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Cromwell, CT vacation rentals
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Best Vacation rentals and Airbnb offers in Cromwell, CT

Top Vacation Rentals for Families in Cromwell, CT

These family-friendly vacation rentals in Cromwell, CT offer spacious layouts and easy access to top city attractions.

Walk To Lake: Middlefield Home W/ Fire Pit - Cromwell, CT
9.8 14 reviews
Cromwell, CT
09/18 – 09/20
$757/nighttotal: $1514 (2 )

Walk To Lake: Middlefield Home W/ Fire Pit

4 1
apartment , Middlefield
This family-friendly vacation home in Middlefield is located just a short distance from Lake Beseck Beach, Indian Springs Golf Club, Lyman Orchards, and Powder Ridge Mountain Park and Resort, making it a great base for exploring the area. Travelers have rated this property excellent, making it a popular choice for families and groups.
This 2,500 square foot house has four bedrooms, three bathrooms, and can comfortably accommodate up to eight guests. The home is equipped with a fully equipped kitchen, a fireplace, a game room, a terrace, a garden, a spa, and parking, making it ideal for a relaxing and enjoyable vacation.
“3br Home Near Wesleyan & Downtown Middletown - Cromwell, CT
9.6 5 reviews
Cromwell, CT
09/18 – 09/20
$343/nighttotal: $686 (2 )

“3br Home Near Wesleyan & Downtown Middletown

1 1
apartment , Middletown
This 3-bedroom, 1-bathroom condo in Middletown is located in a quiet district, offering a peaceful retreat for up to 5 guests.
The residence includes internet, a kitchen, air conditioning, and parking, perfect for a relaxing family getaway.
Cozy, Spacious, Central Getaway - Cromwell, CT
9.9 74 reviews
Cromwell, CT
09/18 – 09/20
$136/nighttotal: $272 (2 )

Cozy, Spacious, Central Getaway

1 1
apartment , Berlin
This house in Berlin is centrally located, offering easy access to the city's attractions and amenities. It has received excellent ratings for location, cleanliness, and user experience.
The home features a private patio and fenced yard, perfect for relaxing outdoors. Guests can enjoy a comfortable queen-size bed, a fully equipped kitchen, and a dedicated workspace with reliable Wi-Fi.
Home Away From Home Hot Tub And Pool In Middletown Home Of Wesleyan University - Cromwell, CT
9.8 14 reviews
Cromwell, CT
09/18 – 09/20
$811/nighttotal: $1622 (2 )

Home Away From Home Hot Tub And Pool In Middletown Home Of Wesleyan University

3 1
apartment , Middletown
This Middletown mountainside vacation home boasts a prime location, just within 3 miles of Smith Park and Falcon Field, and 6 miles from Kidcity Children's Museum and Wadsworth Falls State Park.
This 3,500-square-foot house comfortably sleeps six guests in three bedrooms and four bathrooms, featuring a fully equipped kitchen, swimming pool, jacuzzi, fitness center, and free Wi-Fi—all within a family-friendly setting.

Best Cromwell, CT vacation rentals with parking

Entire Place To Yourself Cromwell/middletown Line - Cromwell, CT
9.9 189 reviews
Cromwell, CT
07/02 – 07/05
$163/nighttotal: $489 (3 )

Entire Place To Yourself Cromwell/middletown Line

1 3
apartment , Middletown
This one-bedroom apartment is located on the border of Cromwell and Middletown, just minutes from shopping, restaurants, and major highways like I-91 and Route 9. It's also a short drive to Wesleyan University and Middlesex Hospital, making it a convenient choice for travelers visiting the area. This apartment boasts excellent ratings for location, cleanliness, and user experience.
The apartment features an open layout connecting the living and dining rooms, comfortably accommodating up to 3 guests. It includes a well-equipped kitchen, on-site laundry, free parking, and modern amenities like a smart TV and Wi-Fi.
Hot Tub And Pool Home Away From Home - Cromwell, CT
9.9 55 reviews
Cromwell, CT
09/18 – 09/20
$854/nighttotal: $1708 (2 )

Hot Tub And Pool Home Away From Home

1 1
apartment , Middletown
This apartment is located in a quiet residential area of Middletown, just a short drive from the bustling downtown and its many restaurants and shops. Guests have consistently rated this rental as excellent in terms of location, cleanliness, and overall experience.
The three-bedroom, three-bathroom home comfortably sleeps six guests. Enjoy a relaxing stay with a private backyard featuring a pool, barbecue area, and hot tub, along with a fitness center, a garden, and parking.
Charming Connecticut Hideaway: Year-round Fun! - Cromwell, CT
Cromwell, CT
09/18 – 09/20
$378/nighttotal: $756 (2 )

Charming Connecticut Hideaway: Year-round Fun!

2 1
apartment , Middlefield
This Middlefield vacation rental is a secluded single-story home offering easy access to Wadsworth Falls State Park (2 miles), Powder Ridge Mountain Park (3 miles), and Wesleyan University (4 miles).
This 1180 sq ft apartment accommodates up to 6 guests and features a dedicated WFH area, a well-equipped kitchen with stainless steel appliances, a furnished deck with a gas grill, and a spacious yard with accessible entry.
Walk To Lake: Middlefield Home W/ Fire Pit - Cromwell, CT
9.7 43 reviews
Cromwell, CT
09/18 – 09/20
$730/nighttotal: $1460 (2 )

Walk To Lake: Middlefield Home W/ Fire Pit

4 1
house , Middlefield
This 4-bedroom vacation rental is located in Middlefield, Connecticut, just 6.6 miles from Wesleyan University and 17 miles from Central Connecticut State University. Guests have consistently rated the home excellent for its location, cleanliness, and overall experience.
The 2,500 square foot house comfortably sleeps 8 guests. The home features a fully equipped kitchen, a game room, a spa, a garden, and free Wi-Fi, providing everything you need for a relaxing and enjoyable stay.

Frequently Asked Questions about vacation rentals in Cromwell, CT

  • What should a first-time visitor not miss in Cromwell, CT?

    You should definitely check out the Cromwell Historical Society Museum to learn about the town's history. And for some outdoor fun, head to the Cromwell Town Park for a picnic or a walk.
  • What are the best Airbnb and vacation rentals in Cromwell, CT?

    Solace Living, New England Tiny Home Retreat and Conference Room Rental No Sleeping Arrangements are the most popular Airbnb and vacation rentals in Cromwell, CT among travelers.

  • Which neighborhood in Cromwell, CT should you consider for a vacation rental?

    The area around the Cromwell Town Park and the Middlesex Canal is a great place to find a vacation rental. It's close to the action but still has a quiet, residential feel.
  • What are the most popular Airbnbs in Cromwell, CT?

    Among the Airbnbs in Cromwell, CT, Solace Living and New England Tiny Home Retreat are the most popular ones.

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

    The Cromwell Town Park is a great spot for families with its playground, picnic areas, and walking trails. The Cromwell Historical Society Museum is also fun for kids, with exhibits on local history.
  • What are the best vacation rentals with a pool in Cromwell, CT?

    The best vacation rental with a pool in Cromwell, CT is Solace Living.

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

    The best time to book a vacation rental in Cromwell is during the shoulder seasons, spring and fall, when the weather is still pleasant but the crowds are smaller.
  • What are the best budget-friendly activities in Cromwell, CT?

    Take a walk or bike ride along the Middlesex Canal Towpath. It's a beautiful and scenic way to spend an afternoon. You can also visit the Cromwell Town Park for a picnic or to play some games.
  • What are the best restaurants with local dishes in Cromwell, CT?

    The Cromwell Diner is a local favorite, serving classic American comfort food. For a more upscale dining experience, try The Restaurant at the Cromwell Country Club.
  • What are the best walking or cycling routes in Cromwell, CT?

    The Middlesex Canal Towpath is a great option for both walking and cycling. It's a paved path that follows the historic canal, offering scenic views of the Connecticut River.
  • Are there pet-friendly attractions in Cromwell, CT?

    The Cromwell Town Park is a great spot to bring your furry friend. There are plenty of walking trails and open spaces for them to enjoy.
  • What are the benefits of choosing a vacation rental in Cromwell, CT?

    Vacation rentals offer more space and privacy than hotels, often at a lower price. They also provide a more home-like experience, with access to a kitchen and laundry facilities.
  • What are the top sports attractions and facilities in Cromwell, CT?

    Cromwell doesn't have any major sports teams or stadiums, but there are plenty of places to play sports, like the Cromwell Town Park, which has baseball fields, basketball courts, and tennis courts.

Destinations nearby

Best Vacation Rentals with Balconies in Cromwell, CT

Start your morning right with a vacation rental in Cromwell, CT featuring a private balcony and stunning views.

3 Br Apartment Near Wesleyan 202 - Cromwell, CT
Cromwell, CT
07/02 – 07/05
$481/nighttotal: $1443 (3 )

3 Br Apartment Near Wesleyan 202

3 3
apartment , Middletown
This 3-bedroom, 1-bathroom rental unit is located in Middletown's Washington Street Historic District, a short walk from Wesleyan University and Wadsworth Mansion.
This 1000 square foot residence accommodates up to 6 guests and features a full kitchen, air conditioning, a porch, and is pet-friendly for an additional fee.
#29 - Modern 5 Bedroom/2 Bath - Cromwell, CT
9.4 6 reviews
Cromwell, CT
07/02 – 07/05
$687/nighttotal: $2061 (3 )

#29 - Modern 5 Bedroom/2 Bath

5 3
apartment , Middletown
This stylish 5-bedroom apartment is located in a private neighborhood in Middletown, Connecticut, minutes away from Wadsworth Falls State Park, Dinosaur State Park, and Wesleyan University. It has an excellent user rating.
The apartment offers a spacious layout with 1700 square feet of floor area and can accommodate up to 10 guests. It features modern amenities such as herringbone flooring, high-speed internet, smart TVs, a fully equipped kitchen, comfortable bedding, and entertainment options. Guests staying 3+ months have exclusive garage access.
3 Br Apartment Near Wesleyan 201 - Cromwell, CT
Cromwell, CT
07/02 – 07/05
$393/nighttotal: $1179 (3 )

3 Br Apartment Near Wesleyan 201

3 3
apartment , Middletown
This 3-bedroom, 1-bathroom condo is located in Middletown's Washington Street Historic District, a 9-minute walk from Kidcity Children's Museum and a 12-minute walk from Van Vleck Observatory.
This 950 sq ft rental sleeps 6 guests and offers on-site parking, Wi-Fi, a full kitchen, and an in-unit washer/dryer, with proximity to Artfarm, Dinosaur State Park, and Cromwell Meadows Wildlife Management Area.

Our Favorite Pet-Friendly Vacation Rentals in Cromwell, CT

Traveling with pets? These dog-friendly vacation rentals and Airbnbs in Cromwell, CT are steps away from dog parks and city walks.

3 Br Apartment Near Wesleyan 202 - Cromwell, CT
10 3 reviews
Cromwell, CT
07/02 – 07/05
$406/nighttotal: $1218 (3 )

3 Br Apartment Near Wesleyan 202

1 3
apartment , Middletown
This 3-bedroom, 1-bathroom apartment in Middletown offers a prime location, a short distance from Wesleyan University, ideal for visitors and business travelers.
This pet-friendly residence accommodates up to 6 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, and a garden for your convenience.
3 Br Apartment Near Wesleyan 202 - Cromwell, CT
Cromwell, CT
09/18 – 09/20
$381/nighttotal: $762 (2 )

3 Br Apartment Near Wesleyan 202

1 1
apartment , Middletown
This 1000 sq ft, 3-bedroom apartment is located near Wesleyan University in Middletown, offering 1 bathroom and accommodating up to 8 guests.
This rental includes air conditioning, a full kitchen with a dishwasher and oven, complimentary on-site parking, and free high-speed WiFi.
#40 - Spacious, Sleek & Cozy *Sleeps 10* - Cromwell, CT
9.5 55 reviews
Cromwell, CT
07/02 – 07/05
$499/nighttotal: $1497 (3 )

#40 - Spacious, Sleek & Cozy *Sleeps 10*

1 3
apartment , Middletown
This 3-bedroom, 2-bathroom accommodation in Middletown welcomes up to 8 guests in a spacious and modern open floor plan. It is located just 20 minutes away from the city center, making it an ideal base for exploring the area.
The accommodation features a secluded family room with a cozy fireplace, an expansive dining room, and impressively large bathrooms, one of which is fully handicap accessible. It also offers amenities such as air conditioning, parking, and a kitchen, as well as pet-friendly policies and internet access.
2br Apartment Near Wesleyan 301 - Cromwell, CT
8.3 6 reviews
Cromwell, CT
07/02 – 07/05
$295/nighttotal: $885 (3 )

2br Apartment Near Wesleyan 301

1 3
apartment , Middletown
This two-bedroom, one-bathroom rental unit is located in Middletown, a short distance from Wesleyan University.
This pet-friendly apartment offers on-site parking, a fully equipped kitchen with a fridge, microwave, and dishwasher, and accommodates up to four guests.
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