44+ Rental Villas and Private Getaways in Middletown |
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Middletown Vacation Rentals & One Degree Stays Homes

About Middletown Vacation Rentals

There are more than 44 vacation rentals that are available in Middletown. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Middletown.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Middletown, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Middletown. Places to stay near Middletown are 567.55 ft² on average, with prices averaging US $258 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Middletown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Middletown

Type Count
Vacation Homes 18
Holiday Apartments 17

Use these Quick Filters to Find a Vacation Rental in Middletown

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Middletown.

Weather in Middletown, KY

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

Top Attractions Around Middletown, KY

OneDegreeStays offers a large selection of top attractions around Middletown. Research things to do on your vacation before you visit Middletown.


Village Square Shopping Center
Eastgate Shopping Center
Kentucky Exposition Center
University of Louisville
Churchill Downs
KFC Yum Center
Fourth Street Live!
Louisville Slugger Museum
Kentucky International Convention Center
Louisville Palace
Louisville Zoo
Kentucky Kingdom
Louisville Mega Cavern
Freedom Hall
Waverly Hills Sanatorium
Muhammad Ali Center
Louisville Waterfront Park
21c Museum Hotel
Kentucky Derby Museum
Mall St. Matthews

Other Places to Stay in Middletown, KY


Village Square Shopping Center 233 Properties
Woodland Hills 232 Properties
Eastgate Shopping Center 163 Properties

Frequently Asked Questions About Middletown?

What are the top vacation rentals in Middletown?

There are a lot of options in Middletown. If you plan on staying in the Middletown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Middletown:

How many onedegreestays vacation rentals are available in Middletown?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 44 in the Middletown area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Middletown. 


People Also Ask

There are 44 Middletown, KY Vacation Rentals

Recently Booked Vacation Rentals in Middletown