Apartment holiday rentals in Middlesex County

Find and book unique apartments on Airbnb

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Popular amenities for Middlesex County apartment rentals

Weekly apartment rentals

Top Guest favourite
Apartment in Branford
4.95 out of 5 average rating, 21 reviews

Stony Crk Studio ideal for trvl nurses…

CarolRating, 5 stars4 months ago
Great stay in Stony Creek Village with a view of Long Island Sound and short walk to the pier, Stony Creek Market (breakfast & lunch). I used the Library and went to services at the Stony Creek Congregational Church. Overall, a nice experience.
Top Guest favourite
Apartment in Chester
5 out of 5 average rating, 26 reviews

New, modern studio steps from downtown Chester CT

CraigRating, 5 stars1 week ago
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.
Superhost
Apartment in Killingworth
4.77 out of 5 average rating, 13 reviews

Cozy & Romantic CT Hideaway: Forest & Beaches

ZacharyRating, 5 stars2 days ago
This was our first stay at an Airbnb. We were not disappointed! The town is beautiful as well as the location. Steve is a great host and communicates wonderfully.
Guest favourite
Apartment in Meriden
4.93 out of 5 average rating, 27 reviews

Hillside Retreat

VictoriaRating, 5 stars2 days ago
Beautiful property and area was quiet. Place was close to multiple highways, which was very nice. Big perk to have a washer and dryer. Bedroom was very cozy. Would stay again and recommend.
Guest favourite
Apartment in Chester
5 out of 5 average rating, 22 reviews

The Little Chestnut.

JeannyRating, 5 stars1 month ago
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!
Top Guest favourite
Apartment in Clinton
4.99 out of 5 average rating, 69 reviews

Cozy Shoreline Getaway

HowardRating, 5 stars1 month ago
Second time staying at this Airbnb. Excellent hosts, conveniently located, and cottage had all the amenities.
Guest favourite
Apartment in Middletown
5 out of 5 average rating, 45 reviews

Renovated 2-bedroom Near Wesleyan-Middletown

MichaelaRating, 5 stars4 days ago
This airbnb is very well stocked and has everything you will need. Very clean and updated. Would stay again if we were back in the area!
Superhost
Apartment in Middletown
4.81 out of 5 average rating, 52 reviews

Cozy Apartment Near Wesleyan and Town Center

RyanRating, 5 stars2 weeks ago
Great place I felt at home from the moment I stepped inside The place was very very clean and had everything for a long stay. The location was close by to everything

Private apartment rentals

Top Guest favourite
Apartment in Clinton
4.98 out of 5 average rating, 51 reviews

Shoreline Oasis

DebraRating, 5 stars1 week ago
This is a lovely upstairs apartment about a half mile from a small marina with several good restaurants. You will want to get to the beach in Madison, a state park, rather than the Clinton beach which has high fees for non-residents. With that said, the gate is not attended after 6 pm when I sat and ate a lobster roll and then explored some of the history plaques to be found on the point. Catherine’s place was the perfect site for me to rest after a Hoffman retreat.
Top Guest favourite
Apartment in Westbrook
5 out of 5 average rating, 7 reviews

Private Guest Suite Water Views

TulsiRating, 5 stars5 months ago
Great cozy place with a lovely view of the marsh from the bedroom window. Bruce was a kind and thoughtful host, the place was very clean and easy to get in and out with clear instructions and labels on everything. Thank you !
Top Guest favourite
Apartment in Chester
4.99 out of 5 average rating, 95 reviews

The Millhouse Downtown Chester

PhilipRating, 5 stars1 month ago
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.
Top Guest favourite
Apartment in New Haven
4.95 out of 5 average rating, 38 reviews

Peaceful New Retreat | Soaking Tub & Good Vibes

DanRating, 5 stars3 days ago
This place was great. Clean and modern and everything you need. One of the, if not the, best AirBNB I’ve ever stayed in. The pictures don’t do it justice. The place was exactly as listed. However, business travelers note, there is not a full sized/comfortable work-station. But Patty, who is very responsive, said she is working on it. I would definitely stay again. Seriously, you will get a lot less for a lot more at other places. If you need to be in New Haven, and you only need a studio, this is the place.
Superhost
Apartment in Montauk
4.87 out of 5 average rating, 45 reviews

Montauk Ocean View One Bedroom

ScottRating, 5 stars1 week ago
Great spot for a few days in Montauk. Really close drive to town only about 15 walk into town. Great food cart on property open when the weather is good. Amazing ocean views from most rooms hard to find in the Hamptons.
Guest favourite
Apartment in Windham
4.9 out of 5 average rating, 62 reviews

Beautiful, Just renovated! Apt D

MinaRating, 5 stars1 month ago
Close to downtown Willimantic and walkable to nearby store. Great location for my stay. Quiet but not remote. Very clean, well organized. Everything you need is there and exactly where you would expect it to be. John was super responsive. Overall, great stay and would stay there again if I was in the area.
Top Guest favourite
Apartment in Mansfield
5 out of 5 average rating, 69 reviews

Beautiful one bedroom in convenient location

LaraRating, 5 stars1 week ago
The apartment was exactly as the photos looked. Very clean and neat. Adorable apartment for the 2 of. Instructions to get in were very easy. Ben was quick to respond and very helpful. Perfect location if you’re visiting UConn. With an incoming UConn freshman, I look forward to booking the apartment again!
Guest favourite
Apartment in New Haven
4.97 out of 5 average rating, 59 reviews

Apartment in New Haven

RobertaRating, 5 stars3 weeks ago
The past 4 years we have stayed in many New haven Airbnb's and by far this was the best ever! This is a home has everything you need and the rooms are bigger than the pictures depict. Very good communication, we had couple situations and responses were quick and taken care of. Very comfortable beds, place is super clean, includes 1 parking spot but street parking around the corner was easy. Easy to walk to all things Yale. Atticus market couple blocks away fresh baguettes muffins groceries etc. East rock trails, best area of New Haven!

Apartment rentals with a hot tub

Guest favourite
Apartment in Montauk
5 out of 5 average rating, 7 reviews

Updated 4 Bed, 1 Bedroom Waterfront Condo

BridgetRating, 5 stars9 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
Apartment in New Haven
4.75 out of 5 average rating, 141 reviews

Luxury Penthouse Minutes to Yale

AbiolaRating, 5 stars3 weeks ago
My family enjoyed their short stay at Camilla’s apartment. The apartment was a beautiful place.
Apartment in Norwich
4.67 out of 5 average rating, 42 reviews

Cozy spa condo with pools near Mystic/Mohegan Sun

TiffanyRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Norwich

Cozy Corner, by the Spa

KatherineRating, 5 stars4 months ago
Amazing stay! Relaxing and our host was very communicative
Apartment in Montville
4.74 out of 5 average rating, 122 reviews

Cozy Studio: Indoor Hot Tub & Inground Pool Access

JillianRating, 5 stars1 month ago
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!
Top Guest favourite
Apartment in Norwich
5 out of 5 average rating, 5 reviews

Villa in Norwich

NicoleRating, 5 stars3 days ago
Rosemarie’s place is lovely and the resort has amazing amenities!!! The villa was VERY clean! Only 5 mins from Mohegan Sun! Check-in was very simple and the villa was quiet and peaceful. We had a great weekend stay!
Guest favourite
Apartment in Norwich
4.92 out of 5 average rating, 13 reviews

Chalet Tré

MichaelRating, 5 stars6 months ago
The place was beautiful and Gabrielle was so sweet and answered all of our questions! Thank you for having us! We will be back! :)
Apartment in Shelton
4.68 out of 5 average rating, 325 reviews

1ST FLR APT Your private resort, now FAMILY-ized!

OrlandoRating, 5 stars3 weeks ago
We had a wonderful stay! Gabe was a very welcoming host and shared some great local restaurant recommendations—highly recommend checking out Casa Nova on River Road. His two dogs, Molly and Nate, were also incredibly friendly and added a warm, homey touch to the experience. The apartment was spotless and filled with thoughtful notes that made everything easy. A special surprise was the bag of everything needed to make s’mores left for us—such a sweet and thoughtful gesture! The pool area offered stunning views, and the hot tub was clean and perfect for relaxing. There’s even a hiking trail accessible right from the property, which we unfortunately didn’t get a chance to explore—but it’s a great bonus for future visits. This place truly felt like a little piece of heaven. We’d absolutely stay here again!

Destinations to explore