Apartment vacation rentals in Middlesex County

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Popular amenities for Middlesex County apartment rentals

Weekly apartment rentals

Top guest favorite
A covered patio area features comfortable outdoor seating framed by lush greenery. A small table is positioned near the seating, creating a cozy space for relaxation. The well-maintained yard extends in the background, offering a serene setting for outdoor enjoyment.
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.
Top guest favorite
A cozy bedroom features a black-framed bed dressed in soft pink and green linens. A decorative pillow adds a touch of elegance. Beside the bed, a small nightstand holds a gently glowing lamp, casting a warm light across the room's neutral walls.
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.
Superhost
A comfortable living area features a light grey sofa complemented by a patterned armchair. Natural light filters through windows adorned with green curtains. A wooden coffee table sits in the center, with an art piece showcasing a serene landscape mounted on the wall. A flat-screen TV is also present.
Apartment in Wallingford
4.79 out of 5 average rating, 19 reviews

Seasons Hospitality Cozy 1BR Center of Town

EfekanRating, 5 stars1 week ago
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.
Superhost
A spacious bedroom features two sleeping areas, each with distinct bedding arrangements. Natural light streams through the French doors, which open to a serene outdoor space. The warm wooden floors complement the airy atmosphere of the vaulted ceiling.
Apartment in Killingworth
4.77 out of 5 average rating, 13 reviews

Cozy & Romantic CT Hideaway: Forest & Beaches

ZacharyRating, 5 stars1 day 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 favorite
A serene bedroom includes a spacious bed dressed in neutral linens, accented with a textured throw and decorative pillows. Natural light filters in through a window, and a soft area rug complements the decor. A modern chair and bedside tables enhance the inviting space.
Apartment in Meriden
4.93 out of 5 average rating, 27 reviews

Hillside Retreat

VictoriaRating, 5 stars1 day 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.
Top guest favorite
A cozy outdoor fire pit area features four Adirondack chairs gathered around a warm fire. Soft lighting from string lights above enhances the tranquil setting, with natural greenery surrounding the space. Guests are seen enjoying conversation, adding to the inviting atmosphere.
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.
Guest favorite
A charming historic house is presented, featuring rustic wooden shingles and a distinct gabled roof. The front yard is enclosed by a white picket fence, with neatly trimmed shrubbery and seasonal flowers. An American flag waves gently in front, adding a touch of character.
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!
Guest favorite
A modern kitchen features sleek white cabinetry and a stone countertop. Stainless steel appliances, including a refrigerator and washer/dryer combo, are present. A large window allows natural light, while a textured area rug adds warmth to the space. Ample storage is available throughout.
Apartment in Middletown
5 out of 5 average rating, 45 reviews

Renovated 2-bedroom Near Wesleyan-Middletown

MichaelaRating, 5 stars3 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!

Private apartment rentals

Top guest favorite
A private covered porch is featured, overlooking lush greenery and scenic water views. Two black adirondack chairs are positioned for relaxation, with wooden railings providing safety and support. The horizon showcases a serene marshland, creating a peaceful outdoor setting.
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 favorite
A welcome mat is displayed at the entrance, featuring compass rose graphics and coordinates marking the location. The words 'MYSTIC FOR TWO' are prominently featured, inviting guests to enter this cozy couples retreat.
Apartment in Mystic
4.99 out of 5 average rating, 110 reviews

Mystic for Two

VickyRating, 5 stars2 days ago
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!
Top guest favorite
A modern open studio features a light-colored couch adorned with green pillows, and a small coffee table in the living area. The kitchen is equipped with appliances, and natural light fills the space, highlighting the warm wood flooring.
Apartment in Hamden
5 out of 5 average rating, 11 reviews

In-law Private Studio Apartment

BriannaRating, 5 stars3 weeks ago
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.
Superhost
A well-appointed sleeping area features a spacious bed with crisp white linens and decorative pillows. Two comfortable chairs are positioned around a circular table, complemented by a potted plant and a cozy blanket draped over one chair. Large windows allow natural light to fill the room.
Apartment in Hartford
4.9 out of 5 average rating, 185 reviews

Executive Stay Downtown Hartford

RhondaRating, 5 stars3 weeks ago
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
Guest favorite
A modern living space features a blue sofa, a white coffee table, and a textured gray area rug. A television sits on a black stand, with light wood flooring throughout. Dining chairs and a table are visible in the background, enhancing the open layout.
Apartment in New Haven
4.92 out of 5 average rating, 74 reviews

Steps from Yale/Broadway | Skyline Rooftop Views

MarkRating, 5 stars2 weeks ago
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!
Top guest favorite
A serene garden area is seen, featuring lush green grass and vibrant flowerbeds with orange blooms. A tranquil pond is visible in the background, surrounded by trees and natural landscaping, creating a peaceful outdoor setting.
Apartment in Milford
4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

JudyRating, 5 stars1 week ago
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!
Superhost
A contemporary living area features a spacious, dark sectional sofa paired with a wooden coffee table. A textured area rug lies on the floor, while large windows allow natural light to illuminate the space. Artwork is displayed on the walls, enhancing the modern decor.
Apartment in Westbrook
4.71 out of 5 average rating, 35 reviews

Shoreline postmodern apartment

KarenRating, 5 stars3 days ago
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.
Top guest favorite
A spacious sleeping area features a California king bed with light bedding. Decorative pillows add a soft touch. A stone wall and floral artwork enhance the room's character. Soft lighting from unique lamps provides a warm glow, complemented by a cozy seating bench at the foot of the bed.
Apartment in Simsbury
4.99 out of 5 average rating, 344 reviews

Ensign House Room

BeverlyRating, 5 stars5 days ago
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

Superhost
A spacious sleeping area is highlighted by a large bed featuring a decorative headboard with an intricate blue pattern. Two bedside tables hold modern lamps, and a crib is positioned nearby, offering a family-friendly environment.
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.
A minimalistic studio apartment showcases a spacious bed with a dark coverlet. A small dining area with high chairs is positioned beside a large window. Exposed wooden beams and neutral-toned walls create a contemporary feel, while a decorative plant adds a touch of greenery.
Apartment in New Haven
4.2 out of 5 average rating, 15 reviews

Cellar Studio Apartment

ZoeRating, 5 stars8 months ago
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.
The bedroom features a spacious bed adorned with a patterned quilt and an arrangement of decorative pillows. Two bedside lamps provide soft lighting. A floral artwork hangs above the bed, complemented by butterfly prints on the adjacent wall. A round window offers additional light.
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
A spacious bedroom features a four-poster bed dressed in crisp white bedding, accompanied by decorative mirrors and warm-toned accent pillows. A cozy ottoman is placed at the foot of the bed, with a small side table displaying a welcome message and a plant. Soft lighting enhances the inviting feel of the room.
Apartment in Norwich

Cozy Corner, by the Spa

KatherineRating, 5 stars4 months ago
Amazing stay! Relaxing and our host was very communicative
A spacious living area features large windows allowing natural light to fill the room. A light-colored sectional sofa and an armchair are complemented by a decorative throw. A coffee table sits at the center, with a television positioned on a media console. Potted flowers add a touch of vibrancy.
Apartment in Stratford
New place to stay

River's Edge Retreat

NishaRating, 5 stars1 month ago
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!
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
4.74 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!
An outdoor swimming pool is surrounded by a spacious patio, with several lounge chairs placed along the edge. Colorful flower beds and trees line the area, adding greenery and vibrancy. The pool features clear blue water, reflecting sunlight, and is situated within a well-maintained community space.
Apartment in Norwich
5 out of 5 average rating, 5 reviews

Villa in Norwich

NicoleRating, 5 stars2 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 favorite
The entrance to the villa is framed by manicured shrubs and a path leading to a wraparound porch. A decorative sign marked '3' indicates the unit number. The building's facade is clad in blue siding, with multiple gables and a clear blue sky overhead.
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! :)

Destinations to explore