Ocean Pines, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Ocean Pines, Maryland on RentalSaver.com!

Ocean Pines Rentals

From $173 per night (USD)
VRBO
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
If you are looking for the perfect waterfront getaway this summer, this home is just the place for you! Located in Ocean ...
From $173 per night (USD)
VRBO
$Huge Waterfront 6BR\/5.5BA\/Elevator\/4 Decks\/5 Stars\/Superbly Equipped\/Price drop\n$
From $1491 per night (USD)
VRBO
Huge Waterfront 6BR\/5.5BA\/Elevator\/4 Decks\/5 Stars\/Superbly Equipped\/Price drop\n
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Time to confirm summer vacation plans with family and friends. Ours is the perfect spot for all ages (elevator!).. ...
From $1491 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Pura Vida....Canal front beach cottage with private dock and sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Pura Vida is located in the north Ocean Pines community, just a 10-minute drive to Ocean City, Maryland. Situated in a ...
From $361 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Canal-front dog-friendly home with private hot tub, pools, sports courts, views
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Turtle Shores-22 Boston Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $266 per night (USD)
Expedia
$Quaint A-frame home with tennis court, pool, washer\/dryer, & WiFi$
From $256 per night (USD)
VRBO
Quaint A-frame home with tennis court, pool, washer\/dryer, & WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A Tale of Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $256 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Cozy Cottage in Ocean PInes MD
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Welcome to our charming 3-bedroom, 1-bath cottage nestled in the beautiful community of Ocean Pines. This vacat ...
From $336 per night (USD)
Expedia
$Waterfront home with boat slip, furnished deck, grill, deck, & washer\/dryer$
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VRBO
Waterfront home with boat slip, furnished deck, grill, deck, & washer\/dryer
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Riverfront Refuge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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VRBO
From $202 per night (USD)
Expedia
Waterfront Home with Boat Dock and Great Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Space: Nicely updated waterfront home in the popular Ocean Pines community with three bedrooms and two-and-a-half ba ...
From $202 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Canalside home with lovely deck, central AC, WiFi, and shared pools
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Drawbridge Rd 38 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $299 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Martinique Beach Retreat!
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7 FREE LINENS & TOWELS PROVIDED! Welcome to our newly renovated beach hom ...
From $172 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Peace, Quiet and Serenity 12 miles from the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Bring your family and enjoy a large home with a beautiful sun porch, and fenced-in backyard. Enjoy crabs on the back de ...
From $222 per night (USD)
VRBO
From $132 per night (USD)
Expedia
This house is a 2 bedroom(s), 1 bathrooms, located in Ocean Pines, MD.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Snowbird Bay Cottage is a charming and cozy vacation home located in the White Horse Park community of Ocean Pines, Mary ...
From $132 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Reduced Family Rates 3BR, 2BA, 5 Pools, Back Yard, Private Ocean Beach Club, Sleeps 8, Free Tickets
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every ...
From $235 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Ocean Pines BorderLinks | 3BR Canal Front Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come stay at this recently updated Canal front 3BR 2BA townhome with the best water & golf course views! Downstairs host ...
From $274 per night (USD)
Expedia
From $241 per night (USD)
VRBO
🏖️Beautiful Home near OC & Assateague Park 🏖️
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to 21 Capetown, a charming 3 bedroom + loft / 2 bath unit in serene Ocean Pines! Just a short drive into Ocean C ...
From $241 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Bigi's Beach House-Non Group Rental- Sleeps 5
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This condo offers a central location to some of Ocean Pines best amenities. Within walking distance to the Yacht Club, M ...
From $406 per night (USD)
Expedia
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VRBO
Jumpstart your ultimate beach getaway at this impressive 3-BR, 2-BATH house!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come to Camelot in Ocean Pines! Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat h ...
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VRBO
From $378 per night (USD)
Expedia
Moonshell - Waterfront, 3 Bedrooms, 2 Bathrooms, Sleeps 6, Non Group Rental
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
New stainless steel appliances, freshly painted first floor bathroom, and a new living room rug for the 2024 season. Th ...
From $378 per night (USD)
Expedia
Click For Pricing
VRBO
Vintage A-Frame at the Beach, with boat trailer parking & boat ramp privileges.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Architecture & beach lovers welcome. Only 4-miles from 63rd Street Beach in Ocean City, 5-pools, Golf, Tennis, Fishing & ...
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VRBO
From $361 per night (USD)
Expedia
Rabbit Run-Located in the heart of Ocean Pines! Minutes away from OC!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
In the heart of Ocean Pines awaits the family vacation home you have been dreaming of! 36 Rabbit Run Lane is a fabulous ...
From $361 per night (USD)
Expedia
From $295 per night (USD)
VRBO
57 Wood Duck is a Waterfront Dream in the Heart of Ocean Pines
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
When was the last time you were blown away by your Family Beach Vacation? 57 Wood Duck in the heart of Ocean Pines is su ...
From $295 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Cozy Pet Friendly Ocean Pines House Sleeps 6-8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Several updates, fenced in back yard with access ramp off a fully enclosed sunroom. A short walk to the park for several ...
From $311 per night (USD)
Expedia
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VRBO
Waterfront dream with boat lift. Come sail way!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Gorgeous, fully remodeled home on the Isle of Wright Bay. Minutes from bustling Ocean City, Maryland, but nestled in the ...
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VRBO
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Expedia
Ocean Pines-Borderlinks 48-AC, WIFI, Pool.
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
Welcome to The Borderlinks community in Ocean Pines. This charming three bedroom, two bathroom, three level townhouse of ...
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Expedia
From $306 per night (USD)
VRBO
Family Getaway in Peaceful Ocean Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Ocean Pines, where adventure and relaxation meet! As soon as you pull up to our home, you'll immediately feel ...
From $306 per night (USD)
VRBO
$Gorgeous home with an enclosed yard, grill, fireplace, chef's kitchen, AC, & W\/D$
From $389 per night (USD)
Expedia
Gorgeous home with an enclosed yard, grill, fireplace, chef's kitchen, AC, & W\/D
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
The Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $389 per night (USD)
Expedia
From $198 per night (USD)
VRBO
A Pet Friendly Oasis!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Indulge in coastal bliss at our enchanting dog friendly 3-bedroom Ocean Pines retreat. Nestled in a serene location, thi ...
From $198 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Ocean Pines Waterfront Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome to your perfect waterfront retreat in Ocean Pines on a quiet cul-de-sac! This beautifully renovated home boasts ...
From $435 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Ocean Pines - Family Value, sleeps 6, allow 1 dog
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to our modern family rental nestled in the picturesque Ocean Pines, MD! This spacious abode features co ...
From $432 per night (USD)
VRBO
From $296 per night (USD)
Expedia
NEW TO THE MARKET! Incredible Bayfront Home with Amazing Sunset Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A very warm home for three couples or a family of 6. Three bedrooms and three and a half bathrooms. Nice open floor pl ...
From $296 per night (USD)
Expedia
From $254 per night (USD)
VRBO
This house is a 4 bedroom(s), 3.5 bathrooms, located in Ocean Pines, MD.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Nestled in the tranquil Ocean Pines, MD, Ocean Pines Chalet is a picturesque 4-bedroom, 3.5-bath haven exuding coastal c ...
From $254 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Large Three Bedroom Waterfront Home in Ocean Pines
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The Space: Large waterfront home in the popular coastal resort community of Ocean Pines. This home offers three bedroom ...
From $255 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Cozy home in Ocean Pines minutes away from beach, golf and more
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our charming retreat in Ocean Pines, Maryland! Nestled amidst the serene beauty of the Eastern Shore, our co ...
From $199 per night (USD)
VRBO
$Living ,dining ,family rooms for large families\nLarge driveway.EV car charging$
From $501 per night (USD)
Expedia
Living ,dining ,family rooms for large families\nLarge driveway.EV car charging
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This house is great for multiple families with many kids , Large Deck and barbecue fishing or boating in the cross str ...
From $501 per night (USD)
Expedia
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VRBO
The Mariner-Non Group Rental-5 Bedrooms, 3.5 Bathrooms, Sleeps 10-No Linens Provided
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
The Mariner will be your home away from home while vacationing on the east coast. This spacious 5 bedroom, 3.5 bathroom ...
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VRBO
From $342 per night (USD)
Expedia
Ocean Pines 3 BR 2 Bath Screened Porch Central AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
2 Futon Chairs Exceptionally Renovated 3 Bedroom 2 Bath House with Enclosed Porch off Rec Room * Covered Front Porch * G ...
From $342 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Exquisite 4 Bedroom Waterfront Home in Ocean Pines with Sunroom!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
An action-packed getaway without the traffic, crowds or hustle and bustle of Ocean City! Located right by Ocean Pines, ...
From $465 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Luminous beach retreat with pool, tennis, firepit, & great patio - dog-friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Seabreeze Splendor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $256 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Ocean Pines 3BR 2BA Canal Front Home with Sunroom
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to Qwack House where you can watch the ducks on the canal right out back of the home. Beautiful updated waterfr ...
From $264 per night (USD)
VRBO
From $145 per night (USD)
Expedia
Admirals Cottage - Quiet Clean Cozy Pet Friendly w large fenced yard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quaint Cozy Clean and Comfortable. Pet friendly. First floor of the home available for rent- 1 bedroom with a queen bed ...
From $145 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Cozy Home Away From Home Available July 1, 2024
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
What you have been looking for... Coming soon to rent, furnished, July, Aug, Sept, & Oct. A memorable, cozy rancher, 3 ...
From $251 per night (USD)
VRBO
From $114 per night (USD)
Expedia
This house is a 1 bedroom(s), 1 bathrooms, located in Ocean Pines, MD.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This cozy retreat features a private entrance, a comfortable living area, and a well-equipped kitchen. The bedroom offer ...
From $114 per night (USD)
Expedia
From $805 per night (USD)
VRBO
This house is a 4 bedroom(s), 2 bathrooms, located in Ocean Pines, MD.
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 $805 per night (USD)
VRBO
From $292 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 $292 per night (USD)
Expedia
From $627 per night (USD)
VRBO
This house is a 3 bedroom(s), 2 bathrooms, located in Ocean Pines, MD.
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
This spacious 3-bedroom, 2-bath home in peaceful Ocean Pines, MD, offers a relaxing retreat just minutes from Ocean City ...
From $627 per night (USD)
VRBO
From $566 per night (USD)
Expedia
This 3-bed, 2-bath home in Ocean Pines sleeps 8 and is ideal for a beach getaway
Bedrooms:
2
Bathrooms:
4
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 $566 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
Get ready to relax in this 5-bedroom house in Ocean Pines. This delightful property features 2 master bedrooms with king ...
From $324 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Beautiful Ocean Pines home with screened porch, grill & fully stocked kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Smiling Octopus Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $287 per night (USD)
Expedia
From $383 per night (USD)
VRBO
This house is a 3 bedroom(s), 2 bathrooms, located in Ocean Pines, MD.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7 FREE LINENS & TOWELS PROVIDED! Escape to our coastal chic beach retreat ...
From $383 per night (USD)
VRBO
From $421 per night (USD)
VRBO
The Parkway House- Perfect pet friendly place for family vacation near the beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
Blend coastal charm with the serenity of nature at this beach house nestled in the Pines. The kitchen is the heart of th ...
From $421 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Cozy 2-bedroom waterfront bungalow with crabbing pier and boat ramp
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Get ready to relax in this 2-bedroom bungalow on the bay across from Ocean City. This property offers a beautiful escape ...
From $135 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Cozy, family friendly 4 bed, 3 bath. Large driveway and spacious new deck.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Great quiet location, close to the action but far enough away to avoid the hustle and bustle of Ocean City. Relax with ...
From $228 per night (USD)
VRBO
$Rhapsody in Blue Beach Cottage in Ocean Pines OC MD w\/ Beach Club Parking Pass$
From $204 per night (USD)
VRBO
Rhapsody in Blue Beach Cottage in Ocean Pines OC MD w\/ Beach Club Parking Pass
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to the blue beach bubble. Located just 5 miles from Ocean City and 25 minutes from Assateague, our cottage is th ...
From $204 per night (USD)
VRBO
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Expedia
Coastal Colonial Charm located in Ocean Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This 2 story colonial home is centrally located in the Ocean Pines Community. Safe, family friendly community ...
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Expedia
From $104 per night (USD)
VRBO
cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Two Bedrooms, queen mattresses, kitchen, living room, family room breakfast area ,dining room. 5 min walk to pool. Peace ...
From $104 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Cozy house in Ocean pines, only 10 mins away from Ocean City.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
As you step inside, you'll be greeted by an open concept living space that seamlessly connects the living room, dining a ...
From $161 per night (USD)
Expedia
From $460 per night (USD)
VRBO
OCMD Family Beach Retreat
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
This is the perfect beach home getaway with 6 Br plus 3 full baths and outdoor shower. Kitchen is fully equipped with ...
From $460 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Ocean Pines House, New Construction! Route 90 Bridge to Ocean City
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Our Ocean Pines home is newly built. It has 4 bedrooms and 3.5 bathrooms. The large master bedroom is on the main floo ...
From $438 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Skipjack Beach Cottage
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
FREE LINENS & TOWELS PROVIDED! Skipjack Beach Cottage is your perfect family beach retreat! Every inch of this home has ...
From $352 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Ocean Pines Dog Friendly Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Indulge in the perfect family getaway at this pet-friendly Ocean Pines cottage, offering a warm welcome to your furry co ...
From $262 per night (USD)
Expedia
Click For Pricing
VRBO
Beautifully renovated bayfront home with deck, game room, fireplace & EV charger
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
Lookout Point Luxury Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
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VRBO
$Contemporary, spacious home with firepit, washer\/dryer, & central AC$
From $393 per night (USD)
Expedia
Contemporary, spacious home with firepit, washer\/dryer, & central AC
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 Whitecap Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $393 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Manklin Creek Retreat-Waterfront,3 Bedrooms, 2.5 Bathrooms, Sleeps 8, Non Group Rental
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Granite kitchen countertops and tile backsplash were installed in 2023. Make your vacation memories in this 3 bedroom, ...
From $339 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Canal-side charmer with park views & deck + pool and sports court access
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Peaceful Pintail Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $440 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Fantastic gem near the beach with fast WiFi, shared pool, grill, central AC & WD
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Trinity Place Treasure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $279 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Sand & Surf @ 9 Stonemeadow OCEAN PINES
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Comfort and convenience at your fingertips! Come stay at Sand & Surf only 10 min from Ocean City, 15 min for Assateague ...
From $305 per night (USD)
Expedia
From $470 per night (USD)
VRBO
A Pawfect Salty Hideaway-Non Group Rental-4 Bedrooms, 3 Bathrooms, Sleeps 8
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
In 2024 the owners installed a new stainless steel stove and microwave in the roomy kitchen. Make your vacation memorie ...
From $470 per night (USD)
VRBO
From $1013 per night (USD)
Expedia
Waterfront Home with views of OC Skyline!
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Summary: Welcome to your dream vacation rental - a luxurious 5-bedroom, 2.5-bathroom waterfront property with a private ...
From $1013 per night (USD)
Expedia
$Ocean Cove Beautiful Beach Home w\/Pool Access!!!$
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VRBO
Ocean Cove Beautiful Beach Home w\/Pool Access!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Check out your new staycation destination filled with amenities!! Boasting 5 shared pools 3 bedrooms **(LINENS/TOWELS AR ...
Click For Pricing
VRBO
From $284 per night (USD)
Expedia
Annie's Dream-3 Bedrooms, 2.5 Bathrooms, Sleeps 10-Non Group Rental
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful and spacious 3 BR, 2 1/2 bath, single family home located on a canal in Ocean Pines. The home has over 3100 sq ...
From $284 per night (USD)
Expedia
From $944 per night (USD)
VRBO
Waterfront oasis water sports of all kinds
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Ocean Pines property overlooking the Assawoman Bay. An oasis of birds, fish, turtles. There’s walking, biking path aroun ...
From $944 per night (USD)
VRBO
$Home with central AC, gas fireplace, washer\/dryer, firepit, & shared pools$
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Expedia
Home with central AC, gas fireplace, washer\/dryer, firepit, & shared pools
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Ocean Pines Fairway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
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Expedia
From $253 per night (USD)
VRBO
Golf course front home with deck, paid pool access & on-site dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Borderlinks 36 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $253 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Waterfront oasis with 4 decks, grill, free WiFi, pool access, dock & central AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
14 Clipper on the Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $375 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Quiet townhome on the golf course with deck, central AC & paid-access pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Borderlinks 10 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $294 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Reduced Rates Family Fun 4BR, 4BA, 5 Pools, fantastic back yard, Private Ocean Beach Club, Sleeps 12
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every ...
From $482 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Beach Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the Cozy Beach Getaway in Ocean Pines North! Home located in a cul-de-sac in Ocean Pines, 10 minutes from Oce ...
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VRBO
From $305 per night (USD)
Expedia
Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Canal front cottage perfect for relaxing and fun filled vacations in close proximity to Ocean City, Ocean Downs Casino a ...
From $305 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Cozy, Bright Beach Retreat In The Woods (Great for Pets & Kids!)
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Relax with the whole family at this peaceful woodsy retreat blocks from the water. With plenty of bright living space in ...
From $412 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Pet friendly 2 Bedroom Townhouse on a Golf Course
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Walk off the deck onto the golf course or take a short drive to the beach at our relaxing two bedroom condo located in O ...
From $179 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Serene Ocean PInes Cottage - Close to all area attractions!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our Peaceful Pines Retreat located in the amenity rich community of Ocean Pines! Whether you are looking for ...
From $215 per night (USD)
VRBO
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Expedia
Perfect beach getaway! 4-bdrm on canal by the bay
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Kick back and relax in this calm, stylish space where you can kayak or paddle board on the bay, jet ski to Ocean City or ...
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Expedia
From $353 per night (USD)
VRBO
Large Direct Bayfront Home with Great Amenities
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
The Space: Amazing views in this large, direct bayfront home in Ocean Pines. The home offers over four-thousand square ...
From $353 per night (USD)
VRBO
From $227 per night (USD)
VRBO
Modern and Updated Home in Ocean Pines- Oceans Calling only 8 miles away.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Check-in DIRECTLY AT PROPERTY, NO STOPPING AT A RENTAL OFFICE, Keyless Entry. Welcome to our little slice of heaven, loc ...
From $227 per night (USD)
VRBO
From $187 per night (USD)
VRBO
Dog-friendly coastal escape with yard and central AC - community amenities
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Teal Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $187 per night (USD)
VRBO
$Cozy Coastal Cottage w\/ Views & Fireplace!$
From $263 per night (USD)
Expedia
Cozy Coastal Cottage w\/ Views & Fireplace!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
0.1 Mi to Yacht Club Marina | 10 Mi to Ocean City | Dogs Welcome w/ Fee Your next family retreat begins at this Ocean P ...
From $263 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Pet friendly with fenced in backyard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Summary: Dog friendly. Please a maximum of 2 dogs only. This perfect getaway is located approximately 5 miles from Oce ...
From $355 per night (USD)
VRBO
$Bayfront cottage with water views, screened porch, central AC, & washer\/dryer$
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Expedia
Bayfront cottage with water views, screened porch, central AC, & washer\/dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Ocean Pines---Lookout Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
Click For Pricing
Expedia
From $330 per night (USD)
VRBO
2-story waterfront home with deck, grill, dock, pool, water views, fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Oceans End Waterfront Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $330 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Near it all OC beaches,Assateague island.Family-friendly white horse park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Home 2 bedroom-1 bathroom Laundry in unit Full eat in kitchen with crockpot, coffee maker, rice cooker, pots,pans,cups, ...
From $139 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Nest in the Pines - Private Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Get ready to escape to a retreat surrounded by gorgeous greenery and fresh air! Welcome to the Nest in the Pines - the u ...
From $159 per night (USD)
VRBO
$Coastal resort with pool, golf, fireplace, W\/D, sunroom & beach access$
From $592 per night (USD)
Expedia
Coastal resort with pool, golf, fireplace, W\/D, sunroom & beach access
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
River Run - Golf 132B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $592 per night (USD)
Expedia
From $724 per night (USD)
VRBO
Private Oasis - Private Pool, 4 Bedrooms, 2.5 baths, Sleeps 11, Non Group Rental
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
A perfect recipe for a great vacation is having good company in a great location! Welcome to the Private Oasis. A rare f ...
From $724 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Newley Renovated Beach Home, Min. to Ocean City,1st FL. Master Suite, walk in
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
There is nothing quite like getting your fill of quality time and sweet relaxation here in Ocean Pines, so make yourself ...
From $308 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Relaxing house in Ocean Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Relaxing Ocean Pines Retreat, the perfect vacation property for your serene getaway. This single house is ...
From $257 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Brandywine Home in the Pines | House on 17th Hole in Ocean Pines
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Brandywine Home in the Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $346 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Sunrise Point-Non Group Rental, 4 Bedrooms, 3 Bathrooms, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Bring your boat and delight in the water views. This 4 bedroom, 3 bathroom waterfront home is the perfect getaway. As yo ...
From $462 per night (USD)
VRBO
$10 minutes to Ocean\/beaches, stylish, inviting home on a quiet tree-lined street$
From $213 per night (USD)
Expedia
10 minutes to Ocean\/beaches, stylish, inviting home on a quiet tree-lined street
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
"Experience modern, stylish living in this seamless open concept space with hardwood floors, panoramic windows, a vaulte ...
From $213 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Tastefully Updated 4 Bedroom Ocean Pines Home!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Your family vacation oasis is a short hop, skip and jump from the hustle and bustle of Ocean City. With plenty of room ...
From $316 per night (USD)
VRBO
$Waterfront home with sunrise\/sunset views, chef's kitchen, & outdoor areas$
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Expedia
Waterfront home with sunrise\/sunset views, chef's kitchen, & outdoor areas
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Blue Bill Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For Pricing
Expedia

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Results: 270 Rentals