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

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

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

1. Inn at Huntingfield Creek

Rock Hall

Christine

3.626.747 ₫

4.025.894 ₫ 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 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 garden with a lawn and a table with chairs under a canopy.

2. Haven Point Inn and Gallery

Rock Hall

Joe

3.459.531 ₫

3.840.080 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

3. Comfort Inn & Suites Chestertown

Chestertown

Amy

2.543.978 ₫

2.823.816 ₫ 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 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.

A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.

4. The Lodge at Great Oak Landing

Chestertown

Steve allen

2.795.580 ₫

3.196.187 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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 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.

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

Marc

2.562.615 ₫

2.844.503 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

6. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

3.934.520 ₫

4.367.317 ₫ 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 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 residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

7. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

5.534.944 ₫

6.802.301 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

8. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

3.247.532 ₫

3.604.760 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A gym with exercise equipment, a bench, and a wall-mounted mirror.

A lobby with a reception desk, a clock, and a wall-mounted deer head.

9. Best Western Kent Narrows Inn

Grasonville

Wesley

2.326.544 ₫

2.582.464 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

10. Red Roof Inn & Suites Chestertown

Chestertown

Kate

1.863.487 ₫

2.068.470 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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.

11. Kent Island Resort

Stevensville

Bethany

3.167.338 ₫

4.371.477 ₫ total

includes taxes & fees

11 Nov - 12 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 hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

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

12. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

2.189.871 ₫

2.430.757 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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.

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.

13. Driftwood Inn

Chestertown

Kathy

1.643.698 ₫

1.824.634 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

14. SpringHill Suites Baltimore White Marsh/Middle River

Middle River

Rashawna

2.772.284 ₫

3.201.988 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

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.

15. Historic Inns of Annapolis

Historic District

Jennifer

2.217.827 ₫

3.413.590 ₫ 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 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.

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.

16. Graduate by Hilton Annapolis

Annapolis

Nadine

3.799.400 ₫

4.331.316 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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 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.

17. The Westin Annapolis

Annapolis

Bobbi

5.151.115 ₫

5.872.271 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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

18. Holiday Inn Express White Marsh by IHG

Nottingham

Kevin

3.028.545 ₫

3.497.970 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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

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

19. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

2.865.470 ₫

3.266.635 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A modern kitchen with a large island, pendant lights, and a view to the outside.

A spacious living room with a sofa, coffee table, and dining area.

A golf course with water hazards, surrounded by residential houses.

A row of white single-story houses with dark roofs, a paved driveway, and a grassy lawn.

20. Queenstown Harbor Golf Resort

Queenstown

9.631.550 ₫

10.979.967 ₫ total

includes taxes & fees

1 Nov - 2 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.

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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

St Michaels Inn

10/10 Excellent

"Great location. Very clean."

Hampton Inn Baltimore/Glen Burnie

8/10 Good

"na"

Graduate by Hilton Annapolis

10/10 Excellent

"Extremely spacious, nicely appointed room."

Best Western Annapolis

8/10 Good

"We stay here regularly , 12 day trip this time."

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

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

More cheap stays in Rock Hall

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

2112a Emmorton Park Road Edgewood MD

1.596.069 ₫

1.787.597 ₫ total

29 Oct - 30 Oct

includes taxes & fees

Best Western Annapolis

2520 Riva Rd Annapolis MD

1.956.906 ₫

2.230.873 ₫ total

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (1,004 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

2.073.388 ₫

2.280.726 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,006 reviews)

Hampton Inn & Suites Edgewood/Aberdeen-South

2110 Emmorton Park Rd Edgewood MD

2.207.473 ₫

2.472.371 ₫ total

1 Nov - 2 Nov

includes taxes & fees

9.4/10 Exceptional! (1,004 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

2.459.075 ₫

2.803.346 ₫ total

16 Nov - 17 Nov

includes taxes & fees

Best Western Plus Hotel & Conference Center

5625 O'Donnell Street Baltimore MD

2.764.259 ₫

3.248.005 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Hotels in Rock Hall with star rating

Frequently asked questions

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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Book Hotels in Rock Hall on Expedia.com

Find hotels in Rock Hall, MD from 1.787.597 ₫

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. Comfort Inn & Suites Chestertown

4. The Lodge at Great Oak Landing

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

6. Hyatt Place Kent Narrows & Marina

7. The Inn at Chesapeake Bay Beach Club

8. Hilton Garden Inn Kent Island Marina

9. Best Western Kent Narrows Inn

10. Red Roof Inn & Suites Chestertown

11. Kent Island Resort

12. Quality Inn Grasonville near Kent Island

13. Driftwood Inn

14. SpringHill Suites Baltimore White Marsh/Middle River

15. Historic Inns of Annapolis

16. Graduate by Hilton Annapolis

17. The Westin Annapolis

18. Holiday Inn Express White Marsh by IHG

19. DoubleTree by Hilton Hotel Annapolis

20. Queenstown Harbor Golf Resort

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

St Michaels Inn

Hampton Inn Baltimore/Glen Burnie

Graduate by Hilton Annapolis

Best Western Annapolis

Annapolis Waterfront Hotel, Autograph Collection

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

Hotels in Rock Hall with star rating

Frequently asked questions

Explore a world of travel with Expedia

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