
Waterfront vacation 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!!

2BRCapri: Indoor Pool, Game Room, Massage Chair
ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

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 Pines Winter Retreat
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 :)

Oceanfront 1 Bedroom, 1.5 Bath-King Bed-Fireplace
Welcome to Riptide! This stylish 1 bed, 1.5 bath oceanfront condo sleeps 4 with a king bed and queen sofabed. In North Ocean City, MD near great bars, restaurants and Northside Park. Imagine watching the sunrise from your private balcony, spending the day on the beach, then strolling to your favorite dinner spot...Sushi Cafe? Crab Bag? maybe Cafe Mirage? Then linger at Northside Park for the sunset before grabbing an ice cream at Dumser's and enjoying a quiet walk back to the condo.

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.

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway
-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! **2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.**

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!

Oceanfront Family Oasis: Pool, Beach & Parking!
Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.
Popular amenities for Ocean Pines waterfront rentals
Waterfront apartment rentals

La Pescadora - Cozy. Coastal. Completely Yours.

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

Amazing oceanfront view 3 blocks from boardwalk

Endless Summer With Ocean View & Large Deck

Beachy Getaway

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

Beautiful Bayfront Condo!

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

Waterfront Retreat with Kayaks, Deck, Views!

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

Seahaven

WHAT DAY IS IT???????

New waterfront home on bay, quick walk to beach

52 lookout Point

Coastal Oasis in Ocean Pines

Mosaic Life Escapes -Bayfront Million Dollar Views
Waterfront condo rentals

Cozy beach side condo

Amazing Bayside Views @Sunset309

Extraordinary Oceanfront Penthouse - Unit 1210

Couple's Retreat — Private Balcony and Ocean Views

Love Above the Waves-Best Ocean View & Heated Pool

Beautiful Ocean Front Condo 2b/2ba with pool

The Hideaway By The Bay OCMD

Direct Oceanfront with a View and Amenities Galore
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ746 | ﺩ.ﺇ834 | ﺩ.ﺇ746 | ﺩ.ﺇ815 | ﺩ.ﺇ914 | ﺩ.ﺇ1,307 | ﺩ.ﺇ1,374 | ﺩ.ﺇ1,293 | ﺩ.ﺇ1,113 | ﺩ.ﺇ878 | ﺩ.ﺇ790 | ﺩ.ﺇ768 |
| 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 vacation rentals
Explore 60 vacation rentals in Ocean Pines

Nightly prices starting at
Ocean Pines vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

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

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Ocean Pines vacation rentals include wi-fi 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
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