Apartment holiday rentals in Middletown

Oomi was extremely helpful! Very accommodating to our check in/check out requests. Would stay again!

Second stay at this place. Love the location as it is convenient to my family, walking, and eating out. We actually used the kitchen to cook this time. Nice layout, reasonably well equipped. Not a fan of Keurig so really appreciated the pour-over holder and filters.

Fantastic stay! The hosts were super responsive and the place was perfectly clean. The location is fantastic for enjoying New Haven.

We had such a nice stay at Brian’s! The place was very large and comfortable. Brian was very responsive and helpful multiple times. The area was nice and we always felt safe. I would definitely recommend Brian and this location!

Had a great stay, very clean and peaceful apartment, host was super responsive. Would definitely stay again!

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!

I had the pleasure of staying at Rosaria’s apartment for two months, and it was an amazing experience. The place was spotless, well-equipped, and had everything I needed for a comfortable stay. Rosaria herself was incredibly kind and helpful, always making sure everything was perfect. I highly recommend staying here to anyone looking for a great place. Thank you, Rosaria!

Very nice. Definitely will book again! Huge bathroom

Exemplary accommodations! Everything about this place is well thought out and comfortable. (Every AirBnB host should do what Shirley did - label the light switches.) It's those intuitive touches that make this a great place to stay. We were close to family events in Norfolk, plus restaurants and amenities in Canaan. You really can't beat this experience. We were not able to make friends with the barn cat, but we tried!

We really enjoyed our stay! Everything is brand new and very clean. The bed was really comfortable, and even though it’s attached to the house, it’s very well insulated, so it was quiet, exactly what we were looking for. It’s also directly next to a trail, which was a nice bonus. Overall, it’s a great, quiet place to stay. Next time we’re in the area, we’ll definitely check to see if it’s available!

“A Wonderful Stay!” I had such a pleasant experience at this Airbnb! The space was clean, cozy, and exactly as described. The host was incredibly welcoming and attentive, making sure I had everything I needed for a comfortable stay. The location was perfect—quiet and peaceful, yet close to everything I needed. I especially appreciated the thoughtful touches throughout the space, which made it feel like home. I wouldn’t hesitate to book again—highly recommend! Feel free to customize it with any specific details about your stay!

We have previously stayed at another one of Eddy's properties, so we already had high expectations and they were all definitely met! Everything is exactly as described and lots of amenities available. We like how stocked the kitchen and bathroom is - it's super convenient and helpful to not have to think of those details. few mentions for future stays - we came on an unseasonably cold day and had to turn the heat up (all works perfectly) and benefitted from bringing our slippers/warm socks because the floor is a bit cold. Thoughtfully, there were rubber slides available for use! Also, getting in got a little confusing in the dark - our GPS told us we arrived when we were on the opposite side of the house. So just a heads up to anyone coming in, take a look at the map before driving in the dark :D

This apartment was perfect for my needs. It was clean and comfortable and conveniently located. The hosts were incredibly accommodating and allowed me to extend my stay twice. I’d definitely stay at this apartment again when visiting family in the area.

I rented it for tenants to stay in during a repair at their apartment. My tenants chose to stay in their apartment instead so they never actually checked in. But Hameen was very flexible, even offering early check in since the contractors started early, and he refunded the cleaning fee since they never entered the apartment. The location is very central in Bristol and I can tell Hameen would be a great host for people that stay there.

This apartment is beautiful decorated, comfortable, and exactly as pictured! It is such a cozy spot to rest and relax, with everything you could ask for, when not out exploring New Haven and surrounding areas. The neighborhood is quiet and peaceful with Edgewood Park within walking distance. There is a wide variety of coffee shops & food options as well as only being a few minutes away from Yale and many cultural experiences. We really enjoyed our weekend before traveling on to Hartford for our daughter’s choral performance. Thank you so much to Barbara, Patty & Jonah for providing such a wonderful home away from home!

This is my 3rd stay here. I sometimes come on my own to visit my daughter at Yamaha and I pay extra per night to stay at this comfy relaxing spot so I feel at home. I have private parking, easy entry, close to downtown Yale shopping and minutes from raved Whooster Villlage. Don’t be hesitate because it is on the corner of the busy street, it allows for spreading out of family and each bedroom with own bathroom/TV sitting area. The upstairs room can get warm but use the AC unit in room and it is cool in no time! This will be my home away from home for my daughter’s next 3 years at UNH. My only suggestion is the main floor bedroom does not have King size bed but the room Itself is gorgeous! Enjoy and highly recommend this spot!

Great location. Easy check in and out.

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.

I really enjoyed my stay at Sherri's place. Something about it felt more like "home" than a rental property which I appreciate. I was able to enjoy the hot tub and sauna. The hours aren't posted but it was open pretty much the entire time I was there and not crowded. I also felt like there were a lot of extras at Sherri's place for cooking. There were two coffee makers and lots of spices. It was very convenient and there was to do around the area.

I had the most wonderful stay at Missy’s ! From the moment we arrived, it felt like a true getaway. The highlight of the experience was definitely the hot tub – perfect for unwinding after a long day of exploring. We spent hours enjoying the relaxing bubbles under the stars. The fireplace inside added such a cozy touch, making the space feel warm and inviting. Missy was incredibly welcoming, providing thoughtful touches like extra blankets and local recommendations. The entire place was clean, stylish, and well-equipped. Highly recommend this retreat if you're looking for comfort and relaxation! Missy is an amazing host!!

Everything was amazing! Property owner was friendly and welcoming! Hoping to plan another trip to this spot it was truly an amazing weekend! Thank you!!!

Loved my stay at Rosemaries villa. It was beautiful and peaceful. Will definitely return!