Find Hotels with a Pool in Ocean Pines, MD

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Check availability on Ocean Pines Hotels with a Pool

Our top choices for Ocean Pines hotels with a pool

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Ocean Pines
10.0 out of 10, Exceptional, (37)
"Nice location in quiet neighborhood. Tastefully decorated. Well maintained and equipped."
United States
Natale M.
The price is AED 496
AED 1,321 total
includes taxes & fees
11 Dec - 12 Dec
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Ocean Pines Chalet !

Ocean Pines
9.8 out of 10, Exceptional, (10)
"Everything was wonderful. House was clean and comfortable. Perfect place for our family reunion. Would definitely book this house again! "
United States
Jenni D.
The price is AED 452
AED 2,668 total
includes taxes & fees
22 Dec - 23 Dec
Ocean Pines Chalet !

Fenwick Shores, Tapestry Collection by Hilton

3.5 star property
Fenwick Island
9.4 out of 10, Exceptional, (692)
"Another great stay!"
United States
Robert
The price is AED 298
AED 332 total
includes taxes & fees
24 Dec - 25 Dec
Fenwick Shores, Tapestry Collection by Hilton

Grand Hotel Ocean City Oceanfront

3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (3348)
"Great place "
United States
jeffrey
Grand Hotel Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1000)
"The room was clean,the staff was friendly and I enjoyed my stay."
United States
Kelvin
The price is AED 283
AED 314 total
includes taxes & fees
24 Dec - 25 Dec
DoubleTree by Hilton Ocean City Oceanfront

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

2.5 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1006)
"Good hotel overall."
United States
Niama
The price is AED 203
AED 225 total
includes taxes & fees
4 Jan - 5 January 2026
Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hilton Garden Inn Ocean City Oceanfront

3.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1094)
"A great clean place and the bartenders were so nice. Great staff!!"
United States
cynthia
The price is AED 262
AED 290 total
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Ocean City Oceanfront

Tru by Hilton Ocean City Bayside

2.5 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1003)
"Great staff, comfortable rooms"
United States
Julie
The price is AED 247
AED 274 total
includes taxes & fees
5 Jan - 6 January 2026
Tru by Hilton Ocean City Bayside

Carousel Resort Hotel & Condominiums

3.0 star property
North Ocean City
8.0 out of 10, Very Good, (1398)
"It was a great place to stay "
United States
Shawn
Carousel Resort Hotel & Condominiums

Fenwick Inn

3.0 star property
North Ocean City
8.8 out of 10, Excellent, (2000)
"Love Fenwick Inn"
United States
Jennifer
Fenwick Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Ocean Pines Hotel Reviews

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Frequently asked questions

What are some accommodations with pools in Ocean Pines?
Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Features a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Princess Royale Oceanfront Resort: Hotel, 3-minute walk from Ocean City Beach. Offers a full-service spa, an indoor pool, and a snack bar/deli. Fenwick Inn: Hotel, 5-minute walk from Ocean City Beach. Provides a snack bar/deli, an indoor pool, and daily. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Features an indoor pool, an outdoor pool, and 4 restaurants. Carousel Resort Hotel & Condominiums: Hotel, 2-minute walk from Ocean City Beach. Offers a children's pool, a seasonal outdoor pool, and a sauna.
What is there to see and do in Ocean Pines?
The picturesque setting of Isle of Wight Bay showcases the area's natural beauty. Discover sights such as Ocean Pines Golf and Country Club, River Run Golf Club, and Manklin Meadows Racquet Center during your stay.
When is the best time to book a hotel with a pool in Ocean Pines?
You may want to think about a place to stay that offers an outdoor if you're planning to visit in the warmest months of July, August, or June when the average temperature is 74°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 42°F.