Vacation rentals in Bishopville, MD

26 available vacation rental offers

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Best vacation rentals and Airbnb offers in Bishopville, MD

4 Mi to Bethany Beach: Sunny Escape w/ Porches! - Bishopville, MD
10 ★ 2 reviews

4 Mi to Bethany Beach: Sunny Escape w/ Porches!

Villa, Bishopville

4 Mi to Bethany Beach: Sunny Escape w/ Porches! is a villa in Bishopville, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 4 Mi to Bethany Beach: Sunny Escape w/ Porches!

4 Mi to Bethany Beach: Sunny Escape w/ Porches! is a villa in Bishopville, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,647.

From$199/night
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Patio, Pool Access! Coastal Ocean Pines Cottage - Bishopville, MD
10 ★ 2 reviews

Patio, Pool Access! Coastal Ocean Pines Cottage

Cottage, Bishopville

Patio, Pool Access! Coastal Ocean Pines Cottage is a cottage in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

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About Patio, Pool Access! Coastal Ocean Pines Cottage

Patio, Pool Access! Coastal Ocean Pines Cottage is a cottage in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,967.

From$222/night
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Bear Trap Dunes - 112A Willow Oak Ave - Bishopville, MD
8 ★ 14 reviews

Bear Trap Dunes - 112A Willow Oak Ave

Holiday Home, Bishopville

Bear Trap Dunes - 112A Willow Oak Ave is a holiday home in Bishopville, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Bear Trap Dunes - 112A Willow Oak Ave

Bear Trap Dunes - 112A Willow Oak Ave is a holiday home in Bishopville, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, gym, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,489.

From$112/night
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Bear Trap Dunes - 91 Willow Oak - Bishopville, MD
8 ★ 2 reviews

Bear Trap Dunes - 91 Willow Oak

Holiday Home, Bishopville

Bear Trap Dunes - 91 Willow Oak is a holiday home in Bishopville, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Bear Trap Dunes - 91 Willow Oak

Bear Trap Dunes - 91 Willow Oak is a holiday home in Bishopville, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, gym, and indoor pool.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,849.

From$149/night
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Family-friendly vacation rentals in Bishopville, MD

Plan a trip with stays that give families more room to spread out.

Nautical Family Home w/ Deck, Near Bethany Beach! - Bishopville, MD
10 ★ 1 reviews

Nautical Family Home w/ Deck, Near Bethany Beach!

Cottage, Bishopville

Nautical Family Home w/ Deck, Near Bethany Beach! is a cottage in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

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About Nautical Family Home w/ Deck, Near Bethany Beach!

Nautical Family Home w/ Deck, Near Bethany Beach! is a cottage in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,819.

From$346/night
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4 Mi to Bethany Beach: Frankford Getaway w/ Pool! - Bishopville, MD

4 Mi to Bethany Beach: Frankford Getaway w/ Pool!

Cottage, Bishopville

4 Mi to Bethany Beach: Frankford Getaway w/ Pool! is a cottage in Bishopville, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About 4 Mi to Bethany Beach: Frankford Getaway w/ Pool!

4 Mi to Bethany Beach: Frankford Getaway w/ Pool! is a cottage in Bishopville, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,401.

From$254/night
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8 Mi to Beach: Ocean Pines Home Near Marina & Golf - Bishopville, MD

8 Mi to Beach: Ocean Pines Home Near Marina & Golf

Cottage, Bishopville

8 Mi to Beach: Ocean Pines Home Near Marina & Golf is a cottage in Bishopville, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 8 Mi to Beach: Ocean Pines Home Near Marina & Golf

8 Mi to Beach: Ocean Pines Home Near Marina & Golf is a cottage in Bishopville, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,538.

From$273/night
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Pool & Marina: Family Home ~ 11 Mi to Ocean City - Bishopville, MD

Pool & Marina: Family Home ~ 11 Mi to Ocean City

Cottage, Bishopville

Pool & Marina: Family Home ~ 11 Mi to Ocean City is a cottage in Bishopville, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Pool & Marina: Family Home ~ 11 Mi to Ocean City

Pool & Marina: Family Home ~ 11 Mi to Ocean City is a cottage in Bishopville, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,516.

From$293/night
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Vacation rentals with a pool in Bishopville, MD

Add a pool to the search when you want an easy place to cool off between outings.

Pool Access & Deck: Bethany Beach Gem - Bishopville, MD

Pool Access & Deck: Bethany Beach Gem

Holiday Home, Bishopville

Pool Access & Deck: Bethany Beach Gem is a holiday home in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring…

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About Pool Access & Deck: Bethany Beach Gem

Pool Access & Deck: Bethany Beach Gem is a holiday home in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,994.

From$195/night
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Nautical Family Home w/ Deck, Near Bethany Beach! - Bishopville, MD

Nautical Family Home w/ Deck, Near Bethany Beach!

Holiday Home, Bishopville

Nautical Family Home w/ Deck, Near Bethany Beach! is a holiday home in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

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About Nautical Family Home w/ Deck, Near Bethany Beach!

Nautical Family Home w/ Deck, Near Bethany Beach! is a holiday home in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,713.

From$306/night
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Bethany Breeze --- 38424 Driftwood Ct #629 - Bishopville, MD

Bethany Breeze --- 38424 Driftwood Ct #629

Holiday Home, Bishopville

Bethany Breeze --- 38424 Driftwood Ct #629 is a holiday home in Bishopville, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Bethany Breeze --- 38424 Driftwood Ct #629

Bethany Breeze --- 38424 Driftwood Ct #629 is a holiday home in Bishopville, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, ourdoor pool, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,245.

From$315/night
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Pool Access & Deck: Bethany Beach Gem - Bishopville, MD

Pool Access & Deck: Bethany Beach Gem

Apartment, Bishopville

Pool Access & Deck: Bethany Beach Gem is a apartment in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the…

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About Pool Access & Deck: Bethany Beach Gem

Pool Access & Deck: Bethany Beach Gem is a apartment in Bishopville, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,066.

From$230/night
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