Find Hotels with a Pool in St. Michaels, MD

    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
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on St. Michaels Hotels with a Pool

Tonight
4 May - 5 May
Tomorrow
5 May - 6 May
Next weekend
9 May - 11 May
In two weeks
16 May - 18 May

Compare St. Michaels Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1004)
"Very clean and the staff is very nice."
The price is AED 519
AED 570 total
includes taxes & fees
5 May - 6 May
St Michaels Inn
St Michaels Harbor Inn
Marina

St Michaels Harbor Inn

2.0 star property
8.8 out of 10, Excellent, (28)
"The staff was fabulous! The room was very comfortable. Even enjoyed the shuttle into St Michaels for the Midnight Madness sales. Had a wonderful stay!"
St Michaels Harbor 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, (344)
"Very enjoyable stay."
The price is AED 2,099
AED 2,540 total
includes taxes & fees
21 May - 22 May
Inn at Perry Cabin
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is AED 845
AED 929 total
includes taxes & fees
5 May - 6 May
George Brooks House B&B
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.
Don't see what you're looking for?
See all available properties in St. Michaels

Frequently asked questions

What's it like visiting St. Michaels?
If relaxing by the pool is your idea of a great vacation, you may want to consider historic St. Michaels, which has 12 places to stay with pools. During your visit, you can explore sights such as Chesapeake Bay Bridge and Annapolis City Dock, and then kick back and relax poolside at one of the accommodations in St. Michaels that guests like for their pools.
What are some accommodations with pools in St. Michaels?
Inn at Perry Cabin: Features a full-service spa, an outdoor pool, and 2 bars. St Michaels Inn: Offers daily, a seasonal outdoor pool, and free self parking. The Wildset: Provides kitchens, a pool, and televisions. Waterfront Property, kayaks, private dock, near town: Features complimentary wireless internet access, a pool, and kitchens. George Brooks House B&B: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools are there in St. Michaels?
Expedia has 12 hotels in St. Michaels for your poolside break.
What is there to see and do in St. Michaels?
Make a point to visit attractions like Church Cove Park and Chesapeake Bay Maritime Museum. Discover sights such as St. Michaels Winery, St. Michaels Marina, and St. Michaels Museum during your stay. The seafood restaurants, historic landmarks, and shopping 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 St. Michaels?
You may want to consider an accommodation with an outdoor swimming pool if you plan to visit St. Michaels in the warmest 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 temp is 41°F.