
Waterfront holiday rentals in Ocean Pines
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Ocean Pines
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Gorgeous New Beachfront! King Bed, Direct Sea View
Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

Stunning private waterfront suite
Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spaces–and that’s just the beginning as your group has a blast at the beach and all of Ocean City’s fun attractions.

Pines Getaway - 11 mi. to Winterfest of Lights
Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

The Hideaway By The Bay OCMD
Relax and enjoy your stay in this bright and welcoming waterfront, 1 bed, 1 bath condo. Bring your kayaks or paddle boards! This condo is located right off of 28th street, on the bay. It is a 14 minute walk to the beach and the Ocean City boardwalk, and within walking distance to many Ocean City attractions. All guests are provided with an electronic WELCOME BOOK prior to arrival which includes everything we think they will need to know about the condo and the surrounding area.

Beachfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

Caramar Couples Retreat
This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Book 3 nights, get 1 night FREE stays thru March 10. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 8TH FLOOR PENTHOUSE! This stunning top floor 3 b 2.5 ba unit is the ULTIMATE friends & family beach trip, located in a premier building in Ocean City. Enjoy the ocean breeze and stunning views from over 150 square ft of private balcony. Wake up to ocean views from every room!

Charming Waterfront Cottage w/2 King Suites + Dock
Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162

Water Front Condo w/Pool Short Walk to Beach
FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!
Popular amenities for waterfront rentals in Ocean Pines
Waterfront apartment rentals

Oceanfront and on the Boardwalk!

La Pescadora - Cozy. Coastal. Completely Yours.

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony

Amazing oceanfront view 3 blocks from boardwalk

Beachy Getaway

Direct Oceanfront 3BR/2 Kings, Great for Families!

Beautiful Bayfront Condo!

SuperHost! Amazing OceanFront View with 2 Pools!
Waterfront house rentals

Private pool, waterfront, kayaks, bikes, firepits!

Beach Paradise 2101-Downtown Luxury Condo Bay View

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Seahaven

Waterfront Vacation Home in Ocean Pines

Oceans End Waterfront Retreat

Oceanfront | Beachfront | Elevator | eFireplace

The Oliver House
Waterfront apartment rentals

Direct Oceanfront Condo with Expansive Ocean Views

Amazing Bayside Views @Sunset309

Cozy oceanfront condo with stunning ocean views

Beautiful waterview 2B condo w/Dock&Close to Beach

🌊Oceanfront studio w/ amazing views & amenities🏖

Love Above the Waves-Best Ocean View & Heated Pool

Ocean front condo with Balcony

Extraordinary Oceanfront Escape - Private Balcony
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 176 | € 197 | € 176 | € 193 | € 216 | € 309 | € 325 | € 306 | € 263 | € 208 | € 187 | € 181 |
| Avg. temp | 3°C | 4°C | 7°C | 13°C | 18°C | 23°C | 26°C | 24°C | 21°C | 15°C | 9°C | 5°C |
Quick stats about waterfront rentals in Ocean Pines

Total holiday rentals
Explore 60 holiday rentals in Ocean Pines

Nightly prices starting at
Ocean Pines holiday rentals start at € 113 per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Ocean Pines holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ocean Pines rentals

4.7 Average rating
Ocean Pines stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Outer Banks Holiday rentals
- House rentals Ocean Pines
- Rentals with a firepit Ocean Pines
- Rentals with outdoor seating Ocean Pines
- Beachfront rentals Ocean Pines
- Rentals with a fireplace Ocean Pines
- Rentals with lake access Ocean Pines
- Family-friendly rentals Ocean Pines
- Rentals with pools Ocean Pines
- Fitness-friendly rentals Ocean Pines
- Pet-friendly rentals Ocean Pines
- Rentals with a washing machine and dryer Ocean Pines
- Rentals with a patio Ocean Pines
- Beach apartment rentals Ocean Pines
- Rentals with beach access Ocean Pines
- Apartment rentals Ocean Pines
- Flat rentals Ocean Pines
- Beach house rentals Ocean Pines
- Rentals with a kayak Ocean Pines
- Waterfront rentals Worcester County
- Waterfront rentals Maryland
- Waterfront rentals United States
- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Dewey Beach Access
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Assateague Beach
- Peninsula Golf & Country Club
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Cape Henlopen State Park
- Poodle Beach
- Northside Park
- Bear Trap Dunes
- Poverty Beach
- Bayside Resort Golf Club
- Higbee Beach
- Baywood Greens Golf Maintenance
- Towers Beach
- Killens Pond State Park
- Jolly Roger at the Pier




