Discover a selection of 1,000 holiday home rentals in Middletown, NY, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 402 per night, and holiday houses and cabins are popular options for a stay in Middletown. Either way, you'll find holiday accommodation for everyone's needs.
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Top rated rentals — Middletown
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Destination guide

Head to the friendly city of Middletown

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

Activities

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 cosy holiday 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 centre:

  • 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)
Natural highlights

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 centre:

  • 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)
How to get there

Transport options to and around Middletown

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 17.7 mi (28.5 km) from the city centre.

How many holiday accommodation are available around Middletown?

Our 2021 accommodation listings offer a large selection of 924 holiday rentals around Middletown. From 695 holiday houses to 136 cabins, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Middletown is on Stayz.

Can I rent Houses in Middletown?

Yes, of course. Stayz offers 695 Houses in Middletown. Our other popular types of Middletown holiday rentals include:

  • Cabins: 136 holiday houses
  • Bungalows: 113 holiday houses
  • Cottages: 113 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Condos/Apartments and more.

Can I find a holiday accommodation with pool in Middletown?

Yes, you can select your preferred holiday accommodation with pool among our 278 holiday homes with pool available in Middletown. Please use our search bar to access the selection of holiday rentals available.