
Apartment vacation rentals in Middlesex County
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Top-rated apartment rentals in Middlesex County
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Weekly apartment rentals

New, modern studio steps from downtown Chester CT
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.

Shoreline Oasis
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.

Seasons Hospitality Cozy 1BR Center of Town
The place was super clean and well stocked with spices and kitchen supplies . The location was great.Many restaurants and shops were within walking distance. The only downside was that the location is right by a train track which can be a disturbance for light sleepers. But to be fair most of the town consists of train tracks. Karl also provided earplugs too just in case. Overall we had a wonderful stay and would be lucky to go back.

Cozy & Romantic CT Hideaway: Forest & Beaches
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.

Hillside Retreat
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.

The Millhouse Downtown Chester
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.

The Little Chestnut.
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!

Renovated 2-bedroom Near Wesleyan-Middletown
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!
Private apartment rentals

Private Guest Suite Water Views
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 !

Mystic for Two
So many good things to say about Marianne's home and the experience. - Communication with Marianne- super easy -Location - so close to everything but also so quiet -The treats - yum. What a sweet touch! And also coffee, tea and cocoa - very nice not to have to go out and deal with that first thing in the morning. -The space - absolutely immaculate and so cute and comfortable. Even the bath towels were luxurious! I know it's listed as a couples retreat but I'm totally doing a mother daughter trip here next. She is going to love it! Thank you for opening your home to us. If I could give more stars I would!

In-law Private Studio Apartment
We had a wonderful experience! We traveled to New Haven for a concert. It was only a 15 minute drive from the home. The Airbnb had everything we needed such as extra towels, snacks, and even a homemade candle, which smells lovely. Ryan was quick to respond and made sure we had everything. I would book with them again.

Executive Stay Downtown Hartford
My family and I enjoyed our stay. the loft was beautiful, cozy and relaxing. I can't wait to visit Hartford again and I hope this loft will be available

Steps from Yale/Broadway | Skyline Rooftop Views
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!

The Pond Mill Retreat w/ 2 Bdrms & Pool
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!

Shoreline postmodern apartment
Great host. Perfect place for our needs. Very clean and well stocked, just like home. Eugene was super quick with response to questions, and very helpful with returning an item I left behind.

Ensign House Room
Uniquely charming apartment in very beautiful setting, great walking trails near by. Beautiful small town atmosphere with great dining near by. Apartment is clean, comfortable & quiet! Courtney could not have been a better host! Responded very quickly to any questions we had. Apartment was well stocked making for a very comfortable stay. Will most certainly return for another visit!
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale
My family enjoyed their short stay at Camilla’s apartment. The apartment was a beautiful place.

Cellar Studio Apartment
Place was nice, exactly what was listed. Cozy space, cute red theme. Small but very clean bathroom. Air conditioner provided for room. I was happy with my stay! Door to get into the airbnb was annoying, it is a storm door, rather than a regular door with steps down. The ceiling is made only of wood above the bed, so you will hear EVERYTHING from upstairs, including footsteps, sitting on the bed, etc. and it sounds amplified. S.P’s initial message seemed very strict, but I asked questions and realized it is just a copy and paste message that she sends to everyone. Her instructions were very clear, could be warmer and more welcoming. WiFi was not provided until I asked. Over all, it really is a no-frills place and it gave me what I needed. Fees are high, though.

Cozy spa condo with pools near Mystic/Mohegan Sun
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!

Cozy Corner, by the Spa
Amazing stay! Relaxing and our host was very communicative

River's Edge Retreat
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!

Cozy Studio: Indoor Hot Tub & Inground Pool Access
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!

Villa in Norwich
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!

Chalet Tré
The place was beautiful and Gabrielle was so sweet and answered all of our questions! Thank you for having us! We will be back! :)
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Quotonset Beach
- Ninigret Beach
- Groton Long Point South Beach
- Wildemere Beach