Best Holiday rentals and Airbnb offers in Middletown, CT
9.3 9 reviews
Middletown, CT
13/07 – 10/08
£82/nighttotal: £2296 (28 )
Quaint Studio Walkable To Downtown And Wesleyan
1 2
apartment , Middletown
This Middletown studio apartment is conveniently located 0.8km from Wesleyan University and 1.6km from Middletown's city centre. The self-contained unit, sleeping two, features a kitchenette with hotplate, microwave, fridge and kettle, a private shower room, and a double bed; guests can easily explore downtown Middletown's restaurants and shops.
Middletown, CT
13/07 – 10/08
£104/nighttotal: £2912 (28 )
Chic Suite With Recliner - Webster Hill Suite 1w
1 2
apartment , New Britain
This New Britain flat offers convenient access to local attractions, being a 15-minute walk from the New Britain Museum of American Art and a 7-minute walk from Walnut Hill Park. This residence features air conditioning, Wi-Fi, a kitchen equipped with a fridge and microwave, and a covered garage, with laundry services also available.
9.8 453 reviews
Middletown, CT
08/07 – 09/07
£184/nightfor 1 night
Quiet 2 Bed Room Apt W/ Private Entrance.
1 4
apartment , Glastonbury
This two-bedroom flat is located in a quiet residential area in South Glastonbury, close to the Connecticut River, hiking trails, shops, and restaurants. The property has received excellent ratings for cleanliness, location, and overall experience. The accommodation can sleep up to five guests and offers a spacious and comfortable living space. The flat comes equipped with a range of amenities, including a fully-fitted kitchen, a private garden with a patio and barbecue, and a swimming pool.
10 3 reviews
Middletown, CT
13/07 – 10/08
£211/nighttotal: £5908 (28 )
3 Br Apartment Near Wesleyan 202
1 3
apartment , Middletown
This three-bedroom flat in Middletown offers a prime location, just a short distance from Wesleyan University, making it ideal for visitors to the area. With capacity for six guests, this pet-friendly accommodation includes a fully equipped kitchen, air conditioning, and a garden, suitable for both short and extended stays.
9.8 27 reviews
Middletown, CT
08/07 – 09/07
£766/nightfor 1 night
New Modern, Luxurious Home On 2.5 Acres. 10 Min To Powder Ridge & Middletown.
4 4
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.
9.7 254 reviews
Middletown, CT
08/07 – 09/07
£264/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.
Middletown, CT
13/07 – 10/08
£162/nighttotal: £4536 (28 )
Lakeview Oasis - 3 Br Private House
1 2
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.
9.0 1 review
Middletown, CT
13/07 – 10/08
£179/nighttotal: £5012 (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.
9.1 29 reviews
Middletown, CT
13/07 – 10/08
£141/nighttotal: £3948 (28 )
Private Apartment In Berlin
1 3
house , Berlin
This charming townhome is located in Berlin, Connecticut, a short drive from the town centre and within easy reach of the scenic Farmington River. The property is situated in a peaceful neighbourhood, close to local shops and restaurants. The house has two bedrooms, each with a queen-sized bed, accommodating up to five guests. The well-equipped kitchen features modern appliances, a spacious backyard provides a comfortable outdoor space for enjoying meals, and a private driveway offers convenient parking.
Middletown, CT
13/07 – 10/08
£419/nighttotal: £11732 (28 )
Carriage House In Higganum Center
1 3
apartment , Haddam
This Higganum Center flat offers central access for exploring Haddam, situated within easy reach of local amenities and community hubs. This four-bedroom flat accommodates up to eight guests and features three and a half bathrooms, a kitchen equipped with a fridge, freezer, microwave, and dishwasher, and air conditioning.
10 2 reviews
Middletown, CT
13/07 – 10/08
£213/nighttotal: £5964 (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.
8.8 3 reviews
Middletown, CT
13/07 – 10/08
£205/nighttotal: £5740 (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.
Explore Holiday Rentals for Families in Middletown, CT
Travelling to Middletown, CT with children? A quality family holiday rental or Airbnb makes everything easier with city attractions nearby.
8.2 10 reviews
Middletown, CT
13/07 – 10/08
£149/nighttotal: £4172 (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.
9.8 4 reviews
Middletown, CT
13/07 – 10/08
£115/nighttotal: £3220 (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.
9.4 26 reviews
Middletown, CT
08/07 – 09/07
£291/nightfor 1 night
Spacious And Indulging
1 4
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.
9.6 31 reviews
Middletown, CT
13/07 – 10/08
£109/nighttotal: £3052 (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.
Choose the Right Self-Catering Holiday Rentals with Free Parking in Middletown, CT
Park up and enjoy the city centre. These holiday rentals in Middletown, CT come with a free car park on-site. Start comparing now.
Middletown, CT
08/07 – 09/07
£257/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.
Middletown, CT
13/07 – 10/08
£287/nighttotal: £8036 (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.
Middletown, CT
27/06 – 04/07
£266/nighttotal: £1862 (7 )
Spacious 5-bedroom Family Home
1 2
apartment , New Britain
This New Britain flat is located 35 kilometres from Bradley International Airport. This one-bedroom flat for up to 19 guests offers complimentary WiFi, private parking, and a fully equipped kitchen, with air conditioning and a flat-screen TV provided.
Middletown, CT
13/07 – 10/08
£182/nighttotal: £5096 (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.
Frequently asked questions about holiday rentals in Middletown, CT
What are the top family-friendly attractions in Middletown, CT?
The Connecticut River Museum is always a big hit with families, especially the interactive exhibits. For a day outdoors, head to the Wadsworth Falls State Park, there's plenty of space to run around and trails to explore. If you're looking for something a bit different, the Oakdale Theatre hosts a range of family-friendly events throughout the year.
What are the best Airbnb and holiday rentals in Middletown, CT?
When is the best time to book a vacation rental in Middletown, CT?
The best time to book a vacation rental in Middletown is during the shoulder seasons, from April to May or September to October. You'll avoid the crowds and the prices will be lower, but you'll still have plenty of sunshine and warm weather.
What are the most popular Airbnbs in Middletown, CT?
What events or festivals should visitors check out in and around Middletown, CT?
The Middletown Arts Festival in June is a great event, with live music, art displays, and food stalls. In August, the city hosts the annual Middletown Street Fair, which features a parade, live music, and a variety of vendors. A bit further afield, the annual Essex Steam Train & Riverboat Excursion is a popular event.
What are the best holiday rentals with a pool in Middletown, CT?
What are the best budget-friendly activities in Middletown, CT?
A walk along the Connecticut River Walk is a great way to spend a few hours, it's completely free and offers stunning views of the river. The Russell Library is also free to enter and has a range of exhibits and events throughout the year. If you're looking for something a bit more active, the city has a number of free parks and playgrounds.
What are the best rentals for families and kids in Middletown, CT?
What are the best restaurants with local dishes in Middletown, CT?
For a taste of New England, head to The Black Sheep, they have a fantastic selection of local seafood. If you're looking for something a bit more casual, try The Pantry for a delicious breakfast or lunch. The Stone Soup is a great spot for a more formal meal.
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 Walk is a great option for walking or cycling, it stretches for several miles along the river and offers stunning views. For a more challenging ride, try the Mattabesett Trail, which winds its way through the countryside.
Are there pet-friendly attractions in Middletown, CT?
Many of the parks in Middletown are pet-friendly, including the Wadsworth Falls State Park and the Harbor Park. The Connecticut River Museum also welcomes well-behaved dogs on a leash.
What are the benefits of choosing a vacation rental in Middletown, CT?
Vacation rentals offer more space and privacy than hotels. They're often located in more residential areas, which can give you a better feel for the local community. Plus, you can often save money by cooking your own meals.
What are the top sports attractions and facilities in Middletown, CT?
Middletown is home to the Wesleyan University athletic facilities, which include a state-of-the-art stadium and a variety of sports fields. The city also has a number of public parks with tennis courts, basketball courts, and playgrounds. For golf enthusiasts, the Middletown Golf Course offers a challenging 18-hole course.
Destinations nearby
Best Self-Catering Holiday Rentals with a Terrace in Middletown, CT
Private balconies with city skyline views come as standard at these holiday rentals in Middletown, CT for a lovely start to your day.
9.0 7 reviews
Middletown, CT
13/07 – 10/08
£191/nighttotal: £5348 (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.
8.8 94 reviews
Middletown, CT
13/07 – 10/08
£177/nighttotal: £4956 (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
£337/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.
10 2 reviews
Middletown, CT
27/06 – 04/07
£370/nighttotal: £2590 (7 )
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.
Popular Pet-Friendly Holiday Rentals in Middletown, CT
No need to leave your dog behind in Middletown, CT. Our holiday rentals offer proximity to dog parks and lovely city walks.
8.5 11 reviews
Middletown, CT
13/07 – 10/08
£184/nighttotal: £5152 (28 )
Private Apartment In Berlin
1 3
house , Berlin
This two-bedroom house in Berlin, Connecticut is located just 16 kilometres from Wesleyan University and 18 kilometres from the Bushnell Center for Performing Arts, offering easy access to both cultural and educational attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience. The 111 square metre house can comfortably accommodate up to 9 guests and features a fully equipped kitchen, free Wi-Fi, a TV, air conditioning, and a private parking space. Guests can also enjoy a spa and the option to bring their pets along.
9.5 55 reviews
Middletown, CT
08/07 – 09/07
£493/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 9 reviews
Middletown, CT
13/07 – 10/08
£160/nighttotal: £4480 (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.
9.5 103 reviews
Middletown, CT
08/07 – 09/07
£203/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.