Pet-friendly holiday rentals in Middletown

We had to find a place last minute due to some unexpected circumstances, and Lori was incredibly accommodating. We only needed it for one night to fit five of us, and the three-bedroom setup was perfect. She went above and beyond by offering early check-in and late check-out, and even brought us muffins and coffee since she knew we had to hit the road early. The space was cozy, clean, and very comfortable. The Wi-Fi was a little spotty at times, but it didn’t cause any major issues. All in all, a great stay — we’ll definitely be back next time we’re in town!

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!!

I appreciated all the snacks and drinks that were included. Bathroom was stocked with everything you'd need and there was detergent for the washer too

It's hard to find Airbnbs that can accommodate several people in central CT. Luckily, Caroline's listing came to the rescue! Good location in a quiet Manchester suburb, close to Main Street. Nice Ikea dishware, spacious fridge. Parking (no garage), was ample. The upstairs area has low ceilings, but the beds were fine. The main living room area was cozy and full of CT-related board games and books, and several candles. The dining table gets the job done, though we threw some pillows on the dining chairs to maximize comfort. Also, the listing clearly states this, but keep in mind that there is only one bathroom. Caroline was a great communicator. All questions were promptly answered. She also extended a complementary extended checkout, which came in handy.

Jim’s home is lovely and tranquil. To look at the beautiful ash creek every day with the wonderful wildlife was amazing. The inside of the home was very well appointed … excellent attention to detail in the kitchen and bathrooms. Very comfortable and cozy !!

This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!

Our recent stay at The Magnolia House in Mystic, CT, was delightful. The home comfortably accommodated our group of five adults and one infant. Its location provided easy access to Mystic's attractions, making our visit convenient and enjoyable. We highly recommend The Magnolia House to anyone visiting the area!

I really liked staying in this Airbnb and it’s prime location in Longmeadow, Massachusetts. It was convenient to my parents home, who I was visiting. There was a polar vortex and the home was so toasty warm and cozy! I really enjoyed getting back there at the end of my day. This AirBnB is one of the better stocked properties I’ve stayed at. They had plenty of towels, sheets, extra fleece blankets, and kitchen items. Many times when I stay at a place I will run out of things such as garbage bags and paper towels, and there aren’t any extra there. That wasn’t the case at Robert’s property. He was very, very thoughtful in setting up this home for guests! I’ll be back! Thank you.

We had a wonderful time in this beautiful home that is in an idyllic Hampton's setting. Ashton was a great host and for sure we will be back.

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.

Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.

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.

The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!

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.

Ron’s cottage was at a perfect location and easily walkable to the beach. The cottage had plenty of space and everything you could need!

This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!

The place is roomy and clean. The bed is comfy and the shower is great. There were juices and sodas and water in the mini fridge, a coffee maker with coffee and some wrapped snacks. A comfortable place to stay in a very pricy part of Long Island if you prefer a home over a hotel. We were only there for the 2 nights of our stay since we were out all day and for that it was perfect.

Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!

Had a wonderful time at Altin’s place - perfect for a quick overnight near my in-laws. The space was gorgeous, clean & well-appointed. Had everything we needed and more!

Rio was a really friendly and helpful host and his cottage was very cute in a lovely area surrounded by trees and great walks and hikes. We made s'mores over the fire pit, enjoyed the quiet, and explored a few towns nearby. Great weekend!

Stayed here for about a month and felt right at home with spacious rooms and lots of amenities provided, being 20 degrees in winter the apartment stood very warm and clean and it was a wonderful place to call home for 30 days. Kisha was very helpful and responsive when I needed to communicate and she’s very kind. If I’m ever near the area in the near future I would definitely book here again no hesitation! Thank you!

Marta & Pete were great hosts. Left helpful instructions and a list of places in the area. The Cottage was definitely a great place to celebrate our anniversary. We wish we could have tried some of their oysters, but look forward to going back during the beach season when they're probably plentiful.

As always, we love our stay at the cottage. It’s becoming our home away from home when visiting our son. Thanks for all our goodies! Always a great surprise! Have a wonderful Christmas. We’ll see you next year I hope.

Nice place located in a beautiful secluded house in a safe neighborhood. Gorgeous property. Our dogs were allowed and they were very comfortable. The amenities were exactly as described. Extremely clean and well maintained. The place was easy to locate and easy to access. It is convenient to many local stores and restaurants. Great, responsive hosts!