
Condo vacation rentals in Ocean Pines
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Quick stats about condo rentals in Ocean Pines

Nightly prices starting at
Ocean Pines vacation rentals start at €96 per night before taxes and fees

Verified guest reviews
Over 220 verified reviews to help you choose

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

4.9 Average rating
Ocean Pines stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated condo rentals in Ocean Pines
Guests agree: these condos are highly rated for location, cleanliness, and more.

Gorgeous Beachfront! King Bed, Direct Ocean 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!!
4.99 out of 5 average rating, 153 reviews
Beautiful waterview 2B condo w/Dock&Close to Beach
Welcome to the Canal Bungalow! A stylish 1000 sq. foot retreat to enjoy all the fun & relaxation of the coastal lifestyle in North Oc. Bring your boat with you and dock alongside your back porch, enjoy pool access in a private gated community, or bring your sports gear for Northside Park. We are tucked away on the quiet bayside of OC & only a few minutes walk to the beach. Unwind on our beautiful balcony while watching the boats go by & finally understand the true meaning of a coastal lifestyle!
5.0 out of 5 average rating, 123 reviews
Water view at Ocean Pines Yacht Club Condo
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
4.97 out of 5 average rating, 229 reviews
Beautiful Renovated Ocean Front Condo 1b/1.5ba
Beautiful renovated ocean front condo. Get ready to relax in comfort and style! This large 836 sqft one 1b/1.5ba offers breath taking views of the ocean. You will be just steps away from the sand in one of the closest buildings to the beach. Enjoy your coffee or a different sunrise each day from your private balcony off the living room. Updated patio furniture with a cozy bench and high table with 2 chairs that bring a spectacular, completely unobstructed view of the beach and ocean.
4.99 out of 5 average rating, 166 reviews
Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7
4.95 out of 5 average rating, 190 reviews
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.
4.98 out of 5 average rating, 163 reviews
Coastal and Bright Oceanfront Condo
Relax and find your inner peace at our oceanfront condo. Enjoy breathtaking unobstructed ocean views from the private balcony. Wake up to a beautiful sunrise each morning and enjoy a peaceful moon-lit view in the evening. Our condo is filled with coastal and bright decor sure to make you feel right at home. Located in North Ocean City, you will find plenty of shops and restaurants within walking distance. Park your car, bury your feet in the sand, and forget about your worries.
4.94 out of 5 average rating, 232 reviews
Direct Oceanfront 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 full 100% view of the beach and ocean.
4.94 out of 5 average rating, 339 reviews
Oceanfront Condo w/ Resort Amenities 3BDR &3pools
Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season
4.88 out of 5 average rating, 146 reviews
Bayside Retreat in the Heart of Ocean City!
Newly renovated condo!! -Water view. Watch the boat traffic. -Oversized balcony with comfortable seating. -Comfy LoveSac couch. -Walk to boardwalk or beach - 15 minutes. -Walk to Jolly Roger amusement park. -Fish off community dock down below unit. -Close to dining and shopping. -Kitchenette for cooking meals. -Fast Wifi and Streaming TVs. -Fully Stocked Home. Clean linens, towels, toilet paper, paper towels & more!
4.88 out of 5 average rating, 282 reviews
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.
4.9 out of 5 average rating, 366 reviews
21st Floor Carousel - 2 BR Oceanfront & Bay View
NEW!! Welcome to our direct oceanfront 2 bedroom & 2 bath unit at the Carousel! Bringing the comfort of your home to the beach! Bring the whole family for lots of fun memories! We strive to take care of this condo to ensure you have a relaxing, comfortable, and clean stay! Our condo includes 2 DOUBLE SIZED balconies! An oceanfront balcony and a bay view balcony! You can enjoy both the sunrise and sunset!
4.96 out of 5 average rating, 119 reviewsPopular amenities for Ocean Pines condo rentals
Condo rentals with a pool

Bluewater Couples Escape
4.97 out of 5 average rating, 318 reviews
Luxury Oceanfront Getaway!
4.96 out of 5 average rating, 104 reviews
Beach Paradise 202-Downtown Luxury Condo Bay View
4.91 out of 5 average rating, 200 reviews
Gone Coastal | Bay Views, Pool | Top Floor
4.97 out of 5 average rating, 124 reviews
Water Front Condo w/Pool Short Walk to Beach
4.89 out of 5 average rating, 187 reviews
Nice 2 BR Oceanfront, Year Round Fun & Amenities!
4.91 out of 5 average rating, 330 reviews
1st Floor Canal Front POOL 2 Blocks 2 Beach/Park
4.97 out of 5 average rating, 116 reviews
Designer Oceanfront Condo | Pool, Hot Tub & Deck
4.94 out of 5 average rating, 105 reviewsWeekly condo rentals

Ocean Block | Sunchaser Condo | Surfer's Dream
4.97 out of 5 average rating, 134 reviews
Direct Oceanfront close to Northside Park!
4.97 out of 5 average rating, 264 reviews
Steps to the Beach, Ocean View 1BR, Renovated
4.99 out of 5 average rating, 358 reviews
Life’s a Beach Live It Here! Steps From The Ocean
4.89 out of 5 average rating, 257 reviews
Beach 200ft, Luxury 5BR 5BA Oceanside, Sleeps 14
4.87 out of 5 average rating, 136 reviews
Oceanside Retreat | Steps to the Beach
4.98 out of 5 average rating, 124 reviews
**Beautiful newly renovated OC MD water view home*
4.92 out of 5 average rating, 257 reviews
Summer Palace in Ocean city .
4.87 out of 5 average rating, 114 reviewsPet-friendly condo rentals

Lovely Condo Steps 2Beach+Pool Unlimited Parking
4.88 out of 5 average rating, 114 reviews
Modern Oceanside 42nd st 2bed 2bath Sleeps 6 to 8.
4.93 out of 5 average rating, 217 reviews
Perfect location!
4.9 out of 5 average rating, 162 reviews
Bethany Bay. Sleeps 4. AC, Pool, Ground Floor
4.98 out of 5 average rating, 134 reviews
Great Fall Dates*Sleeps 8*Deck*Pets welcome*Arcade
4.89 out of 5 average rating, 121 reviews
Charming 2BR~ Private Patio~Steps Away From Beach!
4.91 out of 5 average rating, 106 reviews
Cozy Bayside Retreat 3BR/2BA
4.89 out of 5 average rating, 105 reviews
Oceanfront EvenKeel #303 & pet friendly!
4.86 out of 5 average rating, 35 reviewsDestinations to explore
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