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 100 accommodations in Middletown, CT, here are the 4 best family friendly rentals

New Modern, Luxurious Home On 2.5 Acres. 10 Min To Powder Ridge & Middletown. - Middletown, CT
9.8 27 reviews
Middletown, CT
08/07 – 09/07
SG$1320/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.
Two Families, Up And Down Stairs, The 2nd Floor Is The Vrbos Apartment - Middletown, CT
8.0 59 reviews
Middletown, CT
13/07 – 10/08
SG$234/nighttotal: SG$6552 (28 )

Two Families, Up And Down Stairs, The 2nd Floor Is The Vrbos Apartment

3 3
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.
Fashionably Cozy Place - Middletown, CT
8.2 10 reviews
Middletown, CT
13/07 – 10/08
SG$257/nighttotal: SG$7196 (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.
Spacious And Indulging - Middletown, CT
9.4 26 reviews
Middletown, CT
08/07 – 09/07
SG$501/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.

Best Middletown, CT holiday rentals with parking

2br Apartment Near Wesleyan 102 - Middletown, CT
Middletown, CT
13/07 – 10/08
SG$359/nighttotal: SG$10052 (28 )

2br Apartment Near Wesleyan 102

2 3
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.
Private Apartment In Berlin - Middletown, CT
8.5 11 reviews
Middletown, CT
13/07 – 10/08
SG$300/nighttotal: SG$8400 (28 )

Private Apartment In Berlin

1 2
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.
Private Apartment  In Berlin - Middletown, CT
9.0 7 reviews
Middletown, CT
13/07 – 10/08
SG$329/nighttotal: SG$9212 (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.
Historic Home 3 Mi To Middletown Main Street - Middletown, CT
Middletown, CT
13/07 – 10/08
SG$528/nighttotal: SG$14784 (28 )

Historic Home 3 Mi To Middletown Main Street

6 3
house , Middletown
This historic dwelling in Middletown is situated 3 kilometres from Main Street, 3.4 kilometres from Wesleyan University and 24 kilometres from the Goodspeed Opera House.
The property offers 545 square metres of living space with 6 bedrooms, 3 bathrooms, and can accommodate up to 23 guests, featuring a fully equipped kitchen, air conditioning, internet, and private parking.

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.

Destinations nearby

Best Middletown, CT holiday rentals with a balcony

3 Br Apartment Near Wesleyan 201 - Middletown, CT
Middletown, CT
08/07 – 09/07
SG$580/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.
#28- *Modern Bungalow* - Middletown, CT
8.8 3 reviews
Middletown, CT
13/07 – 10/08
SG$354/nighttotal: SG$9912 (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.
Cabin Deck House - Formidable Cabin In Laurel Island - Middletown, CT
10 2 reviews
Middletown, CT
27/06 – 04/07
SG$637/nighttotal: SG$4459 (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.
3 Br Apartment Near Wesleyan 202 - Middletown, CT
Middletown, CT
13/07 – 10/08
SG$494/nighttotal: SG$13832 (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.

Best pet friendly Middletown, CT holiday rentals

Among the 100 accommodations in Middletown, CT, here are the 4 best pet friendly rentals

Private Apartment  In Berlin - Middletown, CT
9.1 29 reviews
Middletown, CT
13/07 – 10/08
SG$243/nighttotal: SG$6804 (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.
2br Apartment Near Wesleyan 301 - Middletown, CT
10 2 reviews
Middletown, CT
13/07 – 10/08
SG$368/nighttotal: SG$10304 (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.
3 Br Apartment Near Wesleyan 201 - Middletown, CT
Middletown, CT
08/07 – 09/07
SG$442/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.
Apartment In Middletown-wesleyan102 - Middletown, CT
Middletown, CT
13/07 – 10/08
SG$313/nighttotal: SG$8764 (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.
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