Holiday Rentals in Bishopville

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Our top choices for Bishopville holiday rentals

3.0 star property
7.4 out of 10, Good, (1297)
"Scenic area with wonderful wooden bridges and view of water. There was no hot water to shower, but not a deal breaker."
United States
Isolda
The price is €83
includes taxes & fees
25 Jan - 26 Jan 2026
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Aparthotel in Downtown Ocean City

Boardwalk One
3.0 star property
7.4 out of 10, Good, (170)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
United States
ANGELA
Boardwalk One
3.5 star property
10.0 out of 10, Exceptional, (3)
"We had a great couple of days here. The community is well located to get to and from the beaches (Fenwick and Bethany) and yet away from the crowds and in a really scenic part of Selbyville. We loved our stay and enjoyed the pool (there are 2). The place itself felt like home from the start, owner is really responsive and friendly, and it exceeded our expectations. Would definitely stay again. Felt like home away from home. "
United States
Lauren
2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville
9.2 out of 10, Wonderful, (118)
"Plenty of room, and everything you need for a few nights."
United States
Michael A.
The price is €243
includes taxes & fees
27 Dec - 28 Dec
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
9.8 out of 10, Exceptional, (43)
"This was the perfect little home for our stay. Everything was clean and comfortable and “cozy”. The location was wonderful with easy access to both Assateague Island and Ocean City. Everything needed for a great stay was provided. We are already planning our vacation for next year and will definitely book again. "
United States
Alecia C.
The price is €266
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable cottage in gated community, 5 mins to OC and Assateague
9.8 out of 10, Exceptional, (39)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
The price is €265
includes taxes & fees
27 Dec - 28 Dec
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (300)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages
10.0 out of 10, Exceptional, (1)
"Great place to stay!"
United States
Joseph D.
The price is €264
includes taxes & fees
21 Jan - 22 Jan 2026
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
9.2 out of 10, Wonderful, (79)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
The price is €319
includes taxes & fees
29 Dec - 30 Dec
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
9.6 out of 10, Exceptional, (24)
"Great location for a brief trip to the beach."
United States
Kristina N.
The price is €131
includes taxes & fees
28 Dec - 29 Dec
2 Bedroom Condo Henlopen Station w/ Brand New Bed
10.0 out of 10, Exceptional, (18)
"The condo is beautifully decorated and only steps from the beach! "
United States
Pamela H.
The price is €208
includes taxes & fees
29 Dec - 30 Dec
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
10.0 out of 10, Exceptional, (32)
"We were very happy with our stay. "
United States
Stefanie N.
The price is €294
includes taxes & fees
25 Jan - 26 Jan 2026
Charming 2-Bed Condo Steps From the Beach!
10.0 out of 10, Exceptional, (8)
"Lovely views; clean; great communication with host!"
United States
Chrissy S.
Salty Sands 2 301 | Oceanfront w/ Balcony & Views
9.8 out of 10, Exceptional, (47)
"Very thoughtful and hospitable hosts. We had a lovely time!"
United States
Eve S.
The price is €171
includes taxes & fees
5 Jan - 6 Jan 2026
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Apartment in Downtown Berlin

On Main Street - Apartment C - Berlin, MD
9.4 out of 10, Exceptional, (28)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is €194
includes taxes & fees
1 Jan - 2 Jan 2026
On Main Street - Apartment C - Berlin, MD
10.0 out of 10, Exceptional, (317)
"Great location"
United States
Joshua I.
The price is €247
includes taxes & fees
25 Jan - 26 Jan 2026
#1 Rated Condo, Oceanfront, with Bay View Too
3.0 star property
The price is €218
includes taxes & fees
29 Dec - 30 Dec
6 Mi to Salisbury: Forest-view Sanctuary!
9.6 out of 10, Exceptional, (93)
"Nice place. Great views"
United States
Jill M.
The price is €383
includes taxes & fees
3 Jan - 4 Jan 2026
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
9.8 out of 10, Exceptional, (144)
"The property had everything we needed. The owner was easy to communicate with."
United States
Thomas R.
The price is €403
includes taxes & fees
27 Dec - 28 Dec
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
10.0 out of 10, Exceptional, (37)
"Nice location in quiet neighborhood. Tastefully decorated. Well maintained and equipped."
United States
Natale M.
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
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

Find out more about Bishopville

Everything you need to know about Bishopville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bishopville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bishopville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bishopville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bishopville holiday rentals we have selected for you start as low as €83 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bishopville rentals

At Expedia, we put the best Bishopville holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Bishopville?

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

What are some of the best holiday rentals that Bishopville has to offer?

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15: This holiday home rental outside of Bishopville is located on the waterfront, and has an outdoor pool, a patio and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 wider area, you’ll find The Links at Lighthouse Sound and Bayside Resort Golf Club.

What’s a holiday rental in Bishopville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bishopville. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips.