Middletown, NY, USA

Middletown, NY, USA

We found 34 vacation rentals — enter your dates for availability


Find the best place to stay — Middletown

Where to stay around Middletown, NY?

Our 2018 property listings offer a large selection of 34 vacation rentals near Middletown. From 21 houses to 0 , find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Middletown for a holiday or a weekend are on HomeAway.

Explore the Majestic Setting in Middletown

Take a vacation to Middletown and enjoy the area's architecture, sports and churches. Travelers to this family-friendly city praise the shopping, hiking and mountain views. Orange County Fairgrounds, Galleria at Crystal Run and Paramount Theatre are local sights to explore. If you're looking for somewhere to stay with more space, consider a vacation rental—many rental homes offer full kitchens and laundry facilities.

Attractions In and Around Middletown

Have time to spare and looking for things to do around Middletown? Take the kids and check out Orange County Fairgrounds, Soons Orchards and Castle Fun Center. To appreciate the outdoor scene, make time for beaches like Monroe Beach and green spaces such as Thomas Bull Memorial Park and The Rock Sports Complex.

You can take a shopping trip to Galleria at Crystal Run, Monroe Federal Plaza Shopping Center and Gateway Plaza Shopping Center. Also while in town, consider a visit to Paramount Theatre and Orange County Fair Speedway.