Compare Vacation Rentals & Airbnb in Middletown, CT

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

Best family friendly Middletown, CT vacation rentals

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

The Farmhouse Stay - Middletown, CT
9.9 44 reviews
Middletown, CT
13/07 – 10/08
$757/nighttotal: $21196 (28 )

The Farmhouse Stay

1 3
apartment , Haddam
The Farmhouse Stay is situated in Haddam, just a short drive from the Connecticut River and the historic Haddam Meadows State Park, offering a peaceful setting surrounded by nature. The property has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom, two-bathroom house can comfortably accommodate up to six guests and features a well-equipped kitchen, laundry room, and a spacious garden. Guests can enjoy a range of activities, including hiking, kayaking, and exploring the nearby historic sites.
Fashionably Cozy Place - Middletown, CT
8.0 9 reviews
Middletown, CT
13/07 – 10/08
$280/nighttotal: $7840 (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.
Fashionably Cozy Place - Middletown, CT
9.6 31 reviews
Middletown, CT
13/07 – 10/08
$205/nighttotal: $5740 (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.
Spacious And Quiet - Middletown, CT
8.0 7 reviews
Middletown, CT
13/07 – 10/08
$282/nighttotal: $7896 (28 )

Spacious And Quiet

3 2
apartment , Meriden
This three-bedroom Meriden apartment, ideal for families or groups of up to six, is conveniently located within a 2.4km walk of MidState Medical Center and Westfield Meriden shopping centre, and within 3.2km of Cedar Park and Falcon Field.
The self-catering flat offers free on-site parking, free Wi-Fi, a Smart TV, a fully equipped kitchen including oven, hob, microwave, fridge and coffee maker, and is situated in a smoke-free building.

Best Middletown, CT vacation rentals with parking

Chic With Recliner At Webster Hill Suite 1w Request Xtra Bed - Middletown, CT
9.8 4 reviews
Middletown, CT
13/07 – 10/08
$216/nighttotal: $6048 (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.
Apartment In Middletown-wesleyan102 - Middletown, CT
Middletown, CT
13/07 – 10/08
$341/nighttotal: $9548 (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.
2br Apartment Near Wesleyan 301 - Middletown, CT
10 2 reviews
Middletown, CT
13/07 – 10/08
$380/nighttotal: $10640 (28 )

2br Apartment Near Wesleyan 301

2 2
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.
Private Apartment  In Berlin - Middletown, CT
9.0 7 reviews
Middletown, CT
13/07 – 10/08
$357/nighttotal: $9996 (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.

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.

Destinations nearby

Best Middletown, CT vacation rentals with a balcony

#28- *Modern Bungalow* - Middletown, CT
8.8 3 reviews
Middletown, CT
13/07 – 10/08
$385/nighttotal: $10780 (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.

Best pet friendly Middletown, CT vacation rentals

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

Apartment In Middletown-wesleyan 301 - Middletown, CT
9.0 1 review
Middletown, CT
13/07 – 10/08
$342/nighttotal: $9576 (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.
Finca Spadola - Middletown, CT
Middletown, CT
13/07 – 10/08
$816/nighttotal: $22848 (28 )

Finca Spadola

1 3
apartment , Durham
Finca Spadola, a four-bedroom property sleeping eight, is situated in rural Durham, its precise location unspecified but likely a short drive from the city centre and County Durham's historical attractions.
This restored 1900s farmhouse boasts a 3-acre site with extensive outdoor entertaining areas including covered patios, multiple fire pits, a pizza oven, outdoor bar, and Weber grills; indoor amenities include a fully equipped kitchen, 85” smart TV, and games like horseshoes and cornhole are provided.
3 Br Apartment Near Wesleyan 202 - Middletown, CT
Middletown, CT
13/07 – 10/08
$452/nighttotal: $12656 (28 )

3 Br Apartment Near Wesleyan 202

1 3
apartment , Middletown
This three-bedroom flat is located near Wesleyan University in Middletown, offering easy access to the university and the surrounding areas, with complimentary on-site parking and free WiFi.
This 93 square meter residence features air conditioning, a fully equipped kitchen with a dishwasher and oven, and can accommodate up to eight guests, with towels and bed linen provided.
2br Apartment Near Wesleyan 301 - Middletown, CT
8.3 6 reviews
Middletown, CT
13/07 – 10/08
$300/nighttotal: $8400 (28 )

2br Apartment Near Wesleyan 301

1 3
apartment , Middletown
This spacious third-floor flat is located in Middletown, just 200 metres from Wesleyan University, making it ideal for those visiting the academic institution.
This pet-friendly accommodation for up to four guests offers two bedrooms, one bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, parking, and an on-site washer and dryer.
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