A sunset over a calm lake with a bridge and silhouetted trees.

Bishopville Vacation Rentals

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Bishopville vacation rentals

Fitness facility

1. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,315 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
$68 nightly
The price is $76
Sep 14 - Sep 15
Total with taxes and fees
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Deluxe Apartment, 4 Bedrooms, Non Smoking, Ocean View | Terrace/patio

2. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (473 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
$93 nightly
The price is $105
Sep 1 - Sep 2
Total with taxes and fees
Majestic Hotel & Apartments
Exterior

3. Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
10.0 out of 10, Exceptional, (1 review)
$391 nightly
The price is $398
Sep 14 - Sep 15
Total with taxes and fees
Bayside Resort -11282 Signature Blvd.
Exterior

4. Pool, Trail Access! Dog-Friendly Ocean Pines Haven

Pool, Trail Access! Dog-Friendly Ocean Pines Haven
Ocean Pines
9.6 out of 10, Exceptional, (24 reviews)
"We enjoyed our stay and the house was perfect for our family and my kids loved it. "
United States
Vannessa H.
$399 nightly
The price is $447
Aug 27 - Aug 28
Total with taxes and fees
Pool, Trail Access! Dog-Friendly Ocean Pines Haven
House (3 Bedrooms) | Interior

5. 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
$536 nightly
The price is $600
Aug 21 - Aug 22
Total with taxes and fees
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
Family Apartment | Terrace/patio

6. ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (6 reviews)
"Very nice place "
United States
Marvin R
$233 nightly
The price is $248
Aug 30 - Aug 31
Total with taxes and fees
ELIS APARTMENT
Interior

7. Beautiful Oceanside condo-everything needed for the perfect beach stay! North OC

Beautiful Oceanside condo-everything needed for the perfect beach stay! North OC
North Ocean City
10.0 out of 10, Exceptional, (76 reviews)
"Beautiful property and perfect location! Literally a 3 minute walk to the beach . Wonderful restaurants and many conveniences all within walking distance. Condo is beautifully decorated and has all the extras that one would need! We were thrilled to be here:)"
United States
Kira K.
$254 nightly
The price is $285
Sep 3 - Sep 4
Total with taxes and fees
Beautiful Oceanside condo-everything needed for the perfect beach stay! North OC
Outdoor pool

8. Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits

Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits
North Ocean City
9.8 out of 10, Exceptional, (132 reviews)
"This was a great place close to the beach and places to eat"
United States
KEVIN S.
$326 nightly
The price is $365
Aug 27 - Aug 28
Total with taxes and fees
Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits
Beach nearby

9. On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (39 reviews)
"A perfect location if you want to explore downtown Berlin. It’s right in the heart of Main Street walking distance to everything.The apartment had everything we needed and was very cozy and clean . Would definitely book this spot again."
United States
Sarah V.
$266 nightly
The price is $298
Aug 24 - Aug 25
Total with taxes and fees
On Main Street - Apartment C - Berlin, MD
Terrace/patio

10. Walk to Maryland Beach: Coastal Condo w/ Balcony

Walk to Maryland Beach: Coastal Condo w/ Balcony
North Ocean City
9.8 out of 10, Exceptional, (11 reviews)
"We enjoyed our short stay in ocean city and this location was perfect! Would recommend and stay again!"
United States
Sarah Kathryn M.
$437 nightly
The price is $489
Aug 16 - Aug 17
Total with taxes and fees
Walk to Maryland Beach: Coastal Condo w/ Balcony
Exterior

11. Ocean Pines Dog Friendly Cottage

Ocean Pines Dog Friendly Cottage
Ocean Pines
9.0 out of 10, Wonderful, (12 reviews)
"It was nice& quiet…The yard was wonderful for our dog…Kelly our host was great in communication checkin was easy it was keyless…"
United States
Shelly P.
$522 nightly
The price is $555
Aug 19 - Aug 20
Total with taxes and fees
Ocean Pines Dog Friendly Cottage
Pool

12. Snowbird Bay Cottage | Playground + Community Pool

Snowbird Bay Cottage | Playground + Community Pool
Ocean Pines
9.2 out of 10, Wonderful, (15 reviews)
"nice little place."
United States
Dwayne C.
$509 nightly
The price is $570
Aug 25 - Aug 26
Total with taxes and fees
Snowbird Bay Cottage | Playground + Community Pool
Smart TV

13. No need to look any further for a one bedroom in OC. Long term rates available.

No need to look any further for a one bedroom in OC. Long term rates available.
North Ocean City
9.4 out of 10, Exceptional, (53 reviews)
"My husband and I love this condo and its location. We have stayed here the last few years and looking forward to more stays in the future. The condo is wonderful!"
United States
Vicki B.
$426 nightly
The price is $477
Sep 4 - Sep 5
Total with taxes and fees
No need to look any further for a one bedroom in OC. Long term rates available.
Smart TV

14. Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.2 out of 10, Wonderful, (49 reviews)
"Great location, and price. Very nice host. Place was nice."
United States
David C.
$300 nightly
The price is $336
Aug 24 - Aug 25
Total with taxes and fees
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
Townhome | Terrace/patio

15. Wilmington Terrace

Wilmington Terrace
3.0 star property
Downtown Ocean City
8.2 out of 10, Very Good, (12 reviews)
"Very clean and close to beach"
United States
Tony
$190 nightly
The price is $213
Sep 7 - Sep 8
Total with taxes and fees
Wilmington Terrace
Interior

16. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Midtown Ocean City
9.8 out of 10, Exceptional, (268 reviews)
"Another great trip! Beautiful condo, great location! Third time renting hope to return for a 4th time! Thank you."
United States
susan k.
$219 nightly
The price is $245
Sep 15 - Sep 16
Total with taxes and fees
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Beach nearby, sun loungers

17. Quiet Bethany Beach Condo - Pool • Tennis • Sleeps 8 • 2 Miles to Beach

Quiet Bethany Beach Condo - Pool • Tennis • Sleeps 8 • 2 Miles to Beach
Bethany Breeze
9.8 out of 10, Exceptional, (105 reviews)
"Great stay! Clean, nice neighbors and a perfect place for a weekend beach getaway. "
United States
Stephanie V.
Quiet Bethany Beach Condo - Pool • Tennis • Sleeps 8 • 2 Miles to Beach
Beach nearby

18. Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!

Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!
North Ocean City
9.6 out of 10, Exceptional, (145 reviews)
"Cute condo and great location !!!"
United States
Melissa M.
$353 nightly
The price is $395
Sep 12 - Sep 13
Total with taxes and fees
Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!
Terrace/patio

19. Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.6 out of 10, (108 reviews)
"Good Location, clean. Will stay again"
United States
Sean
$100 nightly
The price is $112
Sep 14 - Sep 15
Total with taxes and fees
Boardwalk Terrace Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bishopville Hotel Reviews

Fenwick Inn

Fenwick Inn

10/10 Excellent
"Great stay , staff was very helpful."
DWAYNE 5-night trip
Posted less than an hour ago
Fenwick Inn

Find out more about Bishopville

Everything you need to know about Bishopville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bishopville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bishopville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bishopville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bishopville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Bishopville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $76 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bishopville rentals

At Expedia, we put the best Bishopville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bishopville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bishopville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bishopville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Bishopville?

Yes, there are vacation rentals near the most popular sights in Bishopville, or you can select a secluded option if you're looking for a relaxing stay. Bishopville is known for its waterfront and golf courses.

What's the top vacation rental that Bishopville has to offer?

Beach comfort-lovely home, beach, pools, pet friendly!: This vacation home rental outside of Bishopville is located near the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Bishopville?

Choose from 3 Expedia vacation rentals in Bishopville for a memorable vacation.

What’s there to see and do in Bishopville?

Assawoman Bay and Isle of Wight Bay are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places like Maryland Beach and Ocean City Beach.

What’s a vacation rental in Bishopville like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Bishopville. Vacation rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.