Bishopville Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Bishopville, Maryland, USA

New 8 Mi to Ocean City Beach: Home w/Pool Access!
House
8 Mi to Ocean City Beach: Home w/Pool Access!
From US $231 per night
8.0 (1 Review)
3 Bedrooms 5 Guests
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Foxes Den a Home in Ocean Pines
House
Foxes Den a Home in Ocean Pines
From US $495 per night
|
10.0 (5 Reviews)
4 Bedrooms 8 Guests
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Pool Access Dog-Friendly Ocean Pines Home
House
Pool Access Dog-Friendly Ocean Pines Home
From US $349 per night
|
10.0 (4 Reviews)
2 Bedrooms 3 Guests
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Bayside Resort - 36486 Wild Rose
House
Bayside Resort - 36486 Wild Rose
From US $624 per night
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10.0 (3 Reviews)
5 Bedrooms 10 Guests
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Waterfront Ocean Pines Vacation Home with Boat Dock!
House
Waterfront Ocean Pines Vacation Home with Boat Dock!
From US $619 per night
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10.0 (3 Reviews)
4 Bedrooms 10 Guests
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Ocean Pines Paradise
House
Ocean Pines Paradise
From US $328 per night
|
10.0 (2 Reviews)
3 Bedrooms 7 Guests
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Anchors Away, Your Dream Getaway!
House
Anchors Away, Your Dream Getaway!
From US $618 per night
10.0 (2 Reviews)
5 Bedrooms 13 Guests
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The Pinecone - Keenwik on the Bay - 37589 Pine Rd
House
The Pinecone - Keenwik on the Bay - 37589 Pine Rd
From US $885 per night
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10.0 (1 Review)
5 Bedrooms 8 Guests
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Room 2 - The Inn at Dirickson Creek
Bed & Breakfast
Room 2 - The Inn at Dirickson Creek
From US $155 per night
10.0 (12 Reviews)
1 Bedroom 2 Guests
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5 Whitecap
House
5 Whitecap
From US $527 per night
|
10.0 (1 Review)
5 Bedrooms 10 Guests
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Hidden Gem! Just minutes to O.C. & Fenwick
House
Hidden Gem! Just minutes to O.C. & Fenwick
From US $234 per night
10.0 (11 Reviews)
2 Bedrooms 10 Guests
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4 Mi to Fenwick Island Home with Pool Access and Deck
House
4 Mi to Fenwick Island Home with Pool Access and Deck
From US $367 per night
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10.0 (1 Review)
3 Bedrooms 8 Guests
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2 Mi to Golf Retreat with Hot Tub in Ocean Pines
House
2 Mi to Golf Retreat with Hot Tub in Ocean Pines
From US $356 per night
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10.0 (1 Review)
3 Bedrooms 6 Guests
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Seashore Villas - 30116 Tidal Bay Ln
House
Seashore Villas - 30116 Tidal Bay Ln
From US $354 per night
|
10.0 (1 Review)
3 Bedrooms 8 Guests
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The Boathouse on the Creek
Cottage
The Boathouse on the Creek
From US $284 per night
10.0 (3 Reviews)
1 Bedroom 2 Guests
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8 Mi to Beach Ocean Pines Home Near Marina and Golf
House
8 Mi to Beach Ocean Pines Home Near Marina and Golf
From US $325 per night
|
10.0 (1 Review)
3 Bedrooms 7 Guests
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Sunset Cove Cottage at the Inn on Turville Creek
Cottage
Sunset Cove Cottage at the Inn on Turville Creek
From US $224 per night
10.0 (2 Reviews)
1 Bedroom 4 Guests
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The Red House at the Beach
House
The Red House at the Beach
From US $282 per night
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10.0 (1 Review)
3 Bedrooms 4 Guests
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Bayside Resort - 36516 Coneflower Cir
House
Bayside Resort - 36516 Coneflower Cir
From US $200 per night
|
10.0 (1 Review)
4 Bedrooms 12 Guests
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Destination Location! Farm Animals, Tours, Beaches
Cottage
Destination Location! Farm Animals, Tours, Beaches
From US $133 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Bayside Resort - 36454 Azalea
House
Bayside Resort - 36454 Azalea
From US $153 per night
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10.0 (1 Review)
4 Bedrooms 10 Guests
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Cozy and Peaceful Cottage Living in Ocean Pines
House
Cozy and Peaceful Cottage Living in Ocean Pines
From US $361 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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Bayside Resort - 11284 Signature Boulavard
House
Bayside Resort - 11284 Signature Boulavard
From US $129 per night
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10.0 (1 Review)
3 Bedrooms 10 Guests
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Private Dock, Hot Tub: Waterfront Ocean Pines Home
House
Private Dock, Hot Tub: Waterfront Ocean Pines Home
From US $323 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
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Coconut Grove Cottage at the Inn on Turville Creek
House
Coconut Grove Cottage at the Inn on Turville Creek
From US $229 per night
10.0 (1 Review)
1 Bedroom 4 Guests
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Waterfront Home with Views, Hot Tub in Ocean Pines!
House
Waterfront Home with Views, Hot Tub in Ocean Pines!
From US $417 per night
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10.0 (1 Review)
6 Bedrooms 13 Guests
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Vacation Condo with a Cottage Feel
House
Vacation Condo with a Cottage Feel
From US $226 per night
9.8 (108 Reviews)
2 Bedrooms 6 Guests
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Pool Access: Dog-Friendly Ocean Pines Home
House
Pool Access: Dog-Friendly Ocean Pines Home
From US $174 per night
9.8 (69 Reviews)
2 Bedrooms 3 Guests
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Great for Groups: Bayside Resort Home w/Patio
House
Great for Groups: Bayside Resort Home w/Patio
From US $251 per night
9.8 (26 Reviews)
2 Bedrooms 4 Guests
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Sandyhook Rd 74
House
Sandyhook Rd 74
From US $269 per night
|
10.0 (1 Review)
5 Bedrooms 10 Guests
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Fairway to Heaven
Condo
Fairway to Heaven
From US $367 per night
10.0 (67 Reviews)
3 Bedrooms 7 Guests
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Lovely Ocean Pines House with Loft and Pool Access!
House
Lovely Ocean Pines House with Loft and Pool Access!
From US $265 per night
|
10.0 (1 Review)
3 Bedrooms 10 Guests
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The Refuge - Fenwick Beach House - Minutes to the Beach
House
The Refuge - Fenwick Beach House - Minutes to the Beach
From US $568 per night
10.0 (66 Reviews)
5 Bedrooms 14 Guests
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Breezy Ocean Pines Cottage with Patio and Pool Access!
House
Breezy Ocean Pines Cottage with Patio and Pool Access!
From US $239 per night
|
10.0 (1 Review)
3 Bedrooms 3 Guests
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Private Dock, Hot Tub Waterfront Ocean Pines Home
House
Private Dock, Hot Tub Waterfront Ocean Pines Home
From US $117 per night
|
10.0 (1 Review)
2 Bedrooms 6 Guests
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Bayside Resort - 31574 Winterberry Pkwy Unit 305B
Apartment
Bayside Resort - 31574 Winterberry Pkwy Unit 305B
From US $216 per night
10.0 (1 Review)
2 Bedrooms 8 Guests
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Fenwick Island - Unwind/Work Min To Golf & Beaches
House
Fenwick Island - Unwind/Work Min To Golf & Beaches
From US $154 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
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Dog-Friendly Getaway 9 Mi to Ocean City Beach!
House
Dog-Friendly Getaway 9 Mi to Ocean City Beach!
From US $127 per night
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9.8 (5 Reviews)
3 Bedrooms 6 Guests
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Bayside Resort 2639zero Seabreeze Lndg
House
Bayside Resort 2639zero Seabreeze Lndg
From US $109 per night
|
9.7 (4 Reviews)
3 Bedrooms 8 Guests
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Bayside Resort - 38047 Boxwood Terrace #101
Apartment
Bayside Resort - 38047 Boxwood Terrace #101
From US $350 per night
|
9.7 (3 Reviews)
3 Bedrooms 8 Guests
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9 Mi to Ocean City Beaches Retreat with Patio
House
9 Mi to Ocean City Beaches Retreat with Patio
From US $203 per night
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9.5 (4 Reviews)
2 Bedrooms 6 Guests
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Windjammer 156
House
Windjammer 156
From US $92 per night
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9.5 (4 Reviews)
3 Bedrooms 9 Guests
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14 Clipper on the Bay
House
14 Clipper on the Bay
From US $171 per night
|
9.5 (2 Reviews)
4 Bedrooms 6 Guests
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The Nest
House
The Nest
From US $436 per night
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9.5 (2 Reviews)
4 Bedrooms 6 Guests
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SINGLE HOME Located in the quiet community Swann Keys
House
SINGLE HOME Located in the quiet community Swann Keys
From US $363 per night
10.0 (38 Reviews)
5 Bedrooms 12 Guests
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Home Away From Home
House
Home Away From Home
From US $325 per night
9.4 (5 Reviews)
5 Bedrooms 10 Guests
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Beautiful Beach Home in Bayside Resort - Steps to Amenities
House
Beautiful Beach Home in Bayside Resort - Steps to Amenities
From US $345 per night
10.0 (37 Reviews)
4 Bedrooms 10 Guests
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About Bishopville Vacation Rentals

Explore over 922 vacation rentals in Bishopville with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Bishopville for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Bishopville. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Bishopville tailored to your preferences. On average, these rentals offer 1459.12 ft² of space, and are priced at an average of US $373 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Bishopville at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Other Places to Stay in Bishopville, MD


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St. Martin 25 Properties

Frequently Asked Questions About Bishopville?

What are the top vacation rentals in Bishopville?

How many SunSkiResorts vacation rentals or resorts are available in Bishopville?

Discover the ideal vacation rental in Bishopville with SunSki Resorts™. We provide an extensive selection of over 922 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Bishopville.

Nearby Neighborhood (2)

Neighborhood Property Count
Ocean Pines Vacation Rentals in Bishopville, Maryland 318
The Commons Vacation Rentals in Bishopville, Maryland 71

There are 922 Bishopville, MD Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Bishopville