Where to stay around Chesapeake Beach?

Our 2019 accommodation listings offer a large selection of 501 holiday lettings near Chesapeake Beach. From 339 Houses to 77 Flats, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Chesapeake Beach is on HomeAway.

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

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 Beach:

  • Bay Ridge: 34 holiday homes
  • Eastport: 149 holiday homes
  • Westwinds: 35 holiday homes
  • Hillsmere: 19 holiday homes
  • Arundel on the Bay: 18 holiday homes

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

Can I rent Houses in Chesapeake Beach?

Yes, of course. HomeAway offers 339 Houses in Chesapeake Beach. Our other popular types of Chesapeake Beach holiday rentals include:

  • Flats: 77 self catering accommodations
  • Studios: 39 self catering accommodations
  • Townhouses: 36 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 Chesapeake Beach?

Yes, you can select your preferred holiday accommodation with pool among our 87 holiday homes with pool available in Chesapeake Beach. Please use our search bar to access the selection of holiday rentals available.

    Head to the relaxing city of Chesapeake Beach

    Enjoy the live music and other features of Chesapeake Beach. Travellers especially like the restaurants, spas and beaches in this relaxing and romantic city. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

    Sightseeing in and around Chesapeake Beach

    Are you hoping to discover attractions to visit during your stay? Venture out of your holiday home and experience everything that makes Chesapeake Beach a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

    • Chesapeake Beach Water Park (0.1 mi / 0.2 km)
    • Running Hare Vineyard (13.6 mi / 21.9 km)
    • Lake Presidential Golf Club (14.9 mi / 24 km)
    • Perigeaux Vineyards and Winery (19 mi / 30.6 km)

    Seasonal weather in Chesapeake Beach

    If you're planning a holiday around the weather, July, June, August and September are the hottest months to visit, when temperatures average 31°F.

    Exploring the natural landscape of Chesapeake Beach

    Whether you're an active traveller or just want to appreciate the scenery, Chesapeake Beach is a great spot to appreciate mother nature. These are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

    • Breezy Point Beach (5.3 mi / 8.5 km)
    • Shadyside Park (10.6 mi / 17 km)
    • Jefferson Patterson Park and Museum (20.4 mi / 32.9 km)
    • Kent Island (20.9 mi / 33.6 km)