Find Hotels with a Pool in Cape Anne, MD

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Check availability on Cape Anne Hotels with a Pool

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Cape Anne hotels with a pool

Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1004)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is ₩131,242
₩174,511 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Rod 'N' Reel Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1001)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is ₩145,002
₩159,505 total
includes taxes & fees
Jan 5 - Jan 6, 2026
St Michaels Inn
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is ₩173,276
₩242,518 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kent Island Resort
Indoor pool
Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (699)
"Great environment, friendly staff, great place to stay with family and lots of things to do around the area!"
United States
Rosemary
The price is ₩148,491
₩180,827 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Holiday Inn Express Prince Frederick by IHG
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is ₩169,879
₩250,300 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Wylder Tilghman Island
Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1005)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is ₩98,610
₩112,414 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Annapolis
Indoor pool
Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (941)
"Everything was perfect, from the room and staff and the breakfast"
United States
Louise
The price is ₩152,499
₩169,274 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Springhill Suites by Marriott Prince Frederick
Indoor pool
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is ₩120,093
₩136,907 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Courtyard by Marriott Annapolis
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
Knapps Narrows Marina & Inn
Seasonal outdoor pool
Comfort Inn Conference Center

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1004)
"The staff was amazing , very friendly. Rooms were very clean."
United States
Victoria
The price is ₩141,538
₩159,938 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Comfort Inn Conference Center
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 Cape Anne Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Yes!"
Laurie 2-night trip
Posted 3 days ago
Crowne Plaza Annapolis by IHG

Frequently asked questions

What are some hotels with pools in Cape Anne?
DoubleTree by Hilton Hotel Annapolis: Hotel located near Northwest Stadium. Provides buffet, an indoor pool, and free self parking. Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access. Comfort Inn Largo-Washington DC East: Hotel located near Northwest Stadium. Features a snack bar/deli, a seasonal outdoor pool, and buffet. Crowne Plaza Annapolis by IHG: Features buffet, an indoor pool, and free self parking. Graduate by Hilton Annapolis: Features buffet, a seasonal outdoor pool, and free self parking.
What is there to see and do in Cape Anne?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay showcase the area's natural beauty. During your stay, check out sights such as Shadyside Park, Chesapeake Beach Water Park, and Rod n Reel Charter Fishing.
When is the best time to book a hotel with a pool in Cape Anne?
You may want to think about an accommodation that offers an outdoor pool if you will be visiting Cape Anne in the warmest months of July, August, or June when the average temperature is 75°F. Lodging offering an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temperature is 40°F.