Holiday Rentals in Middletown, CT

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Middletown, CT holiday rentals
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Best Holiday rentals and Airbnb offers in Middletown, CT

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.

Fashionably Cozy Place - Middletown, CT
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.
Chic With Recliner At Webster Hill Suite 1w Request Xtra Bed - Middletown, CT
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.
Spacious And Indulging - Middletown, CT
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.
Fashionably Cozy Place - Middletown, CT
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.

3 Br Apartment Near Wesleyan 201 - Middletown, CT
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.
3 Br Apartment Near Wesleyan 202 - Middletown, CT
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.
Spacious 5-bedroom Family Home - Middletown, CT
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.
Apartment In Middletown-wesleyan102 - Middletown, CT
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.

Private Apartment  In Berlin - Middletown, CT
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.
Lovely 3 Bedroom Colonial Home - Middletown, CT
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.
3 Br Apartment Near Wesleyan 201 - Middletown, CT
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.
Cabin Deck House - Formidable Cabin In Laurel Island - Middletown, CT
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.

Private Apartment In Berlin - Middletown, CT
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.
#40 - Spacious, Sleek & Cozy *Sleeps 10* - Middletown, CT
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.
2br Apartment Near Wesleyan 102 - Middletown, CT
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.
59 Old Maids Lane Pool House - Middletown, CT
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.
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