Hotels with Swimming Pool, St. Michaels Maryland

Q: 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 : Offers kitchens, a communal pool, and televisions. Parsonage Inn : Offers 2 outdoor pools, a children's pool, and a private beach. Historic Inns of Annapolis : Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access.

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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

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

P9,171 total

includes taxes & fees

Jun 8 - Jun 9

Parsonage Inn

Downtown St. Michaels

Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.

P13,489 total

includes taxes & fees

Jun 7 - Jun 8

George Brooks House B&B

St. Michaels

Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.

P20,946 total

includes taxes & fees

Jun 12 - Jun 13

Inn at Perry Cabin

Downtown St. Michaels

Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.

P42,179 total

includes taxes & fees

Jun 21 - Jun 22

Knapps Narrows Marina & Inn

Sherwood

Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.

P10,168 total

includes taxes & fees

Jun 7 - Jun 8

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Kent Island Resort

Stevensville

Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.

P12,573 total

includes taxes & fees

Jun 10 - Jun 11

Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers

Rod 'N' Reel Resort

Chesapeake Beach

Dive into beachside bliss with two stunning pools, cabanas, and marina views at this coastal resort.

P11,732 total

includes taxes & fees

Jun 21 - Jun 22

Inn at Huntingfield Creek

Rock Hall

Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.

P12,180 total

includes taxes & fees

Jun 9 - Jun 10

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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

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"AC WAS AWESOME"

Rod 'N' Reel Resort

6/10 Okay

"Beautiful setting on the Chesapeake!! Stunning property!! BUT... management needs to instruct their staff who relate to the customers on protocol and service. I experienced it on several levels from check in, to dinning, to the bar, and even asking for directions related to where things were at the hotel. Albeit I'm back 3 weeks later w my wife to buy a boat, and staying at Rod and Reel because of the property, w no expectations on staff treatment towards their guests. Which is why 3 stars and not 1 star"

Hampton Inn & Suites Annapolis

6/10 Okay

"Several cleanliness issues: The microwave was filthy and the top of the refrigerator looked caked with dust. Under the sink with the trash can was severely water damaged and there were a number of stains on the floors and furniture. Hampton Inn and Suites used to be renowned for being upscale. Obviously, the standards have changed."

Courtyard by Marriott Annapolis

4/10 Poor

"Bed was lumpy and room smelled Like stale cigarettes and marijuana filled the second floor. Kept the balcony door open for fresh air that made it difficult to sleep because of feeling unsafe. The staff were friendly at check in and check out. We only needed one night. Will definitely use a different hotel brand for next visit to Annapolis"

Frequently asked questions

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: Offers kitchens, a communal pool, and televisions. Parsonage Inn: Offers 2 outdoor pools, a children's pool, and a private beach. Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access.

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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