Oceanfront Rentals in Bishopville, MD: Compare 10+ Sites & Save

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  5.  Bishopville

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243 Best Oceanfront Rentals in Bishopville (Starting from $100)

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
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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
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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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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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Admirals' Cottage
Admirals' Cottage
House
Ocean Pines, MD, USA
6.6k from Bishopville center

Sports/Activities, Wellness Facilities, Child Friendly, Entertainment, Oceanfront, Ocean View, Internet

1 Bedroom2 Guests
New to Booking
$100
Average price / night
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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
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Bayside Resort Rental in Selbyville 6 Mi to Beach
Bayside Resort Rental in Selbyville 6 Mi to Beach
House
Selbyville, DE, USA
6.6k from Bishopville center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Hot tubs

3 Bedrooms8 Guests
New to Booking
$265
Average price / night
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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
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Foxes Den a Home in Ocean Pines
Foxes Den a Home in Ocean Pines
House
MD, USA
7.1k from Bishopville center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$495
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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Cozy home in Ocean Pines
Cozy home in Ocean Pines
House
Berlin, MD, USA
8.6k from Bishopville center

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

3 Bedrooms6 Guests
New to Booking
$337
Average price / night
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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
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4 Mi to Fenwick Island Home with Pool Access and Deck
4 Mi to Fenwick Island Home with Pool Access and Deck
House
Selbyville, DE, USA
9.6k from Bishopville center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$367
Average price / night
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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
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Anchors Away, Your Dream Getaway!
Anchors Away, Your Dream Getaway!
House
Selbyville, DE, USA
9.7k from Bishopville center

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

5 Bedrooms13 Guests
10.0

Exceptional

2 reviews

$618
Average price / night
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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
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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
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Coastal Cottage at Ocean Pines on the Bay
Coastal Cottage at Ocean Pines on the Bay
House
Ocean Pines, MD, 21811, United States
5.2k from Bishopville center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, No Smoking

3 Bedrooms6 Guests
New to Booking
$475
Average price / night
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Golf Course & Lakefront Retreat  4BR  Sleeps 8  Gated Community Near Ocean City
Golf Course & Lakefront Retreat 4BR Sleeps 8 Gated Community Near Ocean City
House
Berlin, MD, 21811, United States
5.2k from Bishopville center

AC, Balcony, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

31 reviews

$416
Average price / night
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Coastal resort with pool, golf, fireplace, W/D, sunroom & beach access
Coastal resort with pool, golf, fireplace, W/D, sunroom & beach access
House
Berlin, MD, 21811, United States
5.2k from Bishopville center

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

4 Bedrooms8 Guests
9.2

Superb

5 reviews

$461
Average price / night
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Spacious Ocean Pines home w/deck, grill, fire pit, games, WiFi, wash/dryer & AC
Spacious Ocean Pines home w/deck, grill, fire pit, games, WiFi, wash/dryer & AC
House
Ocean Pines, MD, 21811, United States
5.5k from Bishopville center

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

4 Bedrooms8 Guests
New to Booking
$303
Average price / night
Check Availability
Seashell Shores Beach House
Seashell Shores Beach House
House
Ocean Pines, MD, 21811, United States
5.5k from Bishopville center

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

3 Bedrooms7 Guests
New to Booking
$551
Average price / night
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Coastal Cottage - Charm, Comfort and Spectacular Bay Front Views near OC Beaches
Coastal Cottage - Charm, Comfort and Spectacular Bay Front Views near OC Beaches
Cottage
Berlin (Ocean Pines), MD, 21811, United States
5.5k from Bishopville center

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

3 Bedrooms6 Guests
9.8

Exceptional

28 reviews

$285
Average price / night
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🏖️Beautiful Home near OC & Assateague Park 🏖️
🏖️Beautiful Home near OC & Assateague Park 🏖️
House
Ocean Pines, MD, 21811, United States
5.5k from Bishopville center

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

3 Bedrooms8 Guests
9.6

Exceptional

20 reviews

$405
Average price / night
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Ocean Pines 3BR House Resort Community
Ocean Pines 3BR House Resort Community
House
Berlin, MD, 21811, United States
5.6k from Bishopville center

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

3 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$313
Average price / night
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Beautiful Beach Cottage in Ocean Pines
Beautiful Beach Cottage in Ocean Pines
House
Ocean Pines, MD, 21811, United States
5.6k from Bishopville center

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

4 Bedrooms10 Guests
9.6

Exceptional

21 reviews

$265
Average price / night
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Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access
Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access
House
Ocean Pines, MD, 21811, United States
5.6k from Bishopville center

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

3 Bedrooms8 Guests
3.0

Review score

2 reviews

$294
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 Oceanfront Rentals in Bishopville.

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Bishopville Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 243 verified oceanfront rentals in Bishopville. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Bishopville vary depending on the property size, exact beachfront location, and season. Rates typically start from around $100 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Bishopville offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Bishopville welcome pets. Currently, 21 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Bishopville often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.