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Chesapeake Beach Hotel with Pool

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Check availability on Chesapeake Beach Hotel with Pool

Top Chesapeake Beach Hotel with Pool

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

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1000)
"Great place to stay."
The price is HK$911
HK$1,169 total
includes taxes & fees
18 Aug - 19 Aug
Rod 'N' Reel Resort
St Michaels Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Our go to spot. Love this place."
The price is HK$758
HK$834 total
includes taxes & fees
1 Sept - 2 Sept
St Michaels Inn
Inn at Perry Cabin
Outdoor pool

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (358)
"Beautiful place to stay."
The price is HK$4,486
HK$5,428 total
includes taxes & fees
2 Sept - 3 Sept
Inn at Perry Cabin
Parsonage Inn
Porch

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is HK$1,797
HK$1,977 total
includes taxes & fees
18 Aug - 19 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 HK$1,837
HK$2,020 total
includes taxes & fees
14 Aug - 15 Aug
George Brooks House B&B
Knapps Narrows Marina & Inn
Seasonal outdoor pool

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (339)
"Our room overlooked the channel at Knapp's Narrows. The staff is friendly and helpful. We will definitely stay here again."
The price is HK$1,727
HK$1,900 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, (59)
"Good service and good options to enjoy the stays. "
The price is HK$1,342
HK$1,822 total
includes taxes & fees
24 Aug - 25 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, (101)
"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 HK$1,609
HK$1,770 total
includes taxes & fees
25 Aug - 26 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, (611)
"Convenient location and next to a good restaurant and brewery."
The price is HK$998
HK$1,108 total
includes taxes & fees
1 Sept - 2 Sept
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 HK$3,336
HK$9,700 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

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Our go to spot. Love this place."
Mark 1-night trip
Posted 2 days ago
St Michaels Inn

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 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 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 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.