Apartment vacation rentals in Middletown

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Top-rated apartment rentals in Middletown

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Guest favorite
The exterior of a two-story wooden home is framed by tall trees, featuring a welcoming porch adorned with a star and decorative bunting. A gravel driveway leads to the front of the house, where a parked car is visible.
Apartment in Farmington
4.79 out of 5 average rating, 285 reviews

Eagles Nest/Carrie’s Place full apartment and loft

Private Apartment entire second floor and loft - bedroom, den (pull out queen bed) ,couch T.V., wi fi. private kitchen bath. Can cook in, coffee, tea, juice, milk, bread cereal, etc. PRIVATE LOFT - gorgeous fully functional as working office space/vaca place desk, futon ,vaulted ceilings. Beautiful location, adj to Tunxis Golf, Farmington Polo Grounds, Dream Ride, Farmington Club, Avon Old Farms, U Conn Health Ctr. Pristine UPGRADE view new hardwood floors throughout and bath ELEGANT 🙋‍♀️

Top guest favorite
A bright living space is showcased with wooden floors and white walls. A dark leather sofa faces a wooden coffee table, while a rocking chair invites relaxation. A dining area features a table with four orange chairs, complemented by natural light from nearby windows.
Apartment in Middletown
4.94 out of 5 average rating, 844 reviews

Quaint 2br apt- 1 block walk to Wesleyan & Main St

Nicely appointed 1st floor 2 BR apt with mid-century modern inspired decor that is a cozy home away from home. House is 1 block from Wesleyan and 2 blocks from food/fun on Main St, so you don’t need to use your car to visit Wesleyan or get to anything in town since the location is very walkable. Laundry, dishwasher, tv with roku, dvd player and dvd’s, books, bluetooth radio, wifi, front porch and back yard seating, close to Rt 9, I-91, Rt 84, Hartford and short drive to beaches/shoreline/I-95.

Top guest favorite
A peaceful view of Paper Goods Pond is captured, showcasing calm waters reflecting the sky. Surrounding trees display vibrant autumn colors, and a grassy area leads down to the water's edge. The serene landscape provides a backdrop for relaxation and connection with nature.
Apartment in Berlin
4.91 out of 5 average rating, 105 reviews

Pond View Retreat I in Central CT

Comfortable 1 bedroom apt. Centrally located between Hartford and New Haven Near CCSU, UCONN Medical, HOCC, Hartford, Middletown. Perfect for extended stay. Business, nurses, snowbirds. We host short term if available close to requested dates. Separate one bedroom apts. 2nd floor. Washer/Dryer. See our 2nd listing Pond View Retreat II. Clean, safe location. Close to train station, banks, restaurants, grocery stores ,hwy. Relax and enjoy the four seasons over looking Paper Goods Pond!

Superhost
A bright workspace features a wooden desk with a black chair, positioned against a light-colored wall. Two framed botanical prints are displayed above the desk, complemented by a standing lamp. A mirror reflects the scene, while a potted plant adds a touch of greenery.
Apartment in Windsor Locks
4.85 out of 5 average rating, 177 reviews

Apt near Big E, Six Flags, Bradley airport

Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Superhost
An open living space showcases a wooden table with candles, surrounded by wooden chairs. A white sofa with decorative cushions is positioned next to a reddish armchair. A coffee table sits central, with a small plant atop a patterned rug. Light illuminates the cozy atmosphere.
Apartment in Glastonbury
4.89 out of 5 average rating, 447 reviews

Quiet 2 bed room apt w/ private entrance.

NOTE WELL: This light, spacious basement apartment is located in a residential neighborhood in South Glastonbury near the Connecticut River and many good hiking areas, shops, and restaurants. We are working professionals who rise and retire early. We have a large exuberant dog who is fenced (electric) away from the apartment and house entrances and driveway. The space is not appropriate for parties. Do not inquire or book if your life situation is not amenable to this description.

Guest favorite
The living room showcases a comfortable seating area with a dark couch, complemented by a glass dining table nearby. A wooden mantel above a decorative fireplace adds warmth, while natural light filters through the large windows, illuminating the soft white walls.
Apartment in Ashford
4.97 out of 5 average rating, 261 reviews

Enjoy a Farm Stay without the Work

This 3-room one-story apartment with private entrance is attached to the main 1850 farmhouse and also has that older farm charm. Only 10 minutes to Interstate 84 and midway between New York City and Boston, this location allows for ease of access to experiences in the northeast. The property is set back from the state road (Route 89) and allows for relaxed living on a beautiful farm bordered by stone walls and wooded area behind.

Top guest favorite
A round wooden table is set with woven placemats, featuring a white cup filled with frothy coffee. A tall vase with a vibrant sunflower adds a touch of color, while a small tray with assorted snacks is visible in the background.
Apartment in New Britain
4.96 out of 5 average rating, 223 reviews

Spacious Cozy Guest Suite

This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.

Guest favorite
The welcoming exterior of a classic two-story home is showcased, featuring dark siding and white shutters. A well-maintained pathway leads to the entrance, illuminated by a lamp post. Rocking chairs are visible on the porch, with light spilling from the windows, suggesting a cozy atmosphere.
Apartment in Wallingford
4.96 out of 5 average rating, 398 reviews

Spacious in-law apartment steps from Choate

Private apartment with private entrance. This cute apartment is located in the center of town, close to Choate Rosemary Hall and downtown Wallingford. Very safe and charming neighborhood. Off street parking included. The private space includes a combination living, dining room, and full kitchen. Private bathroom with clean shower and amenities. Beautiful backyard with a pretty patio

Superhost
A well-equipped kitchen is visible, featuring dark cabinetry and stainless steel appliances. A black refrigerator stands next to a compact dining table with wooden chairs. The area includes various kitchen utensils and appliances, with light streaming in from a nearby window.
Apartment in Middletown
4.91 out of 5 average rating, 129 reviews

Private Downtown Oasis

Private First Floor Rear Apartment of an 1849 historical home in the heart of Middletown, CT. One block walk to Wesleyan University with private parking. Main street also one block away with many great restaurants, and our best local coffee shop (Klekolo) just doors away from your apartment. The House is across from the public library. Stone patio in a lovely fenced in rear yard.

Guest favorite
Two paddleboats are moored next to a wooden dock, resting on calm waters. The boats feature a blue color with a simple design, and the dock extends towards the lake, reflecting the peaceful setting.
Apartment in Middletown
4.86 out of 5 average rating, 181 reviews

Lakeside apartment 2.5 miles from Wesleyan campus!

Walk out to your private deck from either the living room or the kitchen. Newly-refurbished apartment in a beautiful, peaceful setting on small lake, suitable for swimming or fishing. Enjoy free use of our paddleboat! This is an in-law apartment attached to our home, so we will be nearby to help with any issues that may arise during your stay.

Guest favorite
The studio features a queen bed dressed in a floral bedspread, complemented by a wooden nightstand and desk area. Light blue walls enhance the space, while natural light filters through sheer curtains. A stylish area rug adds warmth, and nearby doors lead to the bathroom.
Apartment in Wooster Square
4.85 out of 5 average rating, 403 reviews

A Cut Above

Upscale studio. Private entrance. Queen bed. Tile bathroom. You are provided with a refrigerator, microwave, toaster oven, and a hot water kettle. Ample closet space. Desk area. Recliner and TV. Light and airy. Free off-street parking nearby by request. Backyard Seating. Umbrella - in case you forgot yours.

Guest favorite
The open living space features a kitchen island with a granite countertop and wooden cabinetry. A dining set with high chairs is positioned nearby. A comfortable blue sofa and a television stand are visible in the living area, complemented by hardwood flooring throughout.
Apartment in Manchester
4.96 out of 5 average rating, 106 reviews

Cozy 1 bedroom clean and quiet

Experience the charm of Manchester CT in this fully furnished 1 bedroom apartment! Available now. Pet-friendly, with laundry facilities conveniently located within the unit. Enjoy easy access to highways from this centrally located apartment while being just minutes away from quaint downtown area amenities.

Popular amenities for Middletown apartment rentals

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Avg. priceﺩ.ﺇ389ﺩ.ﺇ386ﺩ.ﺇ389ﺩ.ﺇ367ﺩ.ﺇ367ﺩ.ﺇ397ﺩ.ﺇ404ﺩ.ﺇ419ﺩ.ﺇ448ﺩ.ﺇ455ﺩ.ﺇ419ﺩ.ﺇ389
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Quick stats about apartment rentals in Middletown

  • Total vacation rentals

    Explore 40 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 3,390 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Middletown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middletown rentals

  • 4.7 Average rating

    Middletown stays receive an average rating of 4.7 out of 5 from guests