
Apartment holiday rentals in Middletown
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Top-rated apartment rentals in Middletown
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Popular amenities for Middletown apartment rentals
Weekly apartment rentals

Mod-Chic 1 Bedroom with Free Parking & Wifi
Loved this place and would stay here again and again! We moved into this space pretty last minute to vacate a place that was rough and Oomi could not have been more helpful and immediately responsive. She let us check in right away and the place was in perfect condition- great building, easy to check in, so convenient to where we worked, and the space was so clean, comfortable, and wonderful. Can’t recommend enough.

Chic West Hartford Center Apartment
Very nice, clean apartment close to the main area of West Hartford. Would gladly stay again.

DTWN | Yale | Wooster Square | Laundry | Parking
Great place. Spacious and clean. Located right in the middle of New Haven. The hosts are very responsive. Woupd strongly recommended

W1 Elegant, eclectic, spacious apartment
Excellent, we will use again.

Perfection! 2 Bedroom Apt. Friends or Family!
Had a great stay, very clean and peaceful apartment, host was super responsive. Would definitely stay again!

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking
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!

Sperry House one bedroom private apartment
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!

Beautiful modern retreat with wood stove by Harbor
This is a beautiful, impeccable airbnb, one of the best we have ever stayed in! Jill has thought of everything. Beautiful neighborhood, gorgeous, wonderfully decorated, pristine space with every thoughtful touch you could imagine! 10 out of 10!
Private apartment rentals

On the Park: 3 RM Apt. w/kit. in historic house
We loved staying at Noël's! The apartment was exactly as described, the top floor of a gorgeous house, and we loved having breakfast on the balcony (delicious muffins and yogurt and cereal provided, plus everything for coffee!). Everything was so cute and comfortable and we loved perusing all the books. Parking was very easy, right on the street, and the park across the street was so fun to run/hike around. Easy to walk to great spots for coffee and lunch. Wish we could have stayed longer!

West Main
Our second visit to Shirley's place was very enjoyable (just like our earlier trip); this time, a family birthday and other business in the area. As many commenters have noted: lots of personal touches and an apartment that is clean and comfortable beyond expectations. We appreciate the spacious quarters and the privacy and quiet surroundings here, but Shirley's easy to reach if needed. Thanks. We had a wonderful week.

Beautiful 1 Bdr Oasis|10 miles to UCONN|473mbs|W/D
If you are looking for a place in and around Hartford, Do Not Hesitate to book w/Joseph & Allison. The place was better than described. The place is immaculate: clean, uncluttered, and stylish. It’s large @ 900sq ft, but cozy. The surroundings are beautiful: peaceful neighborhood surrounded by nature, w/an awesome walk/bike trail along side the property. Jospeh & Allison are wonderful hosts who are proactive, kind, and accommodating. We were given permission to check-in an hour early w/no hesitation. Joseph built the structure that houses the rental himself: he is truly a craftsman. Allison has done a great job w/the interior. They make a wonderful team. We enjoyed the location away from the city, but in close proximity to it & other towns. It’s very accessible. Thank you both for creating this wonderful space, and we hope to rent it again soon.

Beach House - Apt 2
“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!

Two Bedroom Apartment on Forestville Bristol
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

Apartment on Main St.
As usual, I so much enjoyed my stay. Molly was hard at work in her beautiful flower garden, which are lovely to see first thing in the morning. I'll be back, for sure.

Upstairs 2 bedroom apartment
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.

Urban Garden Suite
Loved everything about this place! Felt luxurious and comfortable. Beautiful space created, I played scrabble near the fire and poked through some fun books. Perfect for a quiet weekend in or just a comfortable place to lay after running around all day. Host was very efficient and friendly. Would recommend!
Apartment rentals with a hot tub

Updated 4 Bed, 1 Bedroom Waterfront Condo
We had an amazing stay! Beautiful condo the decor is spotless & the outdoor deck is a huge bonus. Watching the sunset or having coffee in the morning really lade the stay even more relaxing. I cant wait to go back. :)

Luxury Penthouse Minutes to Yale
Great location. Easy check in and out.

Rural retreat in Colebrook CT
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.

Cozy spa condo with pools near Mystic/Mohegan Sun
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.

Sweet Dreams Retreat
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!!

Cozy Studio: Indoor Hot Tub & Inground Pool Access
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!!!

Garden Suite: Private, Near Mohegan Sun & USCGA
We really enjoyed our stay here. It was clean, cozy and the airbnb is well stocked with items! If we are back in this area, we would definitely stay again.
Quick stats about apartment rentals in Middletown
Total rentals
30 properties
Nightly prices starting at
$46 AUD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Beach
- Fairfield Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Six Flags New England
- Quotonset Beach
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Seaside Beach
- TPC River Highlands
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach
- Shennecossett Beach
- Anchor Beach
- Attawan Beach
- Bushnell Park
- Thunder Ridge Ski Area
- Bayview Beach
- Long Island Aquarium