Hotels with Swimming Pool in St. Michaels, Maryland

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Check availability on St. Michaels Hotels with Swimming Pool

Tonight
Apr 21 - Apr 22
Tomorrow
Apr 22 - Apr 23
This weekend
Apr 24 - Apr 26
Next weekend
May 1 - May 3

Our top choices for St. Michaels hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is P7,763
P8,540 total
includes taxes & fees
Apr 22 - Apr 23
St Michaels Inn
Porch

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (133 reviews)
  • cleanliness
    Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.
The price is P10,138
P11,152 total
includes taxes & fees
Apr 22 - Apr 23
Parsonage Inn
Exterior

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (72 reviews)
  • cleanliness
    Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
The price is P16,215
P17,837 total
includes taxes & fees
Apr 24 - Apr 25
George Brooks House B&B
Outdoor pool

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (380 reviews)
  • cleanliness
    Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
The price is P36,174
P39,791 total
includes taxes & fees
May 5 - May 6
Inn at Perry Cabin
Outdoor pool

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (482 reviews)
  • cleanliness
    Pool paradise meets scenic marina views for a refreshing escape on the water.
The price is P9,124
P10,402 total
includes taxes & fees
Apr 23 - Apr 24
Anchored Inn at Hidden Harbour Marina
Aerial view

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is P8,919
P11,922 total
includes taxes & fees
Apr 22 - Apr 23
Kent Island Resort
Indoor pool

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
The price is P6,539
P7,193 total
includes taxes & fees
Apr 22 - Apr 23
Best Western Plus Easton Inn & Suites
Seasonal outdoor pool

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (857 reviews)
  • cleanliness
    Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
The price is P4,844
P5,329 total
includes taxes & fees
Apr 28 - Apr 29
Quality Inn
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is P5,958
P6,614 total
includes taxes & fees
Apr 28 - Apr 29
Best Western Kent Narrows Inn
Outdoor pool, sun loungers

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
  • cleanliness
    Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.
The price is P8,405
P9,330 total
includes taxes & fees
Apr 27 - Apr 28
Inn at Huntingfield Creek
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.
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Choose what matters most at hotels with a pool in St. Michaels

Breakfast included
Hot tub

Top St. Michaels Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Always my favorite.. love thos place"
Chris 1-night trip
Posted 8 hours ago
Rod 'N' Reel Resort

Frequently asked questions

What are some accommodations with pools in St. Michaels?
Inn at Perry Cabin: Features a full-service spa, an outdoor pool, and 2 bars. The Wildset: Provides daily, a seasonal outdoor pool, and free self parking. St Michaels Inn: Features free self parking, an outdoor pool, and complimentary wireless internet access. George Brooks House B&B: Features complimentary wireless internet access, a pool, and kitchens. Parsonage Inn: Offers kitchens, a communal pool, and televisions.
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 Saint Michaels Village 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.

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