Rock Hall Holiday Rentals, Maryland: Private House Rentals

A coastal landscape with a sandy beach, a rocky barrier, and a calm sea.

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Our top choices for Rock Hall hotels

A boat deck with a white bench and a view of a calm lake and distant trees.

A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

A buffet with various food items including fruits, pastries, and salads.

A sunflower field with a white barn and a large house in the background.

1. Inn at Huntingfield Creek

Rock Hall

Christine

฿4,731

฿5,251 total

includes taxes & fees

16 Nov - 17 Nov

A two-story house with a covered porch, a staircase, and a garden area.

A row of stationary bicycles with green frames and white seats, parked outdoors.

A dining room with a long wooden table set for six, surrounded by chairs. There are framed pictures on the walls, a window with a view of trees, and a sofa in the background.

A bedroom with a bed, a ceiling fan, a door, a chair, and a wall with three framed pictures.

2. Haven Point Inn and Gallery

Rock Hall

Joe

฿4,513

฿5,009 total

includes taxes & fees

27 Oct - 28 Oct

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

An outdoor event area with round tables and a view of the water.

3. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

฿5,132

฿5,697 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a fireplace, seating area, and a television.

A hotel room with a bed, a sofa, a dining table, and a small round table.

A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

4. Comfort Inn & Suites Chestertown

Chestertown

Roberta

฿3,313

฿3,677 total

includes taxes & fees

15 Nov - 16 Nov

Two Adirondack chairs facing a calm body of water with a clear sky above.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

A modern food court with a central island, various food stations, and a yogurt display.

A reception desk with a modern design, a digital display, and a check-in counter.

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

Grasonville

Michelle

฿3,343

฿3,710 total

includes taxes & fees

22 Nov - 23 Nov

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.

A marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.

A campfire in a stone fire pit by a lakeside at sunset.

6. The Lodge at Great Oak Landing

Chestertown

Steve allen

฿3,647

฿4,169 total

includes taxes & fees

26 Oct - 27 Oct

A patio with outdoor seating, overlooking a marina with boats.

A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

7. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

฿4,397

฿4,881 total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a large bed, a desk with a chair, a flat-screen TV, a microwave, a bathroom with a sink and mirror, and a large mirror on the wall.

A restaurant with a counter, seating area, and a clock on the wall.

A reception desk with a clock, framed pictures, and a sign for express checkout.

A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

8. Best Western Kent Narrows Inn

Grasonville

Beth

฿3,035

฿3,369 total

includes taxes & fees

8 Nov - 9 Nov

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

A balcony with a view of a marina filled with boats.

9. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

฿7,220

฿8,873 total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

A spacious lobby with a staircase, a reception desk, and a dining area.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

10. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

฿2,817

฿3,127 total

includes taxes & fees

15 Nov - 16 Nov

A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.

A hotel room with a bed, a couch, a painting, and a window with curtains.

A living room with a fireplace, a television, and a stone accent wall.

A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.

11. Red Roof Inn & Suites Chestertown

Chestertown

Kate

฿2,431

฿2,698 total

includes taxes & fees

1 Nov - 2 Nov

A large, two-story barn-style building with a covered front porch and a garage.

A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

A large, two-story white house with a porch and multiple windows.

A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

12. Kent Island Resort

Stevensville

Bethany

฿4,131

฿5,702 total

includes taxes & fees

16 Nov - 17 Nov

A modern restaurant with high tables and chairs, a bar area, and a television screen displaying a news program.

A modern lobby with a bar area, seating arrangements, and a television screen.

An outdoor patio with brick walls, green chairs, and a fire pit.

A hotel room with two beds, a bathroom, and a seating area.

13. SpringHill Suites Baltimore White Marsh/Middle River

Middle River

Soma

฿3,616

฿4,177 total

includes taxes & fees

29 Oct - 30 Oct

A bedroom with a large bed, a nightstand, a lamp, and a window with curtains.

A hotel room with a bed, a small refrigerator, a lamp, a picture on the wall, and a curtain.

A row of motel rooms with stone walls and red doors.

A living room with two patterned armchairs, a wooden coffee table, and a standing fan.

14. Driftwood Inn

Chestertown

Kathy

฿2,144

฿2,380 total

includes taxes & fees

26 Oct - 27 Oct

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

A historic brick building with a red roof, multiple windows, and a central staircase.

A marina with multiple boats docked during sunset.

An aerial view of a coastal town with a marina, houses, and a bridge in the background.

15. Historic Inns of Annapolis

Historic District

Scott

฿2,893

฿4,453 total

includes taxes & fees

9 Nov - 10 Nov

A modern breakfast area with labeled dispensers for yogurt, eggs, and milk, a coffee machine, and a chalkboard menu.

A reception area with two reception desks, a blue geometric wall design, and a wooden panel accent.

A large indoor swimming pool with clear pool rules and a capacity sign, surrounded by windows and a tiled floor.

A modern hotel room with a bed, a desk, a chair, a TV, and a window with a geometric curtain.

16. Holiday Inn Express White Marsh by IHG

Nottingham

Lucia

฿3,309

฿3,822 total

includes taxes & fees

22 Nov - 23 Nov

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A store with shelves of beverages, a counter with a cash register, and baskets with items.

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

17. The Westin Annapolis

Annapolis

Bobbi

฿5,706

฿6,505 total

includes taxes & fees

22 Nov - 23 Nov

A modern hotel lobby with a long dining table, several chairs, and a bar area.

A hotel reception area with a wooden reception desk, a coffee station, and framed pictures on the wall.

A hotel pool area with a clear pool, lounge chairs, and a seating area with tables and chairs.

A hotel room with a bed, a chair, a bathtub, a framed picture, and a nightstand with a lamp.

18. Hampton Inn & Suites Edgewood/Aberdeen-South

Edgewood

Thomas

฿2,879

฿3,225 total

includes taxes & fees

1 Nov - 2 Nov

A lobby with a reception desk, seating area, and a fireplace.

A hotel room with a seating area featuring green and purple chairs, a small white table, and a lamp. A framed artwork is on the wall, and there is a window with curtains.

A hotel dining area with tables and chairs, a television mounted on the wall, and a patterned carpet.

A kitchenette with a microwave, refrigerator, and shelves stocked with snacks and beverages.

19. Fairfield Inn & Suites by Marriott White Marsh

Nottingham

Tesia

฿3,702

฿4,276 total

includes taxes & fees

19 Nov - 20 Nov

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.

A spacious atrium with a high ceiling, skylights, and a patterned floor.

A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

20. Graduate by Hilton Annapolis

Annapolis

Nadine

฿4,679

฿5,334 total

includes taxes & fees

22 Nov - 23 Nov

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Stay near popular Rock Hall attractions

Rock Hall Harbor

9.6/10 (12 reviews)

This historic maritime hub on Maryland's Eastern Shore welcomes visitors with working watermen and scenic waterfront views. Savour fresh seafood while watching boats glide across the Chesapeake Bay.

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Eastern Neck National Wildlife Refuge

9.8/10 (6 reviews)

This 2,285-acre island refuge shelters over 240 bird species, including the majestic tundra swan. Explore seven scenic trails with sweeping Chesapeake Bay views, especially stunning during fall migration season.

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Waterman’s Museum

This intimate museum showcases authentic tools and traditions of Chesapeake Bay watermen. Obtain the key from Haven Harbour Marina's store and explore rich maritime heritage through exhibits on oystering, crabbing, and fishing.

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The Mainstay

8.0/10 (2 reviews)

This intimate 125-seat music venue hosts acclaimed artists across jazz, folk, blues, and classical genres in Rock Hall, Maryland. Enjoy performances with a speciality drink from the cash-only bar in the Charlie Byrd Room.

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Ferry Park

10.0/10 (1 review)

This quiet waterfront park offers a serene swimming beach with picturesque Chesapeake Bay views. Bring beach chairs to enjoy the spectacular sunsets or relax at the gazebo after a family picnic.

See properties

Learn more about Rock Hall

Chesapeake Bay's maritime heritage comes alive at the Rock Hall Museum and along the waterfront where sailing charters depart daily. Rent kayaks to explore quiet coves or time your visit for the town's famous seafood festivals celebrating fresh Maryland blue crabs.

See all hotels in Rock Hall

Two people in a red canoe on a body of water with a sunset and a bridge in the background.

Top Rock Hall Hotel Reviews

Pendry Baltimore

10/10 Excellent

"Great stay"

Best Western Annapolis

8/10 Good

"Room was equally convenient at a lower price point than nearby Hilton and Marriott options. Bed was comfortable. We appreciated having both microwave and minifridge (which was quieter than many minifridges). Parking was easy and we could park close to our room. Best Western is set back from the highway and easy to miss (even with google directions) the first time you go there, but easy thereafter. We would go back."

Graduate by Hilton Annapolis

8/10 Good

"The hotel was clean and well located, and the staff was pleasant and helpful. My only complaint was that the mattress was a little soft, and I would have preferred a choice of pillows."

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Easy access to downtown, Great waterside restaurants."

The Westin Annapolis

10/10 Excellent

"Great last minute booking. All went smoothly"

Sonesta ES Suites Annapolis

10/10 Excellent

"Very pleasant surprise! Great price for studio apartment- way better than the Marriott I just checked out of!"

Hampton Inn Baltimore/Glen Burnie

10/10 Excellent

"Great stay!"

More cheap stays in Rock Hall

Quality Inn & Suites Bel Air I-95 Exit 77A

2112a Emmorton Park Road Edgewood MD

฿2,109

฿2,362 total

27 Oct - 28 Oct

includes taxes & fees

7.4/10 Good! (1,228 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

฿2,705

฿2,975 total

1 Nov - 2 Nov

includes taxes & fees

Best Western Annapolis

2520 Riva Rd Annapolis MD

฿2,674

฿3,048 total

27 Oct - 28 Oct

includes taxes & fees

7.8/10 Good! (1,004 reviews)

Hampton Inn & Suites Edgewood/Aberdeen-South

2110 Emmorton Park Rd Edgewood MD

฿2,879

฿3,225 total

1 Nov - 2 Nov

includes taxes & fees

9.4/10 Exceptional! (1,001 reviews)

Hampton Inn Baltimore/Glen Burnie

6617 Ritchie Hwy Glen Burnie MD

฿3,464

฿3,949 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,001 reviews)

Best Western Plus Hotel & Conference Center

5625 O'Donnell Street Baltimore MD

฿3,606

฿4,237 total

1 Nov - 2 Nov

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Rock Hall?

Located 19.9 mi (32 km) from the heart of Rock Hall, DoubleTree by Hilton Hotel Annapolis is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Rock Hall.

If I need to cancel my hotel reservation in Rock Hall, will I receive a refund?

Yes! Most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Rock Hall.

What's the best dog-friendly accommodation option in Rock Hall?

Inn at Haven Harbour is a top B&B for people travelling with their pets, and offers 2 restaurants and a seasonal outdoor pool for its human guests. See more pet-friendly hotel accommodations in Rock Hall.

What are some hotels with pools in Rock Hall?

Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Pendry Baltimore and St Michaels Inn are two additional hotels that offer an on-site pool. View all hotels with pools in Rock Hall.

What is the best spa hotel in Rock Hall?

Inn at Huntingfield Creek is a highly recommended spa hotel with an outdoor pool. Enjoy a massage at the on-site spa. See all spa hotels in Rock Hall.

What's it like staying in Rock Hall?

Visitors can enjoy all that Rock Hall has to offer, including the restaurants, waterfront and entertainment choices. Tourists can also enjoy the city's parks and theatres. In Rock Hall, there are 66 hotels and other accommodation options to choose from. Find out more about Rock Hall.

What are the top places to visit in Rock Hall?

Cultural venues include The Mainstay and Waterman's Museum. Natural beauty is on display at Eastern Neck National Wildlife Refuge, Northern Chesapeake Bay and Chesapeake Bay. A couple of additional sights to add to your itinerary are Rock Hall Harbor and Ferry Park. Take a look at what more there is to see and do in Expedia's Rock Hall guide.

What's the seasonal weather like in Rock Hall?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Rock Hall is 1189 mm.

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More ways to book

Book Hotels in Rock Hall on Expedia.com

Find hotels in Rock Hall, MD from ฿2,362

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Rock Hall

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Rock Hall hotels

1. Inn at Huntingfield Creek

2. Haven Point Inn and Gallery

3. Hyatt Place Kent Narrows & Marina

4. Comfort Inn & Suites Chestertown

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

6. The Lodge at Great Oak Landing

7. Hilton Garden Inn Kent Island Marina

8. Best Western Kent Narrows Inn

9. The Inn at Chesapeake Bay Beach Club

10. Quality Inn Grasonville near Kent Island

11. Red Roof Inn & Suites Chestertown

12. Kent Island Resort

13. SpringHill Suites Baltimore White Marsh/Middle River

14. Driftwood Inn

15. Historic Inns of Annapolis

16. Holiday Inn Express White Marsh by IHG

17. The Westin Annapolis

18. Hampton Inn & Suites Edgewood/Aberdeen-South

19. Fairfield Inn & Suites by Marriott White Marsh

20. Graduate by Hilton Annapolis

Stay near popular Rock Hall attractions

Rock Hall Harbor

Eastern Neck National Wildlife Refuge

Waterman’s Museum

The Mainstay

Ferry Park

Learn more about Rock Hall

Top Rock Hall Hotel Reviews

Pendry Baltimore

Best Western Annapolis

Graduate by Hilton Annapolis

Annapolis Waterfront Hotel, Autograph Collection

The Westin Annapolis

Sonesta ES Suites Annapolis

Hampton Inn Baltimore/Glen Burnie

More cheap stays in Rock Hall

Quality Inn & Suites Bel Air I-95 Exit 77A

St Michaels Inn

Best Western Annapolis

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn Baltimore/Glen Burnie

Best Western Plus Hotel & Conference Center

Frequently asked questions

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