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 $362 per night (USD)
VRBO
Charming Getaway, 9 Mi to Ocean City Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Experience all Ocean Pines has to offer at this sunny vacation rental. Surrounded by lush greenery and gorgeous views, t ...
From $362 per night (USD)
VRBO
$Berlin Home w\/ Patio, 9 Mi to Ocean City Beaches$
From $339 per night (USD)
Expedia
Berlin Home w\/ Patio, 9 Mi to Ocean City Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
To secure a do-as-you-please getaway in Berlin, Maryland, be sure to book this charming 2-bedroom, 1-bathroom vacation r ...
From $339 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Coastal Cottage -- Catch the breeze and magnificent open waterfront views from every room of this 3 bedroom, 2 bath rive ...
From $297 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 $179 per night (USD)
VRBO
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)
VRBO
From $215 per night (USD)
Expedia
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)
Expedia
From $742 per night (USD)
VRBO
Ocean City Paradise, Large Outside Deck, Bar&Grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Escape to the most ideal vacation rental in all of West Ocean City with this beautiful waterfront charmer. Loca ...
From $742 per night (USD)
VRBO
From $435 per night (USD)
VRBO
Updated Waterfront Home on Private Golf Resort & Pool - 4miles to OC Boardwalk
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy the waterfront views from the oversized windows in the living room or any of the 3 large bedrooms. Updated rooms, ...
From $435 per night (USD)
VRBO
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VRBO
A Wave From It All-Non Group Rental-Sleeps 6
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Brand new HVAC system for the 2024 Season! Last season a new ceiling fan and new privacy shades were installed in the s ...
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VRBO
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 $347 per night (USD)
Expedia
GlenRiddle Townhouse #104
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
GlenRiddle #104 is a luxury town home that features 4 bedroom, 3.5 baths with over 2800 ft.~ of living space. Features i ...
From $347 per night (USD)
Expedia
From $325 per night (USD)
VRBO
This is it!! Rancher central to beaches, pools, golf, casino! Fenced yard, Deck.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
A CUSTOM BUILT CONTEMPORARY RANCHER at the highest point in Ocean Pines centrally located between both Ocean City and As ...
From $325 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Snuggly beds, Comfortable reclining sofas and an open floor plan with fully equipped kitchen. Cook together, be a part ...
From $205 per night (USD)
Expedia
From $368 per night (USD)
VRBO
3-bedroom vacation home just 15 minutes from Ocean City Boardwalk
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
In this lovely coastal town, you'll find our cozy three-bedroom retreat nestled within the serene community of Ocean Pin ...
From $368 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Pet friendly Waterfront, Boat Dock, 3 bedrooms, 2 baths, quiet neighborhood.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Worcester County Rental License #1291. We are located on a West Ocean City canal with access to Assawoman Bay and the ...
From $254 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Cozy home close to OC , beaches, pool access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Abbey House is Located on a quiet cul de sac. This charming 3 bedroom home is a perfect getaway from the hustle and ...
From $200 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Superb Waterfront location on the St. Martin River in Ocean Pines with 2 dock slips
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A true vacation oasis for the family that loves beach and boating! This gem is located right on the wide St. Martin Riv ...
From $475 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Waterfront 4 Bedroom with Dock & Boat Ramp
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
SLEEPS 11. The Back Bay Bungalow House is located on a 2 acre peninsula with 3 other vacation bungalows that is across ...
From $304 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 $450 per night (USD)
VRBO
Quaint waterfront bungalow just minutes from the beaches of Ocean City, MD
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for peace, relaxation, a breathtaking water view and, maybe, some kayaking, fishing or crabbing off your persona ...
From $450 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Newly Renovated Home With Impressive Views Of The 7Th Green!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Ocean Pines Golf course home with impressive views of 7th green. Our large, comfortable 3 bedroom, 2.5 bath home has p ...
From $370 per night (USD)
VRBO
From $309 per night (USD)
VRBO
waterfront beach retreat with boat dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy this 3 bedroom home with beautiful water views from back deck & yard. This home has everything you need to enjoy ...
From $309 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Quaint, Dog-Friendly Berlin Vacation Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Enjoy your time away at our home at White Horse Park, a bayfront community with all of the amenities you need and just a ...
From $246 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Recovery Room offers a Private Pool and Hot Tub !! Rental License # 1993.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
County Short Term License# 1993 Recovery room is a wonderful 1000 square foot A Frame. With a great beachy feel, spa ...
From $379 per night (USD)
VRBO
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Expedia
Huge Home Situated on Golf Course; Close to Beach, Outlets, and Restaurants!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
****Important**** A Linen & Towel Package is included for all rentals between Memorial Day weekend and Labor Day weekend ...
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Expedia
From $387 per night (USD)
VRBO
Enjoy the Peace and Quiet in this Waterfront Ocean Pines Home!
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
****Important**** A Linen & Towel Package is included for all rentals between Memorial Day weekend and Labor Day weekend ...
From $387 per night (USD)
VRBO
From $414 per night (USD)
VRBO
Million Dollar View! Waterfront oasis with Ocean City skyline view!
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Waterfront home, handicap accessible. Fulfill the promise of a totally relaxing beach getaway in our home on the water. ...
From $414 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Relaxing Family Friendly Getaway in Ocean Pines
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
***During the Summer 2025 Season we will only accept bookings which are a minimum of 7 nights with Sunday Check-in and S ...
From $210 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Spacious, well maintained, 4br 3bath home overlooking Golf Course.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This 4 Bedroom 3 bath home has space for everyone. Classic decor, overlooking the seventh green of Ocean Pines Golf and ...
From $448 per night (USD)
Expedia
$Golf course front\/Close to beach home-4 Bedrooms\/3 full baths - 8 separate beds$
From $412 per night (USD)
VRBO
Golf course front\/Close to beach home-4 Bedrooms\/3 full baths - 8 separate beds
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Located overlooking a lake on the 4th hole of River Run's world-class Gary Player-designed golf course. Guests of this r ...
From $412 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Remodeled wooded haven with firepit, yard, decks, ac, and two living areas
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Crossbow Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $396 per night (USD)
Expedia
$Best Family Vacation House near OC Beaches, 4BR\/3 Full Baths, Sleeps 10\n\n$
From $533 per night (USD)
VRBO
Best Family Vacation House near OC Beaches, 4BR\/3 Full Baths, Sleeps 10\n\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
WELCOME TO TRINITY PLACE. Sunny, spacious, home! 4BR/3Full baths, sleeps 10, living room, 4-season room, loft, music roo ...
From $533 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Welcoming home on wooded lot with loft, deck, & fire pit
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Serenity on Aurora Ct. Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $571 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Cozy Family Home Close to Ocean City
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
What you have been looking for... Whole home resort style stay with beautiful Ocean Pines Pools and scenery. Make your ...
From $256 per night (USD)
VRBO
$Cozy Ocean Pines \/ Ocean City Cottage$
From $214 per night (USD)
VRBO
Cozy Ocean Pines \/ Ocean City Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Affordable vacation getaway in South Gate Ocean Pines located minutes from Ocean City/MD. Quaint and cozy 3 bedrooms and ...
From $214 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Bowen's Landing-3 Bedroom, 3 Bathroom, Sleeps 6
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Make your family vacation memories here. Updated in 2022 with new master bedroom furniture, updated master bathroom, new ...
From $412 per night (USD)
VRBO
$Ocean Pines House w\/ Screened-In Deck & Grill!$
From $364 per night (USD)
Expedia
Ocean Pines House w\/ Screened-In Deck & Grill!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Go on a beach retreat to Ocean Pines and stay at this 3-bedroom, 2-bath vacation rental. This LGBTQ-friendly home boasts ...
From $364 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Scenic Water front secluded house with pier and view of the bay overlooking OC
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to the beach house at 241 Charleston Rd. in beautiful Ocean Pines, Maryland! Situated at the point of a natural ...
From $587 per night (USD)
VRBO
From $357 per night (USD)
Expedia
MIMOsas View
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in the amenity filled (5 shared community pools), Ocean Pines community, come check out your new home away from ...
From $357 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Canal-front home with fast WiFi, central ac, and private dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Dockside Daydreamin' Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $289 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Beautiful Quiet Beach Home in the Pines Close to Everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for a vacation home near Ocean City MD? You want to be minutes from all the fun and action? After a long day of ...
From $223 per night (USD)
VRBO
From $519 per night (USD)
VRBO
Gorgeous wired waterfront home with magnificent sunset views. Kayaks included.
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
This well-appointed home can sleep up to 12 people, including 6 in the fun bunk room. It has 4+ bedrooms and 4 full bat ...
From $519 per night (USD)
VRBO
$Waterfront West Ocean City Home w\/ Skyline View!$
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Expedia
Waterfront West Ocean City Home w\/ Skyline View!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Begin your blissful bayside getaway at this 3-bedroom, 2-bath vacation rental home in West Ocean City. This coastal cott ...
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Expedia
$Waterfront wonder with screened porch, washer\/dryer, private boat dock & ramp$
From $382 per night (USD)
VRBO
Waterfront wonder with screened porch, washer\/dryer, private boat dock & ramp
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Exeter Road Daydream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $382 per night (USD)
VRBO
From $1116 per night (USD)
VRBO
Beach house in ocean city only 4 m from the beach located in glen riddle golf
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Beautiful-house locatted in private community glen riddle golf , home is 4 minutes from the beach beach , amenities avai ...
From $1116 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Home Away From Home, pet friendly retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Ocean Pines getaway. Off street parking for 4 cars stacked, and street parking if needed. Enter the home ...
From $175 per night (USD)
VRBO
From $353 per night (USD)
Expedia
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)
Expedia
$Moonraker Road 54-AC, W\/D, Free WIFI$
From $285 per night (USD)
VRBO
Moonraker Road 54-AC, W\/D, Free WIFI
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This spacious home will sweep you away with three bedrooms, two baths, outdoor space and Ocean Pines character. The mai ...
From $285 per night (USD)
VRBO
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Expedia
Honu Blue-4 Bedrooms-3 Bathrooms-Sleeps 9-Non Group Rental
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
New dinning room table and chairs for the 2025 Season. New mattress on the bottom bunk of the pyramid bed plus new heat ...
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Expedia
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VRBO
Dolphins Chance-3 Bedroom, Loft, 2.5 Bathrooms, Sleeps 10, Non Group rental
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This home is situated on the open waters in Ocean Pines, offering 3 bedrooms, 2 bathrooms, and a loft for added space. T ...
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VRBO
From $256 per night (USD)
Expedia
Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Seabreeze in Ocean Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $256 per night (USD)
Expedia
$Waterfront getaway in a quiet neighborhood w\/ free WiFi, dock, & furnished deck$
From $235 per night (USD)
VRBO
Waterfront getaway in a quiet neighborhood w\/ free WiFi, dock, & furnished deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Canalside Comforts Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $235 per night (USD)
VRBO
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Expedia
Bay Dream Believer - Waterfront, 4 bedrooms, 4 baths, Sleeps 10, Non Group Rental
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
2024 House updates!....1st and 2nd floors newly painted, 2nd floor hall bathroom has a new sink and lighting, master bat ...
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Expedia
From $264 per night (USD)
VRBO
Beautiful Beach Cottage in Ocean Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Open concept floor plan with lots of light and space for all of your guests in beautiful Ocean Pines. The property feat ...
From $264 per night (USD)
VRBO
From $186 per night (USD)
VRBO
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our Home is located on a canal just off St Martins River/Bay.. Ocean Pines is truly a jewel located only 5 miles from Oc ...
From $186 per night (USD)
VRBO
From $637 per night (USD)
VRBO
Bayfront Home on Deep Water with dock, bay-view deck, WiFi & community pools
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Wood Duck Drive 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $637 per night (USD)
VRBO
$Canalside Home with Central AC, Fireplace, Washer\/Dryer, WiFi & Shared Pools$
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Expedia
Canalside Home with Central AC, Fireplace, Washer\/Dryer, WiFi & Shared Pools
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Heron Isle Court 13 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
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Expedia
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VRBO
Waterfront house with gorgeous setting, dock, large deck & pool access
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Waterfront Wonder Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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VRBO
From $233 per night (USD)
Expedia
Remodeled, Waterfront Home with Beautiful View, Dock, Large Deck - 1 Dog OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Harborview 17 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $233 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Canalside Home in North Ocean Pines with Dock, Screened Porch, WiFi & AC
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Ocean Parkway 289 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $334 per night (USD)
VRBO
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Expedia
Waterfront, Light-Filled Home with Private Hot Tub, Great Decks, WiFi, Fireplace
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Newport Dr 82 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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Expedia
From $247 per night (USD)
VRBO
Ocean Pines Home with Screened Porch, Central AC, WiFi & Community Pool Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Windjammer 156 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $247 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Beaconhill Road 68 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $272 per night (USD)
Expedia
$South Ocean Pines Home with Central AC, WiFi, W\/D & Community Pool Access$
From $362 per night (USD)
VRBO
South Ocean Pines Home with Central AC, WiFi, W\/D & Community Pool Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Stop And Relax Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $362 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Dog-friendly home with wood-burning fireplace, central AC, WiFi, & pool access
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Seafarer 7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $182 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Canalside Home in Ocean Pines with Large Deck, Canoes, Kayaks & Shared Pools
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Dove Lane 8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $234 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Newly renovated Ocean Pines home with screened porch, AC, WiFi & on-site pools
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Sandyhook Rd 74 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $242 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Fairway to Heaven
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Beautifully furnished 3 bedroom, 2 bath, smoke-free condo on 9th fairway of Ocean Pines Golf Course as featured on Houzz ...
From $378 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Catch Me By The Sea
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NEW in 2024: Three Season Sunroom, A/C unit & Vinyl Fence! Come relax & recharge in this newly updated and recently ren ...
From $258 per night (USD)
VRBO
From $487 per night (USD)
VRBO
Summer Breeze - Waterfront Cottage For Rent
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summer Breeze Waterfront Vacation Home. During Summer Season we rent Saturday to Saturday Off Season short term weekend ...
From $487 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 $608 per night (USD)
VRBO
Hook, Wine & Sinker- Waterfront, 3 Bedrooms, 2.5 Baths, Sleeps 10, Non group rental
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
1st and 3rd floor decks were completely updated with Trex in 2023. With stunning views of St. Martins River, invite the ...
From $608 per night (USD)
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 $309 per night (USD)
VRBO
The Hingham House in OCMD!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Looking for the Luxury OCMD Vacation of your dreams? Look no further than The Hingham House in the private community of ...
From $309 per night (USD)
VRBO
From $212 per night (USD)
VRBO
OCEAN CITY MD BEACH HOUSE OCEAN PINES MD
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful single family beach home nestled in North Ocean Pines. Full kitchen, microwave, stove, dishwasher, pots and pa ...
From $212 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Fabulous Getaway in spacious 4BR 3.5 Bath Townhouse and a beautiful Golf Course.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every ...
From $341 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Salty Air Serenity @ 728 Ocean Parkway in Ocean Pines, Maryland
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
• Single Family Home with 3 bedrooms and 2.5 Baths + sunroom • Sleeps up to 8 comfortably • Driveway – accommodates 4+ ...
From $261 per night (USD)
VRBO
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 ...
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VRBO
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Expedia
Updated 3 Bedroom Ocean Pine Home with Screen Porch & Back Decking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
You will love the relaxing feeling you get as soon as you step foot into this beautiful Ocean Pines oasis. This lovely ...
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Expedia
$Canal-Front Ocean City Getaway w\/ Deck & Dock!$
From $676 per night (USD)
VRBO
Canal-Front Ocean City Getaway w\/ Deck & Dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Look no further than this 3-bedroom, 2.5-bath vacation rental for your next Ocean City holiday. With the expansive outdo ...
From $676 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Dog-Friendly Home with Deck, Fireplace, Central AC, Full Kitchen, & Fast WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Whimsical Willow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $296 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Updated! With new appliances and a new patio!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience the ultimate vacation at the Sandcastle in Ocean Pines! Come stay at this 3-bedroom, 2-bath vacation home tha ...
From $287 per night (USD)
VRBO
$Dog-Friendly Ocean Pines Home w\/ Pool Access!$
From $209 per night (USD)
Expedia
Dog-Friendly Ocean Pines Home w\/ Pool Access!
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
Escape everyday stress with a trip to White Horse Park, a bayfront community that features ample family-friendly fun! Th ...
From $209 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 $217 per night (USD)
Expedia
Private and pet-friendly, with game room and upgraded kitchen
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The homes amenities include a fully-equipped kitchen, high-speed internet and two work stations, 3 flat-screen Smart TV’ ...
From $217 per night (USD)
Expedia
From $305 per night (USD)
VRBO
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)
VRBO
From $412 per night (USD)
Expedia
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)
Expedia
$CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1\/2 BATHS, 2 KINGS, GOLF, RELAX...$
From $793 per night (USD)
VRBO
CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1\/2 BATHS, 2 KINGS, GOLF, RELAX...
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This beautiful home is nestled on a canal located just off the Saint Martin's River in Ocean Pines Maryland. The quiet t ...
From $793 per night (USD)
VRBO
From $1224 per night (USD)
Expedia
Serene Sunrise & Shimmering Skyline. 5 Star Hosts
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This West OC peninsula home is the most private home surrounded by canals, marshes and breathtaking views all day long. ...
From $1224 per night (USD)
Expedia
From $293 per night (USD)
VRBO
The Wild Horse Cottage *New Listing*
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The entire house is yours to enjoy!!! The Wild Horse Cottage is located in Ocean Pines MD. The name pays homage to the w ...
From $293 per night (USD)
VRBO
From $299 per night (USD)
VRBO
5 minutes to Ocean City or Berlin - cozy 350' of waterfront living
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
2021 Renovation !!! New bathroom!! New floors in the Florida room and new furniture. The pictures do not do this plac ...
From $299 per night (USD)
VRBO
From $548 per night (USD)
VRBO
Beautiful totally renovated 4 Bedroom Beach House
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Beautiful four bedroom beach house that sleeps 12 . Screened in porch, barbecue, outside shower, beautiful outside seati ...
From $548 per night (USD)
VRBO
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Expedia
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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Expedia

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Results: 271 Rentals