Where to stay around Chester?

Our 2018 accommodation listings offer a large selection of 536 holiday lettings near Chester. From 268 houses to 137 condos, find unique self catering accommodation 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 accommodations for a long holiday or just a weekend break in Chester:

  • Killington Ski Area: 245 holiday homes
  • Okemo Mountain Resort: 165 holiday homes
  • Bromley Mountain: 17 holiday homes
  • Stratton Mountain Resort: 84 holiday homes
  • West Woodstock: 20 holiday homes

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

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:

  • Vermont Institute of Contemporary Arts: 831 holiday lettings
  • Dorsey Park: 1,110 holiday lettings
  • Sunrise Village Triple: 1,177 holiday lettings
  • Shooting Star Ski Lift: 888 holiday lettings
  • Skye Peak Express Quad: 1,173 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 268 houses in Chester. Our other popular types of Chester holiday rentals include:

  • Condos: 137 self catering accommodations
  • Cabins: 30 self catering accommodations
  • Chalets: 20 self catering accommodations

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

Can I find a holiday accommodation with pool in Chester?

Yes, you can select your preferred holiday accommodation with pool among our 117 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)