Vacation rentals in Ocean Pines, MD

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Ocean Pines, MD

Beaconhill Road 68 - Ocean Pines, MD

Beaconhill Road 68

Holiday Home, Ocean Pines

Beaconhill Road 68 is a holiday home in Ocean Pines, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Beaconhill Road 68

Beaconhill Road 68 is a holiday home in Ocean Pines, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,566.

From$210/night
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Bayside Resort - 11444 West Sand Cove - Ocean Pines, MD

Bayside Resort - 11444 West Sand Cove

Holiday Home, Ocean Pines

Bayside Resort - 11444 West Sand Cove is a holiday home in Ocean Pines, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bayside Resort - 11444 West Sand Cove

Bayside Resort - 11444 West Sand Cove is a holiday home in Ocean Pines, with 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: pool, hot tub, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,733.

From$261/night
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Snowbird Bay Cottage | Playground + Community Pool - Ocean Pines, MD

Snowbird Bay Cottage | Playground + Community Pool

Holiday Home, Ocean Pines

Snowbird Bay Cottage · Playground + Community Pool is a holiday home in Ocean Pines, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Snowbird Bay Cottage | Playground + Community Pool

Snowbird Bay Cottage · Playground + Community Pool is a holiday home in Ocean Pines, with pool access, easy beach 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,279.

From$183/night
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Cozy Ocean Pines Cottage - Ocean Pines, MD

Cozy Ocean Pines Cottage

Holiday Home, Ocean Pines

Cozy Ocean Pines Cottage is a holiday home in Ocean Pines, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy Ocean Pines Cottage

Cozy Ocean Pines Cottage is a holiday home in Ocean Pines, with pet-friendly space, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,491.

From$213/night
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Waterfront vacation rentals in Ocean Pines, MD

Discover vacation rentals close to the coast, water, and beach areas around Ocean Pines, MD.

3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING! - Ocean Pines, MD

3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING!

Holiday Home, Ocean Pines

3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING! is a holiday home in Ocean Pines, with pool access, easy beach access, and outdoor space. This…

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About 3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING!

3BR/2BA Ocean Pines Home w/ Screened Porch & Deck Near Pools, Golf & Yacht Club! NEW LISTING! is a holiday home in Ocean Pines, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,924.

From$275/night
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Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen - Ocean Pines, MD

Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen

Holiday Home, Ocean Pines

Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen is a holiday home in Ocean Pines, with pool access, easy beach access, and outdoor space. This stay gives…

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About Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen

Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen is a holiday home in Ocean Pines, 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, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,026.

From$289/night
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Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access - Ocean Pines, MD

Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access

Holiday Home, Ocean Pines

Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access is a holiday home in Ocean Pines, with pool access, easy beach access, and outdoor space. This stay gives…

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About Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access

Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access is a holiday home in Ocean Pines, 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, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,050.

From$293/night
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Barefoot Pines Beach Retreat | Fire Pit + Grill - Ocean Pines, MD

Barefoot Pines Beach Retreat | Fire Pit + Grill

Holiday Home, Ocean Pines

Barefoot Pines Beach Retreat · Fire Pit + Grill is a holiday home in Ocean Pines, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Barefoot Pines Beach Retreat | Fire Pit + Grill

Barefoot Pines Beach Retreat · Fire Pit + Grill is a holiday home in Ocean Pines, with pool access, easy beach 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,072.

From$296/night
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Vacation rentals with a pool in Ocean Pines, MD

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

Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!! - Ocean Pines, MD

Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!

Holiday Home, Ocean Pines

Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!! is a holiday home in Ocean Pines, with pool access and kitchen access. This stay gives travelers…

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About Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!

Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!! is a holiday home in Ocean Pines, with pool 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,755.

From$251/night
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3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches! - Ocean Pines, MD

3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!

Holiday Home, Ocean Pines

3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches! is a holiday home in Ocean Pines, with pool access, easy beach access, and kitchen…

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About 3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!

3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches! is a holiday home in Ocean Pines, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,891.

From$270/night
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10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street - Ocean Pines, MD

10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street

Holiday Home, Ocean Pines

10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street is a holiday home in Ocean Pines, with pool access, easy beach access, and parking. This stay gives…

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About 10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street

10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street is a holiday home in Ocean Pines, with pool access, easy beach 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,918.

From$274/night
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A Wave From it All | Screened Porch Outdoor Dining - Ocean Pines, MD

A Wave From it All | Screened Porch Outdoor Dining

Holiday Home, Ocean Pines

A Wave From it All · Screened Porch Outdoor Dining is a holiday home in Ocean Pines, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About A Wave From it All | Screened Porch Outdoor Dining

A Wave From it All · Screened Porch Outdoor Dining is a holiday home in Ocean Pines, with pool access, parking, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,949.

From$278/night
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Vacation rentals with parking in Ocean Pines, MD

Find vacation rentals that make arriving by car easier.

Inn on Turville Cottage, Sleeps 4, Waterfront - Ocean Pines, MD

Inn on Turville Cottage, Sleeps 4, Waterfront

Apartment, Ocean Pines

Inn on Turville Cottage, Sleeps 4, Waterfront is a apartment in Ocean Pines, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Inn on Turville Cottage, Sleeps 4, Waterfront

Inn on Turville Cottage, Sleeps 4, Waterfront is a apartment in Ocean Pines, with easy beach access, parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,596.

From$228/night
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Beautiful Quiet Beach Home in the Pines Close to Everything - Ocean Pines, MD

Beautiful Quiet Beach Home in the Pines Close to Everything

Holiday Home, Ocean Pines

Beautiful Quiet Beach Home in the Pines Close to Everything is a holiday home in Ocean Pines, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable…

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About Beautiful Quiet Beach Home in the Pines Close to Everything

Beautiful Quiet Beach Home in the Pines Close to Everything is a holiday home in Ocean Pines, with easy beach access, parking, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,846.

From$264/night
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Home A Wave From Home | Fun Filled Yard + Fire pit - Ocean Pines, MD

Home A Wave From Home | Fun Filled Yard + Fire pit

Holiday Home, Ocean Pines

Home A Wave From Home · Fun Filled Yard + Fire pit is a holiday home in Ocean Pines, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Home A Wave From Home | Fun Filled Yard + Fire pit

Home A Wave From Home · Fun Filled Yard + Fire pit is a holiday home in Ocean Pines, with pool access, parking, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,981.

From$283/night
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The Sandy Hook Retreat| Grill & Sunroom - Ocean Pines, MD

The Sandy Hook Retreat| Grill & Sunroom

Holiday Home, Ocean Pines

The Sandy Hook Retreat · Grill & Sunroom is a holiday home in Ocean Pines, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Sandy Hook Retreat| Grill & Sunroom

The Sandy Hook Retreat · Grill & Sunroom is a holiday home in Ocean Pines, with pool access, parking, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,218.

From$317/night
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Pet-friendly vacation rentals in Ocean Pines, MD

Bring your pet along with stays that welcome four-legged travelers.

Poolside Fun, Beach Access, in Ocean Pines! - Ocean Pines, MD

Poolside Fun, Beach Access, in Ocean Pines!

Holiday Home, Ocean Pines

Poolside Fun, Beach Access, in Ocean Pines! is a holiday home in Ocean Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Poolside Fun, Beach Access, in Ocean Pines!

Poolside Fun, Beach Access, in Ocean Pines! is a holiday home in Ocean Pines, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,803.

From$288/night
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8 Mi to Ocean City: Warm & Cozy 3BR Family Home - Ocean Pines, MD

8 Mi to Ocean City: Warm & Cozy 3BR Family Home

Holiday Home, Ocean Pines

8 Mi to Ocean City: Warm & Cozy 3BR Family Home is a holiday home in Ocean Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base…

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About 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home is a holiday home in Ocean Pines, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,029.

From$290/night
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Pet-friendly home featuring a private fenced backyard for safe outdoor fun - Ocean Pines, MD

Pet-friendly home featuring a private fenced backyard for safe outdoor fun

Holiday Home, Ocean Pines

Pet-friendly home featuring a private fenced backyard for safe outdoor fun is a holiday home in Ocean Pines, with pet-friendly space and pool access. This stay gives travelers a comfortable…

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About Pet-friendly home featuring a private fenced backyard for safe outdoor fun

Pet-friendly home featuring a private fenced backyard for safe outdoor fun is a holiday home in Ocean Pines, with pet-friendly space and 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: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,114.

From$302/night
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Teal Haven - Ocean Pines, MD

Teal Haven

Holiday Home, Ocean Pines

Teal Haven is a holiday home in Ocean Pines, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Teal Haven

Teal Haven is a holiday home in Ocean Pines, with pet-friendly space, pool 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,123.

From$303/night
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Vacation rentals with a kitchen in Ocean Pines, MD

Compare stays with kitchen access for longer trips and easier meals.

CUTE AND COZY IN OCEAN PINES - Ocean Pines, MD

CUTE AND COZY IN OCEAN PINES

Holiday Home, Ocean Pines

CUTE AND COZY IN OCEAN PINES is a holiday home in Ocean Pines, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About CUTE AND COZY IN OCEAN PINES

CUTE AND COZY IN OCEAN PINES is a holiday home in Ocean Pines, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,950.

From$279/night
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3-Bed, 2-Bath Home in Ocean Pines, MD – Just 15 Minutes from Ocean City Beaches - Ocean Pines, MD

3-Bed, 2-Bath Home in Ocean Pines, MD – Just 15 Minutes from Ocean City Beaches

Holiday Home, Ocean Pines

3-Bed, 2-Bath Home in Ocean Pines, MD – Just 15 Minutes from Ocean City Beaches is a holiday home in Ocean Pines, with pool access, easy beach access, and kitchen access. This stay gives…

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About 3-Bed, 2-Bath Home in Ocean Pines, MD – Just 15 Minutes from Ocean City Beaches

3-Bed, 2-Bath Home in Ocean Pines, MD – Just 15 Minutes from Ocean City Beaches is a holiday home in Ocean Pines, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,980.

From$283/night
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Ocean Pines 3BR House Resort Community - Ocean Pines, MD

Ocean Pines 3BR House Resort Community

Holiday Home, Ocean Pines

Ocean Pines 3BR House Resort Community is a holiday home in Ocean Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Ocean Pines 3BR House Resort Community

Ocean Pines 3BR House Resort Community is a holiday home in Ocean Pines, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,140.

From$306/night
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Pool & Marina: Family Home ~ 11 Mi to Ocean City - Ocean Pines, MD

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

Cottage, Ocean Pines

Pool & Marina: Family Home ~ 11 Mi to Ocean City is a cottage in Ocean Pines, 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 Ocean Pines, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,722.

From$319/night
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