Church Hill Holiday Rentals, Maryland: Private House Rentals

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Our top choices for Church Hill hotels

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

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

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.

1. Comfort Inn & Suites Chestertown

Chestertown

Roberta

2.546.198 ₫

2.826.279 ₫ total

includes taxes & fees

15 Nov - 16 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 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.

2. Red Roof Inn & Suites Chestertown

Chestertown

Kate

1.862.839 ₫

2.067.751 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

Terry Kyungho

2.716.980 ₫

3.015.848 ₫ 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.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

3.855.524 ₫

4.279.632 ₫ total

includes taxes & fees

18 Nov - 19 Nov

A balcony with a view of a body of water, a row of buildings, and a chair.

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.

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

5. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

3.225.185 ₫

3.579.955 ₫ total

includes taxes & fees

18 Nov - 19 Nov

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

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.

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

6. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

5.533.020 ₫

6.799.937 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

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.

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

2.159.093 ₫

2.396.594 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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.

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'.

8. The Lodge at Great Oak Landing

Chestertown

Steve allen

2.794.608 ₫

3.195.075 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A poolside area with lounge chairs and a mural of a sunset over water.

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

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

9. Best Western Kent Narrows Inn

Grasonville

Beth

2.325.735 ₫

2.581.566 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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.

10. Inn at Huntingfield Creek

Rock Hall

Christine

3.625.486 ₫

4.024.494 ₫ total

includes taxes & fees

16 Nov - 17 Nov

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

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

11. Driftwood Inn

Chestertown

Kathy

1.643.126 ₫

1.823.999 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

12. Kent Island Resort

Stevensville

Bethany

3.166.237 ₫

4.369.959 ₫ total

includes taxes & fees

16 Nov - 17 Nov

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

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.

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

13. Haven Point Inn and Gallery

Rock Hall

Joe

3.458.327 ₫

3.838.743 ₫ total

includes taxes & fees

27 Oct - 28 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 row of white single-story houses with dark roofs, a paved driveway, and a grassy lawn.

A covered outdoor seating area with tables and chairs, a pathway leading to it, and a landscaped garden.

14. Queenstown Harbor Golf Resort

Queenstown

9.628.201 ₫

10.976.150 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a metal ladder, lounge chairs, and a small building in the background.

A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.

A restaurant with a bar area, seating, and a kitchen in the background.

A hotel room with a bed, a sofa, a desk, and a chair. There are two lamps on the nightstands, a television, and a window with curtains.

15. Best Western Denton Inn

Denton

Courtney

2.949.864 ₫

3.274.349 ₫ total

includes taxes & fees

12 Nov - 13 Nov

View all properties

Compare top hotels in Church Hill

Comfort Inn & Suites Chestertown Chestertown View	Red Roof Inn & Suites Chestertown Chestertown View	Holiday Inn Express Annapolis East-Kent Island by IHG Grasonville View	Hyatt Place Kent Narrows & Marina Grasonville View	Hilton Garden Inn Kent Island Marina Grasonville View
8.6 Excellent 990 reviews	7.2 Good 511 reviews	9.2 Wonderful 1,001 reviews	9.4 Exceptional 845 reviews	9.0 Wonderful 1,000 reviews
2.546.198 ₫ 2.826.279 ₫ total includes taxes & fees 15 Nov - 16 Nov	1.862.839 ₫ 2.067.751 ₫ total includes taxes & fees 28 Oct - 29 Oct	2.716.980 ₫ 3.015.848 ₫ total includes taxes & fees 15 Nov - 16 Nov	3.855.524 ₫ 4.279.632 ₫ total includes taxes & fees 18 Nov - 19 Nov	3.225.185 ₫ 3.579.955 ₫ total includes taxes & fees 18 Nov - 19 Nov

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Stay near popular Church Hill attractions

Church Hill Theatre

You can make plans for a show at Church Hill Theatre on your trip to Church Hill.

See properties

Cassinelli Winery and Vineyards

You can enjoy a tasting or tour at Cassinelli Winery and Vineyards during your travels to Church Hill. Take in the festivals while you're in the area.

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Top Church Hill Hotel Reviews

Quality Inn Grasonville near Kent Island

8/10 Good

"Small room for 2 persons only one trash can Pillows were lumpy bumpy Mattress not great No iron./table Clean room had fridge microwave Breakfast is modest Good location Convenient"

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good

"Good location, easy access to local restaurants. The staff is friendly and helpful. I would recommend staying here"

Best Western Kent Narrows Inn

10/10 Excellent

"We were in town for a wedding. The hotel was close to the venue which is why we chose it. The staff was very friendly upon check in, the room was very clean, nice bathroom, comfortable bed and the view of the bay from our room was fabulous! The included breakfast was the standard breakfast items but very good!"

Comfort Inn & Suites Chestertown

10/10 Excellent

"Property was quiet and clean and close to town."

The Lodge at Great Oak Landing

10/10 Excellent

"Cool spot by a marina. House felt clean and good beds."

Red Roof Inn & Suites Chestertown

8/10 Good

"The place was a little better than average, I'd stay here again. The room smelled musty as if it used to be a smoking room, but not completely unbearable. The desk help was not friendly but not rude either...kind of robotic. Easy parking, roomy room. Decent shower."

Best Western Denton Inn

10/10 Excellent

"Terrific breakfast options. Great Belgian waffles"

Kent Island Resort

10/10 Excellent

"Excellent time, loved the property and speaking with the staff who were always helpful and friendly. Our room was beautiful and just added to the experience."

More cheap stays in Church Hill