Photo by Ronanne Vinson

Find Hotels with a Pool in Chesapeake Beach, MD

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Hotels with a Pool

Top Chesapeake Beach Hotels with a Pool

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

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very Good, (1005)
"Great place to stay."
The price is NT$4,022
NT$5,065 total
includes taxes & fees
Aug 24 - Aug 25
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.

Top Chesapeake Beach Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Well equipped, clean, and convenient, with plenty of room. Amenities. "
Maria Diana 1-night trip
Posted 2 days ago
Sonesta ES Suites Annapolis

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. Sonesta ES Suites Annapolis: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. SpringHill Suites by Marriott Annapolis: Provides a snack bar/deli, an indoor pool, and daily. Holiday Inn Express Waldorf by IHG: Features buffet, an indoor pool, and free self parking. St Michaels Inn: Offers daily, a seasonal outdoor pool, and free self parking.
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, Breezy Point Beach, and Bruce Gabrielson's Surf Art Gallery and Museum. 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.