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  • 510 Tee Time\n\n
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    VRBO

    510 Tee Time\n\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally-located place. Right off ocean parkway next to t ...

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  • About 5 - 28                  .\n
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    Expedia

    About 5 - 28 .\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your family will be close to everything when you stay at this centrally-located home. We are 10-15 minutes to OC beaches ...

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  • Robin Hood Retreat\n\n
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    VRBO

    Robin Hood Retreat\n\n

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Explore the Eastern Shore from this beautiful Ocean Pines home with 4 King Bdrms, 3 1/2 baths. Bring the whole family fo ...

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  • Sunny Days
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    Expedia

    Sunny Days

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    About this space Casual, spacious open floorplan, all on one floor with a huge back sun porch, nice front sun porch and ...

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    Expedia

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  • Charming 3-bedroom house in Ocean Pines with WiFi
    From $275 per night (USD)

    VRBO

    Charming 3-bedroom house in Ocean Pines with WiFi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Come enjoy all that the Maryland Eastern Shore has to offer at CrabbyPines in Ocean Pines. You may never leave this amen ...

    From $275 per night (USD)

    VRBO

    Details
  • Waterfront Wonder: A Retreat with Stunning Views
    From $421 per night (USD)

    Expedia

    Waterfront Wonder: A Retreat with Stunning Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    A Waterfront Retreat with All the Perks Welcome to your perfect getaway on the banks of the St. Martin River! This spac ...

    From $421 per night (USD)

    Expedia

    Details
  • Dolphins Chance beautiful waterfront
    From $732 per night (USD)

    VRBO

    Dolphins Chance beautiful waterfront

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Escape to your perfect retreat in Ocean Pines, MD! This beautiful waterfront home features 4 bedrooms and sleeps up to 1 ...

    From $732 per night (USD)

    VRBO

    Details
  • NEWLY RENOVATED West OC Waterfront Beach Home; Large Deck & Private Boat Dock
    From $326 per night (USD)

    Expedia

    NEWLY RENOVATED West OC Waterfront Beach Home; Large Deck & Private Boat Dock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Welcome to your home away from home in desirable West Ocean City. This house has been fully renovated in 2024 and contai ...

    From $326 per night (USD)

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    Details
  • Waterfront Home w/ Views, Hot Tub in Ocean Pines!
    From $707 per night (USD)

    VRBO

    Waterfront Home w/ Views, Hot Tub in Ocean Pines!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    13

    Game Room | Fire Pit | Pets Welcome w/ Fee | Fishing Access On-Site | Community Amenities w/ Addt'l Fee Experience the ...

    From $707 per night (USD)

    VRBO

    Details
  • Lord Guy Retreat in Ocean Pines 3bd
    From $219 per night (USD)

    Expedia

    Lord Guy Retreat in Ocean Pines 3bd

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    10

    Welcome to your perfect getaway in Ocean Pines, Maryland! This beautifully renovated 3-bedroom house offers modern ameni ...

    From $219 per night (USD)

    Expedia

    Details
  • Cozy 3 Bedroom Beach Get-A-Way located in White Horse Park
    From $189 per night (USD)

    VRBO

    Cozy 3 Bedroom Beach Get-A-Way located in White Horse Park

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Welcome to this cozy 3 bedroom hidden beach gem located in the gated community of White Horse Park. This property boasts ...

    From $189 per night (USD)

    VRBO

    Details
  • LARGE WATERFRONT HOME IN QUIET NEIGHBORHOOD IN OCEAN PINES
    From $384 per night (USD)

    Expedia

    LARGE WATERFRONT HOME IN QUIET NEIGHBORHOOD IN OCEAN PINES

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    ***NEW LISTING! WATERFRONT DETACHED HOME IN SOUTH OCEAN PINES, BOAT DOCK AND LIFT AVAILABLE. ***** Large, beautiful wate ...

    From $384 per night (USD)

    Expedia

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  • Whaler's Cabin minutes from Ocean City
    From $306 per night (USD)

    VRBO

    Whaler's Cabin minutes from Ocean City

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This spacious 3-bedroom, 2-bath home in peaceful Ocean Pines, MD, offers a relaxing retreat just minutes from Ocean City ...

    From $306 per night (USD)

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  • Ocean Pines Hideaway
    From $178 per night (USD)

    Expedia

    Ocean Pines Hideaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This 3-bed, 2-bath home in Ocean Pines sleeps 8 and is ideal for a beach getaway. The spacious interior includes a fully ...

    From $178 per night (USD)

    Expedia

    Details
  • Family Tides, 6 Bedrooms, 3.5 Bathrooms, Sleeps 14
    From $745 per night (USD)

    VRBO

    Family Tides, 6 Bedrooms, 3.5 Bathrooms, Sleeps 14

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    *Owner is offering a 10% discount to veterans and active military personnel. * Granite kitchen countertops, new kitchen ...

    From $745 per night (USD)

    VRBO

    Details
  • Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+
    From $436 per night (USD)

    Expedia

    Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    18

    Relax in this spacious 5 + bedroom, 3.5-bath Ocean Pines home, minutes from Ocean City and Assateague Island. Perfect fo ...

    From $436 per night (USD)

    Expedia

    Details
  • Private Dock, Hot Tub: Waterfront Ocean Pines Home
    From $264 per night (USD)

    VRBO

    Private Dock, Hot Tub: Waterfront Ocean Pines Home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    On-Site Bay Access | Patio w/ Al Fresco Dining Area | Furnished Deck Your bayside retreat awaits at this 2-bedroom + lo ...

    From $264 per night (USD)

    VRBO

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  • Nautical at 82 Newport- private dock & waterfront
    From $794 per night (USD)

    Expedia

    Nautical at 82 Newport- private dock & waterfront

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Experience this spacious waterfront home featuring 6 bedrooms and 3.5 bathrooms, including 2 master suites. Enjoy a game ...

    From $794 per night (USD)

    Expedia

    Details
  • 8 Mi to Beach: Ocean Pines Home Near Marina & Golf
    From $246 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Ocean Pines Amenities (w/ On-Site Fees) | Deck w/ Dining Table | Gas Grill (Propane Provided) Go on a beach retreat to ...

    From $246 per night (USD)

    VRBO

    Details
  • Calm On The Creek-Non Group Rental-Sleeps 8
    From $542 per night (USD)

    Expedia

    Calm On The Creek-Non Group Rental-Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    New for the 2025 season! Enjoy this 2-story vacation home located on the water in Ocean Pines. Ocean Pines has everythin ...

    From $542 per night (USD)

    Expedia

    Details
  • Elegant Pet Friendly TreeTop Retreat w/ decks; Close to OC beaches and pools
    From $372 per night (USD)

    VRBO

    Elegant Pet Friendly TreeTop Retreat w/ decks; Close to OC beaches and pools

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to TreeTop Ocean Pkwy, with on site parking for up to four cars. Where coastal charm meets modern comfort. This ...

    From $372 per night (USD)

    VRBO

    Details
  • Charming 4-bedroom house with WiFi and AC in tranquil Ocean Pines
    From $398 per night (USD)

    Expedia

    Charming 4-bedroom house with WiFi and AC in tranquil Ocean Pines

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Nestled on the stunning St. Martin River in North Ocean Pines, this spacious 4-bedroom, 2.5-bathroom waterfront retreat ...

    From $398 per night (USD)

    Expedia

    Details
  • Whimsical Willow:  Charming 3-BR home in a quiet cul-de-sac, minutes from OCMD!
    From $273 per night (USD)

    VRBO

    Whimsical Willow: Charming 3-BR home in a quiet cul-de-sac, minutes from OCMD!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to your perfect getaway in Ocean Pines! This beautiful 3-bedroom home offers a cozy yet spacious retreat with wo ...

    From $273 per night (USD)

    VRBO

    Details
  • Modern Comfort meets coastal Charm! New Listing!
    From $370 per night (USD)

    Expedia

    Modern Comfort meets coastal Charm! New Listing!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    NEW LISTING ALERT! Welcome to your perfect getaway at our beautifully designed vacation rental in Ocean Pines! This new ...

    From $370 per night (USD)

    Expedia

    Details
  • 3-Bed, 2-Bath Home in Ocean Pines, MD – Just 15 Minutes from Ocean City Beaches
    From $340 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your home away from home in Ocean Pines, MD! This beautifully renovated 3-bedroom, 2-bath house is located on ...

    From $340 per night (USD)

    VRBO

    Details
  • Waterfront Ocean Pines - 3 Brs with Dock
    From $484 per night (USD)

    Expedia

    Waterfront Ocean Pines - 3 Brs with Dock

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Summary: Enjoy a relaxing stay in this newly listed, single-story home on a quiet canal court. Perfect for families, thi ...

    From $484 per night (USD)

    Expedia

    Details
  • The Blue Crab-Non-Group Rental-3 Bedrooms, 2 Bathrooms, Sleeps 6
    From $324 per night (USD)

    VRBO

    The Blue Crab-Non-Group Rental-3 Bedrooms, 2 Bathrooms, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New for the 2025 rental season! Pack up the family, head to the beach, and begin your vacation at The Blue Crab home. Th ...

    From $324 per night (USD)

    VRBO

    Details
  • Three Bedroom Waterfront Home in Ocean Pines
    From $293 per night (USD)

    Expedia

    Three Bedroom Waterfront Home in Ocean Pines

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    The Space: Large waterfront home in Ocean Pines, Maryland. This home offers three bedrooms, two full-bathrooms, one hal ...

    From $293 per night (USD)

    Expedia

    Details
  • Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen
    From $231 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    22 Harpoon Rd Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $231 per night (USD)

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  • Charming Condo-Tucked in Quiet Marina Village
    From $183 per night (USD)

    Expedia

    Charming Condo-Tucked in Quiet Marina Village

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Walk to 2 pools, 2 marinas, Ocean Pines Yacht Club. Live music floats through your windows Thursday-Sunday evenings f ...

    From $183 per night (USD)

    Expedia

    Details
  • Ocean Pines 2BR 1BA Cottage with Fire Pit
    From $344 per night (USD)

    VRBO

    Ocean Pines 2BR 1BA Cottage with Fire Pit

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Pint-sized, pet friendly cottage close to everything, the perfect, quiet little sanctuary. Full kitchen in cas ...

    From $344 per night (USD)

    VRBO

    Details
  • Coastal Charm Oasis!
    From $236 per night (USD)

    Expedia

    Coastal Charm Oasis!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Escape to our charming three-bedroom, two-bathroom vacation rental in beautiful Ocean Pines, MD. Perfectly situated just ...

    From $236 per night (USD)

    Expedia

    Details
  • 4-bedroom chalet in lovely Ocean Pines with WiFi, AC
    From $368 per night (USD)

    VRBO

    4-bedroom chalet in lovely Ocean Pines with WiFi, AC

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Bring the whole family (or families) to this great place with lots of room for fun. Royal Oaks Chalet is located in the ...

    From $368 per night (USD)

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  • Cozy and Peaceful Cottage Living in Ocean Pines
    From $361 per night (USD)

    Expedia

    Cozy and Peaceful Cottage Living in Ocean Pines

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Cozy and peaceful coastal cottage vacationing in Ocean Pines, Maryland. This home offers two bedrooms, one full-bathroo ...

    From $361 per night (USD)

    Expedia

    Details
  • Waterfront townhome on the golf course with private deck, & paid-access pools
    From $324 per night (USD)

    VRBO

    Waterfront townhome on the golf course with private deck, & paid-access pools

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Borderlinks 20 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $324 per night (USD)

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  • The Pines and Sea A-Frame
    From $330 per night (USD)

    VRBO

    The Pines and Sea A-Frame

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your next seaside escape at the Pines and Sea A-Frame. Nestled in the peaceful Ocean Pines community, this ch ...

    From $330 per night (USD)

    VRBO

    Details
  • Pet-Friendly Waterfront 3BR in Ocean Pines – Near OCMD, Porch & Canal Views
    From $294 per night (USD)

    VRBO

    Pet-Friendly Waterfront 3BR in Ocean Pines – Near OCMD, Porch & Canal Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Heron Hideaway, a beautifully remodeled waterfront vacation rental in Ocean Pines, MD, just minutes from the ...

    From $294 per night (USD)

    VRBO

    Details
  • Brooklyn Meadows Manor and Equestry Inn
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    Brooklyn Meadows Manor and Equestry Inn

    Bedrooms:
    7
    Bathrooms:
    8
    Sleeps:
    22

    Escape to this brilliant estate in picturesque Berlin, where luxury, fun, and comfort await! Perfect for large groups, t ...

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  • Sea La Vie at the Inn on Turville Creek
    From $592 per night (USD)

    VRBO

    Sea La Vie at the Inn on Turville Creek

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Sea La Vie is the luxury, custom built home located at the Inn on Turville Creek. The home was in 2020 and features 4 be ...

    From $592 per night (USD)

    VRBO

    Details
  • Daybreak Cottage at the Inn on Turville Creek
    From $201 per night (USD)

    Expedia

    Daybreak Cottage at the Inn on Turville Creek

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Inn on Turville Creek offers 6 one-bedroom, waterfront cottage suites. Each tastefully appointed and sleep 4. Your ...

    From $201 per night (USD)

    Expedia

    Details
  • The Drift Inn Cottage at the Inn on Turville Creek
    From $201 per night (USD)

    VRBO

    The Drift Inn Cottage at the Inn on Turville Creek

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Cottage is a charming one-bedroom suite at the Inn on Turville Creek. Whether you're looking for peace and quiet or sun ...

    From $201 per night (USD)

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    Details
  • Sunset  Cove Cottage at the Inn on Turville Creek
    From $214 per night (USD)

    Expedia

    Sunset Cove Cottage at the Inn on Turville Creek

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    All of the conveniences of home but surrounded by nature, entertainment, and exciting activities.The Inn on Turville Cre ...

    From $214 per night (USD)

    Expedia

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  • Coral Tides at the Inn on Turville Creek
    From $194 per night (USD)

    VRBO

    Coral Tides at the Inn on Turville Creek

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    All of the conveniences of home but surrounded by nature, entertainment, and exciting activities.The Inn on Turville Cre ...

    From $194 per night (USD)

    VRBO

    Details
  • Seabreeze Cottage at the Inn on Turville Creek
    From $192 per night (USD)

    Expedia

    Seabreeze Cottage at the Inn on Turville Creek

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy your coffee on the front covered porch watching the boats head down the creek for a day of fun in the sun. All ...

    From $192 per night (USD)

    Expedia

    Details
  • Coconut Grove Cottage at the Inn on Turville Creek
    From $192 per night (USD)

    VRBO

    Coconut Grove Cottage at the Inn on Turville Creek

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy your coffee on the front covered porch watching the boats head down the creek for a day of fun in the sun. The In ...

    From $192 per night (USD)

    VRBO

    Details
  • Home A Wave From Home-3 Bedrooms, 2 Baths, Sleeps 6, Non Group Rental
    From $347 per night (USD)

    Expedia

    Home A Wave From Home-3 Bedrooms, 2 Baths, Sleeps 6, Non Group Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New for the 2025 season! Be one of the first to make your family beach memories here! New LVP flooring installed in the ...

    From $347 per night (USD)

    Expedia

    Details
  • Spacious Family Home: 9 Mi to Ocean City Boardwalk
    From $326 per night (USD)

    VRBO

    Spacious Family Home: 9 Mi to Ocean City Boardwalk

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    11

    2 Well-Stocked Kitchens | Board Game & Movie Nights | 4 Mi to Ocean Downs Casino Experience the best of the Maryland co ...

    From $326 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom mobile home with WiFi, AC in Ocean Pines
    From $226 per night (USD)

    Expedia

    Charming 3-bedroom mobile home with WiFi, AC in Ocean Pines

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    20

    Located in Ocean Pines, this charming mobile home is a dream. With 3 cozy bedrooms including a queen bed, bunk bed, and ...

    From $226 per night (USD)

    Expedia

    Details
  • Beachy Pines-3 Bedrooms, 2 Bathrooms, Sleeps 6-Non-Group Rental
    From $274 per night (USD)

    VRBO

    Beachy Pines-3 Bedrooms, 2 Bathrooms, Sleeps 6-Non-Group Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New for the 2025 rental season! This cozy 3-bedroom, 2-bathroom home is a great place to spend your beach vacation. With ...

    From $274 per night (USD)

    VRBO

    Details
  • Brooklyn Meadows - The Equestry Inn
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    Expedia

    Brooklyn Meadows - The Equestry Inn

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Your Berlin adventure starts right here at this charming 2-bedroom house! With 2 comfy queen beds, a cozy living room wi ...

    Click For Pricing

    Expedia

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  • Brooklyn Meadows - The Manor
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    Brooklyn Meadows - The Manor

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    17

    Welcome to your ultimate home away from home in Berlin! This stunning estate is the perfect getaway for large groups, of ...

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    VRBO

    Details
  • Golf course-adjacent condo with access to a pool, hot tub, & fitness room
    From $774 per night (USD)

    Expedia

    Golf course-adjacent condo with access to a pool, hot tub, & fitness room

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Glen Riddle Pleasant Colony 104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...

    From $774 per night (USD)

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    Details
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    From $398 per night (USD)

    VRBO

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    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

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    From $398 per night (USD)

    VRBO

    Details
  • Canalfront townhome on the golf course w/private deck, grill & paid-access pools
    From $322 per night (USD)

    Expedia

    Canalfront townhome on the golf course w/private deck, grill & paid-access pools

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Borderlinks 48 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $322 per night (USD)

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    Details
  • Waterfront Cottage w/ Private Dock in Ocean Pines!
    From $360 per night (USD)

    VRBO

    Waterfront Cottage w/ Private Dock in Ocean Pines!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    2 Living Areas | BBQ Ready | Community Amenities Access w/ Fee Book your next coastal Maryland getaway at this 3-bedroo ...

    From $360 per night (USD)

    VRBO

    Details
  • Coastal Golf Villa • 5 Pools • 15 mins to OCMD
    From $389 per night (USD)

    Expedia

    Coastal Golf Villa • 5 Pools • 15 mins to OCMD

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your perfect getaway in the heart of Ocean Pines! This charming three-bedroom, two-bathroom townhome in the q ...

    From $389 per night (USD)

    Expedia

    Details
  • Lovely Ocean Pines home w/picnic area, firepit, fully stocked kitchen, AC & WiFi
    From $260 per night (USD)

    VRBO

    Lovely Ocean Pines home w/picnic area, firepit, fully stocked kitchen, AC & WiFi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    838 Ocean Parkway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $260 per night (USD)

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  • Beautiful 3 Bedroom House in Ocean Pines Just Minutes Away from the Beach!
    From $267 per night (USD)

    Expedia

    Beautiful 3 Bedroom House in Ocean Pines Just Minutes Away from the Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    **PRICE REDUCTION** Beautiful 3 Bedroom, single family home in Ocean Pines. Whether you enjoy dining inside or outside ...

    From $267 per night (USD)

    Expedia

    Details
  • Beautiful 4 Bedroom Townhouse
    From $494 per night (USD)

    VRBO

    Beautiful 4 Bedroom Townhouse

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    *As a thank you for staying with Coastal Resort Sales and Rentals in Ocean City, MD we offer each reservation a complime ...

    From $494 per night (USD)

    VRBO

    Details
  • Rumgate Surf Shack - Private Boat Dock, Kayaks and Grill; Budget Friendly
    From $304 per night (USD)

    Expedia

    Rumgate Surf Shack - Private Boat Dock, Kayaks and Grill; Budget Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your getaway at Rumgate Surf Shack in Ocean City, Maryland! This affordable beachy surf shack is nestled in W ...

    From $304 per night (USD)

    Expedia

    Details
  • Surfers Way-Non-Group Rental, 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    VRBO

    Surfers Way-Non-Group Rental, 3 Bedrooms, 2 Bathrooms, Sleeps 5

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    New for the 2025 season! Vacation in this well-maintained home, offering the perfect blend of convivence and comfort. Th ...

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  • New Ocean Pines Vacation Rental in a Quiet Neighborhood
    From $327 per night (USD)

    Expedia

    New Ocean Pines Vacation Rental in a Quiet Neighborhood

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This beachy vacation home has 3 BR, 2BA, open floor plan with 2 living areas, and kitchen. There is a new front porch an ...

    From $327 per night (USD)

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  • 60 White Sail Circle in fabulous Ocean Pines!
    From $296 per night (USD)

    VRBO

    60 White Sail Circle in fabulous Ocean Pines!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Nestled in the serene community of Ocean Pines, 60 White Tail Circle, a spacious two-story home that offers an ideallic ...

    From $296 per night (USD)

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  • Golf Resort Villa • 5 Pools • 15 Mins to OCMD
    From $388 per night (USD)

    Expedia

    Golf Resort Villa • 5 Pools • 15 Mins to OCMD

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your next relaxing getaway in Ocean Pines! This inviting 3-bedroom, 2-bathroom townhome is tucked inside the ...

    From $388 per night (USD)

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  • Large Family Friendly Home in Ocean Pines, MD
    From $474 per night (USD)

    VRBO

    Large Family Friendly Home in Ocean Pines, MD

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    Escape to this family friendly home in the quiet community of Ocean Pines, while remaining close to all the excitement o ...

    From $474 per night (USD)

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  • New Listing! Charming 3-Bedroom Getaway in Ocean Pines
    From $356 per night (USD)

    VRBO

    New Listing! Charming 3-Bedroom Getaway in Ocean Pines

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your cozy getaway awaits in Ocean Pines at this charming house. With 3 bedrooms, 2 bathrooms, and essential amenities li ...

    From $356 per night (USD)

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  • Cozy studio with WiFi and AC in enchanting Berlin
    From $153 per night (USD)

    VRBO

    Cozy studio with WiFi and AC in enchanting Berlin

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Make yourself at home in this adorable studio retreat in Berlin. The cozy space features a comfortable queen bed, perfec ...

    From $153 per night (USD)

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  • Ocean Pines - 4 bedroom / 2 Bath / Pet friendly
    From $398 per night (USD)

    Expedia

    Ocean Pines - 4 bedroom / 2 Bath / Pet friendly

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Charming A-frame home in Ocean Pines, MD featuring 4 bedrooms and 2 full bathrooms. Nestled on a serene wooded ...

    From $398 per night (USD)

    Expedia

    Details
  • Pool & Marina: Family Home ~ 11 Mi to Ocean City
    From $274 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Kayaking, Fishing & Crabbing On-Site | White Horse Park Community Effortlessly unwind at this 2-bedroom, 1-bath home in ...

    From $274 per night (USD)

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  • Beautiful Home in Ocean Pines with Water Access for SUP's and Canoes
    From $397 per night (USD)

    Expedia

    Beautiful Home in Ocean Pines with Water Access for SUP's and Canoes

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    ****Important**** A Linen & Towel Package is included for all rentals between Memorial Day weekend and Labor Day weekend ...

    From $397 per night (USD)

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  • Duck Cove Retreat--3 Bedrooms, 2 Bathrooms, Sleeps 9
    From $347 per night (USD)

    VRBO

    Duck Cove Retreat--3 Bedrooms, 2 Bathrooms, Sleeps 9

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    New for the 2025 season! This tastefully decorated 3-bedroom, 2-bathroom home sleeps 9 and is situated on a wooded lot i ...

    From $347 per night (USD)

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  • White Horse Park-Spinnaker Lane 96 - Free WIFI,Pool,AC
    From $233 per night (USD)

    Expedia

    White Horse Park-Spinnaker Lane 96 - Free WIFI,Pool,AC

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Escape to a relaxing getaway in this spacious three bedroom home with an additional cozy den, located in a peaceful bays ...

    From $233 per night (USD)

    Expedia

    Details
  • 3 Bedroom 2 Bath house featuring WiFi Smart TV Huge deck and patio Beach Parking
    From $379 per night (USD)

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    3 Bedroom 2 Bath house featuring WiFi Smart TV Huge deck and patio Beach Parking

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Detached 3 Bedroom 2 Bath Home featuring Central AC/Heat * WiFi * Fully Equipped Kitchen * Huge ...

    From $379 per night (USD)

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  • Skipjack Tiny Home | Eastern Shore Getaway
    From $598 per night (USD)

    Expedia

    Skipjack Tiny Home | Eastern Shore Getaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to Skipjack Tiny Home—your cozy, modern escape on Maryland’s Eastern Shore! Just minutes from Ocean City, this f ...

    From $598 per night (USD)

    Expedia

    Details
  • Family friendly campground just 6 mins from Ocean City attractions & beaches
    From $181 per night (USD)

    VRBO

    Family friendly campground just 6 mins from Ocean City attractions & beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Get ready to relax in this fabulous 2-bedroom campground in Bishopville. This serene retreat features 1 queen bed and 1 ...

    From $181 per night (USD)

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  • North OCMD 2 BR Condo. Walk to Beach, Restaurants & Two Pools. Private Hot Tub.
    From $548 per night (USD)

    Expedia

    North OCMD 2 BR Condo. Walk to Beach, Restaurants & Two Pools. Private Hot Tub.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    This Property is Located on 120th Street Bayside in the Club Ocean Villas Complex. Walk to the Beach, Grocery Store or m ...

    From $548 per night (USD)

    Expedia

    Details
  • Magnificent waterfront paradise w/private dock & access to community pool
    From $490 per night (USD)

    VRBO

    Magnificent waterfront paradise w/private dock & access to community pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Marina Dr 11347 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    From $490 per night (USD)

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  • Serenity By The Sea-Non-Group Rental-3 Bedrooms, 2 Bathrooms-Sleeps 6
    From $317 per night (USD)

    Expedia

    Serenity By The Sea-Non-Group Rental-3 Bedrooms, 2 Bathrooms-Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New for the 2025 season! Be one the first to enjoy this 3-bedroom, 2-bathroom home located in the desirable community of ...

    From $317 per night (USD)

    Expedia

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  • Sun-filled retreat near beaches w/pool access golf, fireplace, W/D, & sunroom
    From $431 per night (USD)

    VRBO

    Sun-filled retreat near beaches w/pool access golf, fireplace, W/D, & sunroom

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    River Run 135 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $431 per night (USD)

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  • Villa Sole Retreat - Screened Porch, Fire Pit & Family Fun!
    From $224 per night (USD)

    Expedia

    Villa Sole Retreat - Screened Porch, Fire Pit & Family Fun!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Villa Sole Retreat! —a peaceful 3BD/2BA home tucked away in Ocean Pines’ Bay Colony community. Relax on the s ...

    From $224 per night (USD)

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  • West OC Retreat w/ Boat Ramp
    From $825 per night (USD)

    VRBO

    West OC Retreat w/ Boat Ramp

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    16

    Welcome to paradise at this 4 bedroom, 2 bathroom beach retreat!This unique canal front home is perfect for larger group ...

    From $825 per night (USD)

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  • Ocean Pines, 3 bedroom, sleeps 6, dog friendly
    From $348 per night (USD)

    Expedia

    Ocean Pines, 3 bedroom, sleeps 6, dog friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Relax and Unwind with the Whole Family! Welcome to your 1,500 sq. ft. home away from home—perfect for a peacef ...

    From $348 per night (USD)

    Expedia

    Details
  • Cozy, family friendly, home away from home in welcoming Ocean Pines!
    From $337 per night (USD)

    VRBO

    Cozy, family friendly, home away from home in welcoming Ocean Pines!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Your cozy getaway awaits in Ocean Pines at this marvelous house. With 3 bedrooms including a king, queen, full, and twin ...

    From $337 per night (USD)

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  • Luxury Ocean Pines home w/all season room, private deck, grill & full kitchen
    From $491 per night (USD)

    Expedia

    Luxury Ocean Pines home w/all season room, private deck, grill & full kitchen

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    The Point 1437 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $491 per night (USD)

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  • Cozy 3-bedroom condo with WiFi, fitness room in fantastic Berlin
    From $405 per night (USD)

    VRBO

    Cozy 3-bedroom condo with WiFi, fitness room in fantastic Berlin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    11

    This Berlin condo boasts 3 inviting bedrooms, including 1 king bed, 3 twin beds, and 1 queen bed. With 3 bathrooms equip ...

    From $405 per night (USD)

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    Details
  • 8 Mi to Ocean City Beach: Home w/ Pool Access!
    From $221 per night (USD)

    Expedia

    8 Mi to Ocean City Beach: Home w/ Pool Access!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Dog Friendly w/ Fee | BBQ Ready | Spacious Sunroom | 9 Mi to Ocean City Boardwalk Enjoy the best of both worlds at this ...

    From $221 per night (USD)

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  • Nicely Updated Three Bedroom Home in Ocean Pines
    From $226 per night (USD)

    VRBO

    Nicely Updated Three Bedroom Home in Ocean Pines

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Space: Nicely updated home in the popular resort community of Ocean Pines, Maryland. This home offers three bedroom ...

    From $226 per night (USD)

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  • Charming Ocean Pines home w/private deck, full kitchen, washer/dryer, AC & WiFi
    From $443 per night (USD)

    Expedia

    Charming Ocean Pines home w/private deck, full kitchen, washer/dryer, AC & WiFi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    27 Gatehouse Trail Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $443 per night (USD)

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    Details