Compare Vacation Rentals & Airbnb in Middletown, CT
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100 Rentals and Airbnb in Middletown, CT
Middletown, CT
13/07 – 10/08
$448/nighttotal: $12544 (28 )
Windshire Terrace Apartments
1 2
apartment , Middletown
This one-bedroom apartment is conveniently located in Middletown, Connecticut, within easy walking distance of the town centre, offering easy access to shops, restaurants and entertainment venues. The apartment boasts a spacious open-plan living area, a working gas fireplace, a sunny picnic area and a resort-style swimming pool and fitness centre on-site.
9.7 254 reviews
Middletown, CT
08/07 – 09/07
$495/nightfor 1 night
Beautiful Sunny Apartment In Historic Village
1 4
apartment , Middletown
This charming apartment is located in Middletown's Downtown Village Historic District, just a short walk from Wesleyan University and the public library. The property has excellent user, location, and cleanliness ratings. The apartment is situated on the second floor of a beautifully preserved 1849 Greek Revival brick home and can comfortably accommodate up to six guests. Guests can enjoy a fully equipped kitchen, a relaxing living room with cable TV and Wi-Fi, and access to a private garden.
9.5 55 reviews
Middletown, CT
08/07 – 09/07
$924/nightfor 1 night
#40 - Spacious, Sleek & Cozy *Sleeps 10*
1 4
apartment , Middletown
This spacious house in Middletown is located just 32km from the town centre, offering easy access to local attractions, shops and restaurants. The property features three bedrooms, two bathrooms, a fully equipped kitchen, a large dining room, a separate living room with a fireplace, and a spacious garden, comfortably accommodating up to eight guests.
8.2 10 reviews
Middletown, CT
13/07 – 10/08
$280/nighttotal: $7840 (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.
Middletown, CT
13/07 – 10/08
$816/nighttotal: $22848 (28 )
Finca Spadola
1 3
apartment , Durham
Finca Spadola, a four-bedroom property sleeping eight, is situated in rural Durham, its precise location unspecified but likely a short drive from the city centre and County Durham's historical attractions. This restored 1900s farmhouse boasts a 3-acre site with extensive outdoor entertaining areas including covered patios, multiple fire pits, a pizza oven, outdoor bar, and Weber grills; indoor amenities include a fully equipped kitchen, 85” smart TV, and games like horseshoes and cornhole are provided.
9.0 7 reviews
Middletown, CT
13/07 – 10/08
$357/nighttotal: $9996 (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.
Middletown, CT
13/07 – 10/08
$334/nighttotal: $9352 (28 )
Apartment In Middletown-wesleyan102
1 3
apartment , Middletown
This Middletown flat offers a prime location, a mere 640-metre walk from Wesleyan University and within 24 kilometres of Central Connecticut State University, Trinity College, and Goodspeed Opera House. This 88 square metre apartment accommodates up to five guests with two bedrooms, one bathroom, air conditioning, and on-site parking, boasting a fully equipped kitchen with a fridge and microwave, plus free Wi-Fi.
9.5 103 reviews
Middletown, CT
08/07 – 09/07
$380/nightfor 1 night
59 Old Maids Lane Pool House
1 4
house , Glastonbury
This unique tiny house is situated on Old Maids Lane in Glastonbury, just a short distance from the Connecticut River and hiking trails, offering a peaceful and tranquil setting. The property has received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers. The two-storey tiny house sleeps up to four guests and features a well-equipped kitchen, a combined washer/dryer, and a private bathroom. Guests can enjoy the shared pool, a stone patio, and a pergola, making it ideal for relaxing and enjoying the outdoors.
Middletown, CT
13/07 – 10/08
$770/nighttotal: $21560 (28 )
Sunny Garden Home
1 3
apartment , Meriden
This Meriden flat is located in a quiet, family-friendly district, offering a peaceful retreat from the city's bustle. This two-bathroom flat accommodates four guests and features a kitchen, air conditioning, and garden access, providing a comfortable base for exploring local amenities.
9.6 5 reviews
Middletown, CT
08/07 – 09/07
$463/nightfor 1 night
“3br Home Near Wesleyan & Downtown Middletown
1 4
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.
Middletown, CT
13/07 – 10/08
$303/nighttotal: $8484 (28 )
Lakeview Oasis - 3 Br Private House
3 3
apartment , Portland
This renovated three-bedroom flat offers exclusive waterfront access to Great Hill Pond with private deck and amazing views, situated a short distance from Portland's well-known landmarks. This modern property accommodates up to five guests and features an open-concept layout, granite countertops, stainless steel appliances, and central air conditioning, with the added benefit of private parking and high-speed internet.
8.0 59 reviews
Middletown, CT
27/06 – 04/07
$299/nighttotal: $2093 (7 )
Two Families, Up And Down Stairs, The 2nd Floor Is The Vrbos Apartment
3 2
apartment , New Britain
This New Britain apartment is situated in a peaceful and safe neighbourhood, just a short distance from Central Connecticut State University (CCSU) and local amenities. The apartment has received very good ratings for location, cleanliness and overall user experience. The property has three bedrooms and a bathroom, along with a living area, full kitchen and dining room. It includes amenities such as air conditioning, parking, internet and a microwave.
Best family friendly Middletown, CT vacation rentals
Among the 100 accommodations in Middletown, CT, here are the 4 best family friendly rentals
9.8 4 reviews
Middletown, CT
13/07 – 10/08
$216/nighttotal: $6048 (28 )
Chic With Recliner At Webster Hill Suite 1w Request Xtra Bed
1 2
apartment , New Britain
Webster Hill Suites, situated in New Britain, Connecticut, is 4.2 km from Central Connecticut State University and within a 16-20 km radius of attractions including the Mark Twain House & Museum, Elizabeth Park, Trinity College, Lake Compounce, the Bushnell Center for the Performing Arts, and the XL Center. This one-bedroom apartment, offering 59 square metres of space, sleeps four guests and features a fully equipped kitchen, outdoor seating, and amenities such as towels, bed linen, and air conditioning; bicycle rentals and opportunities for skiing and fishing are nearby.
9.6 31 reviews
Middletown, CT
13/07 – 10/08
$205/nighttotal: $5740 (28 )
Fashionably Cozy Place
1 3
apartment , Meriden
This apartment is located in Meriden, Connecticut, just a short drive from Hubbard Park, Gouveia Vineyards, and Castle Craig, and is conveniently located 20 minutes from downtown Hartford, 1.5 hours from New York City, and 20 minutes from New Haven. The apartment has received very good user and location ratings, and an excellent cleanliness rating. This self-catering property has two bedrooms and can accommodate up to four guests. The apartment offers a fully equipped kitchen with a fridge, freezer, and microwave oven, as well as air conditioning, parking, and internet access.
8.0 7 reviews
Middletown, CT
13/07 – 10/08
$288/nighttotal: $8064 (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.
9.4 26 reviews
Middletown, CT
13/07 – 10/08
$263/nighttotal: $7364 (28 )
Spacious And Indulging
1 3
apartment , Meriden
This three-bedroom apartment is located on Wilcox Avenue in Meriden, just a short distance from the town centre and its attractions. The surrounding area is quiet and residential, offering a peaceful retreat from the hustle and bustle of the town. The apartment can accommodate up to seven guests and features a spacious living area, a well-equipped kitchen, and a large bathroom. It is perfect for families or groups of friends looking for a comfortable and convenient base to explore Meriden. Amenities include a fast internet connection, air conditioning, parking, and a modern kitchen with a fridge, freezer, and microwave.
Best Middletown, CT vacation rentals with parking
9.0 1 review
Middletown, CT
13/07 – 10/08
$335/nighttotal: $9380 (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.
10 2 reviews
Middletown, CT
13/07 – 10/08
$392/nighttotal: $10976 (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.
Middletown, CT
13/07 – 10/08
$417/nighttotal: $11676 (28 )
Simple Comfort And Tranquility
1 3
apartment , New Britain
This New Britain flat is a 15-minute walk from the New Britain Museum of American Art and a 7-minute walk from Walnut Hill Park, offering convenient access to city attractions. This apartment features air conditioning, Wi-Fi, a fully equipped kitchen with an oven and fridge, and on-site covered garage parking, with nearby attractions including Winding Trails Recreation and Nature Association and Dinosaur State Park.
Middletown, CT
13/07 – 10/08
$452/nighttotal: $12656 (28 )
3 Br Apartment Near Wesleyan 202
1 3
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.
Frequently Asked Questions about vacation rentals in Middletown, CT
What are the top family-friendly attractions in Middletown, CT?
Middletown has a few family-friendly attractions, like the Connecticut River Museum with its interactive exhibits and the Russell Library, which has a great children's section.
What are the best Airbnb and vacation rentals in Middletown, CT?
When is the best time to book a vacation rental in Middletown, CT?
You'll want to book in advance for the summer months, especially if you're planning to be there during the festivals. September and October are also busy due to the autumn foliage.
What are the most popular Airbnbs in Middletown, CT?
What events or festivals should visitors check out in and around Middletown, CT?
Middletown has a few events throughout the year, like the annual Middletown Arts Festival in June and the Riverfront Concert Series in the summer. Just outside of Middletown, you can check out the annual Apple Harvest Festival in nearby Glastonbury.
What are the best vacation rentals with a pool in Middletown, CT?
What are the best budget-friendly activities in Middletown, CT?
Take a stroll along the scenic Connecticut River Trail, it's free and offers beautiful views. The Russell Library is a great place to spend a few hours browsing, and they have free events throughout the year.
What are the best rentals for families and kids in Middletown, CT?
What are the best restaurants with local dishes in Middletown, CT?
Try the lobster bisque at The Black Sheep, it's a local favourite. The Main Street Cafe is a good spot for a casual meal, and their clam chowder is excellent.
What are the best rentals or Airbnbs with a jacuzzi in Middletown, CT?
What are the best walking or cycling routes in Middletown, CT?
The Connecticut River Trail is a great option for a walk or bike ride. It runs along the river and offers beautiful views. For a shorter walk, try the scenic path around the Wesleyan University campus.
Are there pet-friendly attractions in Middletown, CT?
Many of the parks in Middletown are dog-friendly, like the Harbor Park and the Wickham Park. The Connecticut River Museum also welcomes well-behaved dogs on leashes.
What are the benefits of choosing a vacation rental in Middletown, CT?
Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option, especially for families or groups.
What are the top sports attractions and facilities in Middletown, CT?
Middletown has a few sports facilities, including the Wesleyan University athletic fields and the Palmer Field, which is home to the local baseball team, the Middletown Blue Dragons.
Destinations nearby
Best Middletown, CT vacation rentals with a balcony
Middletown, CT
13/07 – 10/08
$537/nighttotal: $15036 (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.
8.8 94 reviews
Middletown, CT
13/07 – 10/08
$333/nighttotal: $9324 (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.
Middletown, CT
08/07 – 09/07
$631/nightfor 1 night
3 Br Apartment Near Wesleyan 201
3 4
apartment , Middletown
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.
8.8 3 reviews
Middletown, CT
13/07 – 10/08
$385/nighttotal: $10780 (28 )
#28- *Modern Bungalow*
2 2
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.
Best pet friendly Middletown, CT vacation rentals
Among the 100 accommodations in Middletown, CT, here are the 4 best pet friendly rentals
Middletown, CT
13/07 – 10/08
$378/nighttotal: $10584 (28 )
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.
Middletown, CT
08/07 – 09/07
$608/nightfor 1 night
3 Br Apartment Near Wesleyan 201
1 4
apartment , Middletown
This spacious second-floor flat is located in Middletown, a mere 300 meters from Wesleyan University. This pet-friendly accommodation offers three bedrooms, sleeping up to six guests, and features a fully equipped kitchen, on-site laundry facilities, and a porch area for outdoor relaxation.
9.4 20 reviews
Middletown, CT
13/07 – 10/08
$203/nighttotal: $5684 (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.
Middletown, CT
08/07 – 09/07
$481/nightfor 1 night
3 Br Apartment Near Wesleyan 201
1 4
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.