Choose from 59 vacation rentals located in Middletown, Connecticut. Top filters in Middletown include Internet / Wifi, Air conditioner, and Parking. Prices range from $39 to $898 per night. Our most popular vacation rental types near Middletown are Condo and Hotel.

Top vacation rentals in Middletown

Property view
Inn
 in Cromwell
Quality Inn Cromwell - Middletown
Pets allowed · Kitchen / Kitchenette · Parking

This inviting Inn in Middletown can fit your needs for many types of vacations, at $59 per night.

$$$$
booking logo
View deal
Property view
4.3
Excellent(183 Reviews)
Inn
 in Middletown
Inn at Middletown
Pool · Kitchen / Kitchenette · Air conditioner

Enjoy the best of Middletown in our Inn, Inn at Middletown. A stunning property with amenities including Air conditioner, Internet / Wifi and Smoking allowed, and more.

$$$$
booking logo
View deal
backyard sunset
4.8
Outstanding(118 Reviews)
Cottage
 in Middlefield
Lake Front Cottage #7!
2 guests · 1 bath
Garden · Pool · Kitchen / Kitchenette

Soak up the beauty of Middletown in our Cottage, Lake Front Cottage #7!. With a range of amenities such as Air conditioner, Internet / Wifi and Balcony / Patio, you'll feel right at home.

$$$$
vrbo logo
View deal
Exterior
4.8
Outstanding(101 Reviews)
Condo
 in Middlefield
Tiny Lakefront Cottage!
2 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Middletown? Our Condo might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more during your stay.

$$$$
vrbo logo
View deal

Search by amenity

Vacation rentals with internet & wifi in Middletown

Property view
4.1
Excellent(182 Reviews)
Hotel
 in Cromwell
3star
SpringHill Suites by Marriott Hartford Cromwell
Air conditioner · Internet / Wifi · Parking

Looking to create some memories in Middletown? Look no further than our Hotel, SpringHill Suites by Marriott Hartford Cromwell. Enjoy top-rated amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
Exterior
4.9
Outstanding(75 Reviews)
Cottage
 in Middlefield
Fun Lake Front Cottage!
4 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

This inviting Cottage in Middletown can fit your needs for many types of vacations, at $205 per night.

$$$$
vrbo logo
View deal
Private kitchen
4.8
Outstanding(50 Reviews)
Cottage
 in Middlefield
Romantic Lakefront Cottage #5
2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen / Kitchenette

Looking for a memorable stay in Middletown? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more during your stay.

$$$$
vrbo logo
View deal
Room
5.0
Outstanding(22 Reviews)
Condo
 in Middletown
Cozy, Pet-Friendly Apartment Near University
6 guests · 2 bedrooms · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

When traveling to Middletown, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $125 per night.

$$$$
vrbo logo
View deal
city photo
Middletown

Middletown travel guide

Let us help you plan your perfect Middletown vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Middletown, and more.

Frequently asked questions

What is the price range for rentals in Middletown?

Vacation rentals in Middletown have a price range between $39-$898. The average price for rentals in Middletown is $129 per night.

What are the top things to do in Middletown, CT?

Middletown, CT is a great place to explore and enjoy a variety of activities. Here are some of the top things to do in Middletown:

  • Visit Wadsworth Falls State Park
  • Explore the Middlesex County Historical Society
  • Stroll through the Middletown Historic District
  • Enjoy a show at the Oddfellows Playhouse
Middletown is a great place to enjoy outdoor activities, explore its rich history, and take in a show. Whether you're looking for a relaxing day in nature or an entertaining evening out, Middletown has something for everyone.

What are the most popular vacation rental amenities in Middletown, CT?

The most popular vacation rental amenities in Middletown, CT include:

  • Fully equipped kitchen
  • Cable or satellite television
  • Free Wi-Fi
  • Laundry facilities
  • Air conditioning

Other amenities that are often found in Middletown vacation rentals include outdoor areas such as a patio, deck, or balcony, as well as on-site parking, a hot tub, and a fitness center. Some vacation rentals also offer additional services such as housekeeping or concierge services.

Where is Middletown, CT?

Middletown, Connecticut is located in the south-central portion of the state, along the Connecticut River, about halfway between New Haven and Hartford. It is part of the Hartford-West Hartford-East Hartford metropolitan statistical area, which is also included in the Hartford-West Hartford-East Hartford combined statistical area.

Middletown, CT is located in the south-central portion of the state, along the Connecticut River, about halfway between

  • New Haven
  • Hartford
. It is part of the Hartford-West Hartford-East Hartford metropolitan statistical area, which is also included in the Hartford-West Hartford-East Hartford combined statistical area.

What are the best neighborhoods to visit in Middletown, CT?

Middletown, CT has a variety of great neighborhoods to visit. Here are some of the best:

  • Downtown: filled with charming shops, restaurants, and galleries
  • Westfield: a vibrant residential area with plenty of green space
  • North End: a historic district with lots of old homes and buildings

What are the popular shopping destinations in Middletown, CT?

Popular shopping destinations in Middletown, CT include:

  • Crystal Mall
  • Westfield Meriden
  • The Shops at Evergreen Walk

Crystal Mall is a two-story shopping center featuring a wide variety of stores, restaurants, and entertainment options. Westfield Meriden offers a variety of retail stores, restaurants, and entertainment options. The Shops at Evergreen Walk is an outdoor shopping center featuring a variety of stores, restaurants, and entertainment options.

Is Middletown, CT safe to travel to?

Middletown, CT is generally a safe place to travel to. Here are a few tips to keep in mind:

  • Be aware of your surroundings and trust your instincts.
  • Avoid walking alone late at night.
  • Be aware of any suspicious activity.

Overall, with the right precautions, Middletown, CT is a great place to visit.

What is the culture like in Middletown, CT?

Middletown, Connecticut is a vibrant city with a unique culture and history. It is a city that is proud of its past and its present. Here are five aspects of the culture of Middletown, CT:

  • A diverse population with a mix of cultures and backgrounds
  • A strong sense of community pride
  • An emphasis on education and lifelong learning
  • A vibrant music and arts scene
  • A focus on sustainable living and environmental stewardship

Where can I find affordable accommodation in Middletown, CT?

Middletown, CT offers a variety of affordable accommodation options for travelers. Here are a few of our favorites:

  • Courtyard by Marriott Middletown - This hotel offers a comfortable and convenient stay in the heart of Middletown. It features an indoor pool, fitness center, and free Wi-Fi.
  • Hampton Inn & Suites Middletown - This modern hotel is a great choice for business and leisure travelers alike. It features a free hot breakfast, business center, and outdoor pool.
  • Holiday Inn Express & Suites Middletown - This hotel offers a great value for travelers looking for a comfortable stay. It features a free hot breakfast, free parking, and a fitness center.
  • Super 8 by Wyndham Middletown - This budget-friendly hotel is a great choice for travelers on a budget. It features free Wi-Fi, free breakfast, and a 24-hour front desk.

How can I get around in Middletown, CT?

You can get around Middletown, CT in a few different ways:

  • By car
  • By bus
  • By bike

Middletown has an extensive bus network and there are bike lanes throughout the city. You can also rent a car in the city if you need to.

What are the must-visit tourist attractions in Middletown, CT?

Middletown, CT is home to many must-visit tourist attractions including:

  • Wesleyan University
  • The Wadsworth Mansion
  • The Russell Library
  • The Mattabesett Trail

Wesleyan University is a prestigious liberal arts college with a beautiful campus. The Wadsworth Mansion is a historic estate with stunning gardens and grounds. The Russell Library is a great place to learn about Middletown's history. The Mattabesett Trail is a scenic hiking trail that passes through Middletown.

What do I need to know before visiting Middletown, CT?

Before visiting Middletown, CT, it is important to know a few things:
  • Middletown is located in central Connecticut and is a short drive away from major cities such as Hartford and New Haven.
  • The city is home to Wesleyan University, which offers a wide variety of cultural activities and events.
  • Middletown also offers a variety of outdoor activities, including kayaking, hiking, and fishing.
Middletown has plenty of restaurants, shops, and attractions, so make sure to check out some of the local favorites while you are there!

What are the most popular vacation rental amenities in Middletown?

  • Internet / Wifi
  • Air conditioner
  • Parking

Explore near Middletown

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration

Keep exploring