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

Best family friendly Middletown, CT holiday 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 holiday rentals with parking

Gorgeous 3-bedroom Apartment In New Britain With Wifi, Ac - Middletown, CT
10 1 review

Gorgeous 3-bedroom Apartment In New Britain With Wifi, Ac

apartment, New Britain
This three-bedroom New Britain apartment, ideal for families or groups of up to six, is conveniently located near Central Connecticut State University and major roadways, offering easy access to attractions such as the Timberlin Golf Course and Lake Compounce (distances not specified).
The self-catering property features a fully equipped kitchen with a microwave, air conditioning, and a modern living room with streaming services; nearby amenities include restaurants and shopping centres.
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.

Frequently asked questions about holiday rentals in Middletown, CT

  • What are the top family-friendly attractions in Middletown, CT?

    The Connecticut Valley Railroad is always a hit with families, and the kiddos will love the interactive exhibits at the Connecticut Science Center. If it's a nice day, head to the Rockfall State Park for some outdoor fun.
  • 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 Cozy - Pet-friendly Apartment Near University 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 your vacation rental in advance, especially if you're planning to visit during peak season, which is from June to August. If you're looking for a quieter trip, consider visiting during the shoulder seasons, in the spring or autumn.
  • What are the most popular Airbnbs in Middletown, CT?

  • What events or festivals should visitors check out in and around Middletown, CT?

    The annual Middletown Arts Festival is a great event to catch, and there are also plenty of smaller festivals and events throughout the year. Check the Middletown website for a full list of events.
  • What are the best vacation rentals with a pool in Middletown, CT?

  • What are the best budget-friendly activities in Middletown, CT?

    Take a walk along the Connecticut River, explore the gardens at the Wadsworth Mansion, or visit the Russell Library for free. You can also find some great deals on food and drinks at the local restaurants.
  • What are the best rentals for families and kids in Middletown, CT?

  • What are the best restaurants with local dishes in Middletown, CT?

    The Main Street Cafe is a great spot for classic American comfort food. For something a little more upscale, try the A Mano, which serves modern Italian cuisine. And for something a bit more casual, head to the Little Grill on the Avenue for some delicious burgers and fries.
  • 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 Mattabesett Trail is a great option for a scenic walk or bike ride. You can also explore the historic downtown area, which is full of charming shops and restaurants.
  • Are there pet-friendly attractions in Middletown, CT?

    Many of the parks in Middletown are dog-friendly, including the Rockfall State Park. You can also find some pet-friendly restaurants and shops in the downtown area.
  • What are the benefits of choosing a vacation rental in Middletown, CT?

    Vacation rentals offer more space and privacy than a hotel room. They're also a great option for families or groups of friends travelling together. You can often find vacation rentals with kitchens, which allows you to save money on dining out.
  • What are the top sports attractions and facilities in Middletown, CT?

    Middletown is home to the Wesleyan University athletic facilities, which include a football stadium, a baseball field, and a tennis complex. There are also several public parks with sports fields and courts.

Popular destinations

Best Middletown, CT holiday rentals with a balcony

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.
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.

Best pet friendly Middletown, CT holiday rentals

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

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.
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.
#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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