Apartment vacation rentals in Middletown

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Popular amenities for Middletown apartment rentals

Weekly apartment rentals

Guest favorite
A spacious living room features a comfortable couch adorned with colorful pillows. A potted plant adds a touch of greenery beside a contemporary armchair. Light filters through sheer curtains, and a soft area rug covers the hardwood floor, creating a cozy atmosphere.
Apartment in Downtown Hartford
4.91 out of 5 average rating, 47 reviews

Mod-Chic 1 Bedroom with Free Parking & Wifi

SimoneRating, 5 stars1 month ago
Oomi was extremely helpful! Very accommodating to our check in/check out requests. Would stay again!
Superhost
A modern living room is displayed with a leather sofa accented by colorful throw pillows. A black armchair complements a simple coffee table, which is adorned with a flower arrangement. Natural light enters through a nearby window, illuminating the space.
Apartment in West Hartford
4.86 out of 5 average rating, 224 reviews

Chic West Hartford Center Apartment

AndrewRating, 5 stars2 weeks ago
Very nice, clean apartment close to the main area of West Hartford. Would gladly stay again.
Guest favorite
A bright and inviting living space features a spacious sofa with soft cushions, complemented by a wooden coffee table. Natural light fills the room through large windows, while a modern television is mounted on the wall above a stylish cabinet. A dining area is also visible.
Apartment in Downtown New Haven
4.95 out of 5 average rating, 113 reviews

DTWN | Yale | Wooster Square | Laundry | Parking

DaoRating, 5 stars2 days ago
Great place. Spacious and clean. Located right in the middle of New Haven. The hosts are very responsive. Woupd strongly recommended
Guest favorite
A living area features a soft blue chair and a grand piano, complemented by a woven area rug on polished wooden floors. Natural light enters through large windows, illuminating the space and providing a view into adjoining rooms.
Apartment in New Haven
4.92 out of 5 average rating, 36 reviews

W1 Elegant, eclectic, spacious apartment

CandaceRating, 5 stars2 months ago
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!
Superhost
The exterior of a three-story building is shown, featuring a white façade and a welcoming front porch with railings. Steps lead to the entrance, and the landscape includes a well-maintained lawn and signage indicating the building's purpose.
Apartment in West Haven
4.92 out of 5 average rating, 199 reviews

Perfection! 2 Bedroom Apt. Friends or Family!

TatianaRating, 5 stars1 month ago
Had a great stay, very clean and peaceful apartment, host was super responsive. Would definitely stay again!
Top guest favorite
A comfortable living area features a dark leather sofa with decorative cushions, complementing a light wooden coffee table. Ethnic wall art and decorative masks add cultural interest. Natural light fills the space from the windows, while wooden accents provide warmth.
Apartment in Wallingford
5 out of 5 average rating, 22 reviews

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

GiovanniRating, 5 stars2 months ago
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!
Guest favorite
A comfortable living space features a dark sofa and an inviting wooden coffee table. Behind it, a work desk with a chair is situated next to a bookcase filled with decorative items. A soft light illuminates the room, complemented by the warm tile floor.
Apartment in East Rock
4.9 out of 5 average rating, 112 reviews

Sperry House one bedroom private apartment

AbdoRating, 5 stars1 month ago
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!
Top guest favorite
A bright living area features a comfortable sofa adorned with patterned cushions. A wood stove stands nearby, and a large window offers natural light. A rectangular coffee table sits in front, complemented by a patterned area rug and wooden accent chairs.
Apartment in Montauk
4.98 out of 5 average rating, 80 reviews

Beautiful modern retreat with wood stove by Harbor

HeidiRating, 5 stars2 weeks ago
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

Superhost
A welcoming living area features a plush sofa and a comfortable armchair, positioned near large windows that invite natural light. A wooden dining table with chairs complements a bookshelf brimming with books, while a vibrant area rug adds colour and warmth to the space.
Apartment in East Rock
4.9 out of 5 average rating, 211 reviews

On the Park: 3 RM Apt. w/kit. in historic house

SamanthaRating, 5 stars1 day ago
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!
Top guest favorite
A spacious living room is furnished with a comfortable sectional sofa, accented by patterned throw pillows. A round coffee table rests on a decorative area rug, and framed artwork adorns the walls. A table lamp provides soft lighting near a window with a sheer curtain.
Apartment in Canaan
4.99 out of 5 average rating, 138 reviews

West Main

JohnRating, 5 stars2 weeks ago
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.
Guest favorite
A spacious living area features a dark sectional sofa adorned with soft pillows and a cozy green throw. A small wooden tray is placed on the armrest. A modern kitchen and dining area are visible in the background, highlighting a neutral color palette.
Apartment in Andover
5 out of 5 average rating, 14 reviews

Beautiful 1 Bdr Oasis|10 miles to UCONN|473mbs|W/D

CynthiaRating, 5 stars1 day ago
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.
Guest favorite
A bright living area is furnished with a light-colored sofa paired with two decorative pillows. A minimalistic coffee table sits on a textured area rug. A large smart TV is mounted on the wall, while natural light filters through two windows dressed with white curtains.
Apartment in North Fork
4.88 out of 5 average rating, 8 reviews

Beach House - Apt 2

PhyliciaRating, 5 stars5 months ago
“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!
Top guest favorite
A comfortable seating area features a pair of teal sofas adorned with decorative pillows. A marble-top coffee table sits centrally, complemented by a simple floral arrangement. Pale walls and patterned curtains enhance the space, while a green plant adds a touch of nature.
Apartment in Bristol
5 out of 5 average rating, 40 reviews

Two Bedroom Apartment on Forestville Bristol

IrinaRating, 5 stars1 month ago
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
Top guest favorite
A compact kitchen area is shown, featuring white cabinetry and modern appliances. A round table with four black chairs, adorned with floral seat cushions, is set at the center. A small vase of fresh flowers adds a pop of color to the table.
Apartment in Torrington
4.98 out of 5 average rating, 163 reviews

Apartment on Main St.

JoanRating, 5 stars5 days ago
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.
Superhost
A comfortable living area features a gray sofa with decorative cushions, positioned near a wall-mounted television. Natural light filters through sheer curtains on either side of the window. A patterned area rug adds warmth to the wooden floor.
Apartment in Bristol
5 out of 5 average rating, 4 reviews

Upstairs 2 bedroom apartment

JeremyRating, 5 stars4 months ago
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.
Guest favorite
A cozy living area features a light-colored sofa adorned with patterned pillows. A wooden coffee table is placed in front, with a decorative book on top. The space transitions to a sleeping area, where a spacious bed is flanked by built-in shelves and framed artwork.
Apartment in New Haven
4.95 out of 5 average rating, 483 reviews

Urban Garden Suite

LismanyRating, 5 stars1 day ago
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

Guest favorite
A light-filled living area features a comfortable sofa and glass coffee table. A dining table for four is set beside a large artwork depicting calm ocean hues. Sliding doors provide access to the balcony, enhancing the open and airy feel of the space.
Apartment in Montauk
5 out of 5 average rating, 6 reviews

Updated 4 Bed, 1 Bedroom Waterfront Condo

BridgetRating, 5 stars8 months ago
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. :)
Superhost
A cozy living area features a leather sofa facing a vibrant area rug. A bookshelf holds various books, while a colorful pendant light hangs from the ceiling. Natural light filters through the space, highlighting furnishings and adding warmth to the room.
Apartment in Downtown New Haven
4.75 out of 5 average rating, 140 reviews

Luxury Penthouse Minutes to Yale

AmandaRating, 5 stars4 months ago
Great location. Easy check in and out.
A spacious hot tub is subtly illuminated by flickering candles arranged on a surrounding wooden ledge. Steam rises gently from the water's surface, creating an inviting atmosphere. Greenery is placed around the area, enhancing the tranquil setting.
Apartment in Colebrook
5 out of 5 average rating, 25 reviews

Rural retreat in Colebrook CT

CarrieRating, 5 stars26 months ago
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.
A spacious seating area is presented with four upholstered chairs arranged around a central table. A cozy fireplace is visible, while plants add a touch of nature. Large windows allow natural light to illuminate the space, enhancing the inviting ambiance.
Apartment in Norwich
4.74 out of 5 average rating, 35 reviews

Cozy spa condo with pools near Mystic/Mohegan Sun

LandenRating, 5 stars2 months ago
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.
Guest favorite
A cozy living area features a comfortable sofa adorned with plush pillows and a soft throw. A modern artwork with oceanic hues occupies the wall above, complemented by two stylish lamps. A wooden coffee table holds a decorative tray with two metallic cups.
Apartment in Sandisfield
4.96 out of 5 average rating, 51 reviews

Sweet Dreams Retreat

David TimothyRating, 5 stars2 months ago
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!!
An open studio space features a queen bed with floral bedding, a cozy seating area, and a stone fireplace. Large windows provide natural light and reveal views of the outdoors. A dining area and bar with seating are visible, enhancing the inviting ambiance.
Apartment in Montville
4.75 out of 5 average rating, 120 reviews

Cozy Studio: Indoor Hot Tub & Inground Pool Access

ShainaRating, 5 stars2 months ago
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!!!
Top guest favorite
Apartment in Waterford
5 out of 5 average rating, 26 reviews

Garden Suite: Private, Near Mohegan Sun & USCGA

NicoleRating, 5 stars1 day ago
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

    $30 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

Destinations to explore