The Best Hotels with a Pool in Deale Beach, MD from ￥21,691 in 2026

Q: What are some accommodations with pools in Deale Beach?

Comfort Inn Largo-Washington DC East : Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway : Hotel located near Northwest Stadium. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Historic Inns of Annapolis : Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis : Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool, and a snack bar/deli. Sonesta ES Suites Annapolis : Features buffet, an indoor pool, and free self parking.

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Our top choices for Deale Beach hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St. Michaels

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

￥21,901 total

includes taxes & fees

Jun 10 - Jun 11

Knapps Narrows Marina & Inn

Sherwood

Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.

￥26,343 total

includes taxes & fees

Jun 11 - Jun 12

Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers

Rod 'N' Reel Resort

Chesapeake Beach

Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.

￥29,091 total

includes taxes & fees

Jun 7 - Jun 8

Kent Island Resort

Stevensville

Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.

￥33,049 total

includes taxes & fees

Jun 16 - Jun 17

Springhill Suites by Marriott Prince Frederick

Prince Frederick

Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.

￥21,691 total

includes taxes & fees

Jun 30 - Jul 1

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.

￥22,684 total

includes taxes & fees

Jun 29 - Jun 30

Wylder Tilghman Island

Tilghman

Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.

￥63,413 total

includes taxes & fees

Jun 11 - Jun 12

The Tilghman Island Inn

Tilghman

Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.

￥44,866 total

includes taxes & fees

Jul 1 - Jul 2

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Choose what matters most at hotels with a pool in Deale Beach

Breakfast included

4 stars

Top Deale Beach Hotel Reviews

Comfort Inn Largo-Washington DC East

10/10 Excellent

"hihi this was my first time booking a hotel ever and having one for myself so there was a bit of worry, I stayed here for 2 nights with my partner, we absolutely enjoyed our stay, the staff are so nice and accommodating, the room was clean, sheets were clean, surfaces were clean, some things in the room are a little older which can give the look of uncleanliness but there was no dust indicating it is routinely cleaned like the ac and shower, the tv has airplay and can use fire stick.the bed was really comfortable, the room itself just had a nice feel. Where the building is at and where our room was at we had a really nice view and felt secluded from the area. You couldnt see surrounding stores even tho they are insanely close for convenience which I like a lot. The breakfast is very decent it just goes fast so if you want some try to get it within the first 2 hours.Also if you’re worried about suspicious suds in the pool,that is from inactivity I went in and they went away instantly with movement. Quick double back I REALLY enjoyed the In unit ac, being able to dictate the temp of the room at any point in time made my stay really comfortable as well and it works really quick. Shower has nice pressure just a little bit small but most are.The elevator works a little slow but it works fine and was a good help going up and down ( tho I did use stairs here and there for the experience but be careful you can’t get in certain floors ) overall I enjoyed my stay 10/10 would come again"

DoubleTree by Hilton Hotel Annapolis

8/10 Good

"It would have been a nicer stay if they weren’t ripping up flooring and had the awful headache causing smell of epoxy everywhere. The hotel room we were in was in another wing- and you had to pass all around the convention rooms to get there. Thankfully we were able to use the shuttle to go into downtown Annapolis and enjoy the nice weather. We tried to spend as much time outside as possible."

Country Inn & Suites by Radisson, Washington, D.C. East - Capitol Heights, MD

8/10 Good

"We stayed in a handicapped room. It was very spacious for people who has wheelchair. We just wish they have a chair for handicapped in the bathroom. The staff was nice and their breakfast was good. My husband and I have been booking in different hotels for 2 months now. We are from DE, and he had PT &OT in DC once a week 2 days in a row. We liked this hotel since its very accessible, closer to DC and it fits our needs. This is our second time and in about 2 weeks , we will be coming back again. Thanks for friendly lady in the front desk."

Courtyard by Marriott Annapolis

4/10 Poor

"Bed was lumpy and room smelled Like stale cigarettes and marijuana filled the second floor. Kept the balcony door open for fresh air that made it difficult to sleep because of feeling unsafe. The staff were friendly at check in and check out. We only needed one night. Will definitely use a different hotel brand for next visit to Annapolis"

Frequently asked questions

What are some accommodations with pools in Deale Beach?

Comfort Inn Largo-Washington DC East: Hotel located near Northwest Stadium. Features buffet, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway: Hotel located near Northwest Stadium. Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Historic Inns of Annapolis: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool, and a snack bar/deli. Sonesta ES Suites Annapolis: Features buffet, an indoor pool, and free self parking.

What is there to see and do in Deale Beach?

Spend some time experiencing the great outdoors at Northern Chesapeake Bay and Chesapeake Bay. Discover sights such as Shadyside Park, Bayside History Museum, and Chesapeake Beach Water Park during your stay.

When is the best time to book a hotel with a pool in Deale Beach?

You may want to consider an accommodation that has an outdoor pool if you're planning to visit Deale Beach in the hottest months of July, August, or June when the average temperature is 75°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temperature is 40°F.

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