Holiday Rentals in Middletown, CT

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Middletown, CT holiday rentals
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159 Holiday Rentals and Airbnb in Middletown, CT

Best family friendly Middletown, CT holiday rentals

Among the 159 accommodations in Middletown, CT, here are the 4 best family friendly rentals

Updated 2-bedroom Near Wesleyan-middletown - Middletown, CT
9.9 103 reviews

Updated 2-bedroom Near Wesleyan-middletown

apartment, Middletown
This Middletown apartment is conveniently located near Main Street, Wesleyan University, and Middlesex Hospital, offering easy access to Route 9.
The newly renovated 2-bedroom flat sleeps four, features a full kitchen with dishwasher, laundry facilities, a private back porch, and self check-in; free on-street parking is also available.
Brownstone Oasis - Middletown, CT
9.8 10 reviews

Brownstone Oasis

apartment, Portland
This Portland flat is located in a quiet area, offering easy access to the city centre and its attractions.
This two-bedroom, one-bathroom flat sleeps up to eight guests and includes a kitchen, air conditioning, a jacuzzi, and parking, making it a comfortable base for exploring Portland.
Lake Front Home, Dock W/2 Kayaks, Firepit, Grill, Pedal Boat. Lv2 Ev Charger - Middletown, CT
9.6 13 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.
Lake Me Home - Middletown, CT
9.0 2 reviews

Lake Me Home

house, East Hampton
Lake Me Home, a beachfront property in East Hampton, offers direct beach access and is situated 18 kilometres from Wesleyan University and the Goodspeed Opera House, and 48 kilometres from Bradley International Airport.
This East Hampton holiday home boasts 684 square metres of floor space, featuring two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, free Wi-Fi, a sun terrace, private parking, and accommodates up to nine guests.

Best Middletown, CT holiday rentals with parking

Cozy Hideaway Minutes From Lake & Town - Middletown, CT
9.0 8 reviews

Cozy Hideaway Minutes From Lake & Town

apartment, East Hampton
This East Hampton apartment is conveniently located near Pocotopaug Lake (under 8km), the Air Line State Park Trail (10km), and Salmon River State Forest (10km).
The two-bedroom, one-bathroom flat sleeps five guests and offers a fully equipped kitchen with fridge, freezer, microwave, and dishwasher; parking is also available, and bath essentials are provided.
New Railside Residents - Middletown, CT
10 2 reviews

New Railside Residents

apartment, Wallingford
This Wallingford apartment is centrally located, offering easy access to Maplecroft Plaza Shopping Centre and within a short drive (approximately 8km) of Lyman Orchards.
The 46 square metre self-catering flat features a modern open-plan design, sleeping two guests and including amenities such as high-speed internet, a smart TV, and in-unit laundry facilities.
Renovated Apt - 4min Walk From Wesleyan & Main St - Middletown, CT
9.2 42 reviews

Renovated Apt - 4min Walk From Wesleyan & Main St

apartment, Middletown
This one-bedroom flat is ideally located in central Middletown, just a short walk from Wesleyan University, Kidcity Children's Museum, General Mansfield House, and Van Vleck Observatory. The apartment has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The flat comfortably sleeps three guests and features a fully equipped kitchen with a fridge, freezer, microwave, and a washing machine. Guests can enjoy free Wi-Fi, a Smart TV, and air conditioning, making it a comfortable and convenient base for exploring Middletown.
Lakeview Oasis - 3 Br Private House - Middletown, CT
8.0 4 reviews

Lakeview Oasis - 3 Br Private House

apartment, Portland
This renovated three-bedroom flat offers exclusive waterfront access to Great Hill Pond with private deck and amazing views, situated a short distance from Portland's well-known landmarks.
This modern property accommodates up to five guests and features an open-concept layout, granite countertops, stainless steel appliances, and central air conditioning, with the added benefit of private parking and high-speed internet.

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Best Middletown, CT holiday rentals with a balcony

3 Br Apartment Near Wesleyan 201 - Middletown, CT
10 2 reviews

3 Br Apartment Near Wesleyan 201

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.
3 Br Apartment Near Wesleyan 202 - Middletown, CT
No reviews

3 Br Apartment Near Wesleyan 202

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, CT
10 1 review

3 Br Apartment Near Wesleyan 201

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.
Magnificent Riverfront Home, Completely Private.  Book  7 Nights Get 10% Off - Middletown, CT
9.8 122 reviews

Magnificent Riverfront Home, Completely Private. Book 7 Nights Get 10% Off

apartment, East Hampton
This beachfront house is located in Middle Haddam, just 3 kilometres from Dart Island State Park and the Connecticut River, offering a peaceful retreat with easy access to nature. The house has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This 5-bedroom property spans 344 square metres and comfortably accommodates up to 9 guests. The house offers a range of amenities for a relaxing stay, including a fully equipped kitchen, a jacuzzi, a terrace, a garden, and parking.

Best pet friendly Middletown, CT holiday rentals

Among the 159 accommodations in Middletown, CT, here are the 4 best pet friendly rentals

The Cottage By The Woods -Private Getaway To Relax - Middletown, CT
No reviews

The Cottage By The Woods -Private Getaway To Relax

apartment, Meriden
This Meriden flat offers convenient access to city attractions, with Columbus Park and Cedar Park both a 5-minute drive away, and is a short distance from the Andrews Homestead Museum and Connecticut Law Enforcement Memorial.
This three-bedroom apartment accommodates up to eight guests and includes air conditioning, a washing machine, dryer, and Wi-Fi, with nearby entertainment options such as Barker Character, Comic and Cartoon Museum and Safari Golf.
#40 - Spacious, Sleek & Cozy *Sleeps 10* - Middletown, CT
9.5 64 reviews

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

apartment, Middletown
This spacious house in Middletown is located just 32km from the town centre, offering easy access to local attractions, shops and restaurants.
The property features three bedrooms, two bathrooms, a fully equipped kitchen, a large dining room, a separate living room with a fireplace, and a spacious garden, comfortably accommodating up to eight guests.
Private Apartment  In Berlin - Middletown, CT
9.1 32 reviews

Private Apartment In Berlin

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.
Stylish And Cozy 2 - Middletown, CT
9.1 27 reviews

Stylish And Cozy 2

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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