Search all holiday resorts in Ocean Pines, MD

Find the best offers in Ocean Pines, MD

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Ocean Pines, MD resorts
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

12 Best resorts in Ocean Pines, MD

Holiday Inn & Suites Ocean City By Ihg - Ocean Pines, MD
9.4 1820 reviews
Ocean Pines, MD
06/07 – 09/07
1041 €/nighttotal: 3123 € (3 )

Holiday Inn & Suites Ocean City By Ihg

2 3
resort, Ocean City
The Holiday Inn & Suites Ocean City, an IHG Hotel, is situated directly on the beach in Ocean City, just a short drive from Jolly Roger at the Pier and Ocean City Harbour. The hotel enjoys excellent user ratings for location, cleanliness, and overall experience.
The hotel offers a range of accommodation options, including suites with full kitchens. Guests can enjoy a variety of amenities, including indoor and outdoor pools, a spa, a fitness centre, a restaurant, and a bar.
Bayside* 3 Br Luxury Townhome In Award-winning Resort, Sleeps 8 - Ocean Pines, MD
10 13 reviews
Ocean Pines, MD
27/06 – 04/07
571 €/nighttotal: 3997 € (7 )

Bayside* 3 Br Luxury Townhome In Award-winning Resort, Sleeps 8

3 2
resort, Selbyville
This family-friendly townhome is located just 1.6 kilometres from Assawoman Bay, Bayside Resort Golf Club, and The Freeman Stage at Bayside, offering easy access to some of Selbyville's most popular attractions. It has received excellent ratings for location, cleanliness, and overall user experience.
The three-bedroom townhome, spanning 251 square metres, can comfortably accommodate up to eight guests. Amenities include a private pool, a fireplace, a fully equipped kitchen, a fitness centre, a spa tub, and gas grills, ensuring a relaxing and enjoyable stay.
Bayside Resort * New Listing * 5br Home W 2  Master (Primary) Suites And 3.5 - Ocean Pines, MD
9.8 7 reviews
Ocean Pines, MD
27/06 – 04/07
617 €/nighttotal: 4319 € (7 )

Bayside Resort * New Listing * 5br Home W 2 Master (Primary) Suites And 3.5

5 2
resort, Selbyville
Bayside Resort's '5br Home W 2 Master Suites And 3.5' property in The Commons, Selbyville, is situated less than 1.6km from Assawoman Bay, The Freeman Stage, and Bayside Resort Golf Club, and within 9.6km of Ocean City Beach.
This six-bedroom, 297 square metre house sleeps up to 13 guests and boasts two master suites, a private pool, a fully equipped kitchen, free Wi-Fi, and access to on-site amenities including a water park, indoor pool, fitness centre, and hot tub.
Small Dogs Allowed (Up To 40 Pounds Total) * New Bayside Resort Luxurious 4br, - Ocean Pines, MD
10 1 review
Ocean Pines, MD
05/09 – 12/09
510 €/nighttotal: 3570 € (7 )

Small Dogs Allowed (Up To 40 Pounds Total) * New Bayside Resort Luxurious 4br,

5 2
resort, Fenwick Is
This luxurious four-bedroom seaside property in Fenwick Island, Delaware, is located 2.3km from Bayside Resort Golf Club and 2.4km from The Freeman Stage at Bayside, with Assawoman Bay and Shark's Cove Marina within a 9.6km radius; book now using the 'Small Dogs Allowed (Up To 40 Pounds Total) * New Bayside Resort Luxurious 4br' offer.
The 260 square metre holiday home boasts a private pool, fully equipped kitchen, four bathrooms, and accommodates up to ten guests, offering free Wi-Fi, a balcony, and access to on-site amenities including a water park, indoor pool, fitness centre, and hot tub.
Beautiful Luxurious 4bd, 3.5 Ba Home That Sleeps 13 In The Bayside Golf & Resort Community! Amazing Pools, Fitness Centers, Tennis Courts, Walking Trails, Freeman Stage With Music Performances! - Ocean Pines, MD
9.8 8 reviews
Ocean Pines, MD
27/06 – 04/07
669 €/nighttotal: 4683 € (7 )

Beautiful Luxurious 4bd, 3.5 Ba Home That Sleeps 13 In The Bayside Golf & Resort Community! Amazing Pools, Fitness Centers, Tennis Courts, Walking Trails, Freeman Stage With Music Performances!

4 2
resort, Selbyville
This Selbyville holiday home, ‘Beautiful Luxurious 4bd, 3.5 Ba Home That Sleeps 13 In The Bayside Golf & Resort Community!’, is situated within a 2.4km walk of The Freeman Stage at Bayside and the Bayside Resort Golf Club, and 2.6km from Assawoman Bay.
The 297 square metre property boasts four bedrooms, four bathrooms, sleeping up to twelve guests, and offers amenities including a fully equipped kitchen, fireplace, free WiFi, a private terrace, access to swimming pools, a fitness centre, tennis courts, and walking trails.
Princess Royale Oceanfront Resort - Ocean Pines, MD
8.8 10200 reviews
Ocean Pines, MD
11/07 – 25/07
423 €/nighttotal: 5922 € (14 )

Princess Royale Oceanfront Resort

1 2
resort, Ocean City
The Princess Royale Oceanfront Resort is situated directly on the Atlantic Ocean in Ocean City, Maryland, just 1.5 km from the Ocean Plaza Mall and 3.7 km from Bayside Boat Rentals. The resort has received very good ratings for location, cleanliness and overall experience.
The accommodation features a 4-storey tropical atrium with an Olympic-sized swimming pool. Guests can enjoy a range of amenities, including a spa, fitness centre, restaurants, bars, a sundeck and a gift shop.
Spacious 5-bed Estate In Selbyville De, Beach, Pools, Golf, Tennis, Pickel Ball - Ocean Pines, MD
Ocean Pines, MD
06/07 – 09/07
1805 €/nighttotal: 5415 € (3 )

Spacious 5-bed Estate In Selbyville De, Beach, Pools, Golf, Tennis, Pickel Ball

5 3
resort, Selbyville
This five-bedroom, five-bathroom holiday home in Selbyville, Delaware, offers easy access to Ocean City Beach and Maryland Beach, and is a short drive from attractions such as Jolly Roger Amusement Park.
Sleeping up to ten guests, this spacious property boasts a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and is conveniently located near the Freeman Stage at Bayside and Carousel Ice Rink.
️ Spectacular And Spacious Townhouse In Resort Community - Ocean Pines, MD
Ocean Pines, MD
13/07 – 17/07
664 €/nighttotal: 2656 € (4 )

️ Spectacular And Spacious Townhouse In Resort Community

4 2
resort, West Ocean City
This smoke-free townhouse, part of the ‘🏖️ Spectacular And Spacious Townhouse In Resort Community’ offer, is located in Glen Riddle, West Ocean City, Maryland, less than 1.6 km from Isle of Wight Bay and Grand Prix Amusements, and within 4.8 km of GlenRiddle Golf Club and Baja Amusements.
The four-bedroom, four-bathroom property sleeps nine guests and includes an outdoor swimming pool, in-house laundry facilities, and is ideally situated for exploring West Ocean City's attractions.
Modernized Larger Condo, Minutes To Beach, Bay, July 4th Fireworks, A Boat Slip - Ocean Pines, MD
Ocean Pines, MD
27/06 – 01/07
470 €/nighttotal: 1880 € (4 )

Modernized Larger Condo, Minutes To Beach, Bay, July 4th Fireworks, A Boat Slip

2 4
resort, Ocean City
This Ocean City resort is located in North Ocean City, just under a kilometre from Ocean City Square Shopping Centre and Ocean City Beach. The resort is within walking distance of the beach, offering a convenient and relaxing location for your stay.
The Atlantic Ocean Adventures - 7 Min To Beach resort has a floor area of 89 square metres and can accommodate up to 8 guests. It features a range of amenities including a swimming pool, jacuzzi, sauna, fitness centre, tennis court, and free Wi-Fi.
Bayside Resort 4bd\/3.5ba+loft Beach\/golf Home - Ocean Pines, MD
10 37 reviews
Ocean Pines, MD
25/08 – 31/08
619 €/nighttotal: 3714 € (6 )

Bayside Resort 4bd\/3.5ba+loft Beach\/golf Home

4 2
resort, Selbyville
Bayside Resort 4bd/3.5ba+loft Beach/golf Home is located in the Commons neighbourhood of Selbyville, just a 6.4km drive from Fenwick Island and Ocean City beaches. This highly rated property has received excellent user reviews.
This spacious four-bedroom holiday home has a floor area of 242 square metres and can accommodate up to 12 guests. The property offers a range of amenities and activities, including a swimming pool, jacuzzi, garden, sauna, spa, parking, internet, air conditioning, and access to the resort's tennis and pickleball courts, indoor and outdoor pools, hot tubs, splash zone, fitness centres, kayaking, paddle boarding, basketball courts, nature trails, and an 18-hole golf course.
Amazing Bayside Sunset Views! Sunset 309 @Coconut Malorie Resort Next To Fagers! - Ocean Pines, MD
10 62 reviews
Ocean Pines, MD
06/07 – 09/07
268 €/nighttotal: 804 € (3 )

Amazing Bayside Sunset Views! Sunset 309 @Coconut Malorie Resort Next To Fagers!

1 3
resort, Ocean City
This family-friendly resort is located in Ocean City, just a short walk from Isle of Wight Bay and Ocean City Beach, and a short drive from the Ocean City Boardwalk and Jolly Roger Amusement Park. It has received excellent reviews from previous guests.
The "Amazing Bayside Sunset Views! Sunset 309 @Coconut Malorie Resort Next To Fagers!" apartment is a 46 square metre, one-bedroom property that can accommodate up to four guests. The resort offers a range of amenities, including a swimming pool, jacuzzi, fitness centre, and a terrace, as well as concierge services.
Hilton Suites Ocean City Oceanfront - Ocean Pines, MD
8.7 2022 reviews
Ocean Pines, MD
05/09 – 12/09
398 €/nighttotal: 2786 € (7 )

Hilton Suites Ocean City Oceanfront

1 2
resort, Ocean City
The Hilton Suites Ocean City Oceanfront is situated just five blocks from the bustling Ocean City boardwalk, offering easy access to the Jolly Roger Amusement Park and the Roland E. Powell Convention Center. This hotel has received consistently high ratings for its location, cleanliness and overall experience.
Each suite features a separate living and seating area, a fully equipped kitchen, and a whirlpool tub in the bathroom. Guests can enjoy multiple pools, a game room, a fitness centre, a spa, restaurants and bars, all within the hotel.

Best Ocean Pines, MD resorts with a jacuzzi

Among the 3 accommodations in Ocean Pines, MD, here are the 3 best resorts with a jacuzzi

Bayside Resort: 2 Fireplaces, Linens, Bikes, Games & Access To Pools + Hottubs - Ocean Pines, MD
10 32 reviews
Ocean Pines, MD
06/07 – 09/07
1094 €/nighttotal: 3282 € (3 )

Bayside Resort: 2 Fireplaces, Linens, Bikes, Games & Access To Pools + Hottubs

5 3
resort, Fenwick Is
This spacious holiday home is situated just a short drive from the beaches of Fenwick Island and Ocean City, Maryland, offering easy access to the beautiful coastline and nearby attractions. The property has excellent user ratings and is perfect for families or groups looking for a comfortable and convenient base for their holiday.
The property has five bedrooms and four bathrooms, spanning 325 square metres and accommodating up to 15 guests. Amenities include access to the Bayside Resort Golf Club's facilities, such as pools, hot tubs, a fitness centre, and tennis courts, as well as a private patio, a screened-in porch, and a range of in-house entertainment options.
Holiday Inn Ocean City By Ihg - Ocean Pines, MD
8.4 1786 reviews
Ocean Pines, MD
06/07 – 09/07
692 €/nighttotal: 2076 € (3 )

Holiday Inn Ocean City By Ihg

2 3
resort, Ocean City
The Holiday Inn Ocean City, An Ihg Hotel, is situated directly on the beach in Ocean City, a 16km drive from the Ocean City Pier amusement park and 3km from the Lighthouse Sound Golf Course. This family-friendly hotel offers a range of amenities including two swimming pools, a fitness centre, a tennis court, and a restaurant serving authentic Italian cuisine.
Bayside * 6br Modern Luxury Resort Beach Home Sleeps 14 - Ocean Pines, MD
9.8 8 reviews
Ocean Pines, MD
27/06 – 04/07
1089 €/nighttotal: 7623 € (7 )

Bayside * 6br Modern Luxury Resort Beach Home Sleeps 14

6 2
resort, Fenwick Is
Bayside * 6br Modern Luxury Resort Beach Home Sleeps 14 is situated near Fenwick Island, Delaware, within 3.2km of Assawoman Bay and the Bayside Resort Golf Club, and within 9.6km of Shark's Cove Marina and the Fenwick Island Lighthouse.
This 325 square metre seven-bedroom, four-bathroom property sleeps fourteen guests and boasts a private pool, hot tub, fully equipped kitchen, fitness centre, and free Wi-Fi, plus access to an on-site water park and indoor pool.

Best Ocean Pines, MD resorts with a pool

Among the 2 accommodations in Ocean Pines, MD, here are the 2 best resorts with a pool

Holiday Inn Express & Suites - Ocean City By Ihg - Ocean Pines, MD
8.8 1686 reviews
Ocean Pines, MD
27/06 – 04/07
249 €/nighttotal: 1743 € (7 )

Holiday Inn Express & Suites - Ocean City By Ihg

1 2
resort, Ocean City
The Holiday Inn Express & Suites - Ocean City, an IHG Hotel, is just a short walk from Ocean City Beach and Northside Park in the North Ocean City district. This hotel has received very good ratings for its location, cleanliness and overall experience.
The hotel offers a range of amenities to make your stay comfortable, including a swimming pool, a Jacuzzi, a spa, a restaurant and a bar. Guests can also enjoy a fitness centre, room service, a tennis court and free parking.
Francis Scott Key Family Resort - Ocean Pines, MD
8.0 2363 reviews
Ocean Pines, MD
13/07 – 17/07
245 €/nighttotal: 980 € (4 )

Francis Scott Key Family Resort

1 2
resort, West Ocean City
The Francis Scott Key Family Resort is located in West Ocean City, just two miles from the beach and directly across from the Ocean City Factory Outlets, offering a convenient base for exploring the area. The resort has received very good ratings for its location, user experience, and cleanliness, making it a popular choice for families.
The resort offers a range of accommodation options, including rooms with private bathrooms and kitchens, and features a games room, a fitness centre, and both indoor and outdoor swimming pools, catering to a variety of interests and ages. Guests can also enjoy on-site recreation like fishing in the pond or picnicking in the designated area.

Frequently asked questions about resorts in Ocean Pines, MD

Destinations nearby

Best Ocean Pines, MD resorts with air conditioning

Bayside Resort Has Everything You Need For A Vacation Swimming Pools, - Ocean Pines, MD
Ocean Pines, MD
27/06 – 04/07
906 €/nighttotal: 6342 € (7 )

Bayside Resort Has Everything You Need For A Vacation Swimming Pools,

3 2
resort, Selbyville
This 3-bedroom holiday home is situated in the Bayside district of Selbyville, just a short walk from The Freeman Stage at Bayside and Bayside Resort Golf Club, offering a peaceful escape in a residential neighbourhood.
The 'Bayside Resort Has Everything You Need For A Vacation Swimming Pools' property sleeps up to 8 guests and features modern amenities, including Wi-Fi, air conditioning, and a dryer. Enjoy easy access to nearby beaches, amusement parks, and other local attractions.

Best Ocean Pines, MD resorts with a gym

Amazing Bayside Sunset Views! Sunset 309 @Coconut Malorie Resort Next To Fagers! - Ocean Pines, MD
10 62 reviews
Ocean Pines, MD
06/07 – 09/07
268 €/nighttotal: 804 € (3 )

Amazing Bayside Sunset Views! Sunset 309 @Coconut Malorie Resort Next To Fagers!

1 3
resort, Ocean City
This family-friendly resort is located in Ocean City, just a short walk from Isle of Wight Bay and Ocean City Beach, and a short drive from the Ocean City Boardwalk and Jolly Roger Amusement Park. It has received excellent reviews from previous guests.
The "Amazing Bayside Sunset Views! Sunset 309 @Coconut Malorie Resort Next To Fagers!" apartment is a 46 square metre, one-bedroom property that can accommodate up to four guests. The resort offers a range of amenities, including a swimming pool, jacuzzi, fitness centre, and a terrace, as well as concierge services.
Modernized Larger Condo, Minutes To Beach, Bay, July 4th Fireworks, A Boat Slip - Ocean Pines, MD
Ocean Pines, MD
27/06 – 01/07
470 €/nighttotal: 1880 € (4 )

Modernized Larger Condo, Minutes To Beach, Bay, July 4th Fireworks, A Boat Slip

2 4
resort, Ocean City
This Ocean City resort is located in North Ocean City, just under a kilometre from Ocean City Square Shopping Centre and Ocean City Beach. The resort is within walking distance of the beach, offering a convenient and relaxing location for your stay.
The Atlantic Ocean Adventures - 7 Min To Beach resort has a floor area of 89 square metres and can accommodate up to 8 guests. It features a range of amenities including a swimming pool, jacuzzi, sauna, fitness centre, tennis court, and free Wi-Fi.
Spacious 5-bed Estate In Selbyville De, Beach, Pools, Golf, Tennis, Pickel Ball - Ocean Pines, MD
Ocean Pines, MD
06/07 – 09/07
1805 €/nighttotal: 5415 € (3 )

Spacious 5-bed Estate In Selbyville De, Beach, Pools, Golf, Tennis, Pickel Ball

5 3
resort, Selbyville
This five-bedroom, five-bathroom holiday home in Selbyville, Delaware, offers easy access to Ocean City Beach and Maryland Beach, and is a short drive from attractions such as Jolly Roger Amusement Park.
Sleeping up to ten guests, this spacious property boasts a fully equipped kitchen, private balcony, swimming pool, jacuzzi, and is conveniently located near the Freeman Stage at Bayside and Carousel Ice Rink.
Francis Scott Key Family Resort - Ocean Pines, MD
8.0 2363 reviews
Ocean Pines, MD
13/07 – 17/07
245 €/nighttotal: 980 € (4 )

Francis Scott Key Family Resort

1 2
resort, West Ocean City
The Francis Scott Key Family Resort is located in West Ocean City, just two miles from the beach and directly across from the Ocean City Factory Outlets, offering a convenient base for exploring the area. The resort has received very good ratings for its location, user experience, and cleanliness, making it a popular choice for families.
The resort offers a range of accommodation options, including rooms with private bathrooms and kitchens, and features a games room, a fitness centre, and both indoor and outdoor swimming pools, catering to a variety of interests and ages. Guests can also enjoy on-site recreation like fishing in the pond or picnicking in the designated area.
©2026 cozycozy.com