Destination guide

Friendly Chester will entice you

Learn about the unique charm of Chester with a stay in a holiday home rental. This welcoming and relaxing city is well 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 holiday rental, you'll want to experience everything that makes Chester a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
Natural features

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 centre:

  • 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)
How to get there

Travelling to and around Chester

Fly into Newburgh, NY (SWF-Stewart Intl.), the closest airport, located 13.6 mi (21.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Caldwell, NJ (CDW-Essex County), which is 32.8 mi (52.7 km) away.

How many holiday rentals are available around Chester?

Our 2019 accommodation listings offer a large selection of 82 holiday lettings around Chester. From 57 Houses to 2 Flats, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular points of interest and landmarks to stay near when travelling to Chester?

HomeAway offers a large selection of holiday accommodations near great places in Chester. From HomeAway travellers, the most popular points of interest to stay near are:

  • Museum Village: 279 holiday lettings
  • Castle Fun Center: 257 holiday lettings
  • Sterling Forest State Park: 217 holiday lettings
  • Boscobel House and Gardens: 215 holiday lettings
  • Woodbury Common Premium Outlets: 218 holiday lettings

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

Can I rent Houses in Chester?

Yes, of course. HomeAway offers 57 Houses in Chester. Our other popular types of Chester holiday rentals include:

  • Flats: 2 self catering accommodations
  • Cabins: 8 self catering accommodations
  • Cottages: 8 self catering accommodations

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

Can I find a holiday accommodation with pool in Chester?

Yes, you can select your preferred holiday accommodation with pool among our 17 holiday homes with pool available in Chester. Please use our search bar to access the selection of holiday rentals available.

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