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Bishopville Holiday Rentals

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51 rentals in Bishopville.
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Waterfront  vacation, holiday rental in Bishopville
Waterfront  vacation, holiday rental in Bishopville
Waterfront  vacation, holiday rental in Bishopville

Waterfront vacation

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 23
Match: Sleeps
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Family-friendly house only 15 minutes to the beach! Serene Setting!, holiday rental in Bishopville
Family-friendly house only 15 minutes to the beach! Serene Setting!, holiday rental in Bishopville
Family-friendly house only 15 minutes to the beach! Serene Setting!, holiday rental in Bishopville

Family-friendly house only 15 minutes to the beach! Serene Setting!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Waterfront Apartment with Boat Slip Minutes From Ocean City, MD Beach, holiday rental in Bishopville
Waterfront Apartment with Boat Slip Minutes From Ocean City, MD Beach, holiday rental in Bishopville
Waterfront Apartment with Boat Slip Minutes From Ocean City, MD Beach, holiday rental in Bishopville

Waterfront Apartment with Boat Slip Minutes From Ocean City, MD Beach

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Waterfront | Luxury | Private Dock | Serenity, holiday rental in Bishopville
Waterfront | Luxury | Private Dock | Serenity, holiday rental in Bishopville
Waterfront | Luxury | Private Dock | Serenity, holiday rental in Bishopville

Waterfront | Luxury | Private Dock | Serenity

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Waterfront Property With Three Bedrooms And A Loft., holiday rental in Bishopville
Gorgeous Waterfront Property With Three Bedrooms And A Loft., holiday rental in Bishopville
Gorgeous Waterfront Property With Three Bedrooms And A Loft., holiday rental in Bishopville

Gorgeous Waterfront Property With Three Bedrooms And A Loft.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, holiday rental in Bishopville
Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, holiday rental in Bishopville
Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, holiday rental in Bishopville

Recovery Room offers a Private Pool and Hot Tub !! Rental License # 1993

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Refurbished Ocean Pines Cottage with Beach Parking Pass, holiday rental in Bishopville
Refurbished Ocean Pines Cottage with Beach Parking Pass, holiday rental in Bishopville
Refurbished Ocean Pines Cottage with Beach Parking Pass, holiday rental in Bishopville

Refurbished Ocean Pines Cottage with Beach Parking Pass

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Superb Direct Waterfront on St. Martin River in Ocean Pines With 2 Dock Slips, holiday rental in Bishopville
Superb Direct Waterfront on St. Martin River in Ocean Pines With 2 Dock Slips, holiday rental in Bishopville
Superb Direct Waterfront on St. Martin River in Ocean Pines With 2 Dock Slips, holiday rental in Bishopville

Superb Direct Waterfront on St. Martin River in Ocean Pines With 2 Dock Slips

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach & Golf Getaway at Bayside - Pet Friendly - New Indoor Pool!, holiday rental in Bishopville
Beach & Golf Getaway at Bayside - Pet Friendly - New Indoor Pool!, holiday rental in Bishopville
Beach & Golf Getaway at Bayside - Pet Friendly - New Indoor Pool!, holiday rental in Bishopville

Beach & Golf Getaway at Bayside - Pet Friendly - New Indoor Pool!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Dog-Friendly Berlin Home w/ Pool & Water Access!, holiday rental in Bishopville
Dog-Friendly Berlin Home w/ Pool & Water Access!, holiday rental in Bishopville
Dog-Friendly Berlin Home w/ Pool & Water Access!, holiday rental in Bishopville

Dog-Friendly Berlin Home w/ Pool & Water Access!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, holiday rental in Bishopville
pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, holiday rental in Bishopville
pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, holiday rental in Bishopville

pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Golf course front home - 4 Bedrooms/3 full baths - 8 separate beds, holiday rental in Bishopville
Golf course front home - 4 Bedrooms/3 full baths - 8 separate beds, holiday rental in Bishopville
Golf course front home - 4 Bedrooms/3 full baths - 8 separate beds, holiday rental in Bishopville

Golf course front home - 4 Bedrooms/3 full baths - 8 separate beds

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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One Level Waterfront Home-Pet Friendly - 5 Pools- Sleeps 8- Self Check-In !, holiday rental in Bishopville
One Level Waterfront Home-Pet Friendly - 5 Pools- Sleeps 8- Self Check-In !, holiday rental in Bishopville
One Level Waterfront Home-Pet Friendly - 5 Pools- Sleeps 8- Self Check-In !, holiday rental in Bishopville

One Level Waterfront Home-Pet Friendly - 5 Pools- Sleeps 8- Self Check-In !

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, holiday rental in Bishopville
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, holiday rental in Bishopville
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, holiday rental in Bishopville

Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Beautiful single story home in Ocean Pines., holiday rental in Bishopville
Beautiful single story home in Ocean Pines., holiday rental in Bishopville
Beautiful single story home in Ocean Pines., holiday rental in Bishopville

Beautiful single story home in Ocean Pines.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Dog-friendly resort townhouse w/shared sauna, fireplace, basketball/tennis court, holiday rental in Bishopville
Dog-friendly resort townhouse w/shared sauna, fireplace, basketball/tennis court, holiday rental in Bishopville
Dog-friendly resort townhouse w/shared sauna, fireplace, basketball/tennis court, holiday rental in Bishopville

Dog-friendly resort townhouse w/shared sauna, fireplace, basketball/tennis court

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches, holiday rental in Bishopville
Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches, holiday rental in Bishopville
Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches, holiday rental in Bishopville

Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern Selbyville Golf Course Home w/ Deck & Grill, holiday rental in Bishopville
Modern Selbyville Golf Course Home w/ Deck & Grill, holiday rental in Bishopville
Modern Selbyville Golf Course Home w/ Deck & Grill, holiday rental in Bishopville

Modern Selbyville Golf Course Home w/ Deck & Grill

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pura Vida....Canal front beach cottage with private dock and sleeps 8, holiday rental in Bishopville
Pura Vida....Canal front beach cottage with private dock and sleeps 8, holiday rental in Bishopville
Pura Vida....Canal front beach cottage with private dock and sleeps 8, holiday rental in Bishopville

Pura Vida....Canal front beach cottage with private dock and sleeps 8

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, holiday rental in Bishopville
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, holiday rental in Bishopville
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, holiday rental in Bishopville

Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Chic Frankford House with Gas Grill, Yard & Patio!, holiday rental in Bishopville
Chic Frankford House with Gas Grill, Yard & Patio!, holiday rental in Bishopville
Chic Frankford House with Gas Grill, Yard & Patio!, holiday rental in Bishopville

Chic Frankford House with Gas Grill, Yard & Patio!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bayside Resort Townhouse w/AC, Free WiFi, Shared Hot Tub/Pools - Close to Beach!, holiday rental in Bishopville
Bayside Resort Townhouse w/AC, Free WiFi, Shared Hot Tub/Pools - Close to Beach!, holiday rental in Bishopville
Bayside Resort Townhouse w/AC, Free WiFi, Shared Hot Tub/Pools - Close to Beach!, holiday rental in Bishopville

Bayside Resort Townhouse w/AC, Free WiFi, Shared Hot Tub/Pools - Close to Beach!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Plush Villa in Bayside's Newest Community - Heron's Ridge, holiday rental in Bishopville
Plush Villa in Bayside's Newest Community - Heron's Ridge, holiday rental in Bishopville
Plush Villa in Bayside's Newest Community - Heron's Ridge, holiday rental in Bishopville

Plush Villa in Bayside's Newest Community - Heron's Ridge

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Bayside Resort Townhouse w/Shared Hot Tub & Pool, Free WiFi, AC, Private W/D!, holiday rental in Bishopville
Bayside Resort Townhouse w/Shared Hot Tub & Pool, Free WiFi, AC, Private W/D!, holiday rental in Bishopville
Bayside Resort Townhouse w/Shared Hot Tub & Pool, Free WiFi, AC, Private W/D!, holiday rental in Bishopville

Bayside Resort Townhouse w/Shared Hot Tub & Pool, Free WiFi, AC, Private W/D!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Spacious, two-story home w/full kitchen, balcony & outdoor fire pit, holiday rental in Bishopville
Spacious, two-story home w/full kitchen, balcony & outdoor fire pit, holiday rental in Bishopville
Spacious, two-story home w/full kitchen, balcony & outdoor fire pit, holiday rental in Bishopville

Spacious, two-story home w/full kitchen, balcony & outdoor fire pit

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Moonraker Road 54-AC, W/D, Free WIFI, holiday rental in Bishopville
Moonraker Road 54-AC, W/D, Free WIFI, holiday rental in Bishopville
Moonraker Road 54-AC, W/D, Free WIFI, holiday rental in Bishopville

Moonraker Road 54-AC, W/D, Free WIFI

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Berlin Resort Comm Home - 15 Mins from Ocean City!, holiday rental in Bishopville
Berlin Resort Comm Home - 15 Mins from Ocean City!, holiday rental in Bishopville
Berlin Resort Comm Home - 15 Mins from Ocean City!, holiday rental in Bishopville

Berlin Resort Comm Home - 15 Mins from Ocean City!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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This newly decorated, 4 bedroom 2 ½ bath home is nestled in the woods in North O, holiday rental in Bishopville
This newly decorated, 4 bedroom 2 ½ bath home is nestled in the woods in North O, holiday rental in Bishopville
This newly decorated, 4 bedroom 2 ½ bath home is nestled in the woods in North O, holiday rental in Bishopville

This newly decorated, 4 bedroom 2 ½ bath home is nestled in the woods in North O

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Bayside Resort townhouse w/ tennis court, free WiFi, fireplace, and pool, holiday rental in Bishopville
Bayside Resort townhouse w/ tennis court, free WiFi, fireplace, and pool, holiday rental in Bishopville
Bayside Resort townhouse w/ tennis court, free WiFi, fireplace, and pool, holiday rental in Bishopville

Bayside Resort townhouse w/ tennis court, free WiFi, fireplace, and pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Family-Friendly Duplex Close to Ocean City Beach w/Shared Pool, WiFI, AC, W/D!, holiday rental in Bishopville
Family-Friendly Duplex Close to Ocean City Beach w/Shared Pool, WiFI, AC, W/D!, holiday rental in Bishopville
Family-Friendly Duplex Close to Ocean City Beach w/Shared Pool, WiFI, AC, W/D!, holiday rental in Bishopville

Family-Friendly Duplex Close to Ocean City Beach w/Shared Pool, WiFI, AC, W/D!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Best kept secret on the Eastern Shore!, holiday rental in Bishopville
Best kept secret on the Eastern Shore!, holiday rental in Bishopville
Best kept secret on the Eastern Shore!, holiday rental in Bishopville

Best kept secret on the Eastern Shore!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Summer Breeze - Waterfront Single Family Vacation Home, holiday rental in Bishopville
Summer Breeze - Waterfront Single Family Vacation Home, holiday rental in Bishopville
Summer Breeze - Waterfront Single Family Vacation Home, holiday rental in Bishopville

Summer Breeze - Waterfront Single Family Vacation Home

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Waterfront Vacation Home!, holiday rental in Bishopville
Gorgeous Waterfront Vacation Home!, holiday rental in Bishopville
Gorgeous Waterfront Vacation Home!, holiday rental in Bishopville

Gorgeous Waterfront Vacation Home!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Luxe Get Away Vacation Home- 10 mins Away from the Beach, holiday rental in Bishopville
Luxe Get Away Vacation Home- 10 mins Away from the Beach, holiday rental in Bishopville
Luxe Get Away Vacation Home- 10 mins Away from the Beach, holiday rental in Bishopville

Luxe Get Away Vacation Home- 10 mins Away from the Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Payment Protection

NEW! Lovely Ocean Pines Home w/ Loft & Pool Access, holiday rental in Bishopville
NEW! Lovely Ocean Pines Home w/ Loft & Pool Access, holiday rental in Bishopville
NEW! Lovely Ocean Pines Home w/ Loft & Pool Access, holiday rental in Bishopville

NEW! Lovely Ocean Pines Home w/ Loft & Pool Access

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Updated Selbyville Townhome Close to Beach!, holiday rental in Bishopville
NEW! Updated Selbyville Townhome Close to Beach!, holiday rental in Bishopville
NEW! Updated Selbyville Townhome Close to Beach!, holiday rental in Bishopville

NEW! Updated Selbyville Townhome Close to Beach!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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White Horse Park RV site, holiday rental in Bishopville
White Horse Park RV site, holiday rental in Bishopville
White Horse Park RV site, holiday rental in Bishopville

White Horse Park RV site

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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RELAX ON THE SUN DECK just steps from the canal!, holiday rental in Bishopville
RELAX ON THE SUN DECK just steps from the canal!, holiday rental in Bishopville
RELAX ON THE SUN DECK just steps from the canal!, holiday rental in Bishopville

RELAX ON THE SUN DECK just steps from the canal!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FAMILY FUN 6BR, 4BA, 5 Pools, Linens Available at cost, Private Ocean Beach Club, holiday rental in Bishopville
FAMILY FUN 6BR, 4BA, 5 Pools, Linens Available at cost, Private Ocean Beach Club, holiday rental in Bishopville
FAMILY FUN 6BR, 4BA, 5 Pools, Linens Available at cost, Private Ocean Beach Club, holiday rental in Bishopville

FAMILY FUN 6BR, 4BA, 5 Pools, Linens Available at cost, Private Ocean Beach Club

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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White Horse Dr Ocean Pines MD, large house , game room, holiday rental in Bishopville
White Horse Dr Ocean Pines MD, large house , game room, holiday rental in Bishopville
White Horse Dr Ocean Pines MD, large house , game room, holiday rental in Bishopville

White Horse Dr Ocean Pines MD, large house , game room

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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MIMOsas View, holiday rental in Bishopville
MIMOsas View, holiday rental in Bishopville
MIMOsas View, holiday rental in Bishopville

MIMOsas View

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Barndominum W/ Jacuzzi On Ranch, Minutes To Beaches, holiday rental in Bishopville
Barndominum W/ Jacuzzi On Ranch, Minutes To Beaches, holiday rental in Bishopville
Barndominum W/ Jacuzzi On Ranch, Minutes To Beaches, holiday rental in Bishopville

Barndominum W/ Jacuzzi On Ranch, Minutes To Beaches

Holiday Rental House
1 bedroom
0 bathrooms
Sleeps 4
Match: Sleeps
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The Wild Horse Cottage ***NEW LISTING***, holiday rental in Bishopville
The Wild Horse Cottage ***NEW LISTING***, holiday rental in Bishopville
The Wild Horse Cottage ***NEW LISTING***, holiday rental in Bishopville

The Wild Horse Cottage ***NEW LISTING***

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Newly Renovated Condo on a Golf Course, holiday rental in Bishopville
Newly Renovated Condo on a Golf Course, holiday rental in Bishopville
Newly Renovated Condo on a Golf Course, holiday rental in Bishopville

Newly Renovated Condo on a Golf Course

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW. Dog friendly. close to golf, CONCERTS and more, holiday rental in Bishopville
NEW. Dog friendly. close to golf, CONCERTS and more, holiday rental in Bishopville
NEW. Dog friendly. close to golf, CONCERTS and more, holiday rental in Bishopville

NEW. Dog friendly. close to golf, CONCERTS and more

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Beach Cottage in Ocean Pines, holiday rental in Bishopville
Beautiful Beach Cottage in Ocean Pines, holiday rental in Bishopville
Beautiful Beach Cottage in Ocean Pines, holiday rental in Bishopville

Beautiful Beach Cottage in Ocean Pines

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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VACATION RENTAL, 4 BEDROOM 3 BATH, DISCOUNT FOR 7 DAY RENTAL, holiday rental in Bishopville
VACATION RENTAL, 4 BEDROOM 3 BATH, DISCOUNT FOR 7 DAY RENTAL, holiday rental in Bishopville
VACATION RENTAL, 4 BEDROOM 3 BATH, DISCOUNT FOR 7 DAY RENTAL, holiday rental in Bishopville

VACATION RENTAL, 4 BEDROOM 3 BATH, DISCOUNT FOR 7 DAY RENTAL

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful home by the golf course, holiday rental in Bishopville
Beautiful home by the golf course, holiday rental in Bishopville
Beautiful home by the golf course, holiday rental in Bishopville

Beautiful home by the golf course

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tiny House On Ranch Minutes To Beaches, holiday rental in Bishopville
Tiny House On Ranch Minutes To Beaches, holiday rental in Bishopville
Tiny House On Ranch Minutes To Beaches, holiday rental in Bishopville

Tiny House On Ranch Minutes To Beaches

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy Beach Getaway, holiday rental in Bishopville
Cozy Beach Getaway, holiday rental in Bishopville
Cozy Beach Getaway, holiday rental in Bishopville

Cozy Beach Getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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