Ocean Pines Rentals
- From $194 per night (USD)
VRBO
Charming Getaway, 9 Mi to Ocean City Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience all Ocean Pines has to offer at this sunny vacation rental. Surrounded by lush greenery and gorgeous views, t ...
From $194 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Berlin Home w\/ Community Perks Near Ocean City!
- 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 $176 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal Cottage -- Catch the breeze and magnificent open waterfront views from every room of this 3 bedroom, 2 bath rive ...
From $238 per night (USD)VRBO
- From $338 per night (USD)
VRBO
Pura Vida....Canal front beach cottage with private dock and sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $338 per night (USD)VRBO
- From $231 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 $231 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious home with three living areas, WiFi, patio, on-site golf, & five pools
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Teal Jellyfish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingExpedia
- From $175 per night (USD)
VRBO
Serene Ocean PInes Cottage - Close to all area attractions!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our Peaceful Pines Retreat located in the amenity rich community of Ocean Pines! Whether you are looking for ...
From $175 per night (USD)VRBO
- From $526 per night (USD)
Expedia
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 $526 per night (USD)Expedia
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VRBO
Seaside Golf Getaway in Ocean Pines - just minutes to Ocean City
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Make memories for a lifetime with a fun beach vacation while enjoying the quiet family atmosphere of Ocean Pines. I pro ...
Click For PricingVRBO
- From $383 per night (USD)
VRBO
Updated Waterfront Home on Private Golf Resort & Pool - 4miles to OC Boardwalk
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the waterfront views from the oversized windows in the living room or any of the 3 large bedrooms. Updated rooms, ...
From $383 per night (USD)VRBO
- From $300 per night (USD)
VRBO
A Wave From It All-Non Group Rental-Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 ...
From $300 per night (USD)VRBO
- From $237 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 $237 per night (USD)VRBO
- From $1372 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 $1372 per night (USD)VRBO
- From $411 per night (USD)
Expedia
Waterfront Retreat - Furnished Deck with Boat Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: Welcome to your relaxing vacation with family and friends! Imagine yourself relaxing on the deck, enjoying var ...
From $411 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Large Townhouse Inside The GlenRiddle Community
- 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 $338 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing Canal Front Home in \"Laid Back\" West OC Community
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to one of the premier properties in West Ocean City! Those in the know, love this area for the proximity to do ...
Click For PricingExpedia
- From $201 per night (USD)
VRBO
This is it!! Rancher central to beaches, pools, golf, casino! Fenced yard, Deck.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
A CUSTOM BUILT CONTEMPORARY RANCHER at the highest point in Ocean Pines centrally located between both Ocean City and As ...
From $201 per night (USD)VRBO
- From $210 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 $210 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Cozy Ocean Pines A Frame Family Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gather your group of fun-loving family and friends for an unforgettable trip to the shore! This A-Frame cottage sits jus ...
From $346 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Beautiful Chalet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Beautiful 3 bedroom, 2 bath totally renovated home in Ocean Pines. Parking for 6. 3 outside desks. Tv and ceiling fans ...
From $389 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Pet friendly Waterfront, Boat Dock, 3 bedrooms, 2 baths
- 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 $233 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Beautiful 4 BEDROOM 3 1\/2 BATHROOM in Resort Community
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Our spacious 4 Bedroom/3.5 Bath Townhouse has 3 large floors of living area in private gated community. Large Family Ro ...
From $595 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Family Friendly close to OC, beaches, Assateague. 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 $225 per night (USD)VRBO
- From $395 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 $395 per night (USD)Expedia
- From $327 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 $327 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 ...
Click For PricingExpedia
- From $389 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 $389 per night (USD)VRBO
- From $628 per night (USD)
VRBO
4 BR\/3.5 BATH Beautiful Townhouse in Resort Community
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Spacious 4 Bedroom/3.5 Bath Townhouse has 3 floors of living area in private gated community. Hardwood Floors throughou ...
From $628 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $300 per night (USD)
Expedia
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 $300 per night (USD)Expedia
- From $190 per night (USD)
VRBO
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 $190 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Recovery Room offers a Private Pool and Hot Tub !! Rental License # 1993.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
County Short Term License# 1993 Recovery room is a wonderful 1000 square foot A Frame. With a great beachy feel, spa ...
From $350 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Gorgeous Waterfront Property With Three Bedrooms And A Loft.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Three bedroom with loft. 2.5 bathrooms plus outside shower. Sleeps 9 Gorgeous, spacious, waterfront, two story home wit ...
From $315 per night (USD)VRBO
- Click For Pricing
Expedia
Huge Home Situated on Golf Course; Close to Beach, Outlets, and Restaurants!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
You will also be a short drive to many of the other great courses located throughout the Ocean City area. Besides the f ...
Click For PricingExpedia
- From $270 per night (USD)
VRBO
Adorable beach cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming, recently renovated, beach cottage in Ocean Pines Community. Hardwood flooring, new furniture, new kitchen, ne ...
From $270 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Enjoy the Peace and Quiet in this Waterfront Ocean Pines Home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Whether you enjoy fishing, crabbing, water skiing, jet skiing or just finding a quiet cove to swim, Ocean City has it al ...
From $140 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Million Dollar View! Waterfront oasis with Ocean City skyline view!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Waterfront home, handicap accessible. Fulfill the promise of a totally relaxing beach getaway in our home on the water. ...
From $350 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Relaxing Family Friendly Getaway in Ocean Pines
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Our home is 3 bedroom, 2 bathroom detached house, with front deck and screened-in porch located in Ocean Pines. It’s up ...
From $179 per night (USD)VRBO
- From $372 per night (USD)
VRBO
Spacious, well maintained, 4br 3bath home overlooking Golf Course.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This 4 Bedroom 3 bath home has space for everyone. Classic decor, overlooking the seventh green of Ocean Pines Golf and ...
From $372 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Golf course front\/Close to beach home-4 Bedrooms\/3 full baths - 8 separate beds
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $300 per night (USD)VRBO
- From $240 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 $240 per night (USD)VRBO
- From $380 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 $380 per night (USD)Expedia
- Click For Pricing
Expedia
Tomlinson Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7, Non Group Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This property was updated in 2022 with newly painted rooms, new flooring in the kitchen and bathrooms, new Master bedroo ...
Click For PricingExpedia
- From $240 per night (USD)
Expedia
Welcoming home on wooded lot with loft, deck, & fire pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Serenity on Aurora Ct. Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $240 per night (USD)Expedia
- From $250 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 $250 per night (USD)VRBO
- From $178 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 $178 per night (USD)VRBO
- From $421 per night (USD)
VRBO
Bowen's Landing-3 Bedroom, 3 Bathroom, Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Make your family vacation memories here. Updated in 2022 with new master bedroom furniture, updated master bathroom, new ...
From $421 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Ocean Pines House w\/ Screened-In Deck & Grill!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $262 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Scenic Water front secluded house with pier and view of the bay overlooking OC
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the beach house at 241 Charleston Rd. in beautiful Ocean Pines, Maryland! Situated at the point of a natural ...
From $500 per night (USD)VRBO
- From $384 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 $384 per night (USD)Expedia
- From $207 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 $207 per night (USD)VRBO
- From $186 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 $186 per night (USD)VRBO
- Click For Pricing
VRBO
Waterfront West Ocean City Home w\/ Skyline View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Begin your blissful bayside getaway at this 3-bedroom, 2-bath vacation rental home in West Ocean City. This coastal cott ...
Click For PricingVRBO
- From $235 per night (USD)
Expedia
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 $235 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Cozy 3 Bedroom Home in Ocean Pines with Screened Porch and Community Pools!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming 3 bedroom home located within the North Gate of Ocean Pines near Ocean City, MD., offers an inviting open ...
From $155 per night (USD)VRBO
- From $999 per night (USD)
Expedia
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 $999 per night (USD)Expedia
- From $413 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 $413 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Large Direct Bayfront Home with Great Amenities
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
The Space: Amazing views in this large, direct bayfront home in Ocean Pines. The home offers over four-thousand square ...
From $399 per night (USD)Expedia
- From $231 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 $231 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Honu Blue-4 Bedrooms-3 Bathrooms-Sleeps 9-Non Group Rental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
New Queen mattress in the downstairs master bedroom and upstairs 4th bedroom in 2023. New mattress on the bottom bunk of ...
From $355 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Dolphins Chance-3 Bedroom, Loft, 2.5 Bathrooms, Sleeps 10, Non Group rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 ...
From $464 per night (USD)VRBO
- From $167 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 $167 per night (USD)Expedia
- From $157 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 $157 per night (USD)VRBO
- From $510 per night (USD)
Expedia
Bay Dream Believer - Waterfront, 4 bedrooms, 4 baths, Sleeps 10, Non Group Rental
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Even the shortest stay in this home will turn anyone into a Bay Dream Believer. With panoramic views of St. Martins Rive ...
From $510 per night (USD)Expedia
- From $240 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 $240 per night (USD)VRBO
- From $245 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 $245 per night (USD)VRBO
- From $684 per night (USD)
VRBO
West Ocean City Family Retreat! Sleeps up to 15!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Spacious, cozy, entertaining beautiful beach home. This 5BR home, 3.5 BTH Townhouse ensures all ages will have a memorab ...
From $684 per night (USD)VRBO
- From $514 per night (USD)
Expedia
Bayfront Home on Deep Water with Dock, Bay View Deck, WiFi & Community Pools
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Wood Duck Drive 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $514 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Canalside Home with Central AC, Fireplace, Washer\/Dryer, WiFi & Shared Pools
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Heron Isle Court 13 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $386 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Waterfront house with gorgeous setting, dock, large deck & pool access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront Wonder Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $364 per night (USD)Expedia
- From $187 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 $187 per night (USD)VRBO
- From $197 per night (USD)
Expedia
Canalside Home in North Ocean Pines with Dock, Screened Porch, WiFi & AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Ocean Parkway 289 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $197 per night (USD)Expedia
- From $353 per night (USD)
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 ...
From $353 per night (USD)VRBO
- From $151 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 $151 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Ocean Pines Home with Central AC, Porch, Balcony, WiFi & Community Pool Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beaconhill Road 68 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $198 per night (USD)VRBO
- From $137 per night (USD)
Expedia
Updated Ocean Pines Home with Central AC, WiFi & Community Pool Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bimini Beach Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $137 per night (USD)Expedia
- Click For Pricing
Expedia
Updated Woodland home bordering White Horse Park with screened Deck, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
White Horse 27 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- From $287 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 $287 per night (USD)Expedia
- From $92 per night (USD)
VRBO
Dog-friendly home with wood-burning fireplace, central AC, WiFi, & pool access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Seafarer 7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $92 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Canalside Home in Ocean Pines with Large Deck, Canoes, Kayaks & Shared Pools
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Dove Lane 8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $176 per night (USD)Expedia
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Expedia
Canalside Home with Dock, Tree-Lined Deck, WiFi, AC & Community Pool Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Grandport Rd 36 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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- From $143 per night (USD)
Expedia
Newly renovated Ocean Pines home with screened porch, AC, WiFi & on-site pools
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Sandyhook Rd 74 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $143 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Canalside Home with Dock, Kayaks, Bikes, Screened Porch & Community Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Boaters Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $332 per night (USD)VRBO
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Expedia
Water-and-golf-view condo with private deck, AC, paid-access pool & tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Borderlinks 14 - Golfer's Beach Delight Our calendar is updated in real-time & our nightly rates are accurately display ...
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- From $99 per night (USD)
VRBO
Fairway to Heaven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully furnished 3 bedroom, 2 bath, smoke-free condo on 9th fairway of Ocean Pines Golf Course as featured on Houzz ...
From $99 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Catch Me By The Sea
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come relax & recharge in this newly updated and recently renovated 3 bed/2 bath home located in Ocean Pines. This beaut ...
From $237 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quaint cottage in White Horse Park, Berlin, Maryland (Worcester County, off the Saint Martin River). 2 BR. 1 BA. Accommo ...
From $125 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Summer Breeze - Waterfront Cottage For Rent
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summer Breeze Waterfront Vacation Home. During Summer Season we rent Saturday to Saturday Off Season short term weekend ...
From $350 per night (USD)VRBO
- From $227 per night (USD)
VRBO
Newly Renovated Home in Ocean Pines- Oceans Calling only 8 miles away.
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $172 per night (USD)
VRBO
Reasonably Priced Family- Friendly Home, Sleeps 7
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Ready for the 2022 Season, renovated in 2016. Need a little R&R or fun? Why not both? This property will give you just t ...
From $172 per night (USD)VRBO
- From $607 per night (USD)
VRBO
Hook, Wine & Sinker- Waterfront, 3 Bedrooms, 2.5 Baths, Sleeps 10, Non group rental
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
New 1st and 3rd floor decks were completely updated with Trex in 2023. With stunning views of St. Martins River, invite ...
From $607 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Annie's Dream-3 Bedrooms, 2.5 Bathrooms, Sleeps 10-Non Group Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $250 per night (USD)Expedia
- Click For Pricing
Expedia
Almost Hooked-4 Bedrooms, 2 Bathrooms-Non Group Rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
You and your family will enjoy the comforts of this great waterfront home. Enter into the billiards room which boasts a ...
Click For PricingExpedia
- From $329 per night (USD)
Expedia
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 $329 per night (USD)Expedia
- From $270 per night (USD)
VRBO
3 Bedroom 2 Bath Beach House\/ Ocean City MD\/Ocean pines MD
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful single family beach home nestled in North Ocean Pines. Full kitchen, microwave, stove, dishwasher, pots and pa ...
From $270 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Fabulous Getaway in spacious 4BR 3.5 Bath Townhouse, Outdoor Pool, Marina, and Golf
- 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 $335 per night (USD)Expedia
- From $388 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 $388 per night (USD)VRBO
- From $350 per night (USD)
Expedia
A Pawfect Salty Hideaway-Non Group Rental-4 Bedrooms, 3 Bathrooms, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
2024 Season: Owners have installed a new stove and microwave in the roomy kitchen. Make your vacation memories in "A Pa ...
From $350 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Waterfront with dock!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
Summary: Welcome to your dream vacation rental - a luxurious 5-bedroom, 2.5-bathroom waterfront property with a private ...
From $331 per night (USD)VRBO
- Click For Pricing
Expedia
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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