A vast sunflower field with a line of trees in the background.

Dagsboro Hotel Guide - Hotels with Pool in Dagsboro, Delaware

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Dagsboro Hotels with Pool

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

Our top choices for Dagsboro hotels with a pool

An above-ground swimming pool with a white fence and trees in the background.
A two-story house with a front porch, a door, and a number '29650' on the side.
A stainless steel kitchen sink with a modern faucet, a bottle of dish soap, and a knife block on the countertop.
A modern living room with a flat-screen TV, wooden flooring, a sofa, and a coffee table with flowers.

1. Dog Friendly: Pool, Game Room, Near Bethany Beach

Dog Friendly: Pool, Game Room, Near Bethany Beach
Dagsboro
€426
includes taxes & fees
15 Oct - 16 Oct
Dog Friendly: Pool, Game Room, Near Bethany Beach
A poolside area with lounge chairs and a pool.
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.
A hotel with a brick facade, a covered entrance, and a flag on the right.
A spacious living area with a blue sofa, a small side table, and a decorative wall piece.

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.
€100
includes taxes & fees
20 Oct - 21 Oct
Hotel Bethany Beach
A pool area with lounge chairs and a view of the ocean.
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.
A modern dining area with a wooden table, two gold vases, and six upholstered chairs.

3. 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.
€97
includes taxes & fees
18 Oct - 19 Oct
Fenwick Shores, Tapestry Collection by Hilton
An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.
A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.
A modern lounge area with multiple seating arrangements, including sofas and chairs, a central wooden planter, and ambient lighting.
A hotel reception area with a herringbone patterned floor, reception desks, a flat-screen TV, and a view of the lobby.

4. Fenwick Inn

Fenwick Inn
North Ocean City
  • Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.
€75
includes taxes & fees
28 Oct - 29 Oct
Fenwick Inn
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 dining area with a long table and six chairs, a grill, and potted plants.

5. 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.
€65
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Ocean City by IHG
An indoor swimming pool with clear markings, a covered roof, and a view of a brick building outside.
A spacious lobby with a reception desk, a blue sofa, and a bookshelf.
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.

6. 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.
€71
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Hotel & Suites Ocean City by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.
A beach with a wooden boardwalk, umbrellas, and people.
A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.

7. 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.
€80
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Ocean City / Oceanfront
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
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.
A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

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.
€81
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Ocean City Oceanfront
A hotel room with two beds, a desk, a television, and a window with curtains.
A bathroom with a sink, mirror, toiletries, and a toilet.
A multi-story building with a red facade, large windows, and a flat roof.
A lobby with a reception desk, several chairs, a coffee table, and potted plants.

9. Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach
Dewey Beach
  • Dip into rooftop relaxation at this beach-adjacent hotel with pristine pool and fitness options.
€71
includes taxes & fees
20 Oct - 21 Oct
Gold Leaf Hotel of Dewey - Rehoboth 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 person preparing food, including a salad and a plate of shrimp.
An outdoor patio area with a pergola, seating, and a fire feature.
A modern kitchen with a glass display case containing breakfast items, a coffee machine, and a condiment station.

10. 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.
€98
includes taxes & fees
1 Nov - 2 Nov
Hyatt House Lewes/Rehoboth Beach
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

10/10 Excellent
"Very nice setting and access to beach"
Bonnie 3-night trip
Posted 2 hours ago
Atlantic Sands Hotel & Conference Center
Fenwick Inn

Fenwick Inn

10/10 Excellent
"The rooms were spacious and clean recently refurbished. Air/heat worked flawlessly. The staff was helpful when needed. They have a shuttle to the board walk in season and during the weekend only off season. Bus stop is right in front of the hotel for your convenience if you so choose. And the beach is just 2 blocks walking distance from the beach. Good deal for"
Ronnie 2-night trip
Posted 3 hours ago
Fenwick Inn
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"We had a beautiful handicap room on the 8th floor with an ocean view. Everything was very clean. There was much more in the room than I expected. Nice living room. Cute little dining room. Refrigerator, stove and a dishwasher. I did bring my own coffee cups and I'm glad I did because theirs were very small. I honestly won't complain about anything except the bed. As soon as you got in, you rolled to the center. They got back to me already about checking on that. Hopefully they did get a new mattress for the next person. Other than the bed, the stay was great."
James 3-night trip
Posted 5 hours ago
Holiday Inn & Suites Ocean City by IHG
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 2 days ago
Carousel Resort Hotel & Condominiums

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.