Find Hotels with a Pool in St. Michaels, MD

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Our top choices for St. Michaels hotels with a pool

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (70 reviews)
  • cleanliness
    Splash into Victorian charm at this B&B's outdoor pool, where sun-drenched relaxation meets historic elegance.
$153 nightly
The price is $168
Apr 13 - Apr 14
Total with taxes and fees
George Brooks House B&B

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.
$126 nightly
The price is $138
Apr 5 - Apr 6
Total with taxes and fees
St Michaels Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
  • cleanliness
    Splash into luxury at this B&B near St. Michaels Winery, with access to a nearby pool for sun-soaked afternoons.
$169 nightly
The price is $186
Apr 5 - Apr 6
Total with taxes and fees
Parsonage Inn

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (377 reviews)
  • cleanliness
    Splash into blissful leisure at this waterfront pool paradise with golf, tennis, and spa.
$635 nightly
The price is $699
Apr 5 - Apr 6
Total with taxes and fees
Inn at Perry Cabin

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (135 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
$149 nightly
The price is $162
Apr 5 - Apr 6
Total with taxes and fees
Kent Island Resort

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (94 reviews)
  • cleanliness
    Riverside relaxation awaits with a seasonal outdoor pool, private beach, and sauna.
$154 nightly
The price is $170
Apr 28 - Apr 29
Total with taxes and fees
Wylder Tilghman Island

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
  • cleanliness
    Pool paradise meets scenic marina views for a refreshing escape on the water.
$152 nightly
The price is $173
Apr 7 - Apr 8
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
$99 nightly
The price is $110
Apr 12 - Apr 13
Total with taxes and fees
Best Western Kent Narrows Inn

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
$109 nightly
The price is $120
Apr 5 - Apr 6
Total with taxes and fees
Best Western Plus Easton Inn & Suites

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (377 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
$150 nightly
The price is $165
Apr 7 - Apr 8
Total with taxes and fees
Knapps Narrows Marina & 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.

Choose what matters most at hotels with a pool in St. Michaels

Top St. Michaels Hotel Reviews

Frequently asked questions

What are the best hotels in St Michaels with outdoor pools?
The Inn at Perry Cabin is a stunning 5-star hotel that offers an exceptional outdoor pool experience, rated highly by guests with an impressive score of 9.6. This elegant retreat features a beautiful poolside bar, superb for sipping drinks while soaking up the sun. Guests rave about the delicious breakfast options and the attentive service, making it a favorite for families seeking both luxury and comfort. With amenities like a golf course on-site, tennis courts, and beautifully designed rooms equipped with premium bedding and rainfall showerheads, the Inn at Perry Cabin truly elevates the vacation experience.

For travellers looking for a more budget-friendly option, St Michaels Inn offers a comfortable stay with an outdoor pool and a traveller rating of 8.2. Guests appreciate the friendly and helpful staff, as well as the convenient location. Enjoy a complementary breakfast before lounging by the pool or exploring the charming surroundings. This hotel is a great choice for families who want quality without breaking the bank.

Another delightful option is the George Brooks House B&B, a cozy 3-star hotel featuring an outdoor pool, rated 8.6 by visitors. With its inviting atmosphere and excellent service, this B&B is superb for those seeking a quaint experience. Guests can relax on furnished balconies or patios, enjoying the serene surroundings.

Lastly, for those seeking a great experience, the LUXURY COASTAL FARMHOUSE WATERFRONT W/ HEATED POOL boasts a superb rating of 10.0. This charming property features a heated pool and a fully equipped kitchen, ideal for families who want the convenience of home while enjoying a vacation.
How much does a hotel with outdoor pool in St Michaels cost?
Enjoy staying in a hotel in St Michaels with an outdoor pool. You can find a great deal from $110 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Which St Michaels hotels offer poolside service for food and drinks?
The Inn at Perry Cabin is a luxurious 5-star retreat in St. Michaels, Maryland, renowned for its exceptional service and stunning surroundings. With a remarkable traveller rating of 9.6, guests rave about the attentive staff and the beautiful location that complements the exquisite amenities.

One of the standout features of the Inn at Perry Cabin is its inviting outdoor pool, where you can unwind while enjoying the convenience of poolside service for food and drinks. Imagine sipping a refreshing cocktail or indulging in a delicious snack without leaving the comfort of your sunbed. The poolside bar enhances this experience, making it a great spot for families and couples alike who appreciate quality and convenience.

Beyond the pool, the Inn offers a range of luxurious amenities, including a garden-view restaurant, 24-hour room service, and beautifully appointed rooms featuring premium bedding and deep soaking bathtubs. Additionally, guests can enjoy onsite activities such as golf and tennis, ensuring an adventurous and comfortable stay for those traveling with children.
Are there hotels with outdoor pools that are close to Perry Cabin Park?
The Inn at Perry Cabin is a stunning 5-star hotel that features a beautiful outdoor pool, making it a superb choice for travellers seeking relaxation and adventure near Perry Cabin Park. Guests rave about the attentive service and luxurious amenities, which include a poolside bar, 24-hour room service, and elegant rooms with premium bedding and deep soaking bathtubs. With a stellar review rating of 9.6, it's no wonder visitors find the location beautiful and the breakfast delicious.

For a more casual yet charming option, the George Brooks House B&B offers an inviting outdoor pool along with cozy, clean rooms that have furnished balconies and patios. This 3-star property provides excellent service and includes free breakfast, making it a delightful choice for families or those looking for a homey atmosphere. With a review rating of 8.6, guests appreciate the comfortable surroundings and the ease of self-parking.
Is it cheaper to book flights and a St Michaels hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
How can I save on a St Michaels hotel with a pool with Expedia?
Before booking your St Michaels hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in St Michaels for you.

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