Discover a selection of 5,000 vacation rentals in Bishopville, MD that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $195 per night, and condos and houses are popular options for a stay in Bishopville. Either way, you'll find a rental for everyone's needs.
Destination guide

Take in the picturesque beauty of Bishopville

The island views and surrounding scenery provide a peaceful ambiance to your vacation home in Bishopville. This city is well-known for its golfing and boating. 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 Bishopville

Are you hoping to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Bishopville a one-of-a-kind vacation spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • River Run Golf Club (3.4 mi / 5.4 km)
  • Costa Ventosa Vineyard and Winery (3.5 mi / 5.7 km)
  • Ocean Pines Golf and Country Club (4.3 mi / 7 km)
  • Bayside Resort Golf Club (4.9 mi / 7.8 km)
  • The Links at Lighthouse Sound (5.1 mi / 8.3 km)
  • Beach Club Golf Links (5.7 mi / 9.2 km)
Natural features

Exploring the natural features in Bishopville

Whether you're an active traveler or just want to spend some time taking in the scenery, Bishopville is a great place to spend some time outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Assawoman Bay (5.8 mi / 9.4 km)
  • Northside Park (7.5 mi / 12.1 km)
  • Ocean City Beach (7.7 mi / 12.5 km)
  • Maryland Beach (7.8 mi / 12.6 km)
  • Fenwick Island State Park (8.4 mi / 13.6 km)
  • Bethany Beach Nature Center (9.6 mi / 15.5 km)
How to get there

Transportation options to and around Bishopville

The nearest airport is in Ocean City, MD (OCE-Ocean City Municipal), located 9.9 mi (15.9 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 18.6 mi (30 km) away.

How many vacation rentals are available around Bishopville, MD?

Our 2020 property listings offer a large selection of 5,232 vacation rentals around Bishopville. From 3,135 condo and apartment rentals to 1,107 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a resort property in Bishopville?

Eat like a king, relax like a boss and cut loose like never before. If that's your type of vacation, we've got the keys to a number of first-rate escapes where you can do just that. Vrbo has 1,768 vacation rentals located within resorts available. Of course, that might not be your style. Luckily, Vrbo has tons more options, including:

  • 1,738 seaside vacation rentals.
  • 1,336 water-view vacation rentals.
  • 1,193 ocean-view vacation rentals.

Can I rent a condo in Bishopville?

If the thought of bunking up with a bunch of strangers in one room with a shared bathroom doesn't excite you, you'll have lots of space to unwind and do your thing in a condo. In this destination, Vrbo has 3,007 to choose from. Book right now and you could part with as little as $60 per night. If that doesn't match your group's style, we have a range of other rental options available, such as:

  • House: 1,123 vacation homes. Prices start from $70 per night.
  • Townhome: 802 vacation homes. Prices start from $124 per night.
  • Apartment: 91 vacation homes. Prices start from $99 per night.

Can I stay in Bishopville in a large group?

The recipe for the perfect trip is chilling out with close friends and family in a fantastic new place. If you'll be traveling with a large group, Vrbo has options. 899 condo vacation homes are ready to be booked. At the moment, they're the preferred option here for big groups. In the area, rental properties that can accommodate large groups of people include:

  • If yours is a party of 8, we've got 1,413 vacation homes just right for that size. Stay a night for as little as $129.
  • After a place for 6 people? We have 1,321 that will suit. You can book one for as little as $75 per night.
  • Seeking out properties for rent suitable for 10 people? You'll be thrilled to learn we have 690 that will fit the bill. You can bag one for as little as $165 a night.

So don't worry! When you book with us you can take your mom, your sister and all your mates to Bishopville.

Where are the cheapest rentals in Bishopville?

Reduce those hefty accommodation costs with a little help from Vrbo. You'll find plenty of fabulous rentals and save loads of cash! Assateague Pointe is a good area to investigate if you want to keep your budget under control. Vrbo has 43 rentals, and the average price is a modest $231 per night. There are another 43 Vrbo rentals waiting to be booked in or around Bayside. The average price here is $239 a night.

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