Best Holiday rentals and Airbnb offers in Middletown, CT
9.0 1 review
Middletown, CT
13/07 – 10/08
SG$308/nighttotal: SG$8624 (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.
9.8 453 reviews
Middletown, CT
08/07 – 09/07
SG$318/nightfor 1 night
Quiet 2 Bed Room Apt W/ Private Entrance.
1 4
apartment , Glastonbury
This two-bedroom flat is located in a quiet residential area in South Glastonbury, close to the Connecticut River, hiking trails, shops, and restaurants. The property has received excellent ratings for cleanliness, location, and overall experience. The accommodation can sleep up to five guests and offers a spacious and comfortable living space. The flat comes equipped with a range of amenities, including a fully-fitted kitchen, a private garden with a patio and barbecue, and a swimming pool.
9.8 4 reviews
Middletown, CT
13/07 – 10/08
SG$198/nighttotal: SG$5544 (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.
9.9 44 reviews
Middletown, CT
13/07 – 10/08
SG$696/nighttotal: SG$19488 (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.
Middletown, CT
27/06 – 04/07
SG$458/nighttotal: SG$3206 (7 )
Spacious 5-bedroom Family Home
1 2
apartment , New Britain
This New Britain flat is located 35 kilometres from Bradley International Airport. This one-bedroom flat for up to 19 guests offers complimentary WiFi, private parking, and a fully equipped kitchen, with air conditioning and a flat-screen TV provided.
9.6 31 reviews
Middletown, CT
13/07 – 10/08
SG$188/nighttotal: SG$5264 (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.
8.8 94 reviews
Middletown, CT
13/07 – 10/08
SG$305/nighttotal: SG$8540 (28 )
Lovely 3 Bedroom Colonial Home
3 3
house , Middletown
This holiday home is located in Middletown, just 8.5km from Wesleyan University and within easy reach of Central Connecticut State University (17.7km) and the Wadsworth Atheneum (24.1km). It has consistently received excellent ratings for cleanliness, location and user experience. The property offers 127 square metres of space, comfortably accommodating up to 6 guests in 3 bedrooms and 2 bathrooms. Guests can enjoy a peaceful garden, a balcony, a fully equipped kitchen, laundry facilities, streaming services, free parking and Wi-Fi.
9.0 44 reviews
Middletown, CT
13/07 – 10/08
SG$233/nighttotal: SG$6524 (28 )
Private Apt In Middletown-wesleyan 101
1 3
apartment , Middletown
This two-bedroom flat is conveniently located in central Middletown, just a short distance from Wesleyan University. The property has received excellent ratings for its location, cleanliness, and overall user experience. The apartment has a flexible layout with a main level and a loft, accommodating up to four guests. The flat comes equipped with a kitchen, laundry facilities, air conditioning, and a garden, providing everything you need for a comfortable stay.
Middletown, CT
13/07 – 10/08
SG$415/nighttotal: SG$11620 (28 )
3 Br Apartment Near Wesleyan 202
1 2
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.
8.0 7 reviews
Middletown, CT
13/07 – 10/08
SG$260/nighttotal: SG$7280 (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.
Middletown, CT
13/07 – 10/08
SG$708/nighttotal: SG$19824 (28 )
Sunny Garden Home
1 3
apartment , Meriden
This Meriden flat is located in a quiet, family-friendly district, offering a peaceful retreat from the city's bustle. This two-bathroom flat accommodates four guests and features a kitchen, air conditioning, and garden access, providing a comfortable base for exploring local amenities.
9.5 55 reviews
Middletown, CT
08/07 – 09/07
SG$850/nightfor 1 night
#40 - Spacious, Sleek & Cozy *Sleeps 10*
1 4
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.
Best family friendly Middletown, CT holiday rentals
Among the 100 accommodations in Middletown, CT, here are the 4 best family friendly rentals
9.8 27 reviews
Middletown, CT
08/07 – 09/07
SG$1320/nightfor 1 night
New Modern, Luxurious Home On 2.5 Acres. 10 Min To Powder Ridge & Middletown.
4 4
apartment , Durham
This Durham holiday home is situated approximately 2.3 kilometres from Millers Pond State Park, and within 10 kilometres of Ron McCutcheon Park and Tri-Mountain State Park, offering easy access to local recreational areas and Lyman Orchards. The four-bedroom property sleeps eight guests, boasting three bathrooms, a fully equipped kitchen including a fridge, microwave, and dishwasher, a terrace, garden, parking, and free Wi-Fi; enjoy a comfortable stay with amenities such as a fireplace and barbecue facilities.
8.0 59 reviews
Middletown, CT
13/07 – 10/08
SG$234/nighttotal: SG$6552 (28 )
Two Families, Up And Down Stairs, The 2nd Floor Is The Vrbos Apartment
3 3
apartment , New Britain
This New Britain apartment is situated in a peaceful and safe neighbourhood, just a short distance from Central Connecticut State University (CCSU) and local amenities. The apartment has received very good ratings for location, cleanliness and overall user experience. The property has three bedrooms and a bathroom, along with a living area, full kitchen and dining room. It includes amenities such as air conditioning, parking, internet and a microwave.
8.2 10 reviews
Middletown, CT
13/07 – 10/08
SG$257/nighttotal: SG$7196 (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.
9.4 26 reviews
Middletown, CT
08/07 – 09/07
SG$501/nightfor 1 night
Spacious And Indulging
1 4
apartment , Meriden
This three-bedroom apartment is located on Wilcox Avenue in Meriden, just a short distance from the town centre and its attractions. The surrounding area is quiet and residential, offering a peaceful retreat from the hustle and bustle of the town. The apartment can accommodate up to seven guests and features a spacious living area, a well-equipped kitchen, and a large bathroom. It is perfect for families or groups of friends looking for a comfortable and convenient base to explore Meriden. Amenities include a fast internet connection, air conditioning, parking, and a modern kitchen with a fridge, freezer, and microwave.
Best Middletown, CT holiday rentals with parking
Middletown, CT
13/07 – 10/08
SG$359/nighttotal: SG$10052 (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.
8.5 11 reviews
Middletown, CT
13/07 – 10/08
SG$300/nighttotal: SG$8400 (28 )
Private Apartment In Berlin
1 2
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.
9.0 7 reviews
Middletown, CT
13/07 – 10/08
SG$329/nighttotal: SG$9212 (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.
Middletown, CT
13/07 – 10/08
SG$528/nighttotal: SG$14784 (28 )
Historic Home 3 Mi 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.
Frequently asked questions about holiday rentals in Middletown, CT
What are the top family-friendly attractions in Middletown, CT?
The Connecticut Valley Railroad is always a hit with families, and the kiddos will love the interactive exhibits at the Connecticut Science Center. If it's a nice day, head to the Rockfall State Park for some outdoor fun.
What are the best Airbnb and vacation rentals in Middletown, CT?
When is the best time to book a vacation rental in Middletown, CT?
You'll want to book your vacation rental in advance, especially if you're planning to visit during peak season, which is from June to August. If you're looking for a quieter trip, consider visiting during the shoulder seasons, in the spring or autumn.
What are the most popular Airbnbs in Middletown, CT?
What events or festivals should visitors check out in and around Middletown, CT?
The annual Middletown Arts Festival is a great event to catch, and there are also plenty of smaller festivals and events throughout the year. Check the Middletown website for a full list of events.
What are the best vacation rentals with a pool in Middletown, CT?
What are the best budget-friendly activities in Middletown, CT?
Take a walk along the Connecticut River, explore the gardens at the Wadsworth Mansion, or visit the Russell Library for free. You can also find some great deals on food and drinks at the local restaurants.
What are the best rentals for families and kids in Middletown, CT?
What are the best restaurants with local dishes in Middletown, CT?
The Main Street Cafe is a great spot for classic American comfort food. For something a little more upscale, try the A Mano, which serves modern Italian cuisine. And for something a bit more casual, head to the Little Grill on the Avenue for some delicious burgers and fries.
What are the best rentals or Airbnbs with a jacuzzi in Middletown, CT?
What are the best walking or cycling routes in Middletown, CT?
The Mattabesett Trail is a great option for a scenic walk or bike ride. You can also explore the historic downtown area, which is full of charming shops and restaurants.
Are there pet-friendly attractions in Middletown, CT?
Many of the parks in Middletown are dog-friendly, including the Rockfall State Park. You can also find some pet-friendly restaurants and shops in the downtown area.
What are the benefits of choosing a vacation rental in Middletown, CT?
Vacation rentals offer more space and privacy than a hotel room. They're also a great option for families or groups of friends travelling together. You can often find vacation rentals with kitchens, which allows you to save money on dining out.
What are the top sports attractions and facilities in Middletown, CT?
Middletown is home to the Wesleyan University athletic facilities, which include a football stadium, a baseball field, and a tennis complex. There are also several public parks with sports fields and courts.
Destinations nearby
Best Middletown, CT holiday rentals with a balcony
Middletown, CT
08/07 – 09/07
SG$580/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.
8.8 3 reviews
Middletown, CT
13/07 – 10/08
SG$354/nighttotal: SG$9912 (28 )
#28- *Modern Bungalow*
2 2
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.
10 2 reviews
Middletown, CT
27/06 – 04/07
SG$637/nighttotal: SG$4459 (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.
Middletown, CT
13/07 – 10/08
SG$494/nighttotal: SG$13832 (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.
Best pet friendly Middletown, CT holiday rentals
Among the 100 accommodations in Middletown, CT, here are the 4 best pet friendly rentals
9.1 29 reviews
Middletown, CT
13/07 – 10/08
SG$243/nighttotal: SG$6804 (28 )
Private Apartment In Berlin
1 3
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.
10 2 reviews
Middletown, CT
13/07 – 10/08
SG$368/nighttotal: SG$10304 (28 )
2br Apartment Near Wesleyan 301
2 3
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.
Middletown, CT
08/07 – 09/07
SG$442/nightfor 1 night
3 Br Apartment Near Wesleyan 201
1 4
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.
Middletown, CT
13/07 – 10/08
SG$313/nighttotal: SG$8764 (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.