Where to stay around Sherwood, MD?

Our 2018 property listings offer a large selection of 120 vacation rentals near Sherwood. From 63 houses to 35 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 VRBO.

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: 162 vacation rentals
  • Naval Academy: 198 vacation rentals
  • Bay Ridge: 31 vacation rentals
  • Historic District: 194 vacation rentals
  • West Annapolis: 33 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to Sherwood?

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

  • Sandy Point State Park: 579 vacation rentals
  • Breezy Point Beach: 189 vacation rentals
  • Chesapeake Bay Bridge: 594 vacation rentals
  • Chesapeake Bay Maritime Museum: 393 vacation rentals
  • U.S. Naval Academy: 602 vacation rentals

But there are many other points of interest around Sherwood listed on VRBO 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. VRBO has 63 houses in Sherwood. Our other popular types of vacation rentals in Sherwood include:

  • Cottages: 35 rentals available
  • Estates: 11 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 beachfront rentals in Sherwood?

Absolutely, VRBO has 82 beachfront rentals in Sherwood. You have also many other possibilities in Sherwood area, including:

  • Golf rental rentals: 75 rentals
  • Beach view rentals: 3 rentals

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

Can I find a vacation rental with online bookable in Sherwood?

Yes, you can select your prefered vacation rental with online bookable among our 120 vacation rentals with online bookable available in Sherwood. Please use our search bar to access the selection of vacation rentals available.

    Take in the natural beauty of Sherwood

    The island views and riverfront create a pretty picture of Sherwood. This scenic and welcoming city entices travelers with its sailing and restaurants. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

    Activities and attractions in and around Sherwood

    Do you want to discover attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Sherwood a one-of-a-kind vacation spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

    • St. Michaels Winery (6.2 mi / 10 km)
    • Chesapeake Beach Water Park (11.8 mi / 18.9 km)
    • Hog Neck Golf Course (15.6 mi / 25.1 km)

    Exploring the natural features in Sherwood

    Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Sherwood is a great place to get out in nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

    • Shadyside Park (12.2 mi / 19.7 km)
    • Breezy Point Beach (13.3 mi / 21.4 km)
    • Kent Island (13.7 mi / 22.1 km)
    • Maryland Quiet Waters Park (16.2 mi / 26 km)