
Apartment holiday rentals in Middletown
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Middletown
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

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!

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Bright 1 BR Apt Steps From Yale
Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

Storrs Coventry HideAway RockFarm BnB Breakfast A+
Enjoy your visit at “The Hide Away” on RockFarm with Super Hosts Jon & Jeri. The family friendly 1000+ sf 2 bdrm apt 600ft in woods, well lit, has all amenities of home. Enjoy a private deck, full kitchen, laundry, lvg rm & Dining. UConn 15 min drive, 2 min Bolton Lakes, fishing, boating & hiking trails. View our VIP GUEST BOOK for activities and good eats! A private no-shoe, clean, safe, comfy home. 5⭐️ 100% loved! 32 yrs no crime! See the Get Away too https://www.airbnb.com/h/onrockfarm

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.

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.

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.

Chester Village 'Pied-à-terre' above art gallery
Our lovely apartment is well designed in an ideal location. A sunshine filled living room w/high ceilings, a private bedroom in back, and large private deck overlooking Pattaconk Brook. A true gem, set up solely for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique. We're neighbor to some of the BEST restaurants, art and shopping in CT! We know you'll enjoy your stay!

Urban Getaway
Beautiful and private Airbnb apartment located in New Haven. Peaceful, bright, immaculate and thoughtfully appointed is the best way to describe the Urban Sanctuary. You will fall in love with our cozy and charming garden apartment, nestled in a historic 3 family home in Westville. You will find good restaurants and coffee shops around, it's just the best place for you to stay. We provide a variety of amenities.

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

Cozy Apartment with Water View of Brook
Lower Level Beautiful Space: Well kept with an amazing view of a Beautiful Brook that Runs through the Backyard. It is a small cottage style home and you will have the best views of the Brook. You will also hear and see the Brook from the Bedroom, Kitchenette and Patio. Depending on the season it will Vary. If you have 2 Cars please make sure you let me know so I can accommodate.
Popular amenities for Middletown apartment rentals
Weekly apartment rentals

Life on the Farm

Cozy Private Lake Q Retreat

Humble Abode

New! Lovely 2 BR Suite near CCSU & West Farms

Studio apartment near Wesleyan

2 bedroom condo, the perfect home away from home

Seasons Hospitality Converted old factory to 1BR

Stedley Creek
Private apartment rentals

The Boathouse, private downtown Harborside suite

The Federal Suite at the Wisteria Rest

Meadowview & Pondside Retreat

Crested One Place - Heat & Free Parking included

In-law Private Studio Apartment

Comfort & Warmth Included: Your Escape, Reimagined

Brand New Direct Lakefront - Panoramic Sunsets

Lovely one bedroom near downtown Hartford.
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale

Cozy, spacious apartment w/ balcony & free parking

2 Bed 2 Bth East Shore New Haven

Rural retreat in Colebrook CT

The Cozy Corner

Cozy Studio: Indoor Hot Tub & Inground Pool Access

Lakefront Living

1ST FLR APT Your private resort, now FAMILY-ized!
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 SGD | $137 SGD | $138 SGD | $131 SGD | $131 SGD | $141 SGD | $148 SGD | $148 SGD | $142 SGD | $162 SGD | $149 SGD | $138 SGD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Quick stats about flat rentals in Middletown

Total holiday rentals
Explore 40 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 3,390 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Middletown holiday rentals include wifi 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
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