Where to stay around Chester, NY?

Our 2018 property listings offer a large selection of 84 vacation rentals near Chester. From 51 Houses to 10 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chester for a holiday or a weekend are on VRBO.

What are the popular point of interests near where I can stay when traveling to Chester?

VRBO offers a large selection of vacation rentals near lovely places in Chester. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Museum Village: 237 vacation rentals
  • Castle Fun Center: 215 vacation rentals
  • Mountain Creek: 71 vacation rentals
  • Bear Mountain State Park: 335 vacation rentals
  • Harriman State Park: 204 vacation rentals

But there are many other points of interest around Chester listed on VRBO where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Chester?

Yes, of course. VRBO has 51 Houses in Chester. Our other popular types of vacation rentals in Chester include:

  • Cabins: 10 rentals available
  • Cottages: 10 rentals available
  • Bungalows: 10 rentals available

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

Can I find a vacation rental with pool in Chester?

Yes, you can select your prefered vacation rental with pool among our 20 vacation rentals with pool available in Chester. Please use our search bar to access the selection of vacation rentals available.

    Friendly Chester will entice you

    Learn about the unique charm of Chester with a stay in a private vacation home. This welcoming and relaxing city is known for its shopping, restaurants and skiing. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

    Activities and attractions in and around Chester

    Are you looking for things to do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Chester a one-of-a-kind vacation spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

    • Castle Fun Center (1.8 mi / 2.8 km)
    • Goshen Historic Track (5 mi / 8 km)
    • The Golf Club at Mansion Ridge (5.1 mi / 8.2 km)
    • Tuxedo Ridge Ski Center (7.1 mi / 11.5 km)
    • Mount Peter Ski Area (7.4 mi / 12 km)
    • Brotherhood Winery (7.5 mi / 12 km)

    Exploring the natural features in Chester

    Whether you're looking for adventure or just want to take in the scenery, Chester is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

    • The Rock Sports Complex (1.1 mi / 1.8 km)
    • Arrow Park Lake and Lodge (6 mi / 9.7 km)
    • Mary H Harriman Memorial Park (6.4 mi / 10.4 km)
    • Thomas Bull Memorial Park (9 mi / 14.4 km)
    • Lake Tiorati Beach (10.1 mi / 16.3 km)
    • Sterling Forest State Park (10.5 mi / 16.8 km)

    Explore destinations around Chester