Where to stay near Chester?

Our 2019 accommodation listings offer a large selection of 970 holiday rentals near Chester. From 444 Houses to 60 Cabins, find unique holiday homes for you to enjoy a memorable stay with your family and friends. The best place to stay near Chester for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Chester?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Chester:

  • Okemo Mountain Resort: 177 holiday homes
  • Stratton Mountain Resort: 95 holiday homes
  • Killington Ski Area: 275 holiday homes
  • West Woodstock: 19 holiday homes
  • Quechee: 87 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

Can I rent Houses in Chester?

Yes, of course. HomeAway offers 444 Houses in Chester. Our other popular types of Chester holiday rentals include:

  • Cabins: 60 holiday houses
  • Cottages: 60 holiday houses
  • Condos/Apartments: 320 holiday houses

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

Can I find a holiday accommodation with pool in Chester?

Yes, you can select your preferred holiday accommodation with pool among our 271 holiday homes with pool available in Chester. Please use our search bar to access the selection of holiday rentals available.

    The cosy area of Chester awaits your stay

    The mountains and surrounding scenery provide a peaceful ambience to your holiday home in Chester. Well known for its hiking, skiing and coffee shops, this relaxing city won't disappoint. 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 Chester

    Are you hoping to discover top things to see and do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Chester a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

    • Okemo Mountain Resort (11.2 mi / 18 km)
    • Viking Nordic Center (9.8 mi / 15.7 km)
    • Magic Mountain Ski Resort (9.8 mi / 15.8 km)
    • Okemo Valley Golf Club (11.7 mi / 18.8 km)
    • Jackson Gore Ski Resort at Okemo (12.5 mi / 20.1 km)
    • Jamaica State Park (13.6 mi / 22 km)

    Seasonal weather in Chester

    Travellers enjoy Chester for its skiing. To make the most of the cold weather activities, you might consider visiting in December, March, February or January, when snowfall averages 59.08 inches and temperatures average -11°F.

    Exploring the natural features in Chester

    Whether you're an active traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Chester. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

    • Grafton Ponds Outdoor Center (7 mi / 11.3 km)
    • Lowell Lake State Park (8.9 mi / 14.3 km)
    • Dorsey Park (10.5 mi / 16.8 km)
    • Ball Mountain State Park (12.9 mi / 20.8 km)
    • Buttermilk Falls (13.6 mi / 21.9 km)
    • Jamaica State Park (13.6 mi / 22 km)