Photo by Ronanne Vinson

Search Hotels with Pool in Chesapeake Beach

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach Hotels with Pool

Top Chesapeake Beach Hotels with Pool

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1000)
"Great place to stay."
The price is 3.521.734 ₫
4.434.365 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Rod 'N' Reel Resort

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Very nice stay"
The price is 2.641.432 ₫
2.905.628 ₫ total
includes taxes & fees
1 Sept - 2 Sept
St Michaels Inn

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (358)
"Beautiful place to stay."
The price is 15.020.163 ₫
18.174.528 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Inn at Perry Cabin

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 6.013.998 ₫
6.615.398 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Parsonage Inn

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 5.676.912 ₫
6.244.603 ₫ total
includes taxes & fees
17 Aug - 18 Aug
George Brooks House B&B

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 5.782.040 ₫
6.360.244 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Knapps Narrows Marina & Inn

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 4.490.802 ₫
6.095.410 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Wylder Tilghman Island

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 5.383.710 ₫
5.922.081 ₫ total
includes taxes & fees
25 Aug - 26 Aug
The Tilghman Island Inn

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 3.340.526 ₫
3.707.984 ₫ total
includes taxes & fees
24 Aug - 25 Aug
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.

Top Chesapeake Beach Hotel Reviews

Frequently asked questions

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.