The Best Hotels with a Pool in Stevensville, MD from AED 406 in 2026

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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 702

AED 873 total

includes taxes & fees

19 Oct - 20 Oct

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

Standard Single Room, 1 King Bed | Iron/ironing board (on request), WiFi (free), individually decorated

2. Kent Island Resort

Stevensville

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

AED 519

AED 699 total

includes taxes & fees

19 Oct - 20 Oct

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

Standard Room, 1 King Bed, River View | Premium bedding, in-room safe, desk, iron/ironing board

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

Grasonville

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

AED 393

AED 436 total

includes taxes & fees

18 Oct - 19 Oct

Standard Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave | In-room safe, desk, laptop workspace, iron/ironing board

4. Best Western Kent Narrows Inn

Grasonville

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

AED 427

AED 474 total

includes taxes & fees

28 Sep - 29 Sep

5. 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 558

AED 620 total

includes taxes & fees

4 Oct - 5 Oct

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

6. Hilton Garden Inn Kent Island Marina

Grasonville

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

AED 539

AED 598 total

includes taxes & fees

5 Oct - 6 Oct

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, WiFi (free), bed sheets

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 367

AED 408 total

includes taxes & fees

12 Oct - 13 Oct

8. Crowne Plaza Annapolis by IHG

Annapolis

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

AED 404

AED 461 total

includes taxes & fees

27 Sep - 28 Sep

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Choose what matters most at hotels with a pool in Stevensville

Breakfast included

Hot tub

4 stars

5 stars

Spa

Top Stevensville Hotel Reviews

Rod 'N' Reel Resort

10/10 Excellent

"very clean"

Courtyard by Marriott Annapolis

8/10 Good

"Room was clean and staff were helpful. The breakfast was a bit disappointing. The pool was nice. The jacuzzi was underwhelming."

St Michaels Inn

8/10 Good

"The one issue was there were flies in our room and a squished bug came on our wall. There also were cobwebs in the corner. Not enough pillows and old."

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. Island Life! Kent Island Waterfront with Pool-Bring your boat!: 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. Features free self parking, an indoor pool, and complimentary wireless internet access. Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.: Hotel, 1-minute walk from Chesapeake Bay. Provides a seasonal outdoor pool, an indoor pool, and 2 restaurants.

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.

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Check availability on Stevensville Hotels with a Pool

Our top choices for Stevensville hotels with a pool

1. The Inn at Chesapeake Bay Beach Club

2. Kent Island Resort

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

4. Best Western Kent Narrows Inn

5. Hyatt Place Kent Narrows & Marina

6. Hilton Garden Inn Kent Island Marina

7. Quality Inn Grasonville near Kent Island

8. Crowne Plaza Annapolis by IHG

9. Sonesta ES Suites Annapolis

10. Hampton Inn & Suites Annapolis

Choose what matters most at hotels with a pool in Stevensville

Top Stevensville Hotel Reviews

Rod 'N' Reel Resort

Courtyard by Marriott Annapolis

St Michaels Inn

Frequently asked questions

Find Hotels with a Pool in Stevensville, MD

Change your mind

Treat yourself

Be picky

Check availability on Stevensville Hotels with a Pool

Our top choices for Stevensville hotels with a pool

1. The Inn at Chesapeake Bay Beach Club

2. Kent Island Resort

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

4. Best Western Kent Narrows Inn

5. Hyatt Place Kent Narrows & Marina

6. Hilton Garden Inn Kent Island Marina

7. Quality Inn Grasonville near Kent Island

8. Crowne Plaza Annapolis by IHG

9. Sonesta ES Suites Annapolis

10. Hampton Inn & Suites Annapolis

Choose what matters most at hotels with a pool in Stevensville

Top Stevensville Hotel Reviews

Rod 'N' Reel Resort

Courtyard by Marriott Annapolis

St Michaels Inn

Frequently asked questions