Photo by Ronanne Vinson

Find Hotels with a Pool in Chesapeake Beach, MD

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Chesapeake Beach Hotels with a Pool

Tonight
26 Apr - 27 Apr
Tomorrow
27 Apr - 28 Apr
Next weekend
2 May - 4 May
In two weeks
9 May - 11 May

Compare Chesapeake Beach Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Rod 'N' Reel Resort
Superior Studio Suite | Balcony

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very Good, (1001)
"As of April 2025 construction means you have to walk 5mins outside to get to the on-site restaraunt. Unfortunately it was a windy/heavy rain day during our stay and this was tough. That said, hospitality was top notch. The food was tasty, and the train museum is free and *right there*. Which was a fun surprise for our toddler. Price per night feels steep for the area ($400 after the $20 resort fee added at check-in). I expect to pay that much in big cities or at Spas... But with good weather...
The price is AED 426
AED 547 total
includes taxes & fees
11 May - 12 May
Rod 'N' Reel Resort
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.
Don't see what you're looking for?
See all available properties in Chesapeake Beach

Frequently asked questions

What are some hotels with pools in Chesapeake Beach?
Rod ‘N’ Reel Resort: Features a seasonal outdoor pool, an indoor pool, and 2 restaurants. Family Beach House: Spacious Deck, Grill & Views: Provides buffet, an indoor pool, and free self parking. Holiday Inn Express Waldorf by IHG: Features a snack bar/deli, an indoor pool, and daily. SpringHill Suites by Marriott Annapolis: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. Sonesta ES Suites Annapolis: Provides a full-service spa, an outdoor pool, and 2 bars.
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.