Where to stay around Chester?

Our 2018 accommodation listings offer a large selection of 162 holiday lettings near Chester. From 103 Houses to 23 Cabins, 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:

  • Historic District: 110 holiday homes
  • Hillsmere: 19 holiday homes
  • Epping Forest: 20 holiday homes
  • Winchester-on-the-Severn: 20 holiday homes
  • Naval Academy: 125 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:

  • Pickering Creek Audubon Center: 222 holiday lettings
  • Chesapeake Bay Bridge: 613 holiday lettings
  • Navy-Marine Corps Memorial Stadium: 604 holiday lettings
  • River House Golf: 222 holiday lettings
  • Hammond-Harwood House: 621 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 103 Houses in Chester. Our other popular types of Chester holiday rentals include:

  • Cabins: 23 self catering accommodations
  • Cottages: 23 self catering accommodations
  • Bungalows: 23 self catering accommodations

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 Chester?

Yes, you can select your preferred holiday accommodation with pool among our 56 holiday homes with pool available in Chester. Please use our search bar to access the selection of holiday rentals available.

    Take in the waterfront beauty of Chester

    The island views and surrounding scenery provide a peaceful ambience to your holiday home in Chester. This city's boating, cycling and seafood restaurants draw many visitors. William Paca House and Maryland State House are just a couple of the must-see attractions in the area. 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 searching for attractions to visit in the city? Venture out of your cosy holiday rental and check out everything that Chester has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

    • Queenstown Harbor Golf Club (6.5 mi / 10.4 km)
    • U.S. Naval Academy Golf Club (10.4 mi / 16.7 km)
    • St. Michaels Winery (12.3 mi / 19.7 km)
    • Hog Neck Golf Course (14.9 mi / 23.9 km)

    Exploring the natural features in Chester

    Whether you're an outdoor enthusiast or just want to take in the scenery, Chester is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

    • Kent Island (2.1 mi / 3.4 km)
    • Sandy Point State Park (8.3 mi / 13.4 km)
    • Maryland Quiet Waters Park (12 mi / 19.3 km)
    • Ferry Park (12.8 mi / 20.6 km)
    • Shadyside Park (14.7 mi / 23.6 km)