Where to stay around Middletown, NY?

Our 2019 property listings offer a large selection of 1,107 vacation rentals near Middletown. From 506 Houses to 171 Hotels, 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 VRBO.

Can I rent Houses in Middletown?

Yes, of course. VRBO has 506 Houses in Middletown. Our other popular types of vacation rentals in Middletown include:

  • Hotels: 171 rentals available
  • Bungalows: 124 rentals available
  • Cabins: 124 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Middletown?

Yes, you can select your prefered vacation rental with pool among our 429 vacation rentals with pool available in Middletown. Please use our search bar to access the selection of vacation rentals available.

    Head to the friendly city of Middletown

    Enjoy the area's churches, architecture and festivals and make a vacation rental your home during your stay in Middletown. This welcoming city allures visitors with its shopping and restaurants. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

    Activities and attractions in Middletown

    Are you looking for top things to see and do while you're in the area? Venture out of your cozy vacation rental and experience everything that Middletown has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

    • Orange County Fairgrounds (1.5 mi / 2.4 km)
    • Soons Orchards (3.1 mi / 4.9 km)
    • Goshen Historic Track (5.9 mi / 9.5 km)
    • Castle Fun Center (9.1 mi / 14.6 km)
    • Warwick Valley Winery and Distillery (10.7 mi / 17.2 km)
    • Scenic Farms Golf Course (11 mi / 17.8 km)

    Exploring the natural landscape of Middletown

    Whether you're looking for adventure or just want to spend some time taking in the scenery, Middletown is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

    • Thomas Bull Memorial Park (8 mi / 12.9 km)
    • The Rock Sports Complex (10.1 mi / 16.3 km)
    • Pine Island Town Park (10.6 mi / 17.1 km)
    • Frederick Franck's Pacem in Terris (14.1 mi / 22.7 km)
    • Arrow Park Lake and Lodge (16.7 mi / 26.9 km)
    • Mary H Harriman Memorial Park (17.1 mi / 27.6 km)