Find the best place to stay — Dorchester County

Where to stay around Dorchester County?

Our 2018 property listings offer a large selection of 66 vacation rentals near Dorchester County. From 43 houses to 6 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Dorchester County for a holiday or a weekend are on HomeAway.

What are the most popular destinations to visit in Dorchester County?

There are many lovely places to stay for a holiday trip or just for a weekend in Dorchester County. From HomeAway travelers, the most popular destinations to visit are:

  • Cambridge: 74 vacation rentals
  • Taylors Island: 58 vacation rentals
  • Hoopers Island: 38 vacation rentals
  • Fishing Creek: 16 vacation rentals
  • Woolford: 64 vacation rentals

And HomeAway offers you the chance to discover many other popular destinations in Dorchester County! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Dorchester County?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Dorchester County:

  • Cambridge: 74 rentals
  • Taylors Island: 58 rentals
  • Fishing Creek: 16 rentals
  • Woolford: 64 rentals
  • Church Creek: 68 rentals

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

Can I find easy-access vacation rentals when traveling by plane to Dorchester County?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Dorchester County are:

  • Cambridge, MD (CGE-Cambridge - Dorchester): 138 vacation rentals
  • Leonardtown, MD (LTW-St. Marys County): 76 vacation rentals
  • Easton-Newnam Field Airport (ESN): 223 vacation rentals

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

Near which points of interest can I spend my holidays in Dorchester County?

HomeAway offers a large selection of rentals near lovely places in Dorchester County. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Choptank River Lighthouse: 192 rentals
  • Great Marsh Park: 193 rentals
  • Harriet Tubman Birthplace Marker: 97 rentals
  • Long Wharf Park: 191 rentals
  • Layton's Chance Vineyard and Winery: 62 rentals

But there are many other points of interest around Dorchester County listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.