Sherwood vacation rentals

We found 173 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 6 homes and other vacation rentals in Sherwood that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

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Travel to beautiful Sherwood

The island views and riverfront create a pretty picture of Sherwood. This scenic and welcoming city entices travelers with its sailing and restaurants. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Sherwood

Are you hoping to discover things to do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Sherwood a fun spot to vacation. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • St. Michaels Winery (5.4 mi / 8.7 km)
  • Chesapeake Beach Water Park (12.6 mi / 20.3 km)
  • Hog Neck Golf Course (14.8 mi / 23.8 km)
  • Phillips Wharf Environmental Center (3.2 mi / 5.1 km)
  • Talbot Massage (13.8 mi / 22.1 km)
  • Easton Cycle and Sport (13.9 mi / 22.3 km)

Exploring the natural features in Sherwood

Whether you're looking for adventure or just want to appreciate the scenery, Sherwood is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Chesapeake Bay Environmental Center (13.8 mi / 22.2 km)
  • Breezy Point Beach (14.3 mi / 23 km)
  • Maryland Quiet Waters Park (15.9 mi / 25.5 km)
  • Triton Beach (12.6 mi / 20.3 km)
  • Matapeake State Park (13.5 mi / 21.7 km)
  • Bay Ridge Beach (14.8 mi / 23.9 km)

Traveling to and around Sherwood

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 14.1 mi (22.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 52.1 mi (83.8 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Sherwood?

Houses are the most popular type of vacation rental in Sherwood, according to our data. Even if you have a different idea about what you'd like, Vrbo has properties in many shapes and sizes. Compare our options to find your perfect pad.

How much does it cost to rent a vacation rental in Sherwood?

The average price for a vacation home in Sherwood can vary depending on factors including property type, season and length of stay. Whether you're looking for a sprawling villa with lots of bedrooms or a quaint cottage just enough for two, just enter your dates of travel to view stays that offer great value.

How much does it cost to rent a beach house in Sherwood?

When you travel and the style and size of the property will help determine the cost of your beachside escape. Enter your Sherwood travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to select the features and amenities you want.

Are there pet-friendly vacation rentals in Sherwood?

Yes. You'll find six stays that welcome pets in Sherwood on Vrbo. Our furry kids deserve a break too, so simply use our search function for pet-friendly vacation rentals to book a place where your pooch can lap up the good times.

Can I rent a house with a pool in Sherwood?

Dig out your swimsuit and inflatable swan, because there are five houses with a private pool in Sherwood. Stay at one of these terrific vacation homes and every day can be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the ideal place for a splashing good time!

What are popular rental amenities in Sherwood?

When it comes to rental amenities that guests are on the lookout for in Sherwood, a garden, a fireplace and a water view rank the highest. With Vrbo vacation rentals, you'll enjoy choices to suit your taste and style, whether you're planning to get away with family, friends or even pets.

Are there large group vacation rentals in Sherwood?

Choose from five vacation homes in Sherwood that can host 10 or more guests. Whether you're organizing a get-together with extended family or a special event like a birthday party, there's ample room to get your loved ones together under the same roof.

Are there vacation rentals in Sherwood that welcome kids?

Bring the entire group together for an adventure in Sherwood at one of our six family-friendly properties. Many of these stays come with conveniences that are suitable for trips with the kids, such as full kitchens, living rooms and entertainment units. Simply check the "Properties good for families" filter box and choose your favorite option.

What are the top attractions for families in Sherwood?

There are loads of amazing things to see and do with the family in Sherwood, including:

  • Chesapeake Bay Maritime Museum
  • St. Michaels Museum
  • Tilghman Watermen’s Museum

Are there vacation rentals with WiFi in Sherwood?

Whether you'd like to keep up with the news, make a video call or surf social networks, there are four vacation homes with WiFi in Sherwood. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.

How can I find vacation rentals with air conditioning in Sherwood?

There are six vacation rentals with air conditioning in Sherwood providing that cool, cool breeze and extra element of comfort. Simply enter your preferred travel dates and then use our handy filters to find properties with air conditioning.

How old do you have to be to rent a vacation rental in Sherwood?

The minimum age is normally 16, 18 or 21. It can vary from one property to another on Vrbo, so look at the rules of your chosen Sherwood vacation rental before you book.

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