Sherwood holiday homes

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Discover a selection of 5 homes and other holiday rentals in Sherwood that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include parking and a fireplace. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Travel to scenic Sherwood

The island views and riverfront create a pretty picture of Sherwood. This scenic and welcoming city entices travellers with its sailing and restaurants. A holiday 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 searching for attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Sherwood has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • St. Michaels Winery (5.4 mi / 8.7 km)
  • Chesapeake Beach Water Park (12.6 mi / 20.3 km)
  • Easton Cycle and Sport (13.9 mi / 22.3 km)
  • Hog Neck Golf Course (14.8 mi / 23.8 km)
  • Paul Reed Smith Guitars (15.6 mi / 25.2 km)
  • Phillips Wharf Environmental Center (3.2 mi / 5.1 km)

Exploring the natural features in Sherwood

Whether you're looking for adventure or just want to take in the scenery, Sherwood is a great spot to appreciate mother nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Shadyside Park (12.1 mi / 19.5 km)
  • Triton Beach (12.6 mi / 20.3 km)
  • Chesapeake Bay Environmental Center (13.8 mi / 22.2 km)
  • Breezy Point Beach (14.3 mi / 23 km)
  • Bay Ridge Beach (14.8 mi / 23.9 km)
  • Carrs Beach (15.6 mi / 25.2 km)

Travelling to and around Sherwood

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 14.1 mi (22.7 km) from the city centre. If you can't find a flight that's convenient for your trip, 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 holiday home accommodation in Sherwood?
Houses are the most popular type of holiday home in Sherwood, according to our data. Even if you have a different idea about what you’d like, Bookabach has properties in many shapes and sizes. Compare our options to find your perfect pad.
How much does it cost to rent a holiday home in Sherwood?
The average price for a holiday 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 Bookabach. 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 holiday homes in Sherwood?
Yes. You’ll find six stays that welcome pets in Sherwood on Bookabach. Our furry kids deserve a break too, so simply use our search function for pet-friendly holiday homes 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 holiday homes and every day can be a pool day. Simply enter your dates into Bookabach, then use the “pool” filter to find the ideal place for a splashing good time!
What are popular home amenities in Sherwood?
When it comes to home amenities that guests are on the lookout for in Sherwood, a garden, a fireplace and a water view rank the highest. With Bookabach holiday homes, 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 holiday homes in Sherwood?
Choose from five holiday homes in Sherwood that can host 10 or more guests. Whether you’re organising 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 holiday homes 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 favourite 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 holiday homes 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 holiday homes with WiFi in Sherwood. Check the “WiFi” box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Sherwood?
There are six holiday homes 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 holiday home in Sherwood?
The minimum age is normally 16, 18 or 21. It can vary from one property to another on Bookabach, so look at the rules of your chosen Sherwood holiday home before you book.
How long can I rent a holiday home in Sherwood for?
It really depends on the Sherwood property. To view a list of options offering extended stays, just enter your travel dates and number of people into Bookabach’s search page. You can look forward to having the property to yourself, along with home comforts such as air conditioning, a fully-equipped kitchen and a backyard where your little ones can play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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