The Best Hotels with a Pool in Stevensville, MD from AED 346 in 2026

Q: 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. Floating 2 bed 2 bath condo stunning views of the bay : Offers complimentary wireless internet access, a pool, and kitchens. Chesapeake Houseboat Getaway on Kent Island, Maryland : Provides complimentary wireless internet access, a communal pool, and kitchens. Circa 1700 Chesapeake Colonial home on the National Register. : Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool, and complimentary wireless internet access.

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Our top choices for Stevensville hotels with a pool

1. The Inn at Chesapeake Bay Beach Club

Stevensville

Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalized spa services.

AED 973 total

includes taxes & fees

31 Aug - 1 Sep

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

2. Kent Island Resort

Stevensville

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

AED 819 total

includes taxes & fees

19 Aug - 20 Aug

3. Hyatt Place Kent Narrows & Marina

Grasonville

Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.

AED 689 total

includes taxes & fees

23 Aug - 24 Aug

4. Best Western Kent Narrows Inn

Grasonville

Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.

AED 491 total

includes taxes & fees

11 Aug - 12 Aug

Indoor pool, open 5 AM to 11 PM, sun loungers

5. Hilton Garden Inn Kent Island Marina

Grasonville

Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.

AED 598 total

includes taxes & fees

23 Aug - 24 Aug

Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, sun loungers

6. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.

AED 518 total

includes taxes & fees

1 Sep - 2 Sep

7. Quality Inn Grasonville near Kent Island

Grasonville

Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.

AED 413 total

includes taxes & fees

1 Sep - 2 Sep

8. Crowne Plaza Annapolis by IHG

Annapolis

Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.

AED 502 total

includes taxes & fees

16 Aug - 17 Aug

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Choose what matters most at hotels with a pool in Stevensville

Breakfast included

Hot tub

Top Stevensville Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"Super quiet. Great bed."

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. Floating 2 bed 2 bath condo stunning views of the bay: Offers complimentary wireless internet access, a pool, and kitchens. Chesapeake Houseboat Getaway on Kent Island, Maryland: Provides complimentary wireless internet access, a communal pool, and kitchens. Circa 1700 Chesapeake Colonial home on the National Register.: Hotel located near U.S. Naval Academy. Provides 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 Paul Reed Smith Guitars, Matapeake State Park, and Love Point State Park 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.

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