A harbor with boats docked, a pier, and a row of houses along the water.

Search Hotels with Pool in Chesapeake Beach

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Check availability on Chesapeake Beach Hotels with Pool

Next weekend
10 Jul - 12 Jul
In two weeks
17 Jul - 19 Jul

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
8.6 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.
The price is Rp3.217.173
Rp4.169.230 total
includes taxes & fees
7 Jul - 8 Jul
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, (1,004 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is Rp1.886.115
Rp2.074.727 total
includes taxes & fees
13 Jul - 14 Jul
St Michaels Inn
Outdoor pool

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (391 reviews)
  • cleanliness
    Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
The price is Rp11.963.358
Rp13.159.693 total
includes taxes & fees
23 Jul - 24 Jul
Inn at Perry Cabin
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (75 reviews)
  • cleanliness
    Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
The price is Rp3.540.507
Rp3.894.558 total
includes taxes & fees
6 Jul - 7 Jul
George Brooks House B&B
Seasonal outdoor pool

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (98 reviews)
  • cleanliness
    Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
The price is Rp6.466.680
Rp8.011.498 total
includes taxes & fees
5 Jul - 6 Jul
Wylder Tilghman Island
Seasonal outdoor pool, pool umbrellas

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (140 reviews)
  • cleanliness
    Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
The price is Rp4.041.675
Rp4.445.843 total
includes taxes & fees
20 Jul - 21 Jul
The Tilghman Island Inn
Outdoor pool

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (682 reviews)
  • cleanliness
    Dive into serene poolside relaxation at this suburban hotel with a sparkling outdoor pool.
The price is Rp2.462.368
Rp2.733.228 total
includes taxes & fees
19 Jul - 20 Jul
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, (736 reviews)
  • cleanliness
    Dive into a refreshing indoor pool sanctuary with year-round swimming at this conveniently located hotel in Prince Frederick.
The price is Rp2.047.782
Rp2.472.427 total
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Express Prince Frederick by IHG
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, (969 reviews)
  • cleanliness
    Splash into relaxation with a sparkling indoor pool and hot tub at this refreshing retreat.
The price is Rp2.275.014
Rp2.525.266 total
includes taxes & fees
16 Jul - 17 Jul
Springhill Suites by Marriott Prince Frederick
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

Wingate by Wyndham Waldorf/Washington DC Area

Wingate by Wyndham Waldorf/Washington DC Area

10/10 Excellent
"I had a great stay. The hotel was exceptionally clean from the lobby to the room. Everything was spotless, fresh, and well maintained, which made my stay very comfortable. The housekeeping staff did an excellent job, and I would definitely stay here again."
Frankeas 2-night trip
Posted 12 hours ago
Wingate by Wyndham Waldorf/Washington DC Area

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. Spark by Hilton Waldorf: Features daily, a seasonal outdoor pool and free self parking. Econo Lodge Andrews Air Force Base: Offers a full-service spa, an outdoor pool and 2 bars. St Michaels Inn: Provides buffet, a seasonal outdoor pool and complimentary wireless Internet access. Inn at Perry Cabin: Features 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, Breezy Point Beach and Northern Chesapeake Bay. 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.