Holiday Rentals in Middletown

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Middletown holiday rentals
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Middletown holiday rentals: compare the best deals

Best family friendly Middletown holiday rentals

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

“3br Home Near Wesleyan & Downtown Middletown - Middletown
9.6 5 reviews
Middletown
07/08 – 07/09
HK$2594/nightfor 1 night

“3br Home Near Wesleyan & Downtown Middletown

1 4
apartment , Middletown
This three-bedroom flat is located in a quiet district of Middletown, offering a peaceful retreat with convenient access to local amenities and family-friendly attractions.
This accommodation for five guests includes internet, a kitchen, air conditioning, and parking, providing a comfortable base for exploring Middletown.
The Farmhouse Stay - Middletown
9.9 44 reviews
Middletown
07/13 – 08/10
HK$4241/nighttotal: HK$118748 (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.
Historic Greek Revival Brick Home - Middletown
9.8 338 reviews
Middletown
07/08 – 07/09
HK$2672/nightfor 1 night

Historic Greek Revival Brick Home

1 4
apartment , Middletown
This charming first-floor apartment is located in Middletown's Downtown Village Historic District, just a short walk from Main Street, Wesleyan University, and the public library. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment comfortably accommodates up to 6 guests, with two bedrooms and one bathroom, and features a spacious living area, a well-equipped kitchen, and a private outdoor space. Guests can enjoy a relaxing stay with amenities such as a dishwasher, laundry access, a garden with a patio and fire pit, and a convenient location within walking distance of local attractions.
Beautiful Sunny Apartment In Historic Village - Middletown
9.7 254 reviews
Middletown
07/08 – 07/09
HK$2774/nightfor 1 night

Beautiful Sunny Apartment In Historic Village

1 4
apartment , Middletown
This charming apartment is located in Middletown's Downtown Village Historic District, just a short walk from Wesleyan University and the public library. The property has excellent user, location, and cleanliness ratings.
The apartment is situated on the second floor of a beautifully preserved 1849 Greek Revival brick home and can comfortably accommodate up to six guests. Guests can enjoy a fully equipped kitchen, a relaxing living room with cable TV and Wi-Fi, and access to a private garden.

Best Middletown holiday rentals with parking

Historic Home 3 Miles To Middletown Main Street - Middletown
Middletown
07/13 – 08/10
HK$3602/nighttotal: HK$100856 (28 )

Historic Home 3 Miles 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.
#28- *Modern Bungalow* - Middletown
8.8 3 reviews
Middletown
07/13 – 08/10
HK$2158/nighttotal: HK$60424 (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.
3 Br Apartment Near Wesleyan 202 - Middletown
Middletown
07/13 – 08/10
HK$2532/nighttotal: HK$70896 (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.
3 Br Apartment Near Wesleyan 201 - Middletown
Middletown
07/08 – 07/09
HK$3538/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.

Frequently asked questions about holiday rentals in Middletown

  • When is the best time to book a vacation rental in Middletown, CT?

    The best time to book a vacation rental in Middletown is during the shoulder seasons, from April to May and September to October. The weather is still pleasant during these months, but the crowds are smaller and the prices are lower.
  • What are the best Airbnb and vacation rentals in Middletown?

    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 among travelers.

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

    Middletown hosts a variety of events throughout the year. The Middletown Arts Festival is a popular event in the summer, showcasing local artists and musicians. In the autumn, the Middletown Fall Festival features a parade, live music, and a craft fair. And if you're in town during the winter, be sure to check out the Middletown Holiday Festival, which features a tree lighting ceremony, carols, and Santa Claus.
  • What are the most popular Airbnbs in Middletown?

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

    Middletown has plenty of free and budget-friendly activities to offer. You can take a walk or bike ride along the scenic Connecticut River, visit the free exhibits at the Wesleyan University Art Museum, or explore the historic downtown area.
  • What are the best vacation rentals with a pool in Middletown?

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

    For a taste of Middletown's local cuisine, you should definitely check out the Silver Star Restaurant. They're known for their classic American dishes, including their famous burgers and fries. If you're looking for something a bit more upscale, the A Mano Restaurant is a great choice, with its focus on fresh, seasonal ingredients.
  • What are the best rentals for families and kids in Middletown?

  • What are the best walking or cycling routes in Middletown, CT?

    The Mattabesett Trail is a popular walking and cycling route that runs through Middletown. It's a scenic trail that follows the Mattabesett River and offers beautiful views of the surrounding countryside. For a shorter, more urban walk, you can explore the downtown area and its historic streets.
  • What are the best rentals or Airbnbs with a jacuzzi in Middletown?

  • Are there pet-friendly attractions in Middletown, CT?

    Many of Middletown's parks and gardens are pet-friendly. The Wadsworth Mansion allows well-behaved dogs on leashes in its gardens, and the Long Hill Estate and Gardens also welcomes furry friends. You can also find pet-friendly restaurants and cafes in the downtown area.
  • What are the benefits of choosing a vacation rental in Middletown, CT?

    Vacation rentals in Middletown offer more space and privacy than hotels, often at a lower cost. They also provide access to kitchens and laundry facilities, which can be convenient for families or longer stays. You might also enjoy the unique character and charm of a home away from home.
  • What are the top sports attractions and facilities in Middletown, CT?

    Middletown is home to several sports facilities, including the Wesleyan University athletic fields and the Middletown YMCA. The city also hosts a variety of sporting events, including high school football games and the annual Middletown Marathon.

Destinations nearby

Best Middletown holiday rentals with a balcony

3 Br Apartment Near Wesleyan 202 - Middletown
Middletown
07/13 – 08/10
HK$3010/nighttotal: HK$84280 (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.
Private Apartment  In Berlin - Middletown
9.0 7 reviews
Middletown
07/13 – 08/10
HK$1857/nighttotal: HK$51996 (28 )

Private Apartment In Berlin

2 2
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.
Fashionably Cozy Place - Middletown
8.0 9 reviews
Middletown
07/13 – 08/10
HK$1568/nighttotal: HK$43904 (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.
Cabin Deck House - Formidable Cabin In Laurel Island - Middletown
10 2 reviews
Middletown
06/27 – 07/04
HK$3883/nighttotal: HK$27181 (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.

Best pet friendly Middletown holiday rentals

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

Spacious And Quiet - Middletown
8.0 7 reviews
Middletown
07/13 – 08/10
HK$1597/nighttotal: HK$44716 (28 )

Spacious And Quiet

3 3
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.
2br Apartment Near Wesleyan 102 - Middletown
Middletown
07/13 – 08/10
HK$2234/nighttotal: HK$62552 (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
8.5 11 reviews
Middletown
07/08 – 07/09
HK$2362/nightfor 1 night

Private Apartment In Berlin

1 4
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.
Stylish And Cozy 2 - Middletown
9.4 20 reviews
Middletown
07/08 – 07/09
HK$2759/nightfor 1 night

Stylish And Cozy 2

1 4
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.
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