Where to stay around Chesapeake?

Our 2018 accommodation listings offer a large selection of 2,408 holiday lettings near Chesapeake. From 1,557 Houses to 484 Condos/Apartments, find the best place to stay with your family and friends to discover Chesapeake area.

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

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 Chesapeake:

  • Sandbridge: 483 holiday homes
  • Oceana Naval Air Station: 15 holiday homes
  • Ocean View: 84 holiday homes
  • Buckroe Beach: 20 holiday homes
  • Willoughby Spit: 93 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 Chesapeake?

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

  • Chesapeake Veterans' Memorial: 1,141 holiday lettings
  • Chesapeake Golf Club: 377 holiday lettings
  • Cahoon Plantation Golf Course: 237 holiday lettings
  • Chesapeake City Hall: 1,145 holiday lettings
  • Verizon Wireless Virginia Beach Amphitheater: 1,177 holiday lettings

But there are many other points of interest around Chesapeake 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 Chesapeake?

Yes, of course. HomeAway offers 1,557 Houses in Chesapeake. Our other popular types of Chesapeake holiday rentals include:

  • Condos/Apartments: 484 self catering accommodations
  • Cottages: 122 self catering accommodations
  • Bungalows: 122 self catering accommodations

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

Can I find a holiday accommodation with pool in Chesapeake?

Yes, you can select your preferred holiday accommodation with pool among our 1,511 holiday homes with pool available in Chesapeake. Please use our search bar to access the selection of holiday rentals available.

    Why people love visiting lively Chesapeake

    The area's live music and theatre scene are just some of the reasons to come on holiday to Chesapeake. This romantic city is known for its shopping, restaurants and beaches. Children's Museum of Virginia and Nauticus National Maritime Center are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

    Sightseeing in and around Chesapeake

    Are you hoping to discover attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes Chesapeake a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

    • Ocean Breeze Waterpark (16.8 mi / 27 km)
    • Virginia Aquarium and Marine Science Center (17.2 mi / 27.7 km)
    • Virginia Living Museum (23.4 mi / 37.6 km)
    • Cahoon Plantation Golf Course (3 mi / 4.8 km)
    • Chesapeake Golf Club (3.8 mi / 6.1 km)
    • Virginia Zoo (7.5 mi / 12 km)

    Seasonal weather averages in Chesapeake

    If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 30°F.

    Exploring the beaches and other natural features in Chesapeake

    Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Chesapeake. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

    • Norfolk Botanical Garden (10.7 mi / 17.2 km)
    • First Landing State Park (17.9 mi / 28.8 km)
    • Oak Grove Lake Park (1.7 mi / 2.7 km)
    • Chesapeake Arboretum (3.2 mi / 5.1 km)
    • Chesapeake City Park (3.5 mi / 5.6 km)
    • Town Point Park (5.4 mi / 8.7 km)