Find Hotels with a Pool in Rock Hall, MD from CA $117

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Check prices for these dates

Tonight
Nov 13 - Nov 14
Tomorrow
Nov 14 - Nov 15
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Rock Hall hotels with a pool

A poolside area with lounge chairs, a white picket fence, and a stack of towels.

1. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
  • cleanliness
    Waterfront escape with a sun-drenched outdoor pool and spa services at this peaceful bed and breakfast retreat.
The price is CA $200
CA $222 total
includes taxes & fees
Nov 16 - Nov 17
Inn at Huntingfield Creek
A swimming pool with lounge chairs and tables, surrounded by a fence and trees.

2. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into the seasonal outdoor pool with comfortable loungers and umbrellas at this refreshing hotel retreat in Chestertown.
The price is CA $137
CA $153 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Chestertown
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence.

3. 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, (1,001 reviews)
  • cleanliness
    Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
The price is CA $135
CA $150 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express Annapolis East-Kent Island by IHG
A pool area with lounge chairs, a pool, and large windows offering a view of the sunset.

4. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (861 reviews)
  • cleanliness
    Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
The price is CA $191
CA $212 total
includes taxes & fees
Nov 15 - Nov 16
Hyatt Place Kent Narrows & Marina
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

5. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
The price is CA $128
CA $142 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Kent Narrows Inn
An aerial view of a wooden deck with a swimming pool, lounge chairs, and umbrellas.

6. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (129 reviews)
  • cleanliness
    Waterfront lodge's seasonal outdoor pool offers sun-drenched days with loungers and umbrellas.
The price is CA $154
CA $176 total
includes taxes & fees
Nov 15 - Nov 16
The Lodge at Great Oak Landing
A spacious lobby with a staircase, a reception desk, and a dining area.

7. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
The price is CA $117
CA $130 total
includes taxes & fees
Dec 13 - Dec 14
Quality Inn Grasonville near Kent Island
An indoor swimming pool with clear views of boats and water.

8. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
The price is CA $174
CA $193 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Kent Island Marina
A swimming pool with lounge chairs and a pergola under a clear sky.

9. 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, (514 reviews)
  • cleanliness
    Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalized spa services.
The price is CA $258
CA $323 total
includes taxes & fees
Dec 9 - Dec 10
The Inn at Chesapeake Bay Beach Club
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

10. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (190 reviews)
  • cleanliness
    Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
The price is CA $174
CA $241 total
includes taxes & fees
Dec 1 - Dec 2
Kent Island Resort
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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Choose what matters most at hotels with a pool in Rock Hall

Breakfast included
4 stars

Top Rock Hall Hotel Reviews

A pool area with lounge chairs, a pool, and large windows offering a view of the sunset.
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville

10/10 Excellent

Good place
Canada
Uri
Reviewed July 11, 2026
Hyatt Place Kent Narrows & Marina

Frequently Asked Questions

What are some accommodations with pools in Rock Hall?

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna: Villa, 1-minute walk from Chesapeake Bay. Features a sauna, a pool, and sun loungers. DoubleTree by Hilton Hotel Annapolis: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool, and complimentary wireless internet access. Historic Inns of Annapolis: Hotel located near Baltimore Inner Harbor Marina. Features 2 bars, a seasonal outdoor pool, and spa services. Crowne Plaza Annapolis by IHG: Provides daily, a seasonal outdoor pool, and free self parking. Graduate by Hilton Annapolis: Hotel located near Johns Hopkins Hospital. Offers buffet, an indoor pool, and free self parking.

What is there to see and do in Rock Hall?

The picturesque setting of Eastern Neck National Wildlife Refuge and Northern Chesapeake Bay showcase the area’s natural beauty. Discover sights such as Rock Hall Harbor, Chesapeake Bay, and The Mainstay during your stay.

When is the best time to book a hotel with a pool in Rock Hall?

You may want to consider an accommodation that has an outdoor pool if you plan to visit Rock Hall in the hottest months of July, August, or June when the average temperature is 74°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 39°F.

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