
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.

The Federal Suite at the Wisteria Rest
The apartment is beautiful and fully furnished in the historic District of East Haddam close to Rt 9 or 2, the Goodspeed Opera House, River House and CT Shoreline. Gillettes Castle, Fox Hopyard, Devils Hopyard, & more. Just 20 minutes to Middletown and wonderful dining. This apartment is in the 1800 section and has some quirky things to be aware of, floor that have uneven heights, stairs to the bedroom and , a claw foot tub/shower that you have to step into and a full flight of stairs to get in.

HideAway UConn Coventry RockFarm BnB Breakfast A+
Enjoy your visit at “The Hide Away” on RockFarm with Super Hosts Jon & Jeri. The family friendly private 1000+ sf 2 bdrm apt wooded, well lit, all amenities of home. WIFI 500 Mbps, TV ROKU. Enjoy the private deck, kitchen, laundry, lvg rm & Dining. DIY Breakfast. UConn 15 min, Bolton Lakes 2 min fishing & hiking trails. View our VIP GUEST BOOK for activities & good eats! No-shoe, clean, comfy secluded BnB. 5⭐️ 100% loved! 32 yrs no crime! See the Get Away too. https://www.airbnb.com/h/onrockfarm

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!

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.

Urban Garden Suite
Relax & Recharge in Westville’s Hidden Gem in New Haven. Unwind in this serene, beautiful, cozy, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

One bedroom newly renovated clean and quiet. Apt F
Your home away from home. Queen size bed. End unit facing the woods in a quiet 6 unit apartment building. Off street parking. Pay laundry. Food shopping only a 2 minute walk for that emergency ice cream fix or last minute beverage. 5 minute drive to romantic Willimantic and 15 to Norwich. Casinos are 25 minutes away. All appliances are brand new as of 1/20/21. Glass top stove, fridge, microwave and dishwasher. Tile wood and carpet are also new and has central heat and air conditioning.

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.

Lovely Garden-Level Apartment in Heart of Town
This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

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!

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.
Popular amenities for Middletown apartment rentals
Weekly apartment rentals

Home away from home (2 bedrooms, 2 beds)

Hillside3-King Bed|Fast WiFi|65" TV|Coxy|Near Hosp

New & Stylish 2 King Bed Apartment w/ Grand Dining

Capital City Retreat

In-law Private Studio Apartment

Cozy, Spacious, Central Getaway

Stedley Creek

Urban Oasis on Asylum
Private apartment rentals

Newly Updated Unit 6

Your home away from home for Comfort & Convenience

Luxury APT Near Downtown Manchester | Dog-Friendly

Executive Stay Downtown Hartford

King 1BR Apt with Cozy Den and Luxury Amenities

Enjoy a Farm Stay without the Work

Private studio.

Comfort & Warmth Included: Your Escape, Reimagined
Apartment rentals with a hot tub

Luxury Penthouse Minutes to Yale

Near Tweed, Yale & The Estate, Mins to Downtown

Rural retreat in Colebrook CT

The Cozy Corner

2Br/1Ba w/Sleeper Sofa 2nd Floor

1 Bedroom Sleep4 Waters Edge Resort Jan-March Deal

Cozy Studio: Indoor Hot Tub & Inground Pool Access

Lakefront Living
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 NZD | $175 NZD | $176 NZD | $166 NZD | $166 NZD | $180 NZD | $188 NZD | $188 NZD | $181 NZD | $185 NZD | $180 NZD | $166 NZD |
| 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 apartment rentals in Middletown

Total holiday rentals
Explore 40 holiday rentals in Middletown

Nightly prices starting at
Middletown holiday rentals start at $50 NZD per night before taxes and fees

Verified guest reviews
Over 3,630 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Middletown holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Middletown rentals

4.8 Average rating
Middletown stays are highly rated by guests—averaging 4.8 out of 5!
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