Photo by Jennifer Crim

Find Hotels with a Pool in Stevensville, MD

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Stevensville Hotels with a Pool

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, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is NT$4,474
NT$6,081 total
includes taxes & fees
Dec 14 - Dec 15
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, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is NT$5,735
NT$7,160 total
includes taxes & fees
Dec 14 - Dec 15
The Inn at Chesapeake Bay Beach Club
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, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is NT$3,324
NT$4,315 total
includes taxes & fees
Jan 2 - 2026/1/3
Rod 'N' Reel Resort
Pool
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1002)
"Parking was safe and free. Staff from breakfast did good service although breakfast was the same for 3 days. Location was perfect."
Canada
Ermelita
The price is NT$2,246
NT$2,561 total
includes taxes & fees
Dec 19 - Dec 20
Best Western Annapolis
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, (932)
"It was very comfortable and clean"
United States
Maria
The price is NT$2,714
NT$3,013 total
includes taxes & fees
Jan 3 - 2026/1/4
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, (825)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is NT$2,519
NT$2,771 total
includes taxes & fees
Dec 21 - Dec 22
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, (859)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is NT$2,652
NT$2,943 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn Grasonville near Kent Island
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)
"clean and comfy, friendly staff"
United States
Tamara
The price is NT$3,468
NT$3,815 total
includes taxes & fees
Dec 14 - Dec 15
St Michaels Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is NT$4,221
NT$6,018 total
includes taxes & fees
Jan 11 - 2026/1/12
Wylder Tilghman Island
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, (360)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
The price is NT$3,744
NT$4,118 total
includes taxes & fees
Dec 13 - Dec 14
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.
View all properties

Top Stevensville Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"This is a very nice hotel clean and seems to be new"
richard 1-night trip
Posted 1 day ago
Crowne Plaza Annapolis by IHG

Explore a world of travel with Expedia

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.