Eastern Shore holiday homes

We found 10,912 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
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Delight in the oceanfront landscape of Eastern Shore

The ocean views and wildlife provide a pleasant backdrop to your holiday home in Eastern Shore. Well known for its sailing, seafood restaurants and bird watching, this walkable city won't disappoint. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Eastern Shore

Do you want to discover things to do in the city? Travellers enjoy fun activities like boating and bird watching. Venture out of your cosy holiday rental and experience everything that makes Eastern Shore a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • St. Michaels Winery (21.2 mi / 34.2 km)
  • Harrington Raceway and Casino (23.2 mi / 37.4 km)
  • Salisbury Zoo (25.5 mi / 41.1 km)
  • Queenstown Harbor Golf Club (28.2 mi / 45.4 km)
  • Layton's Chance Vineyard and Winery (12 mi / 19.3 km)
  • The Hen House (17.9 mi / 28.7 km)

Exploring the beaches and other natural features in Eastern Shore

Travellers enjoy Eastern Shore for its seaside and wildlife. Whether you're an active traveller or just want to take in the scenery, Eastern Shore is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Harriet Tubman Underground Railroad National Historical Park (20.9 mi / 33.6 km)
  • Blackwater National Wildlife Refuge (21.6 mi / 34.8 km)
  • Trap Pond State Park (22.6 mi / 36.3 km)
  • Chesapeake Bay Environmental Center (28.1 mi / 45.3 km)
  • Killens Pond State Park (28.4 mi / 45.8 km)
  • Bill Burton Fishing Pier State Park (11 mi / 17.7 km)

Travelling to and around Eastern Shore

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 15.2 mi (24.5 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 28.7 mi (46.1 km) away.

If you're travelling by train, Cambridge Station, Ocean City Station and Perryville Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Eastern Shore when booking a holiday home?

Among the most popular areas to book your Bookabach holiday property in Eastern Shore is Berlin. Make your home away from home here and experience some top attractions, including Casino at Ocean Downs and Frontier Town Water Park and Golf.

What is the most popular type of holiday home accommodation in Eastern Shore?

The most in-demand types of holiday homes in Eastern Shore are condos. Want something different? Bookabach has many options to match our guests' requirements, so you'll see properties in all sizes and shapes. The perfect fit is ready and waiting for you — find yours today.

How much does it cost to rent a holiday home in Eastern Shore?

Several things can influence what you'll pay for your holiday home in Eastern Shore, like the time of year, property type and length of stay. However, all Bookabach homes have one thing in common — exceptional value. Simply enter your travel dates to find your ideal match.

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

When you travel and the size and style of the property will help determine the cost of your beachside stay. Click on your Eastern Shore travel dates to view your options on Bookabach. Did someone just say "hot tub"? Use our filters to choose the amenities and features you need.

What are popular home amenities in Eastern Shore?

When it comes to home amenities that guests are looking for in Eastern Shore, off-street parking options, a dishwasher and a microwave oven are at the top of the list. With Bookabach holiday homes, you'll discover options to fit your style and taste, whether you're taking a trip with family, friends or even pets.

Are there large group holiday homes in Eastern Shore?

Eastern Shore has 1,031 holiday properties that can cater to 10 or more guests. These properties come with enough space to enjoy good times with your nearest and dearest.

What are the top attractions for families in Eastern Shore?

Keep your kids busy at these popular family-friendly attractions in Eastern Shore:

  • Ocean City Beach
  • Ocean City Boardwalk
  • Jolly Roger Amusement Park

Can I find two-bedroom holiday homes in Eastern Shore?

Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 2,191 two-bedroom holiday homes Eastern Shore has to offer.

Are there holiday homes with WiFi in Eastern Shore?

Eastern Shore has 1,138 holiday homes with WiFi, so you'll be able to stay connected while you're travelling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to posting pics on social media, these Bookabach homes make it a cinch to get online.

How old do you have to be to rent a holiday home in Eastern Shore?

We recommend checking with the Eastern Shore holiday property you're considering on Bookabach as the age limit varies. However, typically it's 16, 18 or 21.

How long can I rent a holiday home in Eastern Shore for?

It really depends on the Eastern Shore property. To view all available options offering extended stays, simply type your dates and number of guests into Bookabach. Look forward to having the property to yourself, along with the comforts of home like a fully-equipped kitchen and a backyard where your little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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