Destination guide

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.

Natural features

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)
How to get there

How to get to and around Chesapeake Beach

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 26.5 mi (42.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into College Park, MD (CGS), which is 28.8 mi (46.3 km) away.

How many holiday rentals are available around Chesapeake Beach?

Our 2020 accommodation listings offer a large selection of 415 holiday lettings around Chesapeake Beach. From 268 houses to 31 cottages, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular points of interest and landmarks to stay near when travelling to Chesapeake Beach? offers a large selection of holiday accommodations near great places in Chesapeake Beach. From travellers, the most popular points of interest to stay near are:

  • Chesapeake Beach Railway Museum: 253 holiday lettings
  • Chesapeake Beach Water Park: 276 holiday lettings
  • Perigeaux Vineyards and Winery: 98 holiday lettings
  • Maryland Quiet Waters Park: 500 holiday lettings
  • Dr. Samuel A. Mudd House Museum: 255 holiday lettings

But there are many other points of interest around Chesapeake Beach listed on 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 Beach?

Yes, of course. offers 268 Houses in Chesapeake Beach. Our other popular types of Chesapeake Beach holiday rentals include:

  • Cottages: 31 self catering accommodations
  • Cabins: 31 self catering accommodations
  • Flats: 64 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 73 holiday homes with pool available in Chesapeake Beach. Please use our search bar to access the selection of holiday rentals available.

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