
Ocean Pines Rentals

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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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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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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
- 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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- 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
- 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
- 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
- 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)Expedia
- 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
- 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
- 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
- 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
- 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)VRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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
- 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
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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
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Expedia
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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- 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
- 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
- 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)VRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
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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 ...
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VRBO
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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- 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)Expedia
- 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
- 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)Expedia
- 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
- 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
- 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)VRBO
- 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
- 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
- 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
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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 ...
Click For PricingVRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)VRBO
- 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)VRBO
- 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
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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
- From $379 per night (USD)
VRBO
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)VRBO
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia
- 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)VRBO
- 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)Expedia