Apartment vacation rentals in Middletown

Great place! We stayed here on our wedding night and it exceeded our expectations. Quaint, well maintained and beautifully decorated. It was modern, clean with thoughtful attention to detail. Located near the center of Chester, a true hidden gem on the CT river. Friendly hosts.

We loved our stay here for when we visited New Haven! The place was clean and worked perfect for our dog! We loved the farm outside and the peaceful and private area outside. Would stay here again!

Fantastic home! Our host was incredibly friendly and quick to respond. Location is very walkable with lots of things to do and places to eat. Had a few amenity issues but our host was quick to offer alternative options and additional services. Would love to be back :))

Immaculate space. Comfy couch and bed. Soft linens. Easy check in. Nice, historic neighborhood. Highly recommend!

I really enjoyed my stay. It was easy to access and very clean. I was very comfortable. Had everything I needed.

Becky's place was such a delight. As a person who loves nature, peace, meditation and is low key and down-to-earth, this was my match. The big windows and pond views were lovely. The bed is comfy, the layout intuitive. I felt at home from her communication, flexibility, to the casual yet chic furnishings. It's also in close proximity to a state park. She's very responsive and warm. Great experience from front to finish.

We were so happy to find this lovely hidden gem in our family’s neighborhood. It is so much better than the local hotels we’ve had to endure thru the years when we come to visit. The owner has done an amazing job with his properties and we appreciate how comfortable we felt. We used one room with the 2 twin beds as our “dressing room” which was closest to the bathroom. Well equipped kitchen and laundry room. Primary bedroom has a Queen bed and nice lounge chair. The neighbor is quiet and safe. We look forward to our next stay!

My husband and I just got back from a 4 night stay at The Little Chestnut and it's now added to my Airbnb faves. It's adorable! Communication with Samantha was great- she was super responsive and friendly. Self check in was a breeze with the info provided and the place itself was cozy and welcoming. It sits above a bookstore which I love since I'm an avid reader. The living room area was spacious and the small vintage desk in the corner was perfect for working from my laptop. It was so convenient to have a full kitchen to cook meals in (bring your own spices, food, etc.) as well as a washer & dryer to do laundry before we left. The bathroom is located upstairs where the comfy bedroom is and while tiny (the shower may be cramped for taller people), it was cute and clean. The apartment is also a quick few minutes walk to the quaint main street where all the restaurants,shops,and galleries are (The Village Bistro and Grano Alto for dinner were awesome). I highly recommend staying here!

Godfrey was an incredibly responsive host! We arrived earlier than planned, and he was very accommodating. The home was spotless, well-organized, and the bed was exceptionally comfortable. Thank you for hosting us!

This is our second time staying at this property. Four of us were visiting people in the area and The Millhouse is a great location to explore the area, with nice places to eat only steps away on Chester Center Main Street. The stream-side location makes it a very unique experience and the interior of the property is very nicely decorated and maintained.

This was my first time getting and air bnb over a hotel and it was by far the best experience! The kitchen and bathroom floors are stunning, clean and just beautiful! The apartment was perfect, homey, and just so welcoming. I would definitely book with KG again.

The apartment was beautiful and comfortable. The bathroom was the best part and the soaking tub was amazing. The New Haven area has a lot to do, including the train station to get to NYC.

This was a delightful stay, and I wish we hadn't had so many family obligations so we could have enjoyed the place better. I so wanted to take time to relax on the beautiful and inviting back patio and just explore the property. I love historic places. We will definitely stay again next time we have family events in the area. Carol reached out to us and made us feel very welcome. We knew we had help if we needed something, but we didn't experience any issues at all, so didn't need to reach out. Great host for sure!!!

Alisa and Lena's place was really cute, private and comfortable. We had everything we needed for our 2 night stay. Also you can walk a few short blocks to a bird sanctuary!

We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

This is the 2nd time I’ve stayed at Graham’s Airbnb and I’ve never been disappointed. In fact, after spending time in other area Airbnbs I only stay here now. Aside from being a great space it’s absolutely perfectly located for super quick access to Yale and the Chapel Street area. Can’t wait until my next visit! Thank you Graham!

My family enjoyed their short stay at Camilla’s apartment. The apartment was a beautiful place.

Marge was an amazing host who went to effort to ensure we were comfortable and taken care of. For example, in advance of our arrival she asked what type of bread and juice we preferred and if we wanted milk or cream for our coffee. She providd fresh eggs and even sent a dozen to our daughter who lives down the street. The apartment was welcoming, clean and cozy. The kitchen and pantry were well-supplied to meet our needs. We will definitely stay at Marge's next time we visit our daughter.

The place was very clean and easy to access. It felt safe and had great amenities. The extra large bed was so nice and the neighbor hood was super cute!

Amazing stay! Relaxing and our host was very communicative

We enjoyed our stay. The space was amazing and spacious for five adults. Our experience with Jose’s listing was outstanding, from the cozy bed to the stunning views every morning and the timely response from Jose. It made the family trip a memorable one!

If you are looking for a peaceful stay with an absolutely gorgeous view I fully recommend this place! The sound of nature as you look down the mountain full of beautiful trees and landscape! The hot tub in the space was relaxing and perfect! Everything you need in your little area. Also, Al was an absolute pleasure. He was sweet, very accommodating, and gave great recommendations! I would highly recommend and I would love to return in the fall to see the view in color!

The condo was lovely——extremely clean and well located for our wedding weekend at the inn. Lots of great product and extras available for everything you forget to bring!

The place was beautiful and Gabrielle was so sweet and answered all of our questions! Thank you for having us! We will be back! :)