Compare Vacation Rentals & Airbnb in Ocean Pines, MD
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481 Rentals and Airbnb in Ocean Pines, MD
10 1 review
Ocean Pines, MD
06/07 – 09/07
$554/nighttotal: $1662 (3 )
Spacious Ocean Pines Home W/deck, Grill, Fire Pit,
3 3
apartment , Ocean Pines
This Ocean Pines flat is located a short distance from the ocean, offering convenient access to water sports such as sailing, stand-up paddleboarding, and fishing, as well as nearby water parks and restaurants. This property accommodates up to eight guests with three bedrooms and two bathrooms, featuring a well-equipped kitchen, air conditioning, a game room, a spacious deck with a fire pit, and access to community amenities including five swimming pools and tennis courts, with free parking for up to four vehicles.
8.9 72 reviews
Ocean Pines, MD
27/06 – 01/07
$430/nighttotal: $1720 (4 )
Luxe Homey Get-away Beach Cove
3 4
house , Ocean Pines
This secluded house is situated just a 10-minute drive from the beach in Ocean Pines, providing a peaceful retreat for your holiday. The property consistently receives excellent ratings for its cleanliness, location, and overall experience. The three-bedroom dwelling comfortably accommodates up to eight guests, offering ample space for families or groups of friends. The house is fully equipped with modern amenities including a kitchen with a fridge, microwave oven, and dishwasher, as well as a washer and dryer, cable TV, Wi-Fi, and a fireplace for cosy evenings.
10 44 reviews
Ocean Pines, MD
05/09 – 12/09
$210/nighttotal: $1470 (7 )
Coastal Retreat In Ocean Pines Fall Kayaking Steps
1 2
apartment , Ocean Pines
This Ocean Pines carriage house apartment boasts stunning marsh and Manklin Creek views, offering convenient access to Ocean City's beaches and Assateague Island National Seashore (distances unspecified). The self-contained unit features a king-size bed, a fully equipped eat-in kitchen with dishwasher, a private bathroom, garage parking, and access to five community swimming pools (fees apply), accommodating up to two guests.
9.3 3 reviews
Ocean Pines, MD
01/08 – 08/08
$517/nighttotal: $3619 (7 )
Luxe Waterfront Townhome: Golf, Deck & Pool Access
3 3
apartment , Ocean Pines
This Ocean Pines, Maryland waterfront condo offers breathtaking views and is located a short distance from local golf courses, water parks, and theme parks. The three-bedroom, two-bathroom apartment sleeps eight guests, boasting a fully equipped kitchen, a spacious deck, free parking for two cars, central air conditioning, Wi-Fi, Netflix, and access to swimming pools (fees apply).
10 4 reviews
Ocean Pines, MD
18/07 – 25/07
$693/nighttotal: $4851 (7 )
Coastal Charm Oasis!
3 6
apartment , Ocean Pines
This three-bedroom Ocean Pines holiday home is situated minutes from Ocean City, Maryland (11-14 km away), offering easy access to beaches, restaurants, and Assawoman Bay ferry services. The 115 square metre property boasts a spacious living room, sunroom, and fully equipped kitchen with dishwasher, accommodating up to four guests and featuring a terrace, swimming pool access, and dedicated parking.
Ocean Pines, MD
27/06 – 01/07
$593/nighttotal: $2372 (4 )
White Horse Park-skipjack Circle 120 Home
2 4
house , Ocean Pines
This detached property is located in White Horse Park, Berlin, approximately 16 kilometres from Roland E. Powell Convention Centre and Jolly Roger at the Pier, and 8.2 kilometres from Casino at Ocean Downs. This holiday home accommodates up to seven guests in two bedrooms, offering a fully equipped kitchen, complimentary WiFi, private parking, air conditioning, and an outdoor swimming pool, with a children's playground also available on site.
9.7 26 reviews
Ocean Pines, MD
13/07 – 17/07
$287/nighttotal: $1148 (4 )
Cozy & Convenient Condo
1 2
apartment , Ocean City
This Ocean City apartment, situated on Philadelphia Avenue, is directly opposite Jolly Rogers Amusement Park and a short walk from the beach and boardwalk. The ground-floor flat offers a one-bathroom layout sleeping four guests, boasting a private seating area, access to a shared swimming pool, dedicated parking, and is close to numerous restaurants and shops.
Ocean Pines, MD
27/06 – 01/07
$369/nighttotal: $1476 (4 )
Inn On Turville Cottage, Sleeps 4, Waterfront
1 4
apartment , Ocean Pines
This waterfront cottage, situated within the Inn at Turville Creek in Berlin, Maryland, offers direct marina access and is located 32 kilometres from Ocean City, MD, and 1.6 kilometres from Ocean Downs Casino. This 56 square metre apartment, ideal for up to four guests, features one bedroom with a Queen bed and a pullout Queen sofa, a fully equipped kitchen with a Keurig coffee machine, air conditioning, a private porch, and is perfect for water sports enthusiasts with direct dock access for paddleboards, while also being 11 kilometres from the breweries and Berlin, MD.
10 19 reviews
Ocean Pines, MD
01/08 – 08/08
$651/nighttotal: $4557 (7 )
Salty Air Serenity
3 3
apartment , Ocean Pines
Salty Air Serenity, a three-bedroom Ocean Pines holiday home, is centrally located equidistant between the Route 90 Bridge and Route 50, providing easy access to Ocean City, Rehoboth Beach, Bethany Beach, Fenwick Island, Assateague Island and the Chesapeake Bay. This self-catering property sleeps eight, boasts a fully equipped kitchen with dishwasher, a swimming pool, fitness centre, and garden, plus excellent user ratings for cleanliness and location.
Ocean Pines, MD
01/08 – 08/08
$592/nighttotal: $4144 (7 )
White Horse Park-spinnaker Lane 96 Home
3 3
house , Ocean Pines
This four-bedroom house in Berlin, Maryland, is conveniently located approximately 8 kilometres from Ocean Downs Casino and 13-16 kilometres from Ocean City attractions, offering easy access to Ocean Pines. The property sleeps seven guests and boasts a heated swimming pool, free Wi-Fi, private parking, a fully equipped kitchen, and air conditioning; nearby activities include the Grand Prix Amusements and the Jolly Roger at the Pier.
Ocean Pines, MD
27/06 – 01/07
$592/nighttotal: $2368 (4 )
Rose's Dream | Screened Porch + Loft
4 4
apartment , Ocean Pines
This Ocean Pines flat on Boston Drive is a 13-minute drive from the Ocean City Beach Club and a short walk to Bridgewater Park. This property offers accommodation for 10 guests with 4 bedrooms and 3 bathrooms, featuring a fenced backyard with games, a screened porch, a loft bedroom with four twin beds, a patio with a gas grill, and a parking pass for the Beach Club.
9.7 15 reviews
Ocean Pines, MD
18/07 – 25/07
$528/nighttotal: $3696 (7 )
Bimini Beach Bungalow W/ Beach Club Pass
1 6
apartment , Ocean Pines
This Ocean Pines holiday home is situated on a quiet cul-de-sac, 1.1 kilometres from White Horse Park and a short drive from Ocean City attractions including the Ocean City boardwalk and Assateague State Park. The four-bedroom, three-bathroom property sleeps nine guests and features a fully equipped kitchen, screened porch, upstairs games loft, free parking for four cars, and a complimentary pass to the Ocean Pines Beach Club on 49th Street in Ocean City.
Best family friendly Ocean Pines, MD vacation rentals
Among the 481 accommodations in Ocean Pines, MD, here are the 4 best family friendly rentals
9.0 402 reviews
Ocean Pines, MD
25/08 – 31/08
$367/nighttotal: $2202 (6 )
Wilmington Terrace
1 2
studio , Ocean City
This Ocean City apartment is ideally located just a short walk from the beach and town centre, putting you right in the heart of the action. It has received excellent ratings for location, cleanliness and overall experience, ensuring a comfortable and enjoyable stay. The apartment is well-equipped with modern amenities and a spacious layout, perfect for families or groups of friends. You'll have access to a range of facilities including a swimming pool, jacuzzi, terrace, garden, spa, bar, parking and free Wi-Fi, making it easy to relax and enjoy your time in Ocean City.
9.7 175 reviews
Ocean Pines, MD
25/08 – 31/08
$644/nighttotal: $3864 (6 )
Home Away From Home, Pet Friendly Retreat!
3 2
apartment , Ocean Pines
This holiday home is located in Ocean Pines, just 1.3 kilometres from Isle of Wight Bay and within a 5-kilometre radius of Casino at Ocean Downs and River Run Golf Club, offering easy access to the area's main attractions. The property has received excellent ratings for location, cleanliness and overall experience. The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The home offers a range of amenities, including a fully equipped kitchen, a private garden, a terrace, air conditioning, Wi-Fi, and parking.
9.3 78 reviews
Ocean Pines, MD
25/08 – 31/08
$462/nighttotal: $2772 (6 )
2 Mi To Ocean City Boardwalk Gem With Pool And Marina
1 2
apartment , Ocean City
This Ocean City apartment is perfectly situated in the heart of the town, just a short 5-minute walk from Ocean City Beach and less than a mile from Assateague Beach, offering easy access to a variety of beach experiences. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The one-bedroom apartment, spanning 63 square metres, comfortably accommodates up to 2 guests. Enjoy a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a spa, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
10 52 reviews
Ocean Pines, MD
05/09 – 12/09
$444/nighttotal: $3108 (7 )
Hi-a-tus A-frame
2 2
apartment , Ocean Pines
This charming A-frame lodge is situated in Ocean Pines, just 10 kilometres from Ocean City and 15 kilometres from Assateague Island, offering easy access to both the bustling city and the serene nature of the island. The property consistently receives excellent ratings from previous guests for its cleanliness, location, and overall experience. The lodge has an open-plan layout, comfortably accommodating up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, garden, and parking, as well as access to the community's five pools, playgrounds, yacht club, and farmers market.
Best Ocean Pines, MD vacation rentals with a pool
Among the 481 accommodations in Ocean Pines, MD, here are the 4 best rentals with a pool
10 2 reviews
Ocean Pines, MD
13/07 – 17/07
$357/nighttotal: $1428 (4 )
Quiet Coastal Retreat, Minutes From Ocean City, Md, Full Kitchen.
1 2
apartment , Ocean Pines
This Ocean Pines apartment, near Berlin, Maryland, offers easy access to Ocean City and Assateague Island, both within a few kilometres. The 52-square-metre self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a kitchen with a fridge, microwave, and dishwasher, plus a swimming pool and parking.
Ocean Pines, MD
06/07 – 09/07
$548/nighttotal: $1644 (3 )
Spacious Ocean Pines Home W/deck, Grill, Fire Pit, Games, Wifi, Wash/dryer & Ac
3 3
apartment , Ocean Pines
This apartment is located in the Ocean Pines community in Berlin, Maryland, offering easy access to the coast, amusement parks such as Jolly Roger Amusement Park, and local attractions. This 147 square metre flat sleeps eight guests and features three bedrooms, two bathrooms, a well-equipped kitchen, central air conditioning, a game room, a spacious deck with outdoor seating and a fire pit, and access to community amenities including five swimming pools, parks, a beach club, marina, golf course, and tennis courts.
9.7 47 reviews
Ocean Pines, MD
18/07 – 25/07
$712/nighttotal: $4984 (7 )
Seaside Retreat 405
1 6
apartment , Ocean City
Seaside Retreat, a spacious Ocean City apartment, is situated a short walk (approx. 1.9km) from Northside Park and Fenwick Island State Park Beach, and within a reasonable driving distance (9.3km) of the Roland E. Powell Convention Center and the Ocean City Boardwalk. This 160 square metre, three-bedroom, three-bathroom dwelling boasts a fully equipped kitchen, private balcony with sea views, free Wi-Fi, and access to an on-site swimming pool, spa, fitness centre, and children's playground, comfortably accommodating families or groups.
9.6 4 reviews
Ocean Pines, MD
01/08 – 08/08
$614/nighttotal: $4298 (7 )
Charming Pines Home: Garage, Ac, Clean & Family Ready!
3 3
apartment , Ocean Pines
This South Ocean Pines flat is located in coastal Maryland, a short distance from Ocean City Beach and Jolly Roger Amusement Park. This 142 square metre residence offers three bedrooms, two bathrooms, and a guest capacity of eight, featuring a full kitchen, air conditioning, free WiFi, and a communal swimming pool, with a sunroom that can serve as an additional sleeping area.
Frequently Asked Questions about vacation rentals in Ocean Pines, MD
What are some interesting places to visit in or near Ocean Pines, MD?
Ocean Pines is a great base for exploring the area. You can visit Assateague Island National Seashore, just a short drive away, to see wild horses and enjoy the beach. Or, head to the charming town of Berlin, a short drive away, and explore its historic downtown with its shops and restaurants.
What are the best Airbnb and vacation rentals in Ocean Pines, MD?
Which walking or cycling routes are the best in Ocean Pines, MD?
Ocean Pines has a great network of walking and cycling paths. The Ocean Pines Boardwalk is a popular choice for a leisurely stroll, while the Ocean Pines Golf Course offers scenic views for a longer bike ride. If you're looking for a more challenging ride, try the Assateague Island Loop Trail.
What are the most popular Airbnbs in Ocean Pines, MD?
What sports or outdoor activites can visitors enjoy in and around Ocean Pines, MD?
Ocean Pines is a great place for watersports, with plenty of opportunities for swimming, boating, and fishing. You can also enjoy golfing at the Ocean Pines Golf Club or go for a hike or bike ride in the surrounding area. There are also plenty of opportunities for birdwatching, especially around the Assateague Island National Seashore.
What are the best vacation rentals with a pool in Ocean Pines, MD?
What other towns or cities can be easily accessed from Ocean Pines, MD?
Ocean City is just a short drive away, and it's a bustling beach town with lots of shops, restaurants, and nightlife. If you're looking for something a bit quieter, you could visit Berlin, a charming town with a historic downtown area. And of course, you can always take a trip to Assateague Island National Seashore, which is just a short drive from Ocean Pines.
What are the best rentals for families and kids in Ocean Pines, MD?
What amenities are commonly available in vacation rentals in Ocean Pines, MD?
Most vacation rentals in Ocean Pines offer the basics, like a kitchen, bathroom, and bedrooms. Many also have amenities like swimming pools, hot tubs, and private decks. If you're looking for something specific, be sure to check the listing carefully.
What are the best rentals or Airbnbs with a jacuzzi in Ocean Pines, MD?
What time of year is best to rent a vacation rental Ocean Pines, MD?
The best time to visit Ocean Pines depends on your preferences. Summer is the most popular time to visit, with warm weather and plenty of sunshine. If you prefer milder weather and fewer crowds, spring or autumn are great options.
What are the local dishes in Ocean Pines, MD region?
The Eastern Shore of Maryland is known for its fresh seafood. Try a crab cake sandwich, a classic Maryland dish, or enjoy some steamed blue crabs with Old Bay seasoning. You can also find delicious oysters, clams, and fish at many local restaurants.
Destinations nearby
Best Ocean Pines, MD vacation rentals with a balcony
8.9 52 reviews
Ocean Pines, MD
13/07 – 17/07
$446/nighttotal: $1784 (4 )
Crystal Sands Apartments
1 2
apartment , Ocean City
Crystal Sands Apartments offer family-friendly self-catering accommodation in a central Ocean City location, a 0.97 km stroll from Ocean City Beach and within 2.25 km of Ripley's Believe It Or Not! and the Ocean City Boardwalk. These Ocean City apartments feature free Wi-Fi, private parking, and some units boast balconies; all include air conditioning and private bathrooms, perfect for families or couples seeking a relaxing beach holiday (bachelor/hen parties are not permitted).
8.0 2 reviews
Ocean Pines, MD
13/07 – 17/07
$534/nighttotal: $2136 (4 )
Beachhaven 305-oceanblock 40th St, Free Wifi, Ac
1 2
apartment , Ocean City
This one-bedroom flat offers direct ocean views from its balcony, situated on the ocean block of 40th Street in Midtown Ocean City, just a short 150-metre walk to the beach and conveniently located opposite the Convention Centre with EV charging stations. This apartment, accommodating up to six guests, features a private swimming pool, a kitchen with a fridge and microwave oven, air conditioning, and is within easy reach of Jolly Roger Amusement Park.
8.2 44 reviews
Ocean Pines, MD
05/09 – 12/09
$287/nighttotal: $2009 (7 )
Cute Beach Condo - Walking Distance To The Beach And Boardwalk!
1 2
apartment , Ocean City
This one-bedroom apartment is conveniently located in Downtown Ocean City, just 800 metres from the beach, boardwalk, and Isle of Wight Bay. It has received very good ratings from previous guests. The flat comfortably sleeps four people and includes a kitchen with a fridge and microwave. Guests can enjoy a private pool, a shared outdoor pool, and a terrace or balcony.
This oceanfront studio apartment in the Golden Sands building, North Ocean City, Maryland, offers stunning direct ocean views and is a short drive (approximately 1.6km) from Northside Park and the Ocean City boardwalk. The 1-bedroom, 1-bathroom apartment sleeps 4 guests, features a full kitchen with stainless steel appliances, a private balcony, access to a swimming pool, fitness centre and sauna, plus amenities including HBO Max and Disney+ streaming, and a washer/dryer.
Best Ocean Pines, MD vacation rentals with parking
9.7 83 reviews
Ocean Pines, MD
05/09 – 12/09
$451/nighttotal: $3157 (7 )
*New Listing* Oceanblock 2br/2ba Condo With 2 Parking Spots.
2 2
apartment , Ocean City
This Ocean City apartment is located just 1.6 kilometres from Assawoman Bay and Ocean City Beach, and 4.5 kilometres from the Ocean City Boardwalk, offering easy access to the area's attractions. It has received excellent ratings for location, cleanliness, and overall experience. The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests within its 89 square metre space. It offers a range of amenities, including a fully equipped kitchen, a swimming pool, a terrace, a garden, and free Wi-Fi.
9.9 74 reviews
Ocean Pines, MD
13/07 – 17/07
$1687/nighttotal: $6748 (4 )
Serene Sunrise & Shimmering Skyline. 5 Star Hosts
4 2
apartment , Ocean City
This West Ocean City waterfront property, a luxurious four-bedroom house, is situated 6.8km from the Ocean City Boardwalk, offering easy access to the beach and amusement parks. Sleeping up to ten guests, this spacious holiday home boasts four king-size beds, a private hot tub, bonfire pit, canal access (by prior arrangement), and kayaks and beach equipment for guest use.
10 23 reviews
Ocean Pines, MD
27/06 – 01/07
$572/nighttotal: $2288 (4 )
Newley Renovated Beach Home, Min. To Ocean City,1st Fl. Master Suite, Walk In
3 4
apartment , Ocean Pines
This Ocean Pines holiday home is situated 0.5km from Isle of Wight Bay, offering easy access to boating and fishing, and within 5km of Manklin Meadows Racquet Centre and Ocean Pines Golf and Country Club. The three-bedroom property, sleeping eight guests, boasts a private indoor pool, a fully equipped kitchen, and a peaceful garden, alongside a jacuzzi and outdoor terrace; River Run Golf Club and Casino at Ocean Downs are also within a short drive (10km).
9.6 9 reviews
Ocean Pines, MD
05/09 – 12/09
$429/nighttotal: $3003 (7 )
Wight Bay 443 By Seaside Vacations & Sales
2 2
apartment , Ocean City
Wight Bay 443, a two-bedroom apartment in Ocean City's midtown on 47th Street, offers easy access to the beach, and is a short drive (approximately 1.6 to 3.2 km) from both the Ocean City Boardwalk and West Ocean City's restaurants. This self-catering holiday flat sleeps six guests, boasting a well-equipped kitchen, private balcony with bay views, en-suite bathrooms (one with a walk-in shower, the other with a shower/bath), in-unit laundry, and access to a seasonal outdoor swimming pool.