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Find Hotels with a Pool in Stevensville, MD

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Check availability on Stevensville Hotels with a Pool

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Stevensville hotels with a pool

Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is ₩173,561
₩242,916 total
includes taxes & fees
Dec 28 - Dec 29
Kent Island Resort
Exterior
The Inn at Chesapeake Bay Beach Club

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, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is ₩238,265
₩301,210 total
includes taxes & fees
Jan 18 - Jan 19, 2026
The Inn at Chesapeake Bay Beach Club
Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1000)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is ₩98,547
₩112,344 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Best Western Annapolis
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1000)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is ₩145,241
₩159,768 total
includes taxes & fees
Jan 21 - Jan 22, 2026
St Michaels Inn
Indoor pool, seasonal outdoor pool, cabanas (surcharge), sun loungers
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1002)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is ₩134,704
₩179,115 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Rod 'N' Reel Resort
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (939)
"It was very comfortable and clean"
United States
Maria
The price is ₩114,078
₩126,627 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Seasonal outdoor pool
Quality Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (828)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is ₩122,743
₩135,017 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Quality Inn
Lobby
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ₩123,609
₩137,207 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Quality Inn Grasonville near Kent Island
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (861)
"Everything was well!"
United States
Ahmed
The price is ₩145,457
₩161,458 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Comfort Inn & Suites Chestertown
Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
The price is ₩173,284
₩190,612 total
includes taxes & fees
Dec 30 - Dec 31
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.
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Top Stevensville Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Overall great experience "
Gladness 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

What are some accommodations with pools in Stevensville?
The Inn at Chesapeake Bay Beach Club: Features a full-service spa, a seasonal outdoor pool, and a sauna. Kent Island Resort: Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. DoubleTree by Hilton Hotel Annapolis: Offers complimentary wireless internet access, a communal pool, and kitchens. Historic Inns of Annapolis: Hotel located near U.S. Naval Academy. Offers free self parking, an indoor pool, and complimentary wireless internet access. Crowne Plaza Annapolis by IHG: Offers buffet, an indoor pool, and free self parking.
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.