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

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 modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.

1. Inn at Huntingfield Creek

Rock Hall

Christine

฿4,683

฿5,198 total

includes taxes & fees

16 Nov - 17 Nov

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

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

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.

2. Haven Point Inn and Gallery

Rock Hall

Joe

฿4,479

฿4,972 total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

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

Grasonville

Marc

฿3,309

฿3,673 total

includes taxes & fees

15 Nov - 16 Nov

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

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

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.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

฿5,080

฿5,639 total

includes taxes & fees

25 Oct - 26 Oct

A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.

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

A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.

A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.

5. Comfort Inn & Suites Chestertown

Chestertown

Amy

฿3,261

฿3,620 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

6. The Lodge at Great Oak Landing

Chestertown

Steve allen

฿3,610

฿4,127 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

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

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

7. Best Western Kent Narrows Inn

Grasonville

Wesley

฿3,004

฿3,335 total

includes taxes & fees

8 Nov - 9 Nov

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

An indoor swimming pool with clear views of boats and water.

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

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

8. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

฿4,906

฿5,446 total

includes taxes & fees

25 Oct - 26 Oct

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

A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

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

9. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

฿7,147

฿8,783 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

10. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

฿2,828

฿3,139 total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a sofa, two beds, a painting, and a lamp.

A hotel room with a bed, two bedside lamps, a sofa, a small table, and a painting on the wall.

A multi-story brick building with a covered entrance and a parking lot.

A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.

11. Red Roof Inn & Suites Chestertown

Chestertown

Kate

฿2,406

฿2,671 total

includes taxes & fees

8 Nov - 9 Nov

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

A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

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

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

12. Kent Island Resort

Stevensville

Bethany

฿4,090

฿5,645 total

includes taxes & fees

11 Nov - 12 Nov

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

A hotel with a modern facade, a covered entrance, and a red car parked outside.

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.

13. SpringHill Suites Baltimore White Marsh/Middle River

Middle River

Rashawna

฿3,580

฿4,135 total

includes taxes & fees

22 Oct - 23 Oct

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

A living room with a wooden cabinet, a television, a sofa, and a dining table.

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

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

14. Driftwood Inn

Chestertown

Kathy

฿2,122

฿2,356 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A marina with multiple boats docked during sunset.

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

15. Historic Inns of Annapolis

Historic District

Jennifer

฿2,864

฿4,408 total

includes taxes & fees

30 Oct - 31 Oct

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

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

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 modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

16. Graduate by Hilton Annapolis

Annapolis

Nadine

฿4,919

฿5,608 total

includes taxes & fees

26 Oct - 27 Oct

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 snack and beverage vending area with a sign for the Express Shop.

17. Holiday Inn Express White Marsh by IHG

Nottingham

Kevin

฿3,519

฿4,065 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A modern living room with a sofa, armchairs, a coffee table, and a fireplace.

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

18. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

฿3,710

฿4,230 total

includes taxes & fees

19 Oct - 20 Oct

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

A hotel room with a kitchenette, a large mirror, a window with curtains, a desk, and a chair.

19. Hampton Inn & Suites Edgewood/Aberdeen-South

Edgewood

Thomas

฿2,850

฿3,192 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

20. The Westin Annapolis

Annapolis

Bobbi

฿6,651

฿7,583 total

includes taxes & fees

29 Oct - 30 Oct

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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

Graduate by Hilton Annapolis

10/10 Excellent

"Clean room, very nice decor and great staff"

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"my stay went very well. the room was very clean and pleasant. the staff helped me with a couple of items, and the breakfast staff in the restaurant was extremely friendly and helpful."

St Michaels Inn

8/10 Good

"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."

Best Western Plus Hotel & Conference Center

10/10 Excellent

"I usually stay at this location, but this visit I had a live mice running around in my room. I reported it to the front office staff. They accommodated me for one night later, but it was very inconveniencing and it ruined my trip."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"The staff was awesome. Very professional and helpful. Our room was cleaned and well maintained. The food was great and the spa service was awesome as well."

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Perfect place to stay! Classy. Clean comfortable amazing staff"

Best Western Annapolis

8/10 Good

"Noisy balcony"

Hilton Garden Inn Annapolis Downtown

8/10 Good

"Room was awesome, very clean housekeeping staff extremely nice. Would suggest more help in the restaurant, food was excellent, poor waitress was running around trying to serve everyone!"

Sonesta ES Suites Annapolis

10/10 Excellent

"Shalinda was the most welcoming front desk staff i have ever encountered."

More cheap stays in Rock Hall

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

2112a Emmorton Park Road Edgewood MD

฿2,062

฿2,309 total

27 Oct - 28 Oct

includes taxes & fees

Best Western Annapolis

2520 Riva Rd Annapolis MD

฿2,527

฿2,881 total

9 Nov - 10 Nov

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

฿2,677

฿2,945 total

1 Nov - 2 Nov

includes taxes & fees

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

Hampton Inn & Suites Edgewood/Aberdeen-South

2110 Emmorton Park Rd Edgewood MD

฿2,850

฿3,192 total

1 Nov - 2 Nov

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

฿3,175

฿3,620 total

15 Nov - 16 Nov

includes taxes & fees

Best Western Plus Hotel & Conference Center

5625 O'Donnell Street Baltimore MD

฿3,569

฿4,194 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,002 reviews)

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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Find hotels in Rock Hall, MD from ฿2,309

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Rock Hall

Check prices for these dates

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Star rating

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Our top choices for Rock Hall hotels

1. Inn at Huntingfield Creek

2. Haven Point Inn and Gallery

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

4. Hyatt Place Kent Narrows & Marina

5. Comfort Inn & Suites Chestertown

6. The Lodge at Great Oak Landing

7. Best Western Kent Narrows Inn

8. Hilton Garden Inn Kent Island Marina

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. Graduate by Hilton Annapolis

17. Holiday Inn Express White Marsh by IHG

18. DoubleTree by Hilton Hotel Annapolis

19. Hampton Inn & Suites Edgewood/Aberdeen-South

20. The Westin 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

Graduate by Hilton Annapolis

DoubleTree by Hilton Hotel Annapolis

St Michaels Inn

Best Western Plus Hotel & Conference Center

The Inn at Chesapeake Bay Beach Club

Annapolis Waterfront Hotel, Autograph Collection

Best Western Annapolis

Hilton Garden Inn Annapolis Downtown

Sonesta ES Suites Annapolis

More cheap stays in Rock Hall

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

Best Western Annapolis

St Michaels Inn

Hampton Inn & Suites Edgewood/Aberdeen-South

Holiday Inn Express & Suites Annapolis by IHG

Best Western Plus Hotel & Conference Center

Frequently asked questions

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