Bishopville Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Bishopville holiday rentals

Exterior
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
3.0 star property
Midtown Ocean City
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 HK$630
HK$799 total
includes taxes & fees
7 Jan - 8 Jan 2026
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Exterior
Boardwalk One

Boardwalk One

Boardwalk One
3.0 star property
Downtown Ocean City
7.4 out of 10, Good, (170)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
United States
ANGELA
Boardwalk One
Interior
2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville

2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville

2 Mi to Beach: Gem w/ Enclosed Patio in Selbyville
3.5 star property
Selbyville
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
Pool
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
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 HK$770
HK$2,167 total
includes taxes & fees
26 Dec - 27 Dec
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
Outdoor pool
Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
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 HK$700
HK$2,375 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable cottage in gated community, 5 mins to OC and Assateague
Outdoor pool, a heated pool
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Selbyville
9.8 out of 10, Exceptional, (39)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
The price is HK$980
HK$2,362 total
includes taxes & fees
25 Dec - 26 Dec
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Private kitchen
Shore Point Cottages

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (300)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages
Property grounds
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
2.0 star property
Downtown Ocean City
10.0 out of 10, Exceptional, (1)
"Great place to stay!"
United States
Joseph D.
The price is HK$350
HK$2,339 total
includes taxes & fees
5 Jan - 6 Jan 2026
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
Beach nearby
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Ocean View
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 HK$583
HK$2,881 total
includes taxes & fees
25 Dec - 26 Dec
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Fridge, microwave, oven, stovetop
2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed
West Rehoboth
9.6 out of 10, Exceptional, (24)
"Great location for a brief trip to the beach."
United States
Kristina N.
The price is HK$428
HK$1,225 total
includes taxes & fees
28 Dec - 29 Dec
2 Bedroom Condo Henlopen Station w/ Brand New Bed
Outdoor dining
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
North Ocean City
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 HK$572
HK$1,760 total
includes taxes & fees
25 Dec - 26 Dec
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
Beach nearby
Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (32)
"We were very happy with our stay. "
United States
Stefanie N.
The price is HK$1,058
HK$2,581 total
includes taxes & fees
19 Jan - 20 Jan 2026
Charming 2-Bed Condo Steps From the Beach!
Property grounds
Salty Sands 2 301 | Oceanfront w/ Balcony & Views

Salty Sands 2 301 | Oceanfront w/ Balcony & Views

Salty Sands 2 301 | Oceanfront w/ Balcony & Views
Midtown Ocean City
10.0 out of 10, Exceptional, (8)
"Lovely views; clean; great communication with host!"
United States
Chrissy S.
The price is HK$879
HK$4,939 total
includes taxes & fees
27 Dec - 28 Dec
Salty Sands 2 301 | Oceanfront w/ Balcony & Views
Outdoor pool
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (47)
"Very thoughtful and hospitable hosts. We had a lovely time!"
United States
Eve S.
The price is HK$700
HK$1,525 total
includes taxes & fees
5 Jan - 6 Jan 2026
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Smart TV
On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
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 HK$560
HK$1,744 total
includes taxes & fees
1 Jan - 2 Jan 2026
On Main Street - Apartment C - Berlin, MD
Interior
#1 Rated Condo, Oceanfront, with Bay View Too

#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, (317)
"Great location"
United States
Joshua I.
The price is HK$770
HK$2,193 total
includes taxes & fees
26 Dec - 27 Dec
#1 Rated Condo, Oceanfront, with Bay View Too
Outdoor dining
6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is HK$716
HK$2,000 total
includes taxes & fees
7 Jan - 8 Jan 2026
6 Mi to Salisbury: Forest-view Sanctuary!
Property grounds
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
9.6 out of 10, Exceptional, (93)
"Nice place. Great views"
United States
Jill M.
The price is HK$762
HK$3,410 total
includes taxes & fees
25 Dec - 26 Dec
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
Fridge, microwave, oven, stovetop
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
North Ocean City
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 HK$1,361
HK$3,600 total
includes taxes & fees
27 Dec - 28 Dec
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
Fridge, microwave, oven, stovetop
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Ocean Pines
10.0 out of 10, Exceptional, (37)
"Nice location in quiet neighborhood. Tastefully decorated. Well maintained and equipped."
United States
Natale M.
The price is HK$1,260
HK$3,021 total
includes taxes & fees
26 Dec - 27 Dec
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

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Yes "
Robert 2-night trip
Posted 19 hours ago
Holiday Inn & Suites Ocean City by IHG

Find out more about Bishopville

Search for holiday rentals in Bishopville on Expedia! You can easily find your home rentals, villas, holiday apartments in Bishopville using one of the methods below:

  • View our selection of featured holiday rentals in Bishopville
  • Use the map to find apartments and other holiday homes in the Bishopville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bishopville while they last

Look no further and take a look at our great range of rental properties in Bishopville!

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.