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Find Hotels with a Pool in Chesapeake Beach, MD

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Check availability on Chesapeake Beach Hotels with a Pool

Tonight
5 Aug - 6 Aug
Tomorrow
6 Aug - 7 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

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
8.2 out of 10, Very Good, (1000)
"Great place to stay."
The price is AED 493
AED 620 total
includes taxes & fees
6 Aug - 7 Aug
Rod 'N' Reel Resort
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Great spot to be close to town for a modest price. "
The price is AED 351
AED 386 total
includes taxes & fees
1 Sep - 2 Sep
St Michaels Inn
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (356)
"Beautiful place to stay."
The price is AED 2,165
AED 2,620 total
includes taxes & fees
1 Sep - 2 Sep
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (129)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is AED 841
AED 925 total
includes taxes & fees
6 Aug - 7 Aug
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is AED 893
AED 982 total
includes taxes & fees
7 Aug - 8 Aug
George Brooks House B&B
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (338)
"Our room overlooked the channel at Knapp's Narrows. The staff is friendly and helpful. We will definitely stay here again."
The price is AED 808
AED 889 total
includes taxes & fees
28 Aug - 29 Aug
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (57)
"Good service and good options to enjoy the stays. "
The price is AED 628
AED 852 total
includes taxes & fees
18 Aug - 19 Aug
Wylder Tilghman Island
The Tilghman Island Inn
Seasonal outdoor pool, pool umbrellas

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (98)
"Beautiful location on the water. The staff are super nice and helpful. The restaurant is very good. We had an excellent house smoked pulled pork sandwich and a shrimp po boy."
The price is AED 753
AED 828 total
includes taxes & fees
24 Aug - 25 Aug
The Tilghman Island Inn
Hilton Garden Inn Solomons
Outdoor pool

Hilton Garden Inn Solomons

3.0 star property
8.6 out of 10, Excellent, (610)
"Convenient location and next to a good restaurant and brewery."
The price is AED 474
AED 526 total
includes taxes & fees
31 Aug - 1 Sep
Hilton Garden Inn Solomons
Oasis by the Bay - Waterfront Heated Pool Hot Tub!
Pool

Oasis by the Bay - Waterfront Heated Pool Hot Tub!

10.0 out of 10, Exceptional, (2)
"This house is in a prime location. Sweet neighborhood on the Bay. The house itself has a great dock that provides constant activities for kids. The pool was clean and situated with a stunning view. The house has so many sleeping options and can accommodate large groups. The proximity to downtown Annapolis allows for frequent excursions. Property mgt very good. Highly recommend renting!"
The price is AED 1,561
AED 4,589 total
includes taxes & fees
18 Aug - 19 Aug
Oasis by the Bay - Waterfront Heated Pool Hot Tub!
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Great options"
NORMA 1-night trip
Posted 2 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. SpringHill Suites by Marriott Annapolis: Offers a snack bar/deli, an indoor pool, and daily. Sonesta ES Suites Annapolis: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. Econo Lodge Andrews Air Force Base: Provides a full-service spa, an outdoor pool, and 2 bars. Wingate by Wyndham Waldorf/Washington DC Area: Features a snack bar/deli, a seasonal outdoor pool, and full.
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.