renovated and the layout is quite spacious. The location is fantastic for getting to downtown Hartford and Storrs CT (20 min to either) with quick and easy access to I 84 and 384. Jason gave good recommendations for restaurants and things to do near by. Visiting in winter time meant the neighborhood was particularly quiet and peaceful. We enjoyed using the hot tub and the lake itself was walkable due to the cold weather. Really the only trouble we had was the lowest floor is off limits which we completely respected, but it is somewhat challenging accessing the hot tub (lower deck) during the winter season as the upper deck steps were completely iced over and the yard has a substantial angle of decent and we had to gear up and tread carefully around the house each time we wanted to use it. This would of course be a non issue any other season. We would certainly consider visiting again.

The house is cute, cozy, & perfect for a weekend away. Great deck overlooking the lake and the gas fireplace was very nice and easy to use. Tim was very quick to respond and easy to communicate with! Would recommend!

We really enjoyed our stay! The house was super comfortable and spacious, with so many cute and thoughtful touches throughout. Matthew & Celia were ideal hosts, being very communicative and helpful in any way possible. We got lucky enough that it snowed on us while we sat in the hot tub, and that combined with the view of the water.. just magical! This stay was a great memory and my only regret is that we didn’t stay longer. Definitely would recommend!

We spent a winter weekend at Mk's place...my husband and I, our teen daughters, and our two dogs. It was a perfect getaway that allowed us to bond as a family but also let my husband and I go to the casino close by for some grown up fun. The game room is awesome - we played some foosball and arcade games but the board game selection was my favorite. The outdoor jacuzzi is well maintained and great for relaxing. The neighborhood is quiet and the people we ran into while walking the dogs were very friendly. It's about a 10-minute drive to Mohegan which was key for us since we were in town for an event at the arena. Mk was a great host...clear communication and helpful binders about the home and the area. Amenities were as promised and the house was very clean. We would absolutely stay here again!

My friend and I spent the weekend in Deb and John's home to have a girls weekend while she was visiting CT. We loved the house and all it had to offer. We enjoyed walking the grounds and seeing all the animals near the brewery, and a dip in the hot tub at night. We enjoyed it so much, I booked a weekend for my husband and I to come back in the fall to check out the mountain biking trails!

We were looking for some R&R and this was it! What a cozy place! We enjoyed the view of the mountain, many dips in the hot tub, sound sleep in a beautifully decorated bedroom, and marathon movie watching while drinking wine! Gina thought of everything including robes and slippers, extra bathroom essentials in case you forgot any and a bottle of wine and snacks waiting… Gina was extremely attentive and even extended our checkout , which was very generous. We loved snow tubing on Mohawk and exploring the beautiful town of Kent… thank you Gina!

Our bookclub rented Patty’s place for a girl’s long weekend. The place was even more beautiful in person. We had a great time relaxing which was enhanced by the beautiful atmosphere. This was our first time to New Haven, and the location of the Airbnb was perfect. The downtown was accessible with a short drive and the neighborhood was very peaceful. We all agreed this was one of the nicest places we’ve stayed.

We found Dmitry's place to be just as advertised - it was warm, comfortable and well stocked for our family get together. We enjoyed the views of the water and the open common areas. We especially appreciated having a full bath and bedroom on the first floor for our elderly mother.

We stayed here for a weekend while visiting our daughter at Fairfield University. The location was perfect! The house was beautiful- it reminded me of a modernized cottage. Everything was spotless - made you feel instantly at home! We will absolutely be back! We tried for upcoming parents weekend in October 2025 and she's already sold out!! Definitely book - you won't be disappointed!

Lori was an amazing host. She coordinated with me on everything prior to checking in. I explained that I would be using her home for a small surprise birthday party and she even offered to do some decorations or help out any way she could. Way above and beyond her responsibilities as a host. On top of that she set up a fire pit with firewood and even left a s’mores kit for us. The most amazing thing was she left a birthday card and gift for my girlfriend. It was completely unexpected and we were so appreciative. The home was very clean, cozy, and had everything that we were looking for.

My stay surpassed every expectation. The house is conveniently located near the airport and less than 10 minutes from downtown. The property offers self check in with clear instructions. The host is very responsive. Thanks Premium Trips

Ritestay was a great place. We didn’t spend much time there because we were there to see our daughter. Would be perfect in the summer!!

We had a great stay. The place was as advertised and Erin was very responsive. Perfect location for a tournament at Choate with lots of restaurants close by. Thank you.

The bungalow was a wonderful little winter retreat. The sunsets over the water were stunning, and beach access was a short walk away. The house is small and cosy but exactly what I needed, with the living/sleeping/kitchen spaces separated enough to feel comfortable. The beds were memory foam and were very comfortable. WiFi was great and I was able to get a 2 monitor WFH set up on the kitchen table. Driveway is very narrow but I could fit my large sedan down it and could fit 3-4 cars if the street parking was taken up. It snowed while I was there and a shovel + pet safe salt was provided. Dogs sadly aren’t allowed on CT beaches, but the Charles Wheeler Wildlife Area is a 15 min walk away and dog friendly and also offers gorgeous sunsets. The neighborhood is quiet and respectful, with a cosy beach town vibe. I want to come back in summer and see how gorgeous the view is in the summer!

This was my second stay at Bill’s & I’d definitely will be coming back. The house was clean, comfortable bed & a beautiful peaceful neighborhood. My son came to visit for a few hours & we had a blast playing ping pong together. Two thumbs up!!

The place matched the description perfectly and much more spacious than what one usually finds for a single bed/bath apartment. I enjoyed the stay and would return again. For me it was a perfect place to accommodate overflow thanksgiving guests over the holiday.

This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.

We took the house for a family getaway, and it far beyond surpassed our expectations. From the cleanliness of the home, to the beauty and utility of the pool. There was an abundance of all things you can expect to find in a home, e.g. the bathrooms were stocked with an abundance of name brand shampoos and soaps. We enjoyed the beautiful coastline that was in close proximity to house. And we spent hours at the pool on a daily basis, it was very private. Cindy was responsive to our every need and query. She even came by a couple of times to help us out with some issues, she went beyond her call of duty. All this she did graciously, as if it’s not even a bother. She is a true super host.

Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.

Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

The house was in perfect area. Got to see deer, turkey and rabbits while sitting around pristine backyard and pool area. House was directly across from ferry system to Connecticut and adjacent town was perfect for restaurants and walking around. Would highly recommend this as a destination location and house. Look forward to returning

Beautiful home, exactly how it was described and looked even better in person. Incredible surrounding areas and activities. Steven was helpful throughout the stay and incredibly flexible. Wonderful host! Will definitely be planning a yearly visit.

Our 2nd stay at Elizabeth’s house and it was as nice as our last visit. Our kids love exploring the home and property which has a wonderful view. The kitchen is well appointed for cooking. We especially enjoyed the stone fireplace to relax after skiing. Would highly recommend!