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

Bishopville Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Bishopville vacation rentals

Deluxe Cottage | View from room

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.2 out of 10, Wonderful, (362 reviews)
"Good and cute environment"
United States
junghyun
$97 nightly
The price is $109
Sep 13 - Sep 14
Total with taxes and fees
Shore Point Cottages
Fitness facility

2. 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, (1,317 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
$80 nightly
The price is $90
Sep 14 - Sep 15
Total with taxes and fees
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Exterior

3. Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
9.4 out of 10, Exceptional, (3 reviews)
"Nice unit, exactly as described. The neighborhood was very cute, although somewhat easy to get lost in since the houses all look very similar :D"
United States
Michael J.
$368 nightly
The price is $374
Sep 8 - Sep 9
Total with taxes and fees
Bayside Resort -11282 Signature Blvd.
House (3 Bedrooms) | Interior

4. 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
Sep 7 - Sep 8
Total with taxes and fees
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
Exterior

5. Ocean Pines Dog Friendly Cottage

Ocean Pines Dog Friendly Cottage
Ocean Pines
9.0 out of 10, Wonderful, (13 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 31 - Sep 1
Total with taxes and fees
Ocean Pines Dog Friendly Cottage
Room

6. Ocean Pines Retreat with Beach Club

Ocean Pines Retreat with Beach Club
Ocean Pines
10.0 out of 10, Exceptional, (43 reviews)
"Host was wonderful...great communication! House and environment was absolutely beautiful!"
United States
Steph M.
$506 nightly
The price is $566
Sep 7 - Sep 8
Total with taxes and fees
Ocean Pines Retreat with Beach Club
Terrace/patio

7. 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.
$392 nightly
The price is $439
Aug 30 - Aug 31
Total with taxes and fees
Walk to Maryland Beach: Coastal Condo w/ Balcony
Beach

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

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (40 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.
$257 nightly
The price is $288
Sep 2 - Sep 3
Total with taxes and fees
On Main Street - Apartment C - Berlin, MD
Interior

9. #1 Rated Condo, Oceanfront, with Bay View Too

#1 Rated Condo, Oceanfront, with Bay View Too
North Ocean City
10.0 out of 10, Exceptional, (336 reviews)
"Had a great stay "
United States
Ed B.
$337 nightly
The price is $377
Sep 28 - Sep 29
Total with taxes and fees
#1 Rated Condo, Oceanfront, with Bay View Too
Deluxe Apartment, 4 Bedrooms, Non Smoking, Ocean View | Terrace/patio

10. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (489 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

11. Coastal Greens Getaway-3 BR Golf Villa. Plan now for summer and fall!

Coastal Greens Getaway-3 BR Golf Villa. Plan now for summer and fall!
Ocean View
10.0 out of 10, Exceptional, (110 reviews)
"My family had a great time."
United States
Jeff B.
Coastal Greens Getaway-3 BR Golf Villa. Plan now for summer and fall!
Living area

12. Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
10.0 out of 10, Exceptional, (1 review)
"I loved it"
United States
Alexandra
$212 nightly
The price is $212
Sep 1 - Sep 2
Total with taxes and fees
Dagsboro Retreat
Beach

13. 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, (146 reviews)
"Cute condo and great location !!!"
United States
Melissa M.
$346 nightly
The price is $388
Sep 12 - Sep 13
Total with taxes and fees
Relax, Unwind and Enjoy the Beach in a Fully Equipped Condo! Steps To The Ocean!
Living area

14. Spacious townhouse 4 miles from the beach

Spacious townhouse 4 miles from the beach
Selbyville
10.0 out of 10, Exceptional, (8 reviews)
"Great, spacious place. Plenty of room, everything we needed and a great host who communicates promptly!"
United States
michele p.
$566 nightly
The price is $580
Sep 13 - Sep 14
Total with taxes and fees
Spacious townhouse 4 miles from the beach
Property grounds

15. BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202
North Ocean City
10.0 out of 10, Exceptional, (68 reviews)
"Beach Box I is perfect for a couple’s retreat. The unit had a fantastic view of the ocean. It was very clean, well furnished and had even thoughtful touches (like extra phone chargers). It is in walkable distance of many restaurants. We had a great time and would rent this property again! "
United States
Christi C.
$252 nightly
The price is $282
Aug 31 - Sep 1
Total with taxes and fees
BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202
Living area

16. 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.
Family Apartment | Terrace/patio

17. ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (6 reviews)
"It was clean and comfortable very cool and quiet didn't have to use AC"
United States
Norda
$229 nightly
The price is $244
Sep 13 - Sep 14
Total with taxes and fees
ELIS APARTMENT
Marina

18. Charming 4-bedroom Beach House in Ocean Pines

Charming 4-bedroom Beach House in Ocean Pines
Ocean Pines
9.8 out of 10, Exceptional, (13 reviews)
"Our family had a wonderful time! The home was clean and decorated for the holidays. The host was very responsive and kind. We will definitely stay again! "
United States
Alexandra P.
$627 nightly
The price is $702
Aug 30 - Aug 31
Total with taxes and fees
Charming 4-bedroom Beach House in Ocean Pines
Interior

19. Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!

Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!
North Ocean City
9.0 out of 10, Wonderful, (49 reviews)
"Great vacation and great place to stay, will hopefully book again next year"
United States
Craig L.
$471 nightly
The price is $528
Sep 12 - Sep 13
Total with taxes and fees
Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!
Comfort Apartment | Terrace/patio

20. Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (42 reviews)
"Clean and quiet"
United States
LATONUIA P
$193 nightly
The price is $216
Sep 20 - Sep 21
Total with taxes and fees
Safari 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
"We enjoyed our stay very much. We had stayed there regularly years ago and the place was dated at that time. Now the whole building inside and outside has been completely remodeled. Including the Pool area. It is very nice and clean"
DAVID 1-night trip
Posted 4 hours 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 $86 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?

Quiet Beachfront Retreat with Private Balcony: This vacation home rental outside of Bishopville is located by the ocean and has a balcony, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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. In the larger area, you’ll find The Links at Lighthouse Sound 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.