Hotels with Pool & Resorts in Chesapeake Beach from AU$138

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Hotels with Pool

Tonight
2 Feb - 3 Feb
Tomorrow
3 Feb - 4 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

Our top choices for Chesapeake Beach hotels with a pool

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

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,005 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is AU$164
includes taxes & fees
10 Feb - 11 Feb
Rod 'N' Reel Resort
Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (368 reviews)
"Always a great time. "
United States
Randolph
The price is AU$158
includes taxes & fees
3 Feb - 4 Feb
Knapps Narrows Marina & 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, (475 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is AU$202
includes taxes & fees
3 Feb - 4 Feb
Anchored Inn at Hidden Harbour Marina
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, (1,002 reviews)
"Good value and close to downtown."
United States
John
The price is AU$159
includes taxes & fees
8 Feb - 9 Feb
St Michaels Inn
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, (701 reviews)
"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 AU$253
includes taxes & fees
5 Feb - 6 Feb
Holiday Inn Express Prince Frederick by IHG
Indoor pool, pool loungers

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,001 reviews)
"Great location and friendly staff. "
United States
Shana
The price is AU$138
includes taxes & fees
22 Feb - 23 Feb
SpringHill Suites by Marriott Annapolis
Seasonal outdoor pool

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91 reviews)
"Very relaxing stay."
United States
Anne
The price is AU$276
includes taxes & fees
13 Feb - 14 Feb
Wylder Tilghman Island
Seasonal outdoor pool, pool umbrellas

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is AU$253
includes taxes & fees
8 Feb - 9 Feb
The Tilghman Island Inn
Seasonal outdoor pool

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (983 reviews)
"Room was bigger than i had expected,and well appointed the fire place was nice and the hot breakfast was very good for being an included meal. The staff was great!!!!"
United States
christopher
The price is AU$149
includes taxes & fees
22 Feb - 23 Feb
Sonesta ES Suites Annapolis
Outdoor pool

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (644 reviews)
"Was a great and pleasant experience "
United States
MARLON
The price is AU$195
includes taxes & fees
8 Feb - 9 Feb
Hilton Garden Inn Solomons
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.
View all properties

Top Chesapeake Beach Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"They were very accommodating when we needed to extend our stay because of a blizzard and gave us cupcakes."
Ross 2-night trip
Posted 6 days ago
Rod 'N' Reel Resort

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. Spark by Hilton Waldorf: Provides a snack bar/deli, a seasonal outdoor pool and full. Residence Inn by Marriott Waldorf: Features buffet, a seasonal outdoor pool and complimentary wireless Internet access. Sonesta ES Suites Annapolis: Features daily, a seasonal outdoor pool and free self parking. Econo Lodge Andrews Air Force Base: Provides a snack bar/deli, an indoor pool and daily.
What is there to see and do in Chesapeake Beach?
Make a point to visit attractions such as Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. During your stay, visit 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 accommodation that offers an outdoor pool if you're planning to visit Chesapeake Beach in the hottest months of July, August or June, when the average temperature is 24°C. Accommodation with 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 5°C.