Find the best place to stay — Sherwood

Where to stay around Sherwood?

Our 2018 property listings offer a large selection of 124 vacation rentals near Sherwood. From 64 houses to 36 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Sherwood for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Sherwood?

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

  • Eastport: 160 vacation rentals
  • Historic District: 191 vacation rentals
  • Naval Academy: 196 vacation rentals
  • Oyster Harbor: 15 vacation rentals
  • Bay Ridge: 29 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to Sherwood?

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

  • Chesapeake Bay Bridge: 579 vacation rentals
  • Breezy Point Beach: 185 vacation rentals
  • Maryland Quiet Waters Park: 609 vacation rentals
  • Sandy Point State Park: 566 vacation rentals
  • Chesapeake Bay Maritime Museum: 397 vacation rentals

But there are many other points of interest around Sherwood listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent houses in Sherwood?

Yes, of course. HomeAway has 64 houses in Sherwood. Our other popular types of vacation rentals in Sherwood include:

  • Cottages: 36 rentals available
  • Estates: 14 rentals available
  • Farmhouses: 3 rentals available

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

Can I rent waterfront rentals in Sherwood?

Absolutely, HomeAway has 85 waterfront rentals in Sherwood. You have also many other possibilities in Sherwood area, including:

  • Golf rentals: 76 rentals
  • Beach rentals: 11 rentals
  • Near the ocean rentals: 6 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Sherwood?

Yes, you can select your preferred vacation rental with pool among our 64 vacation rentals with pool available in Sherwood. Please use our search bar to access the selection of vacation rentals available.

    Take in the Natural Beauty of Sherwood

    The riverfront and island views create a pretty picture of Sherwood. This welcoming and scenic city entices travelers with its sailing and restaurants. Whether you're planning a family vacation, friends trip or romantic retreat, consider a rental home. Many rentals come with a full kitchen and separate dining area.

    Attractions In and Around Sherwood

    First time in Sherwood and looking for things to do? To appreciate the outdoor scene, make time for beaches like Breezy Point Beach and green spaces such as Shadyside Park and Kent Island. Also you might want to add Tilghman Watermen’s Museum, St. Michaels Winery or St. Michaels Museum to your agenda.