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Hotels with Swimming Pools in Dagsboro

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Check availability on Dagsboro Hotels with Swimming Pools

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Dagsboro hotels with a pool

A pool area with lounge chairs and a view of the ocean.
A modern dining area with a wooden table, two gold vases, and six upholstered chairs.
A modern hotel room with a sofa, a small table, a bed with a headboard, a kitchen area with a refrigerator, a coffee maker, and a view of the outside.
A modern outdoor seating area with striped sofas and a central fire pit.

1. Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton
Fenwick Island
  • Dive into sunny relaxation at this Fenwick Island hotel's heated rooftop pool retreat.
S$139
includes taxes & fees
14 Oct - 15 Oct
Fenwick Shores, Tapestry Collection by Hilton
A poolside area with lounge chairs and a pool.
A beach with a wooden fence and tall grass in the foreground.
A spacious living area with a blue sofa, a small side table, and a decorative wall piece.
A bedroom with a large wall mural of a sunset over the ocean, a TV on a wooden cabinet, and a bed with a white mattress.

2. Hotel Bethany Beach

Hotel Bethany Beach
Bethany Beach
  • Splash into sunny days with a clean, inviting outdoor pool and deluxe loungers for ultimate relaxation.
S$144
includes taxes & fees
22 Oct - 23 Oct
Hotel Bethany Beach
An indoor swimming pool with clear blue water, sun loungers, and large windows offering a view of the sunset.
A modern kitchen with a glass display case containing breakfast items, a coffee machine, and a condiment station.
A beach with a wooden pier extending into the sea, two people standing at the end, and a clear sky with scattered clouds.
An outdoor patio area with a pergola, seating, and a fire feature.

3. Hyatt House Lewes/Rehoboth Beach

Hyatt House Lewes/Rehoboth Beach
Lewes
  • Splash into holiday at this indoor pool retreat near Lewes Beach and Cape May.
S$141
includes taxes & fees
1 Nov - 2 Nov
Hyatt House Lewes/Rehoboth Beach
An indoor swimming pool with clear markings, a covered roof, and a view of a brick building outside.
A modern dining area with tables and chairs, a patterned wall, and a ceiling with wooden slats.
A modern office space with a large map, framed artwork, and a desk with two orange chairs.
A spacious lobby with a reception desk, a blue sofa, and a bookshelf.

4. Holiday Inn Express Hotel & Suites Ocean City by IHG

Holiday Inn Express Hotel & Suites Ocean City by IHG
North Ocean City
  • Indoor pool paradise meets seasonal oceanfront splash at Ocean City hotel.
S$102
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Hotel & Suites Ocean City by IHG
An indoor swimming pool with clear lane markings, a lifeguard chair, and a seating area with chairs and tables.
A modern hotel with a parking lot, a sign indicating it's by Hilton, and a building with multiple windows and balconies.
A modern lounge area with a blue sofa, cushioned chairs, and a wooden floor.
An outdoor patio area with seating, a table, and a sheltered area with string lights.

5. Tru by Hilton Georgetown

Tru by Hilton Georgetown
Georgetown
  • Splash into a Georgetown getaway with indoor pool relaxation and Art Deco flair at this centrally located Tru by Hilton retreat.
S$132
includes taxes & fees
1 Nov - 2 Nov
Tru by Hilton Georgetown
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.

6. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
  • Oceanside pool escape in Maryland features refreshing indoor and seasonal outdoor pool with poolside loungers and bar service.
S$115
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Ocean City / Oceanfront
A swimming pool with a wooden deck, a modern building with multiple floors, and a clear blue sky.
A modern lobby with a sectional sofa, a coffee table, and a flat-screen TV.
A fire pit surrounded by Adirondack chairs, a stone wall, and a blue building with a door and window.
Room

7. Microtel Inn & Suites By Wyndham Rehoboth Beach

Microtel Inn & Suites By Wyndham Rehoboth Beach
Midway
  • Splash into seaside relaxation at this coastal hotel with a seasonal outdoor pool.
S$127
includes taxes & fees
18 Oct - 19 Oct
Microtel Inn & Suites By Wyndham Rehoboth Beach
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A balcony with a view of the ocean and beach.
A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.

8. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
  • Plunge into ocean views at this beachfront hotel with 3 pools, where sun-drenched relaxation meets poolside cocktail service.
S$116
includes taxes & fees
3 Nov - 4 Nov
DoubleTree by Hilton Ocean City Oceanfront
A poolside area with lounge chairs and umbrellas, reflecting the sky and clouds.
A coastal hotel with a marina, a large building with multiple floors, and a view of the city skyline in the background.
A balcony with a view of the sea, a pool, and a row of chairs.
A modern bar area with a long counter, multiple bar stools, and ambient lighting.

9. Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City
Midtown Ocean City
  • Rooftop pool paradise creates holiday bliss with bay views and outdoor poolside fun.
S$135
includes taxes & fees
18 Oct - 19 Oct
Residence Inn by Marriott Ocean City
A resort with a swimming pool, sun loungers, and a view of the ocean.
A beachside resort with sun loungers, umbrellas, and a view of the ocean.
A hotel room with a large bed, a desk with a chair, a TV, and a balcony with a view of the sea.
A fire pit in the center of a courtyard with lounge chairs and umbrellas in the background.

10. Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG
North Ocean City
  • Luxurious swim-up bar beckons at this oceanfront hotel, where two pools and hot tubs create the ultimate aquatic retreat.
S$93
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Ocean City by IHG
View all properties

Choose what matters most at hotels with a pool in Dagsboro

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Dagsboro Hotel Reviews

Atlantic Sands Hotel & Conference Center

Atlantic Sands Hotel & Conference Center

8/10 Good
"A peaceful lovely stay ! Proximity to ocean & boardwalk the best !"
Lim 2-night trip
Posted 5 hours ago
Atlantic Sands Hotel & Conference Center
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

8/10 Good
"nice place comfy beds efficiency big oceanfront balconies. responsive staff competitive price free breakfast woulda been nice"
john 2-night trip
Posted 6 hours ago
Carousel Resort Hotel & Condominiums
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"My husband and I have stayed at this hotel quite a few times. We love the location and the convenience of everything. The hotel staff is fantastic. The room is super clean. The restaurant, coral reef, was great and very convenient. We plan on staying there again in October 2027."
John 3-night trip
Posted 7 hours ago
Holiday Inn & Suites Ocean City by IHG
Henlopen Oceanfront Hotel

Henlopen Oceanfront Hotel

10/10 Excellent
"Good location, at the start of the boardwalk and only a 10 minute walk to downtown"
Walter 2-night trip
Posted 8 hours ago
Henlopen Oceanfront Hotel
The Americana Hotel

The Americana Hotel

8/10 Good
"The location of the property was great! We stayed on the 7th floor, so the view of the ocean and boardwalk is very nice. We appreciated having an indoor pool and the staff were nice. My biggest complaint was the bathroom sink and shower. Neither drained well, and they backed up while we were using them, which was rather gross. The water was over my ankles while trying to take a shower. The water pressure and temperature were great."
Amy 2-night trip
Posted 8 hours ago
The Americana Hotel
Fenwick Inn

Fenwick Inn

10/10 Excellent
"This is one of My Favorites.. location is excellent.. customer service is awesome!..and it's clean!"
Louis 1-night trip
Posted 10 hours ago
Fenwick Inn
The Shore House

The Shore House

10/10 Excellent
"This place is the best bargain at the Beach!"
Bridget 1-night trip
Posted 19 hours ago
The Shore House
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

8/10 Good
"Beautiful view"
Ellen 3-night trip
Posted 2 days ago
Princess Bayside Beach Hotel

Frequently asked questions

What are some hotels with pools in Dagsboro?
Fenwick Inn: Hotel, 3-minute walk from Ocean City Beach. Features a snack bar/deli, an indoor pool and daily. Grand Hotel Ocean City Oceanfront: Hotel, 1-minute walk from Ocean City Beach. Offers an indoor pool, an outdoor pool and 4 restaurants. Princess Bayside Beach Hotel: Hotel, 3-minute walk from Ocean City Beach. Provides a seasonal outdoor pool, an indoor pool and a private beach. Castle in the Sand: Hotel, 1-minute walk from Ocean City Beach. Features free self parking, an outdoor pool and complimentary wireless Internet access. Princess Royale Oceanfront Resort: Hotel, 1-minute walk from Ocean City Beach. Offers a full-service spa, an indoor pool and a snack bar/deli.
What is there to see and do in Dagsboro?
Explore places such as Ocean City Beach while you're in the area. Make a point to visit attractions such as Bethany Beach Beaches and Carousel Ice Skating Rink.
When is the best time to book a hotel with a pool in Dagsboro?
You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Dagsboro in the warmest months of July, August or June, when the average temperature is 23°C. Accommodation 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 5°C.

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