Matapeake Fishing pier on the Chesapeake Bay in,Stevensville, Queen Anne's County, Maryland

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Check availability on Stevensville Hotels with a Pool

Our top choices for Stevensville hotels with a pool

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

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (143 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is ￥24,596
￥32,728 total
includes taxes & fees
Jun 15 - Jun 16
Kent Island Resort
Exterior

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (457 reviews)
  • cleanliness
    Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalized spa services.
The price is ￥36,190
￥44,252 total
includes taxes & fees
Jun 15 - Jun 16
The Inn at Chesapeake Bay Beach Club
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is ￥17,581
￥19,515 total
includes taxes & fees
Jul 6 - Jul 7
Best Western Kent Narrows Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (921 reviews)
  • cleanliness
    Dive into the seasonal outdoor pool with comfortable loungers and umbrellas at this refreshing hotel retreat in Chestertown.
The price is ￥17,903
￥19,873 total
includes taxes & fees
Jun 21 - Jun 22
Comfort Inn & Suites Chestertown
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, (1,000 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is ￥18,925
￥20,817 total
includes taxes & fees
Jun 28 - Jun 29
St Michaels Inn
Outdoor pool

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (112 reviews)
  • cleanliness
    Serene backyard pool with hot tub and golf course views provides ideal relaxation in historic Chestertown.
The price is ￥15,856
￥25,440 total
includes taxes & fees
Jun 23 - Jun 24
First Floor Studio Apartment in Historic Chestertown
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 ￥22,297
￥24,527 total
includes taxes & fees
Jun 11 - Jun 12
Best Western Plus Easton Inn & Suites
Aerial view

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
7.8 out of 10, Good, (87 reviews)
  • cleanliness
    Waterfront lodge's seasonal outdoor pool offers sun-drenched days with loungers and umbrellas.
The price is ￥21,222
￥24,263 total
includes taxes & fees
Jun 15 - Jun 16
The Lodge at Great Oak Landing
Seasonal outdoor pool

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (884 reviews)
  • cleanliness
    Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness center.
The price is ￥16,225
￥17,847 total
includes taxes & fees
Jul 6 - Jul 7
Quality Inn
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (917 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is ￥16,041
￥17,806 total
includes taxes & fees
Jun 24 - Jun 25
Quality Inn Grasonville near Kent Island
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 Stevensville

Breakfast included
Hot tub

Top Stevensville Hotel Reviews

Kent Island Resort

Kent Island Resort

10/10 Excellent
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
Sue 2-night trip
Posted 1 day ago
Kent Island Resort

Frequently asked questions

What are some accommodations with pools in Stevensville?
The Inn at Chesapeake Bay Beach Club: Hotel, 7-minute walk from Chesapeake Bay. Features a full-service spa, a seasonal outdoor pool, and a sauna. Kent Island Resort: Hotel, 14-minute walk from Chesapeake Bay. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. NEW! Charming Farm House in Historic Kent Island: Offers complimentary wireless internet access, a pool, and kitchens. Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.: Provides complimentary wireless internet access, a communal pool, and kitchens. Floating 2 bed 2 bath condo stunning views of the bay: Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Stevensville?
Spend some time experiencing the great outdoors at Northern Chesapeake Bay and Chesapeake Bay. Discover sights such as Matapeake State Park, Love Point State Park, and Paul Reed Smith Guitars during your stay. You'll also discover lots of options for restaurants in Stevensville.
When is the best time to book a hotel with a pool in Stevensville?
You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Stevensville in the hottest months of July, August, or June when the average temp is 74°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 39°F.