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Find Hotels with a Pool in Dagsboro, DE

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Check availability on Dagsboro Hotels with a Pool

Our top choices for Dagsboro hotels with a pool

Indoor pool, outdoor pool
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (3353)
"Great place "
United States
jeffrey
Grand Hotel Ocean City Oceanfront
Outdoor pool
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton
3.5 star property
Fenwick Island
9.4 out of 10, Exceptional, (694)
"Another great stay!"
United States
Robert
The price is ￥12,584
￥14,031 total
includes taxes & fees
Dec 18 - Dec 19
Fenwick Shores, Tapestry Collection by Hilton
Indoor pool, seasonal outdoor pool
Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Hampton Inn & Suites Ocean City/Bayfront-Convention Center
2.5 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1005)
"Very clean comfortable stay"
United States
Keiyanna
The price is ￥9,091
￥10,183 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Indoor pool, open 9:00 AM to 10:00 PM, sun loungers
The Avenue Inn and Spa

The Avenue Inn and Spa

The Avenue Inn and Spa
3.5 star property
Downtown
9.6 out of 10, Exceptional, (1167)
"Very nice hotel and location."
United States
Meghan
The price is ￥10,851
￥12,045 total
includes taxes & fees
Dec 18 - Dec 19
The Avenue Inn and Spa
Property amenity
Fenwick Inn

Fenwick Inn

Fenwick Inn
3.0 star property
North Ocean City
8.8 out of 10, Excellent, (2004)
"Clean room, friendly staff. Great roof top bar/restaurant."
United States
Jane
Fenwick Inn
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers
Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront
3.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1102)
"Love the fact that the hotel is footsteps away from the beach and the view is amazing!!"
United States
Elliott
The price is ￥11,037
￥12,361 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Ocean City Oceanfront
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1004)
"Beautiful and spotless room. The oceanfront view was so nice to wake up to in the morning. The staff were all very friendly. The restaurant on site Marlin Moon was outstanding. "
United States
Kristin
The price is ￥12,385
￥13,749 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Ocean City Oceanfront
In-room safe, iron/ironing board, free WiFi, bed sheets
Park Place Hotel

Park Place Hotel

Park Place Hotel
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (1055)
"Great location, friendly staff."
United States
Yun-Ping
Park Place Hotel
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers
Hotel Wave Rehoboth Beach

Hotel Wave Rehoboth Beach

Hotel Wave Rehoboth Beach
2.5 star property
Bayside
7.8 out of 10, Good, (1184)
"We stay here a lot and love it!"
United States
Ian
Hotel Wave Rehoboth Beach
Premium bedding, in-room safe, blackout drapes, iron/ironing board
Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG
3.0 star property
North Ocean City
8.4 out of 10, Very Good, (1004)
"Clean rooms and very polite staff"
United States
Tracie
The price is ￥10,076
￥11,185 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Ocean City by IHG
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.
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Top Dagsboro Hotel Reviews

The Breakers Hotel & Suites

The Breakers Hotel & Suites

10/10 Excellent
"very clean room. the staff is very nice!"
Charles 3-night trip
Posted 2 days ago
The Breakers Hotel & Suites

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Frequently asked questions

What are some hotels with pools in Dagsboro?
Princess Royale Oceanfront Resort: Hotel, 3-minute walk from Ocean City Beach. Features a full-service spa, an indoor pool, and a snack bar/deli. Hyatt Place Ocean City / Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Offers a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Boardwalk. Provides an indoor pool, an outdoor pool, and 4 restaurants. Fenwick Inn: Hotel, 5-minute walk from Ocean City Beach. Features a snack bar/deli, an indoor pool, and daily. Hilton Garden Inn Ocean City Oceanfront: Hotel, 2-minute walk from Ocean City Boardwalk. Offers a snack bar/deli, a pool, and free self parking.
What is there to see and do in Dagsboro?
Make a point to visit attractions like Carousel Ice Skating Rink and Jungle Jim's River Safari Water Park. Discover sights such as Holts Landing State Park during your stay.
When is the best time to book a hotel with a pool in Dagsboro?
You may want to think about a place to stay with an outdoor swimming pool if you're planning to visit Dagsboro 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 are visiting during the coldest months of January, February, or December when the average temperature is 41°F.