Short-Term Rentals in Bishopville, MD: Compare 10+ Sites & Save

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580 Best Short-Term Rentals in Bishopville (Starting from $153)

Bayside Resort - 28053 Sea Dock
Bayside Resort - 28053 Sea Dock
House
Selbyville, DE, USA
3.2k from Bishopville center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

4 Bedrooms12 Guests
New to Booking
$492
Average price / night
Check Availability
Country Estate - 4Br -Private pool /hot tub/ yard
Country Estate - 4Br -Private pool /hot tub/ yard
House
Bishopville, MD, 21813, United States
0.4k from Bishopville center

AC, Balcony, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

4 Bedrooms8 Guests
New to Booking
$677
Average price / night
Check Availability
11347 Marina Dr
11347 Marina Dr
House
Berlin, MD, USA
4.3k from Bishopville center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Accessible hotels

4 Bedrooms10 Guests
New to Booking
$557
Average price / night
Check Availability
Spacious 4-bedroom house, near Fenwick Island, Bethany and Ocean city Beach.
Spacious 4-bedroom house, near Fenwick Island, Bethany and Ocean city Beach.
House
Selbyville, DE, 19975, United States
2.3k from Bishopville center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms11 Guests
New to Booking
$355
Average price / night
Check Availability
Sunkist & Salty
Sunkist & Salty
House
Ocean Pines, MD, USA
4.5k from Bishopville center

Air Conditioner, Sports/Activities, Guest Services, Security/Safety, Balcony/Terrace, Laundry, Barbecue/Outdoor Cooking

1 Bedroom5 Guests
New to Booking
$276
Average price / night
Check Availability
The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK
The Lighthouse Cottage. Close to Ocean City, MD and Fenwick Island, DE. PETS OK
House
Selbyville, DE, 19975, United States
2.3k from Bishopville center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$235
Average price / night
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Breezy Ocean Pines Cottage with Patio and Pool Access!
Breezy Ocean Pines Cottage with Patio and Pool Access!
House
MD, USA
4.8k from Bishopville center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

3 Bedrooms3 Guests
10.0

Exceptional

1 reviews

$239
Average price / night
Check Availability
Spacious Family Beach Getaway Near Fenwick & OC!
Spacious Family Beach Getaway Near Fenwick & OC!
House
Selbyville, DE, 19975, United States
3.5k from Bishopville center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms9 Guests
New to Booking
$281
Average price / night
Check Availability
Pool and Marina Family Home about 11 Mi to Ocean City
Pool and Marina Family Home about 11 Mi to Ocean City
House
Berlin, MD, USA
4.9k from Bishopville center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$261
Average price / night
Check Availability
Cozy 3-bedroom condo with WiFi, fitness room in fantastic Berlin
Cozy 3-bedroom condo with WiFi, fitness room in fantastic Berlin
Condo
Berlin, MD, 21811, United States
4.2k from Bishopville center

AC, Dryer, Fitness Equipment, Heater, Internet, No Smoking, Washer

3 Bedrooms11 Guests
New to Booking
$411
Average price / night
Check Availability
White Horse Park-Spinnaker Lane 96 home
White Horse Park-Spinnaker Lane 96 home
House
Berlin, MD, USA
5.0k from Bishopville center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms4 Guests
New to Booking
$303
Average price / night
Check Availability
6 bedroom in Bishopville MD with 2 living rooms 2 kitchens &pool near Ocean City
6 bedroom in Bishopville MD with 2 living rooms 2 kitchens &pool near Ocean City
House
Bishopville, MD, 21813, United States
4.2k from Bishopville center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, Pool

6 Bedrooms12 Guests
New to Booking
$788
Average price / night
Check Availability
3 Ladies Estate
3 Ladies Estate
House
MD, USA
5.0k from Bishopville center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom16 Guests
New to Booking
$754
Average price / night
Check Availability
Magnificent waterfront paradise w/private dock & access to community pool
Magnificent waterfront paradise w/private dock & access to community pool
House
Berlin, MD, 21811, United States
4.3k from Bishopville center

AC, Arcade, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$728
Average price / night
Check Availability
Pool Access Dog-Friendly Ocean Pines Home
Pool Access Dog-Friendly Ocean Pines Home
House
Berlin, MD, USA
5.0k from Bishopville center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

2 Bedrooms3 Guests
10.0

Exceptional

4 reviews

$349
Average price / night
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Patio, Pool Access! Coastal Ocean Pines Cottage
Patio, Pool Access! Coastal Ocean Pines Cottage
Cottage
Ocean Pines, MD, 21811, United States
4.8k from Bishopville center

AC, Barbecue, Extra Bed, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms3 Guests
10.0

Exceptional

3 reviews

$217
Average price / night
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River Run - Golf 132B
River Run - Golf 132B
House
Berlin, MD, USA
5.2k from Bishopville center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$512
Average price / night
Check Availability
Family Fun! Getaway w/ Pool & Marina in Berlin
Family Fun! Getaway w/ Pool & Marina in Berlin
House
Berlin, MD, 21811, United States
4.9k from Bishopville center

AC, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio

2 Bedrooms4 Guests
8.0

Good

2 reviews

$301
Average price / night
Check Availability
River Run 135
River Run 135
House
Berlin, MD, USA
5.2k from Bishopville center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$328
Average price / night
Check Availability
Quaint, Dog-Friendly Berlin Vacation Home
Quaint, Dog-Friendly Berlin Vacation Home
House
Berlin, MD, 21811, United States
4.9k from Bishopville center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms4 Guests
9.2

Superb

140 reviews

$244
Average price / night
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Snowbird Bay Cottage
Snowbird Bay Cottage
House
Ocean Pines, MD, 21811, United States
4.9k from Bishopville center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms3 Guests
9.0

Fabulous

14 reviews

$178
Average price / night
Check Availability
White Horse Park-Spinnaker Lane 96 - Free WIFI,Pool,AC
White Horse Park-Spinnaker Lane 96 - Free WIFI,Pool,AC
House
Berlin, MD, 21811, United States
5.0k from Bishopville center

AC, Balcony, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms4 Guests
8.0

Good

1 reviews

$227
Average price / night
Check Availability
Upscale paradise w/pool, game room, poolside kitchen, fire pit, A/C & free WiFi
Upscale paradise w/pool, game room, poolside kitchen, fire pit, A/C & free WiFi
House
Bishopville, MD, 21813, United States
5.0k from Bishopville center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Living Area

5 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$665
Average price / night
Check Availability
Dog Friendly! Ocean Pines 'Crabby Cottage'
Dog Friendly! Ocean Pines 'Crabby Cottage'
House
Berlin, MD, 21811, United States
5.0k from Bishopville center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms3 Guests
9.8

Exceptional

70 reviews

$268
Average price / night
Check Availability
Near it all OC beaches,Assateague island.Family-friendly white horse park
Near it all OC beaches,Assateague island.Family-friendly white horse park
House
Ocean Pines, MD, 21811, United States
5.0k from Bishopville center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

44 reviews

$153
Average price / night
Check Availability
cottage, community pool, playground, boating, crabbing kayaking and  fishing!!!
cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
Cottage
Ocean Pines, MD, 21811, United States
5.1k from Bishopville center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms2 Guests
9.6

Exceptional

17 reviews

$162
Average price / night
Check Availability
Sun-filled retreat near beaches w/pool access golf, fireplace, W/D, & sunroom
Sun-filled retreat near beaches w/pool access golf, fireplace, W/D, & sunroom
House
Berlin, MD, 21811, United States
5.2k from Bishopville center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$472
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Bishopville.

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Bishopville Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 580 verified short-term rentals in Bishopville, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Bishopville vary depending on location, property size, and travel dates. Rates typically start from around $153 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Bishopville include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Bishopville, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Bishopville often include amenities such as Laundry, Fireplace/Heating, and Pool, providing a comfortable and convenient stay.

Short-term rentals in Bishopville are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.