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

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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 $325 per night (USD)
Expedia
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)
Expedia
From $205 per night (USD)
VRBO
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)
VRBO
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 $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 $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 $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 $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 $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
From $396 per night (USD)
VRBO
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)
VRBO
$Best Family Vacation House near OC Beaches, 4BR\/3 Full Baths, Sleeps 10\n\n$
From $533 per night (USD)
Expedia
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)
Expedia
From $571 per night (USD)
VRBO
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)
VRBO
From $412 per night (USD)
Expedia
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)
Expedia
$Ocean Pines House w\/ Screened-In Deck & Grill!$
From $364 per night (USD)
VRBO
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)
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
$Moonraker Road 54-AC, W\/D, Free WIFI$
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
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
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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 $637 per night (USD)
Expedia
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)
Expedia
$Canalside Home with Central AC, Fireplace, Washer\/Dryer, WiFi & Shared Pools$
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VRBO
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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VRBO
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Expedia
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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Expedia
From $233 per night (USD)
VRBO
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)
VRBO
From $334 per night (USD)
Expedia
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)
Expedia
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VRBO
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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VRBO
From $247 per night (USD)
Expedia
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)
Expedia
From $272 per night (USD)
VRBO
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)
VRBO
$South Ocean Pines Home with Central AC, WiFi, W\/D & Community Pool Access$
From $362 per night (USD)
Expedia
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)
Expedia
From $182 per night (USD)
VRBO
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)
VRBO
From $234 per night (USD)
Expedia
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)
Expedia
From $242 per night (USD)
VRBO
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)
VRBO
From $608 per night (USD)
Expedia
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)
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
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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
From $296 per night (USD)
VRBO
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)
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 $217 per night (USD)
VRBO
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)
VRBO
$CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1\/2 BATHS, 2 KINGS, GOLF, RELAX...$
From $793 per night (USD)
Expedia
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)
Expedia
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VRBO
Waterfront townhome with deck, sunroom, amazing bay view & pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Marina Village 821 - Bayview Beauty Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
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VRBO
From $382 per night (USD)
Expedia
Sandy Pines Retreat - 3 Bedrooms, 2 Bathrooms, Sleeps 10-Non Group Rental
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Located just minutes away from restaurants, shopping, Ocean City and the beach, this lovely 2 story home is the perfect ...
From $382 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Enjoy Beautiful Views From This 3 BR 2 BA Home on Quiet Canal in Ocean Pines.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
****Important**** A Linen & Towel Package is included for all rentals between Memorial Day weekend and Labor Day weekend ...
From $215 per night (USD)
VRBO
$Home on canal with views, pool\/tennis access, spacious deck & lovely interior$
From $416 per night (USD)
Expedia
Home on canal with views, pool\/tennis access, spacious deck & lovely interior
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Battersea on the Canal Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $416 per night (USD)
Expedia
From $417 per night (USD)
VRBO
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults loo ...
From $417 per night (USD)
VRBO
$Modern home with screened deck, central AC, washer\/dryer & well-equipped kitchen$
From $295 per night (USD)
Expedia
Modern home with screened deck, central AC, washer\/dryer & well-equipped kitchen
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
A Watertown Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $295 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Charming House in a Beach Town Community!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Looking for a lovely space to unwind and relax after a busy day? Whether it is work or play, awake refreshed and ready f ...
From $336 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Capetown Gone Coastal - Non Group Rental, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This nicely decorated 4 bedroom, 3 bathroom home has all the comforts of home. The fire pit was updated in 2023 with a l ...
From $353 per night (USD)
Expedia
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VRBO
Endless Summer 😎
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedroom(s) Max Occupancy: 8 - 10 Persons A professionally managed community, this property offers exceptional value a ...
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VRBO
From $234 per night (USD)
Expedia
Eastern Shore Getaway with Screened Porch, WiFi & Access to 5 Pools & Beach Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Coral Shells Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $234 per night (USD)
Expedia
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VRBO
Renovated Coastal Getaway with Pools, Golf, Tennis, Boat Launch & Beach Club
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Salty Sea Life Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
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VRBO
$Ocean Pines House w\/ Fire Pit & Community Pool$
From $394 per night (USD)
Expedia
Ocean Pines House w\/ Fire Pit & Community Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Discover destination-defining attractions from the comfort of this 3-bedroom, 2-bathroom Ocean Pines vacation rental. Wh ...
From $394 per night (USD)
Expedia
$Ocean Pines House w\/ Hot Tub & 2 Mi to Golf!$
From $258 per night (USD)
VRBO
Ocean Pines House w\/ Hot Tub & 2 Mi to Golf!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
- Great Outdoor Space - Off-Street Parking With a hot tub, large deck, and prime location, this 3-bed, 2-bath vacation ...
From $258 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Dog-friendly, waterfront home with dock, fireplace, pools & great location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Whimsy Waterfront Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $219 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Home for the Entire Family
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
Bring the whole family to this great place with lots of room for fun. Centrally located in Ocean Pines with plenty of r ...
From $535 per night (USD)
VRBO
$PERSONAL RESERVATION SPECIALIST AVAILABLE 24\/7<br><br>FREE LINENS & TOWELS PROVIDED$
From $297 per night (USD)
Expedia
PERSONAL RESERVATION SPECIALIST AVAILABLE 24\/7<br><br>FREE LINENS & TOWELS PROVIDED
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
PERSONAL RESERVATION SPECIALIST AVAILABLE 24/7 FREE LINENS & TOWELS PROVIDED! Welcome to our newly renovated beach hom ...
From $297 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Tranquil Waters, OceanPines, 3 br, Dog Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: Relax with the whole family at this peaceful place to stay. This 1,500 sq. foot home away from home is perfect ...
From $297 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Cozy Ocean Pines Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in the picturesque community of Ocean Pines, a short distance from the vibrant beaches of Ocean City, this beach ...
From $157 per night (USD)
Expedia
$Beach & Golf Getaway w\/ Four Bedrooms on Three Levels - Living Areas All Levels$
From $251 per night (USD)
VRBO
Beach & Golf Getaway w\/ Four Bedrooms on Three Levels - Living Areas All Levels
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Spacious 4-bedroom & loft, 3.5-bath townhome with a box-seat view of the Ocean Pines Golf Course. Beautifully furnished ...
From $251 per night (USD)
VRBO
From $437 per night (USD)
Expedia
36 Grand Port Rd, Ocean Pines MD
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Enjoy quick and easy boating access from this four-bedroom, two-and-a-half-bathroom, waterfront home on the canal in Oce ...
From $437 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy nature and wildlife from your window! The property backs up to a marsh and the Manklin Creek. Located just minut ...
From $146 per night (USD)
VRBO
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Expedia
Family friendly home on cul-de-sac, children and pet friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Penny's Place! Relax with the whole family at this peaceful cul-de-sac single family home. Located close to O ...
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Expedia
$Ocean Pines 3BR 2BA Entire House w\/ outdoor oasis$
From $414 per night (USD)
VRBO
Ocean Pines 3BR 2BA Entire House w\/ outdoor oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Northside Ocean Pines entire home conveniently located within walking distance to 14 acre Bainbridge Park! The spacious ...
From $414 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Seashell Shores Beach House-Non Group Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home is new for the 2024 rental season! Make your vacation memories in this quaint home away from home. The home of ...
From $331 per night (USD)
Expedia
$Breezy Ocean Pines Cottage w\/ Patio & Pool Access!$
From $211 per night (USD)
VRBO
Breezy Ocean Pines Cottage w\/ Patio & Pool Access!
Bedrooms:
1
Bathrooms:
4
Sleeps:
3
Your charming coastal escape awaits at this 3-bedroom, 1-bathroom vacation rental in Ocean Pines, Maryland! Spend your d ...
From $211 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Charming 3-Bed Cabin, Near Ocean City & Assateague
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our charming 3-bedroom, 2-bathroom house in Ocean Pines, where country cabin vibes meet coastal living. This ...
From $282 per night (USD)
Expedia
$Home W Florida Room\nSunshine at Ocean\nPines.$
From $263 per night (USD)
VRBO
Home W Florida Room\nSunshine at Ocean\nPines.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
About this space Welcome to Sunshine at Ocean Pines and all it has to offer. Swimming Pools, Parks, Boating, Golfing, an ...
From $263 per night (USD)
VRBO
$Waterfront Home w\/ Views, Hot Tub in Ocean Pines!$
From $435 per night (USD)
Expedia
Waterfront Home w\/ Views, Hot Tub in Ocean Pines!
Bedrooms:
4
Bathrooms:
7
Sleeps:
13
Game Room | Fire Pit | Pets Welcome w/ Fee | Fishing Access On-Site | Community Amenities w/ Addt'l Fee Experience the ...
From $435 per night (USD)
Expedia
From $250 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 $250 per night (USD)
VRBO
From $159 per night (USD)
VRBO
Waterfront townhouse on the bay minutes from Ocean City and Assateague Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
2 bedroom 2 bath plus a loft that is located on the bay west of Ocean City, MD. Amenities include fishing pier for crab ...
From $159 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Waterfront Getaway with Sunsets and Bald Eagles for Company
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Amazing waterfront jewel of a home with views across quiet deep waters to scenic wooded open space; there is a dock/jet ...
From $500 per night (USD)
VRBO
$hi-A-tus A-frame in Ocean Pines with access to 5 pools and 10min to beaches! \n\n\n$
From $285 per night (USD)
VRBO
hi-A-tus A-frame in Ocean Pines with access to 5 pools and 10min to beaches! \n\n\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Charming A-frame nestled in the heart of Ocean Pines. Open floor plan, softest sheets, flat screen TVs, high speed WiFi, ...
From $285 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Peaceful, pet and family-friendly beach retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape the busy and hurried life in our Ocean Pines home. Nestled among the trees, enjoy your coffee peacefully, sitting ...
From $195 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Coastal Oasis in Ocean Pines
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautifully decorated private mother-in-law suite (1,000 square feet) locked off from the rest of the house, across the ...
From $235 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Tree Top Bliss -Ocean Pines, Dog friendly sleeps 8
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: This is the perfect home to make some family vacation memories. This upscale and comfortable appointed, pet fri ...
From $587 per night (USD)
VRBO
From $346 per night (USD)
VRBO
4 BEDROOM, 3 BATH, Updated Beautiful Rancher, large deck.
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Great vacation rental house with accommodations for up to 8 Total, includes children over 2 in Ocean Pines Resort, this ...
From $346 per night (USD)
VRBO
From $359 per night (USD)
VRBO
An escape for all seasons
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Beautiful, newly renovated, four bedroom house with open floor plan at the mouth of a canal located in Ocean Pines. Two ...
From $359 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bdrm 2 bath single family rancher, sleeps 6 with fireplace, all amenities, Internet/wifi. 7 miles (over 90th Street b ...
From $274 per night (USD)
VRBO
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
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 $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 $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 $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 $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
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
$Golf course front\/Close to beach home-4 Bedrooms\/3 full baths - 8 separate beds$
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 $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 $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
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 $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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Results: 270 Rentals