Compare Vacation Rentals & Airbnb in Middletown, CT

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Middletown, CT vacation rentals
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159 Rentals and Airbnb in Middletown, CT

Best family friendly Middletown, CT vacation rentals

Among the 159 accommodations in Middletown, CT, here are the 1 best family friendly rentals

Spacious And Indulging - Middletown, CT
9.4 28 reviews

Spacious And Indulging

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

#42 - Stunning Modern 2 Br Home - 2 Min From Hwy - Middletown, CT
8.8 15 reviews

#42 - Stunning Modern 2 Br Home - 2 Min From Hwy

apartment, Berlin
This Berlin flat offers excellent access to major motorways, placing you just 100 metres from the Berlin Turnpike's shops and restaurants.
This contemporary accommodation features two bedrooms, one bathroom, and a guest capacity of four, boasting a spacious open-plan living area, a fully equipped modern kitchen, and a large rear deck for outdoor enjoyment, with parking readily available.
1 Min To I-91  - Newly Renovated Modern 2 Br Home - Middletown, CT
10 1 review

1 Min To I-91 - Newly Renovated Modern 2 Br Home

apartment, Berlin
This Berlin flat is conveniently located a 6.4-kilometre drive from New Britain Stadium and an 8-kilometre drive from Cromwell Commons Shopping Centre, with proximity to attractions such as Iwo Jima Survivors Memorial Park and Dinosaur State Park.
This apartment offers space for four guests with a fully equipped kitchen, air conditioning, free Wi-Fi, and on-site parking, while nearby recreational spots include Brownstone Exploration & Discovery Park and Crystal Bees Bowling.
Private Apartment  In Berlin - Middletown, CT
9.0 7 reviews

Private Apartment In Berlin

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.
Spacious 5-bedroom Family Home - Middletown, CT
No reviews

Spacious 5-bedroom Family Home

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.

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?

    Quaint 2br Apt- 1 Block Walk To Wesleyan & Main St, 3 Bedroom Near Wesleyan - Downtown and Apartment Near Wesleyan - Downtown - Wedding Venues are the most popular Airbnb and vacation rentals in Middletown, CT among travelers.

  • 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?

    The best vacation rentals or Airbnb with a jacuzzi in Middletown, CT are A Luxury Estate Elegant & Private~white Lion Manor, Lovely 3 Bedroom Colonial Home and Newly Remodeled Entire Apartment & Loft.

  • 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.

Popular destinations

Best Middletown, CT vacation rentals with a balcony

Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger - Middletown, CT
9.6 13 reviews

Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger

apartment, Haddam
This waterfront property is located in Killingworth, Connecticut, just a short distance from Cockaponset State Forest and Sundial Herb Garden, offering easy access to nature and local attractions. The property has received excellent guest ratings, highlighting its comfortable and enjoyable stay.
This four-bedroom house spans 121 square metres and comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a terrace, a garden, and parking, providing everything you need for a relaxing and enjoyable stay.
Private Apartment  In Berlin - Middletown, CT
9.0 7 reviews

Private Apartment In Berlin

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.
Cabin Deck House - Formidable Cabin In Laurel Island - Middletown, CT
10 2 reviews

Cabin Deck House - Formidable Cabin In Laurel Island

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 vacation rentals

Among the 159 accommodations in Middletown, CT, here are the 4 best pet friendly rentals

Private Apartment  In Berlin - Middletown, CT
9.1 32 reviews

Private Apartment In Berlin

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.
Stylish And Cozy 2 - Middletown, CT
9.1 27 reviews

Stylish And Cozy 2

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.
Spacious And Indulging - Middletown, CT
9.4 28 reviews

Spacious And Indulging

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.
#42 - Stunning Modern 2 Br Home - 2 Min From Hwy - Middletown, CT
8.8 15 reviews

#42 - Stunning Modern 2 Br Home - 2 Min From Hwy

apartment, Berlin
This Berlin flat offers excellent access to major motorways, placing you just 100 metres from the Berlin Turnpike's shops and restaurants.
This contemporary accommodation features two bedrooms, one bathroom, and a guest capacity of four, boasting a spacious open-plan living area, a fully equipped modern kitchen, and a large rear deck for outdoor enjoyment, with parking readily available.
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