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

Cozy Dog Friendly Updated House In Quiet Village Adjacent To Park - Middletown, CT
10 53 reviews

Cozy Dog Friendly Updated House In Quiet Village Adjacent To Park

apartment, North Branford
This North Branford holiday home, situated near Gouveia Winery (4.2km) and within 9.7km of Paradise Hills Vineyard and Tradition Golf Club, offers a tranquil rural escape.
The 150 square metre property boasts three bedrooms, three bathrooms, sleeps ten guests, and includes a fully equipped kitchen, Wi-Fi, a terrace, garden, spa, and parking.

Best Middletown, CT vacation rentals with parking

Simple Comfort And Tranquility - Middletown, CT
No reviews

Simple Comfort And Tranquility

apartment, New Britain
This New Britain flat is a 15-minute walk from the New Britain Museum of American Art and a 7-minute walk from Walnut Hill Park, offering convenient access to city attractions.
This apartment features air conditioning, Wi-Fi, a fully equipped kitchen with an oven and fridge, and on-site covered garage parking, with nearby attractions including Winding Trails Recreation and Nature Association and Dinosaur State Park.
#28- *Modern Bungalow* - Middletown, CT
8.8 3 reviews

#28- *Modern Bungalow*

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.

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

3 Bedrooms Fully Finished - Middletown, CT
9.0 1 review

3 Bedrooms Fully Finished

apartment, Middletown
This Middletown apartment, sleeping up to 11 guests, offers free parking and Wi-Fi.
The self-catering flat features two bedrooms, a fully equipped kitchen, a bathroom, and a balcony, with access to a flat-screen TV.
Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger - Middletown, CT
9.8 11 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.
#28- *Modern Bungalow* - Middletown, CT
8.8 3 reviews

#28- *Modern Bungalow*

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 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
9.8 11 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.
Spacious And Quiet - Middletown, CT
8.0 7 reviews

Spacious And Quiet

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.
3 Br Apartment Near Wesleyan 202 - Middletown, CT
9.7 7 reviews

3 Br Apartment Near Wesleyan 202

apartment, Middletown
This three-bedroom flat in Middletown offers a prime location, just a short distance from Wesleyan University, making it ideal for visitors to the area.
With capacity for six guests, this pet-friendly accommodation includes a fully equipped kitchen, air conditioning, and a garden, suitable for both short and extended stays.
Cozy Cape On Farmington & Plainville Border - Middletown, CT
10 30 reviews

Cozy Cape On Farmington & Plainville Border

apartment, New Britain
This charming four-bedroom home is located in New Britain, just a short five-minute drive from the revitalised downtown area with its eclectic coffee shops, bars, and restaurants. The property has received excellent ratings for location, cleanliness, and overall user experience.
The spacious 111 square metre apartment offers a comfortable and convenient stay for families or groups. Guests will enjoy a fully equipped kitchen, modern amenities like a coffee machine, fast Wi-Fi, a smart TV, and Alexa voice control, as well as a themed bedroom for each member of the group.
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