Find Hotels with a Pool in St. Michaels, MD

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Check availability on St. Michaels Hotels with a Pool

Check prices for these dates

Tonight
Aug 4 - Aug 5
Tomorrow
Aug 5 - Aug 6
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top St. Michaels 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
8.4 out of 10, Very Good, (1005)
"Great place to stay."
$156 nightly
The price is $172
Aug 7 - Aug 8
Total includes taxes and fees
Rod 'N' Reel Resort
The Inn at Chesapeake Bay Beach Club
Relax by the pool surrounded by lush greenery and a clear view of the surrounding landscape.

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (404)
"Staff was very polite and friendly. "
$228 nightly
The price is $253
Aug 24 - Aug 25
Total includes taxes and fees
The Inn at Chesapeake Bay Beach Club
Holiday Inn Express Annapolis East-Kent Island by IHG
Relax by the pool surrounded by lush views and comfortable seating.

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (878)
"Great stay beautiful view"
$139 nightly
The price is $154
Aug 10 - Aug 11
Total includes taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG
St Michaels Inn
Relax by the pool surrounded by a shaded pergola and lush greenery.

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1003)
"Great spot to be close to town for a modest price. "
$96 nightly
The price is $106
Sep 2 - Sep 3
Total includes taxes and fees
St Michaels Inn
Parsonage Inn
Experience the charm of this historic bed and breakfast, featuring a traditional gabled roof and wrap-around 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!"
$229 nightly
The price is $252
Aug 6 - Aug 7
Total includes taxes and fees
Parsonage Inn
George Brooks House B&B
Enjoy a relaxing stay in this two-story house with a spacious patio area and a swimming pool perfect for leisure activities.

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 "
$243 nightly
The price is $267
Aug 6 - Aug 7
Total includes taxes and fees
George Brooks House B&B
Inn at Perry Cabin
Relax by the serene pool surrounded by lush greenery and shaded lounge chairs.

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (356)
"Beautiful place to stay."
$648 nightly
The price is $713
Sep 1 - Sep 2
Total includes taxes and fees
Inn at Perry Cabin
Fairfield Inn & Suites by Marriott Easton
Relax by the pool with lounge chairs and a bench, surrounded by a light-colored border and natural light.

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (355)
"Very nice stay"
$148 nightly
The price is $163
Aug 10 - Aug 11
Total includes taxes and fees
Fairfield Inn & Suites by Marriott Easton
Quality Inn
Stunning lobby with a staircase, reception desk, and seating area.

Quality Inn

2.5 star property
7.8 out of 10, Good, (798)
"Conveniently located with overall great value."
$93 nightly
The price is $104
Aug 6 - Aug 7
Total includes taxes and fees
Quality Inn
Best Western Kent Narrows Inn
Relax by the pool surrounded by lush greenery and lounge in style.

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1006)
"A remarkable weekend getaway "
$109 nightly
The price is $121
Aug 11 - Aug 12
Total includes taxes and fees
Best Western Kent Narrows Inn
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 St. Michaels Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Great visit "
Chris 6-night trip
Posted 8 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

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?
St Michaels Inn: Features daily, a seasonal outdoor pool, and free self parking. Inn at Perry Cabin: Offers a full-service spa, an outdoor pool, and 2 bars. The Wildset: Features kitchens, a communal pool, and televisions. Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch: Features buffet, an indoor pool, and free self parking. Parsonage Inn: Features 2 outdoor pools, a children's pool, and a private beach.
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 Marina, St. Michaels Winery, 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.