A pier extending into a body of water with people fishing, a clear sky, and distant land with a bridge.

Stevensville Hotel Guide - Hotels with Pool in Stevensville, Maryland

  • 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 Pool

Our top choices for Stevensville hotels with a pool

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

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (158 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is €187
includes taxes & fees
16 Jul - 17 Jul
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, (468 reviews)
  • cleanliness
    Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalised spa services.
The price is €242
includes taxes & fees
4 Aug - 5 Aug
The Inn at Chesapeake Bay Beach Club
Pool

Waterfront Escape with Pool Nature Lover Paradise

Waterfront Escape with Pool Nature Lover Paradise
Stevensville
10.0 out of 10, Exceptional, (1 review)
The price is €1,056
includes taxes & fees
19 Jul - 20 Jul
Waterfront Escape with Pool Nature Lover Paradise
Seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas, pool loungers

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, (1,007 reviews)
  • cleanliness
    Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
The price is €116
includes taxes & fees
11 Aug - 12 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
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, (1,012 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is €95
includes taxes & fees
21 Jul - 22 Jul
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, (118 reviews)
  • cleanliness
    Serene backyard pool with hot tub and golf course views provides ideal relaxation in historic Chestertown.
The price is €143
includes taxes & fees
15 Jul - 16 Jul
First Floor Studio Apartment in Historic Chestertown
Seasonal outdoor pool

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (388 reviews)
  • cleanliness
    Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
The price is €145
includes taxes & fees
23 Jul - 24 Jul
Knapps Narrows Marina & Inn
Aerial view

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
8.0 out of 10, Very good, (91 reviews)
  • cleanliness
    Waterfront lodge's seasonal outdoor pool offers sun-drenched days with loungers and umbrellas.
The price is €132
includes taxes & fees
16 Jul - 17 Jul
The Lodge at Great Oak Landing
Outdoor pool, pool loungers

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (66 reviews)
  • cleanliness
    Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.
The price is €173
includes taxes & fees
26 Jul - 27 Jul
Inn at Huntingfield Creek
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is €122
includes taxes & fees
27 Jul - 28 Jul
Best Western Kent Narrows 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

Choose what matters most at hotels with a pool in Stevensville

Breakfast included
Hot tub

Top Stevensville Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"I"
Robert 3-night trip
Posted 3 hours ago
Rod 'N' Reel Resort

Frequently asked questions

What are some accommodation options 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: Features 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. Features 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'll be visiting Stevensville in the hottest months of July, August or June, when the average temp is 23°C. Accommodation 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 4°C.