Find Hotels with a Pool in Chesapeake Beach, MD

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Check availability on Chesapeake Beach Hotels with a Pool

Our top choices for Chesapeake Beach hotels with a pool

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

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,008 reviews)
  • cleanliness
    Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is ₩186,184
₩235,894 total
includes taxes & fees
May 27 - May 28
Rod 'N' Reel Resort
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is ₩189,129
₩208,042 total
includes taxes & fees
Jun 1 - Jun 2
St Michaels Inn
Indoor pool

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (954 reviews)
  • cleanliness
    Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.
The price is ₩185,095
₩205,456 total
includes taxes & fees
May 24 - May 25
Springhill Suites by Marriott Prince Frederick
Outdoor pool

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (662 reviews)
  • cleanliness
    Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.
The price is ₩190,546
₩211,506 total
includes taxes & fees
May 17 - May 18
Hilton Garden Inn Solomons
Indoor pool

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, (715 reviews)
  • cleanliness
    Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
The price is ₩172,453
₩207,645 total
includes taxes & fees
May 24 - May 25
Holiday Inn Express Prince Frederick by IHG
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (134 reviews)
  • cleanliness
    Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.
The price is ₩365,368
₩401,905 total
includes taxes & fees
May 12 - May 13
Parsonage Inn
Seasonal outdoor pool

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,009 reviews)
  • cleanliness
    Dive into summer fun at this Annapolis hotel with a seasonal outdoor pool and fitness center.
The price is ₩168,361
₩191,935 total
includes taxes & fees
May 26 - May 27
Sonesta ES Suites Annapolis
Seasonal outdoor pool, pool umbrellas

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (132 reviews)
  • cleanliness
    Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is ₩365,368
₩401,905 total
includes taxes & fees
May 17 - May 18
The Tilghman Island Inn
Outdoor pool

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (485 reviews)
  • cleanliness
    Pool paradise meets scenic marina views for a refreshing escape on the water.
The price is ₩353,821
₩403,356 total
includes taxes & fees
May 11 - May 12
Anchored Inn at Hidden Harbour Marina
Indoor pool

Courtyard Marriott Waldorf

Courtyard Marriott Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very Good, (960 reviews)
  • cleanliness
    Aquatic retreat awaits with indoor pool and hot tub for relaxation after a day out.
The price is ₩169,531
₩188,179 total
includes taxes & fees
May 24 - May 25
Courtyard Marriott Waldorf
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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Choose what matters most at hotels with a pool in Chesapeake Beach

Breakfast included
Hot tub

Top Chesapeake Beach Hotel Reviews

Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG

10/10 Excellent
"Clean room"
Dionna 2-night trip
Posted 16 hours ago
Holiday Inn Express Waldorf by IHG

Frequently asked questions

What are some hotels with pools in Chesapeake Beach?
Rod 'N' Reel Resort: Hotel, 1-minute walk from Chesapeake Bay. Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Sonesta ES Suites Annapolis: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. Spark by Hilton Waldorf: Offers a snack bar/deli, an indoor pool, and daily. Econo Lodge Andrews Air Force Base: Features a full-service spa, an outdoor pool, and 2 bars. SpringHill Suites by Marriott Annapolis: Offers a snack bar/deli, an outdoor pool, and complimentary wired internet access.
What is there to see and do in Chesapeake Beach?
Make a point to visit attractions like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. During your stay, check out sights such as Rod n Reel Charter Fishing, Bruce Gabrielson's Surf Art Gallery and Museum, and Breezy Point Beach. The beaches and restaurants are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chesapeake Beach?
You may want to consider an accommodation with an outdoor swimming pool if you plan to visit Chesapeake 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 are visiting during the coldest months of January, February, or December when the average temperature is 40°F.