41+ Luxury Vacation Rentals & Cabins in Middletown |
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Middletown Cabin Rentals

About Middletown Vacation Rentals

There are more than 41 incredible getaway rentals that are available in Middletown. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Middletown.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Middletown, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Middletown. Places to stay near Middletown are 996.59 ft² on average, with prices averaging CA $346 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Middletown. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Middletown

Type Count
Vacation Homes 23
Holiday Apartments 14

Use these Quick Filters to Find a Vacation Rental in Middletown

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Middletown with Cabinns.ca.

Weather in Middletown, CT

View the weather forecast for Middletown before booking your Middletown Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Middletown Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Middletown. Discover Top Attractions For Your Next Outdoor Adventure.


Wesleyan University
Kidcity Children's Museum
Wadsworth Mansion
Smith Park
Artfarm
Middletown Nature Gardens
Dooley Pond Public Access
Ron McCutcheon Park
Van Vleck Observatory
General Mansfield House
Harbor Park
Middlesex Hospital
Connecticut Valley Hospital
Yale University
XL Center
Xfinity Theatre
University of Hartford
Toyota Presents Oakdale Theatre
Connecticut Convention Center

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Ron McCutcheon Park 81 Properties
Smith Park 43 Properties
Wadsworth Mansion 42 Properties
Washington Street Historic District 40 Properties
Kidcity Children's Museum 40 Properties
Harbor Park 40 Properties
Van Vleck Observatory 39 Properties
Middlesex Hospital 39 Properties
Wesleyan University 39 Properties
General Mansfield House 39 Properties
Main Street Historic District 39 Properties
Artfarm 38 Properties

Complexes around Middletown, CT


Inn At Middletown 3 Properties

Frequently Asked Questions About Middletown?

What are the top cabins, lake houses & summer homes in Middletown?

We provide an array of great vacation destinations in Middletown. If you are looking to stay in or around the Middletown area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Middletown:

Which cabin rental, resort, or holiday home in Middletown is best for families?

Searching for a family-friendly cabin in Middletown? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Middletown?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 41 in the Middletown area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Middletown.


People Also Ask

There are 3 hotels in Middletown and 37 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Middletown