The Best Hotels with a Pool in Rose Haven, MD from ￥17,762 in 2026

Q: What are some hotels with pools in Rose Haven?

Historic Inns of Annapolis : Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool, and complimentary wireless internet access. Crowne Plaza Annapolis by IHG : Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. DoubleTree by Hilton Hotel Annapolis : Offers buffet, an indoor pool, and free self parking. Graduate by Hilton Annapolis : Features complimentary wireless internet access, an indoor pool, and televisions. Hilton Garden Inn Annapolis Downtown : Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool, and a snack bar/deli.

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Our top choices for Rose Haven 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.

￥17,865 total

includes taxes & fees

Jul 8 - Jul 9

Springhill Suites by Marriott Prince Frederick

Prince Frederick

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

￥21,154 total

includes taxes & fees

Jul 5 - Jul 6

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.

￥21,486 total

includes taxes & fees

Jun 28 - Jun 29

Comfort Inn Conference Center

Bowie

Dive into this refreshing seasonal outdoor pool oasis with on-site bistro dining and premium bedding for complete relaxation.

￥17,762 total

includes taxes & fees

Jul 14 - Jul 15

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.

￥20,944 total

includes taxes & fees

Jul 5 - Jul 6

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.

￥28,124 total

includes taxes & fees

Jun 29 - Jun 30

Knapps Narrows Marina & Inn

Sherwood

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

￥26,615 total

includes taxes & fees

Jun 22 - Jun 23

TownePlace Suites Bowie Town Center

Bowie

Sun-soaked poolside relaxation awaits at this convenient Bowie Town Center retreat.

￥18,045 total

includes taxes & fees

Jul 20 - Jul 21

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Choose what matters most at hotels with a pool in Rose Haven

Breakfast included

4 stars

Top Rose Haven Hotel Reviews

Hampton Inn & Suites Annapolis

8/10 Good

"Great place to stay. Just had trouble with the Air Conditioning in the hall ways for the 1st two days of our stay."

Rod 'N' Reel Resort

8/10 Good

"Everything was beautiful. The rooftop pool was awesome. My only wish was that there wasn't a time limit on when you can enjoy the pool, or that the restaurants didn't close @9am. You spend the day enjoying all the great amenities, night swimming seems like a no-brainer but the pool closes at 9 as well."

Crowne Plaza Annapolis by IHG

10/10 Excellent

"It was our first time in the area so this hotel made the experience great all around. Everything was clean, the food was super good too! We ate breakfast two days in a row and ordered dinner and all meals were hot, fresh and delicious. The area where the hotel is at is convenient but it seems the gps isn’t the best for getting around as our transportation from the airport got lost and we had uber drivers get lost as well, but we walked across the street to the mall twice and it’s fairly quick and easy to get to and there are a good amount of restaurants near by"

Hilton Garden Inn Annapolis

10/10 Excellent

"Trip started poorly. Management upgraded me from a broken truck in 99-degree traffic to a king-size bed with climate control. Would stay again Respectfully Submitted, Emma, the pug Survivor of the Great Traffic Incident of 2026 Victim of Unnecessary Outdoor Activities Advocate for Air Conditioning, King Beds, and Reasonable Expectations"

Frequently asked questions

What are some hotels with pools in Rose Haven?

Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool, and complimentary wireless internet access. Crowne Plaza Annapolis by IHG: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. DoubleTree by Hilton Hotel Annapolis: Offers buffet, an indoor pool, and free self parking. Graduate by Hilton Annapolis: Features complimentary wireless internet access, an indoor pool, and televisions. Hilton Garden Inn Annapolis Downtown: Hotel located near U.S. Naval Academy. Offers a full-service spa, an indoor pool, and a snack bar/deli.

What is there to see and do in Rose Haven?

Make a point to visit attractions like Breezy Point Beach and Chesapeake Beach Water Park. During your stay, check out sights such as Bayside History Museum, Rod n Reel Charter Fishing, and Chesapeake Beach Railway Museum.

When is the best time to book a hotel with a pool in Rose Haven?

You may want to consider a place to stay with an outdoor swimming pool if you will be visiting Rose Haven in the hottest months of July, August, or June when the average temp is 75°F. Lodging with 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 temp is 40°F.

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