This Middletown flat is located in the Washington Street Historic District, a short walk from Wesleyan University and within easy reach of major cities. This 88 square meter residence accommodates up to six guests across three bedrooms, featuring a fully equipped kitchen, on-site laundry, and is conveniently situated near Artfarm, Dinosaur State Park, and Cromwell Meadows Wildlife Management Area.
9.8 564 reviews
Middletown, CT
30/06 – 02/07
NZ$232/nighttotal: NZ$464 (2 )
Sunny Private 1 Bedroom Apartment
1 2
apartment , Portland
This one-bedroom flat is conveniently located in Portland, just 5-10 kilometres from Wesleyan University, Downtown Middletown, Middlesex Hospital, and Saint Clements Castle. The apartment has received excellent ratings for cleanliness, location, and user experience. The flat can accommodate up to 3 guests and features a well-equipped kitchen with a fridge and microwave oven, air conditioning, parking, and internet access. Guests can enjoy a modern and traditional design, a dedicated reading nook/office, and easy access to local attractions and amenities.
8.0 1 review
Middletown, CT
30/06 – 02/07
NZ$485/nighttotal: NZ$970 (2 )
2br Apartment Near Wesleyan 102
2 2
apartment , Middletown
This two-bedroom flat in Middletown offers convenient access, situated a 9-minute walk from Kidcity Children's Museum and an 11-minute walk from Van Vleck Observatory, with on-site parking provided. This 88 square metre residence accommodates up to four guests, featuring air conditioning, Wi-Fi, a television, and a fully equipped kitchen, with laundry facilities and proximity to Dinosaur State Park and Cromwell Commons Shopping Centre.
9.5 8 reviews
Middletown, CT
30/06 – 02/07
NZ$505/nighttotal: NZ$1010 (2 )
Lakefront Living
1 2
apartment , Portland
This Portland lakefront apartment is situated near a wooded area, offering easy access to kayaking and swimming. The one-bedroom, one-bathroom apartment sleeps three guests and boasts a private dock, a deck with treetop views, and a jacuzzi, perfect for a relaxing getaway.
9.0 1 review
Middletown, CT
13/07 – 10/08
NZ$412/nighttotal: NZ$11536 (28 )
Apartment In Middletown-wesleyan 301
1 3
apartment , Middletown
This Middletown-Wesleyan 301 flat is situated in Middletown, a mere 550 metres from Wesleyan University, and 21 kilometres from Central Connecticut State University. This residence offers 88 square metres of living space with two bedrooms, a fully equipped kitchen, and capacity for six guests, complete with complimentary on-site parking and Wi-Fi.
Middletown, CT
30/06 – 02/07
NZ$496/nighttotal: NZ$992 (2 )
3 Br Apartment Near Wesleyan 202
1 2
apartment , Middletown
This three-bedroom flat is located near Wesleyan University in Middletown, offering easy access to the university and the surrounding areas, with complimentary on-site parking and free WiFi. This 93 square meter residence features air conditioning, a fully equipped kitchen with a dishwasher and oven, and can accommodate up to eight guests, with towels and bed linen provided.
8.0 7 reviews
Middletown, CT
13/07 – 10/08
NZ$354/nighttotal: NZ$9912 (28 )
Spacious And Quiet
3 3
apartment , Meriden
This three-bedroom Meriden apartment, ideal for families or groups of up to six, is conveniently located within a 2.4km walk of MidState Medical Center and Westfield Meriden shopping centre, and within 3.2km of Cedar Park and Falcon Field. The self-catering flat offers free on-site parking, free Wi-Fi, a Smart TV, a fully equipped kitchen including oven, hob, microwave, fridge and coffee maker, and is situated in a smoke-free building.
9.1 9 reviews
Middletown, CT
30/06 – 02/07
NZ$516/nighttotal: NZ$1032 (2 )
“3br Home Near Wesleyan & Downtown Middletown
1 2
apartment , Middletown
This three-bedroom flat is located in a quiet district of Middletown, offering a peaceful retreat with convenient access to local amenities and family-friendly attractions. This accommodation for five guests includes internet, a kitchen, air conditioning, and parking, providing a comfortable base for exploring Middletown.
9.8 23 reviews
Middletown, CT
30/06 – 02/07
NZ$596/nighttotal: NZ$1192 (2 )
#24 *Serenity* A Lakefront Cottage Retreat
2 2
apartment , Middletown
This Middletown lakefront property, a 102-square-metre cottage, is situated a 10-minute (approx. 6.4km) drive from Middletown's city centre, offering easy access to Wesleyan University and Harbor Park. The self-catering holiday home sleeps four, boasting two queen-size beds (one hybrid pillow top, one memory foam), a 55-inch smart TV, a KitchenAid-equipped kitchen, and a modern bathroom with heated fan and backlit anti-fog mirror; pets (non-shedding hypoallergenic dogs only) are welcome.
9.8 150 reviews
Middletown, CT
30/06 – 02/07
NZ$368/nighttotal: NZ$736 (2 )
Private Downtown Oasis
1 2
apartment , Middletown
This charming flat is situated just one block from Wesleyan University and the main street in Middletown, CT, offering easy access to the vibrant downtown area and the university's events. It has consistently received excellent ratings for location, cleanliness, and user experience. The apartment is located on the first floor of a historic home and can accommodate up to four guests. It features a fully equipped kitchen, a private patio and fenced-in backyard, a washer/dryer, and wireless internet, making it a comfortable and convenient base for exploring the area.
9.8 338 reviews
Middletown, CT
30/06 – 02/07
NZ$368/nighttotal: NZ$736 (2 )
Historic Greek Revival Brick Home
2 2
apartment , Middletown
This charming first-floor apartment is located in Middletown's Downtown Village Historic District, just a short walk from Main Street, Wesleyan University, and the public library. The property has consistently received excellent ratings for location, cleanliness, and overall user experience. The apartment comfortably accommodates up to 6 guests, with two bedrooms and one bathroom, and features a spacious living area, a well-equipped kitchen, and a private outdoor space. Guests can enjoy a relaxing stay with amenities such as a dishwasher, laundry access, a garden with a patio and fire pit, and a convenient location within walking distance of local attractions.
Middletown, CT
30/06 – 02/07
NZ$428/nighttotal: NZ$856 (2 )
3 Br Apartment Near Wesleyan 201
1 2
apartment , Middletown
This three-bedroom flat in Middletown is located an eight-minute walk from Wesleyan University and 20 kilometres from Central Connecticut State University, offering convenient access to regional attractions including the Wadsworth Atheneum (25 kilometres), Bushnell Centre for Performing Arts (27 kilometres), Trinity College (22 kilometres), and Goodspeed Opera House (24 kilometres). This property offers 88 square metres of living space, accommodates up to eight guests, and includes a fully equipped kitchen with a dishwasher, on-site parking, and complimentary Wi-Fi.
Best family friendly Middletown, CT holiday rentals
Among the 100 accommodations in Middletown, CT, here are the 4 best family friendly rentals
9.8 27 reviews
Middletown, CT
30/06 – 02/07
NZ$1613/nighttotal: NZ$3226 (2 )
New Modern, Luxurious Home On 2.5 Acres. 10 Min To Powder Ridge & Middletown.
4 2
apartment , Durham
This Durham holiday home is situated approximately 2.3 kilometres from Millers Pond State Park, and within 10 kilometres of Ron McCutcheon Park and Tri-Mountain State Park, offering easy access to local recreational areas and Lyman Orchards. The four-bedroom property sleeps eight guests, boasting three bathrooms, a fully equipped kitchen including a fridge, microwave, and dishwasher, a terrace, garden, parking, and free Wi-Fi; enjoy a comfortable stay with amenities such as a fireplace and barbecue facilities.
9.8 15 reviews
Middletown, CT
30/06 – 02/07
NZ$1264/nighttotal: NZ$2528 (2 )
Home Away From Home Hot Tub And Pool In Middletown Home Of Wesleyan University
3 2
apartment , Middletown
This Middletown holiday home boasts a mountainside location, within 5km of Smith Park and Falcon Field, and 10km of Kidcity Children's Museum and Wadsworth Falls State Park. The 325 square metre property sleeps six guests across three bedrooms and four bathrooms, offering a swimming pool, jacuzzi, fitness centre, and free Wi-Fi alongside a fully equipped kitchen.
8.2 10 reviews
Middletown, CT
13/07 – 10/08
NZ$344/nighttotal: NZ$9632 (28 )
Fashionably Cozy Place
2 3
apartment , Meriden
This two-bedroom apartment is situated in Meriden, conveniently located 16 km from Wesleyan University, 22 km from Lake Compounce, and 22 km from Central Connecticut State University. The surrounding area is peaceful and offers easy access to attractions, making it a great base for exploring the region. This property has received excellent ratings for cleanliness and location, ensuring a comfortable and enjoyable stay. The 121 square metre apartment comfortably sleeps six guests and features a fully equipped kitchen with a fridge and microwave, as well as air conditioning, free Wi-Fi, and parking. It is ideal for families or groups looking for a self-contained accommodation with a range of amenities, and is perfect for exploring Meriden and its surroundings.
9.3 3 reviews
Middletown, CT
13/07 – 10/08
NZ$189/nighttotal: NZ$5292 (28 )
(King Bed) Close To Midstate
1 3
apartment , Meriden
This Meriden apartment, ideal for families, offers two bedrooms and one bathroom, comfortably sleeping five guests and includes a fully equipped kitchen, in-unit laundry, and a 60-inch flat-screen TV with streaming services. The property boasts a newly remodelled bathroom, hardwood floors, and smart locks, alongside the convenience of early check-in/check-out (fee applies), but its precise location within Meriden is unspecified.
Best Middletown, CT holiday rentals with parking
Middletown, CT
13/07 – 10/08
NZ$647/nighttotal: NZ$18116 (28 )
3 Br Apartment Near Wesleyan 202
3 3
apartment , Middletown
This property is located in Middletown's Washington Street Historic District, a short distance from Wesleyan University and Wadsworth Mansion. This 93 square metre flat offers accommodation for up to six guests, featuring three bedrooms, a fully equipped kitchen with a dishwasher, and a balcony.
9.6 4 reviews
Middletown, CT
30/06 – 02/07
NZ$994/nighttotal: NZ$1988 (2 )
4 Bed, 3 Bath Urban Luxury In Central Ct W/ Free Rv Parking
4 2
apartment , Newington
This Newington flat is situated 17.7 kilometres from Dinosaur State Park and Webster Theater, both accessible within an 11-minute drive. This accommodation sleeps eight guests across four bedrooms and three bathrooms, featuring a garden, tennis court, air conditioning, and on-site parking.
10 2 reviews
Middletown, CT
13/07 – 10/08
NZ$483/nighttotal: NZ$13524 (28 )
2br Apartment Near Wesleyan 301
2 3
apartment , Middletown
This flat offers a prime location in Middletown's Washington Street Historic District, just 700 metres from Kidcity Children's Museum and a 1.3 kilometre walk to Harbor Park. This 88 square metre accommodation sleeps four guests and features two bedrooms, one bathroom, air conditioning, Wi-Fi, a fully equipped kitchen with a dishwasher, and on-site parking.
9.0 9 reviews
Middletown, CT
30/06 – 02/07
NZ$320/nighttotal: NZ$640 (2 )
Criscaris Homes
1 2
apartment , New Britain
This New Britain apartment, located 3.7 kilometres from Central Connecticut State University and within a 14.5 kilometre radius of attractions such as the Bushnell Center for the Performing Arts and the Wadsworth Atheneum Museum of Art, offers convenient access to local amenities. This self-catering flat boasts 11 square metres of floor space, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, in-unit laundry, and private parking.
Frequently asked questions about holiday rentals in Middletown, CT
When is the best time to book a vacation rental in Middletown, CT?
You'll want to book well in advance if you're planning to visit during the summer months, especially if you're looking for a specific property. The peak season runs from June to August, so you'll get the best selection if you book early.
What are the best Airbnb and holiday rentals in Middletown, CT?
What are the best walking or cycling routes in Middletown, CT?
The Mattabesett Trail is a great option for a walk or bike ride, it runs along the Connecticut River and offers beautiful views of the surrounding area. The Air Line Trail is another good choice, it's a paved path that's perfect for a leisurely ride.
What are the most popular Airbnbs in Middletown, CT?
Are there pet-friendly attractions in Middletown, CT?
Many of the parks in Middletown are pet-friendly, including the Harbor Park and the Wickham Park. The Connecticut River Museum also welcomes well-behaved dogs on a leash.
What are the best holiday rentals with a pool in Middletown, CT?
Best Middletown, CT holiday rentals with a balcony
8.8 3 reviews
Middletown, CT
13/07 – 10/08
NZ$467/nighttotal: NZ$13076 (28 )
#28- *Modern Bungalow*
2 3
apartment , New Britain
This New Britain holiday home is situated 0.5km from Central Connecticut State University, conveniently close to the Iwo Jima Survivors Memorial Park and New Britain Museum of American Art (both within 5km). The 88-square-metre property offers two bedrooms, one bathroom, sleeps five guests, and includes a fully equipped kitchen, laundry facilities, a balcony, and parking; nearby parks include Mill Pond Park and Batterson Park Pond.
9.0 7 reviews
Middletown, CT
13/07 – 10/08
NZ$441/nighttotal: NZ$12348 (28 )
Private Apartment In Berlin
2 3
apartment , Berlin
This Berlin holiday home is situated 2.9km from New Britain Stadium and 4km from Putter's Paradise Mini Golf, offering easy access to Berlin Station (a 13-minute walk). The 111 square metre property sleeps four guests in two bedrooms and one bathroom, boasting amenities including a fully equipped kitchen, free Wi-Fi, a Smart TV, and on-site parking, plus a playground.
8.7 95 reviews
Middletown, CT
13/07 – 10/08
NZ$410/nighttotal: NZ$11480 (28 )
Lovely 3 Bedroom Colonial Home
3 3
house , Middletown
This holiday home is located in Middletown, just 8.5km from Wesleyan University and within easy reach of Central Connecticut State University (17.7km) and the Wadsworth Atheneum (24.1km). It has consistently received excellent ratings for cleanliness, location and user experience. The property offers 127 square metres of space, comfortably accommodating up to 6 guests in 3 bedrooms and 2 bathrooms. Guests can enjoy a peaceful garden, a balcony, a fully equipped kitchen, laundry facilities, streaming services, free parking and Wi-Fi.
10 2 reviews
Middletown, CT
30/06 – 02/07
NZ$1421/nighttotal: NZ$2842 (2 )
Cabin Deck House - Formidable Cabin In Laurel Island
4 2
cabin , East Hampton
The Cabin Deck House is located on Laurel Island, a peaceful retreat just 11 miles from Wesleyan University and the Goodspeed Opera House. This charming property has received excellent ratings for its location, cleanliness, and overall experience. The cabin offers four bedrooms, providing ample space for families or groups of friends. Guests can enjoy stunning lake views from the private terrace, relax in the garden, and prepare meals in the fully equipped kitchen, which includes a fridge and a toaster.
Best pet friendly Middletown, CT holiday rentals
Among the 100 accommodations in Middletown, CT, here are the 4 best pet friendly rentals
9.4 20 reviews
Middletown, CT
13/07 – 10/08
NZ$250/nighttotal: NZ$7000 (28 )
Stylish And Cozy 2
1 3
apartment , Meriden
This two-bedroom Airbnb is conveniently located on Cherry Street in Meriden, Connecticut, just a short distance from Hubbard Park, Gouveia Vineyards, and the historic Castle Craig. The property has received excellent ratings for cleanliness and user experience, with a very good location rating. The Airbnb is perfect for a family or group of four, with two bedrooms and a fully equipped kitchen. Guests can enjoy modern amenities such as air conditioning, Wi-Fi, and a washing machine, as well as parking and the option to bring pets.
8.0 10 reviews
Middletown, CT
13/07 – 10/08
NZ$361/nighttotal: NZ$10108 (28 )
2br Apartment Near Wesleyan 102
1 3
apartment , Middletown
This two-bedroom flat in Middletown is conveniently located a short distance from Wesleyan University, making it ideal for visitors to the university and business travellers. This pet-friendly apartment offers a welcoming home-away-from-home experience with a fully equipped kitchen, on-site laundry, and accommodation for up to four guests, with flexible stay options available.
10 313 reviews
Middletown, CT
30/06 – 02/07
NZ$354/nighttotal: NZ$708 (2 )
Guesthouse Farm Stay
1 2
house , Portland
This studio apartment is situated on a 12-acre working farm in Portland, Connecticut, just a short drive from Middletown, Glastonbury, and Wesleyan University. The self-catering studio, housed in a beautifully restored 1800s barn, offers a unique blend of modern comfort and historic charm, with an open plan layout accommodating up to four guests and featuring a private back deck overlooking pastures.
10 51 reviews
Middletown, CT
30/06 – 02/07
NZ$1318/nighttotal: NZ$2636 (2 )
Ct River Retreat - Modern Home With Ct River Views
1 2
apartment , East Hampton
This three-bedroom house is located in East Hampton, just 160 metres from Saint Clements Castle & Marina and 11 kilometres from Wesleyan University, offering a peaceful retreat near local attractions. The property features a spacious open-plan layout, perfect for groups of up to six guests. Amenities include a well-equipped kitchen, private decks with river views, a wrap-around balcony, a double-sided fireplace, high-speed Wi-Fi, and a smart TV.