Apartment vacation 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 favorite
An outdoor patio space features a wooden pergola adorned with string lights, providing soft illumination at night. Cozy, circular seating is situated around a central table, complementing a nearby grill and dining area. The stone floor adds a natural touch to the gathering space.
Apartment in Old Saybrook
4.98 out of 5 average rating, 53 reviews

Charming Center of it All Location

StephenRating, 5 stars13 months ago
Awesome space. Roomy, comfortable, well equipped. Very walkable and close to town, yet quiet considering being right on Main Street. Third time staying at this location and looking forward to another visit.
Guest favorite
The historic Queen Anne Victorian farmhouse is set amidst lush greenery and blooming shrubs. The multi-faceted exterior features a mix of pastel colors with intricate architectural details. Large windows allow natural light to brighten the inviting façade, enhanced by a clear blue sky overhead.
Apartment in Chester
4.85 out of 5 average rating, 61 reviews

Gingerbread Apartment, Walk Downtown

KellieRating, 5 stars2 months ago
Karli's third floor apartment was the coziest place for me and my best friend's Girl's Night. We stayed during a snowstorm and Karli made sure the driveway was shoveled and the stairs were salted and cleared for us. The apartment itself was so cute and had everything we needed for a cozy night. Even though it was snowing, we still ventured out downtown which was a quick 5 minute walk, and it was absolutely magical in the snow. We would absolutely book Karli's place again!
Top guest favorite
A spacious studio apartment features a queen bed, complemented by a plaid throw and decorative pillows. A wooden rocking chair is positioned beside a storage unit with cubbies. Natural light filters through three tall windows, highlighting muted tones in the decor.
Apartment in Middletown
4.97 out of 5 average rating, 33 reviews

Your Sweet Spot in Middletown CT

EricaRating, 5 stars2 months ago
Bridget’s and Collette made me feel right at home for my 2 week stay. The place was spotless and had everything I needed and more! They even cleaned off my car one morning when it snowed before I left for work and bonus points because they have 2 very cute cats. I highly recommend staying here!
Top guest favorite
A welcoming living area is outfitted with natural wood flooring and a patterned area rug. A sofa, accompanied by a side table and lamp, invites relaxation. The open kitchen features modern appliances and a dining area with seating, connecting spaces seamlessly.
Apartment in Guilford
5 out of 5 average rating, 6 reviews

Apt in Historic Four Elms steps from the Green

MarieRating, 5 stars2 weeks ago
It's always a little bit of a let down when you stay at an Airbnb and you can tell that everything was done relatively cheaply. Rarely does it feel as nice as a hotel stay. Adam and Rachel's place was the first Airbnb we've stayed at in recent memory that felt just as nice as a hotel. It was incredibly clean, well decorated, and had the extra touches that you could tell was done with care (versus just an investment property). Very walkable to the Guilford Green - you can't beat location. The stairs were a little challenging with baby stuff (they are narrow) but we were warned and it was worth it. Highly recommend their place!
Top guest favorite
A bright open space features a blue sectional sofa with white cushions, positioned next to a wooden dining table. Light-colored cabinetry and white appliances are visible in the kitchen area. Natural light floods in through two windows, enhancing the warm ambience.
Apartment in Guilford
4.97 out of 5 average rating, 37 reviews

Charming loft in Guilford

HubertaRating, 5 stars5 months ago
Minerva has been a lovely host who always responded asap and helped whenever I had questions. She was also really generous when I messed up my day of departure and left the apartment a little later than agreed upon. Thank you for being such welcoming hosts.
Guest favorite
A compact kitchenette is seen, featuring wooden cabinets and a stainless steel refrigerator. A microwave is mounted above a sink with dark countertops. A light-filled sleeping area is visible in the background, furnished with a blue bedspread and a wooden dresser.
Apartment in Clinton
4.86 out of 5 average rating, 7 reviews

Bright & Cozy Loft Near Beach

JamesRating, 5 stars1 day ago
This place was cozy and easy to find. Everything was clean, and Diana provided us with clean items we needed (towels, bedding, etc.). Diana was easy to communicate with and was flexible with our stay. Will definitely come back!
A functional kitchen is equipped with modern appliances, including a refrigerator, stove, and microwave. A round dining table with four black chairs is positioned in the center, complemented by functional cabinetry. Natural light illuminates the space through a window with white trim.
Apartment in Middletown
4.52 out of 5 average rating, 23 reviews

Private Apt in Middletown-Wesleyan

MatthewRating, 5 stars8 months ago
Easy and simple place to stay

Private apartment rentals

Top guest favorite
A spacious living room features two comfortable white couches and a small table adorned with flowers. Light filters through the windows, casting a warm glow. A desk with a lamp and decorative wall accents complete the inviting atmosphere.
Apartment in Clinton
4.98 out of 5 average rating, 44 reviews

Shoreline Oasis

SabrinaRating, 5 stars3 months ago
Beautiful tranquil home and in a great location . Friendly gracious hosts. Would definitely stay there agin.
Guest favorite
A cozy living area is presented, featuring a flat-screen television mounted on a white media console. A traditional stone fireplace adds warmth to the space. Natural light is visible through a nearby window, complemented by an air conditioning unit on the wall.
Apartment in Killingworth
4.89 out of 5 average rating, 9 reviews

Cozy & Romantic CT Hideaway: Forest & Beaches

DamianRating, 5 stars3 months ago
Lovely and charming location. Full of New England charm. The guest apartment was spacious, comfortable and very well appointed with all we needed. Definitely expecting to stay again when in the area.
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 stars4 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 !
Guest favorite
The living area features a dark sectional sofa arranged around a coffee table with a decorative centerpiece. A black brick fireplace serves as a focal point, complemented by a wall clock and artwork. Warm lighting enhances the cozy atmosphere in the space.
Apartment in Guilford
5 out of 5 average rating, 6 reviews

Lakefront Country Oasis

SergioRating, 5 stars9 months ago
Margie’s place is an amazing hidden gem. The inside is very clean and comfortable. The outside is an experience of its own. The lake will drop your blood pressure immediately. Gorgeous surroundings. The dogs are friendly and lovable. We will be back! 👍🏼
Top guest favorite
A light-colored sofa is positioned in front of a wall adorned with a scenic artwork. A dark ottoman sits in the center of the room, complemented by a comfortable green armchair nearby. Natural light streams in from a window above the entrance.
Apartment in Clinton
4.99 out of 5 average rating, 68 reviews

Cozy Shoreline Getaway

FrederickRating, 5 stars3 months ago
Comfortable accommodation. Everything you could ask for. We we’re lucky to stay longer over the holiday. Dave and Charlene are great hosts, great communicators. We plan to stay at this location whenever we vist family in Connecticut.
Guest favorite
A comfortable living area is presented with a gray sofa and matching armchair, both adorned with decorative pillows. A small black dining table with two chairs is positioned nearby. Natural light enters through two windows, enhancing the cozy ambiance.
Apartment in Middletown
5 out of 5 average rating, 30 reviews

Newly Renovated 2-bedroom Near Wesleyan-Middletown

LuisRating, 5 stars3 days ago
We had such an amazing stay, the place was very lovely and comfortable. Definitely would recommend it.
Guest favorite
The living area features an inviting sectional sofa placed on a textured area rug. Natural light enters through a large window with white frames. Exposed wooden beams add character to the ceiling, while a potted plant brings a hint of greenery to the space.
Apartment in Guilford
5 out of 5 average rating, 41 reviews

Historic 2 bdrm apartment in downtown Guilford

LeslieRating, 5 stars4 months ago
My daughter and her husband stayed at this lovely location over Thanksgiving- needed some extra accommodations beyond our local home. They reported that it was a perfect place for them - clean, spacious, walkable and nicely furnished. We will definitely return when in need of additional accommodations. Highly recommend.
Superhost
The living area is designed for comfort, featuring two spacious couches with soft cushions. A round coffee table sits in the center on a light-colored area rug. Natural light enters through a large window, complemented by neutral wall tones and decorative wall art.
Apartment in Middletown
4.85 out of 5 average rating, 27 reviews

Cozy 2BR/1BA Apt | Close to Wesleyan & CT River

RebeccaRating, 5 stars2 months ago
This is one of the best Air Bnbs i have stayed at. Checking in was simple. When i first walked in, i couldn’t believe the space, the brightness and the cleanliness. It felt like home! You have a reserved parking spot which is great! The owners were quick to respond with any questions i had. If i could, i would have stayed longer!

Apartment rentals with a hot tub

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 New Haven
4.75 out of 5 average rating, 140 reviews

Luxury Penthouse Minutes to Yale

AmandaRating, 5 stars3 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.
Guest favorite
A well-lit living area features a ceiling fan, light wooden flooring, and access to a deck through glass doors. A small table with chairs sits to the right, while colorful wall art adds charm to the space. The kitchen area is visible in the background.
Apartment in Southampton
4.95 out of 5 average rating, 88 reviews

Private w/Hot tub Fire Pit Coffee Bar

GabrielaRating, 5 stars2 months ago
We had a wonderful Valentine's day Weekend at Deborah's. The loft was so cozy and so cute. She allowed us to bring our cat (who also had a blast sleeping in the cozy beds). The hot tub was also super relaxing and Deborah was nice enough to put an orange tarp on top of the tub so it can be a bit covered from the snow (which by the way, super unserious suggestion, a roof over the tub would be amazing). We also enjoyed how close it was to Sag Harbor and some other Vineyards we were able to visit. The property itself was also super peaceful, it was an overall relaxing weekend. Thank you for being such a great host!
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.
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!!!
A spacious bedroom features a light-colored wooden bed and dresser. A round mirror hangs on the wall, reflecting natural light. Sliding glass doors open to a balcony, with a small table and chairs visible outside. Fresh linens and towels are neatly arranged on the bed.
Apartment in Norwich
5 out of 5 average rating, 3 reviews

Golf course Villa

JulieRating, 5 stars4 weeks ago
Loved my stay at Rosemaries villa. It was beautiful and peaceful. Will definitely return!

Destinations to explore