Trappe Holiday Rentals, Maryland: Private House Rentals

A rural landscape with a dirt road leading to a red barn, surrounded by fields and a clear sky.

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Our top choices for Trappe hotels

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

1. Hyatt Regency Chesapeake Bay

Cambridge

John

4.475.856 ₫

5.819.001 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A breakfast buffet with various food items and a sign indicating complimentary breakfast hours.

A coffee station with two espresso machines, a coffee grinder, and various coffee pods and cups.

A hotel workspace with a desktop computer, keyboard, mouse, and a printer.

A hotel room with two beds, a desk with a flat-screen TV, a small table, and a colorful carpet.

2. Holiday Inn Express Cambridge by IHG

Cambridge

Agnes

3.078.768 ₫

3.417.433 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

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

3. The Tidewater Inn

Easton

Miriam

4.631.088 ₫

5.094.197 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

4. Best Western Plus Easton Inn & Suites

Easton

Lori

3.337.488 ₫

3.671.237 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A spacious lobby with a reception desk, seating area, and a television screen.

A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.

A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

5. Comfort Inn & Suites Cambridge

Cambridge

Ana

2.866.618 ₫

3.181.946 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a large bed, a desk, a television, and a desk lamp.

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

6. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

3.496.601 ₫

3.846.261 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

7. Hampton Inn Easton

Easton

Rachel

3.308.511 ₫

3.639.414 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

8. Baymont by Wyndham Easton

Easton

Ellen

2.305.195 ₫

2.535.715 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.

A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

A beach with clear water, sandy shore, and some vegetation.

9. Sandaway Suites & Beach

Oxford

Amber

7.760.565 ₫

8.536.725 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A hotel room with a blue accent wall, a large bathtub, a sofa, a bed with a patterned bedspread, and a television.

A reception area with a wooden desk, a sign for Days Inn & Suites, and a tiled floor.

A Days Inn & Suites building with a parking lot and a blue SUV parked in front.

A swimming pool with a fenced area, lounge chairs, and a covered seating area.

10. Days Inn & Suites by Wyndham Cambridge

Cambridge

Ronald

1.957.217 ₫

2.172.510 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

A wooden console table with framed floral artwork, two lamps, and two ottomans.

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

11. The Oaks Waterfront

Easton

Jeffrey

11.386.267 ₫

12.524.894 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

A coffee station with two coffee machines and a variety of coffee pods and cups.

12. Holiday Inn Express Easton by IHG

Easton

Emily

3.854.928 ₫

4.240.421 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a dark wood floor, a blue countertop, and wooden cabinets.

A hotel room with two beds, a desk with a computer, a microwave, a chair, a TV, and a window with curtains.

A building with a parking lot, a covered entrance, and a sign for 'Walt A. Souffle'.

A hotel room with two beds, a wooden headboard, a desk, a chair, a television, and a painting on the wall.

13. Cambridge Inn

Cambridge

Paul

1.940.399 ₫

2.153.843 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A wooden dock with a bench and a wooden post with a light fixture.

A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.

A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

A wooden dock leading to a house with a lawn and a pond.

14. Marvel's on the Creek

East New Market

Richard

5.174.400 ₫

5.743.584 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A room with two folding chairs, a wooden cabinet, and a window with a view of greenery.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A hotel room with a large bed, a chair, a desk, and a television.

A golf course with a water hazard and surrounding trees.

15. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

13.272.336 ₫

14.599.570 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A two-story building with a covered entrance and an American flag.

A hotel room with two beds, a chair, and a painting on the wall.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

16. St Michaels Inn

St. Michaels

Lynn

2.212.056 ₫

2.433.262 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A breakfast bar with a waffle maker, coffee machine, and juice dispenser.

A covered corridor with a series of doors, each marked with a number.

A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.

17. Econo Lodge Easton Route 50

Easton

Adriana

2.095.373 ₫

2.304.910 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A two-story house with a porch, a front door, and a small garden area.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

18. The Wildset

Downtown St. Michaels

Sarah

5.924.688 ₫

7.163.957 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

A living room with a sofa, a chair, a small table with a plant, and a window with a view of buildings.

A turquoise bicycle with a basket and a seat, parked on a paved path with a sign for Hummingbird Inn in the background.

A group of people toasting at a round table in a room with large windows and artwork on the walls.

19. Hummingbird Inn

Easton

Ann

7.660.699 ₫

8.721.710 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A marina with boats docked at wooden piers, surrounded by greenery.

A covered patio area with wicker furniture and a view of a building with large windows.

A building with a sign reading "The Inn."

A bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

20. Knapps Narrows Marina & Inn

Sherwood

BARBARA

3.880.800 ₫

4.268.880 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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Stay near popular Trappe attractions

Bill Burton Fishing Pier State Park

You can take time to visit Bill Burton Fishing Pier State Park during your travels to Trappe. While you're in the area, wander around the parks.

See properties

Learn more about Trappe

Explore this charming Eastern Shore town where watermen still bring in fresh catches at the historic Trappe Landing. Rent kayaks to paddle the tranquil Choptank River or time your visit for the annual Trappe Heritage Day festival celebrating local maritime culture.

See all hotels in Trappe

Top Trappe Hotel Reviews

Best Western Plus Easton Inn & Suites

10/10 Excellent

"The staff was accommodating and friendly. Very quiet during evening hours and breakfast was really good with a great selection of food items to choose from."

Baymont by Wyndham Easton

10/10 Excellent

"Staff was extremely helpful with my issue with wrong date"

St Michaels Inn

10/10 Excellent

"We travel to St micheals md, several times a year, during the oyster season. Usually we stay at hotels in easton, so this time we tried the st micheals inn. It's closer to the Cheasapeake Landing restaurant. We were placed in a room opposite the main street, which made for a very quiet evening. Much better than those hotels off rt.50. The breakfast was a "hot" breakfast and included with the stay. The beds are comfortable, and the showers hot and forceful."

The Tidewater Inn

10/10 Excellent

"Great restaurant. Helpful staff. Great location."

Days Inn & Suites by Wyndham Cambridge

8/10 Good

"Yes, I could pick this place apart, but really, for one night it was clean and adequate. I didn't expect a palace. The worst part was that Cambridge -the whole town - reeks of skunk. Not the hotel's fault"

Holiday Inn Express Easton by IHG

10/10 Excellent

"Clean, cost effective"

Quality Inn Grasonville near Kent Island

8/10 Good

"Bed was very comfortable and the bedding was clean/new. Breakfast was great. Right off Rt 50 with a Dennys only steps away. Minor flaws- no elevator and the vending machines only took cash."

More cheap stays in Trappe

Cambridge Inn

2831 Ocean Gateway Cambridge MD

1.940.399 ₫

2.153.843 ₫ total

12 Oct - 13 Oct

includes taxes & fees

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

1.957.217 ₫

2.172.510 ₫ total

1 Nov - 2 Nov

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

2.212.056 ₫

2.433.262 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,004 reviews)

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD

2.336.759 ₫

2.593.802 ₫ total

8 Nov - 9 Nov

includes taxes & fees

7.8/10 Good! (987 reviews)

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

2.866.618 ₫

3.181.946 ₫ total

8 Nov - 9 Nov

includes taxes & fees

Best Western Plus Easton Inn & Suites

8708 Alicia Drive Easton MD

3.337.488 ₫

3.671.237 ₫ total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

Hotels in Trappe with star rating

Frequently asked questions

What's the seasonal weather like in Trappe?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Trappe is 1351 mm.

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Book Hotels in Trappe on Expedia.com

Find hotels in Trappe, MD from 2.153.843 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Trappe

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Trappe hotels

1. Hyatt Regency Chesapeake Bay

2. Holiday Inn Express Cambridge by IHG

3. The Tidewater Inn

4. Best Western Plus Easton Inn & Suites

5. Comfort Inn & Suites Cambridge

6. Fairfield Inn & Suites by Marriott Easton

7. Hampton Inn Easton

8. Baymont by Wyndham Easton

9. Sandaway Suites & Beach

10. Days Inn & Suites by Wyndham Cambridge

11. The Oaks Waterfront

12. Holiday Inn Express Easton by IHG

13. Cambridge Inn

14. Marvel's on the Creek

15. Inn at Perry Cabin

16. St Michaels Inn

17. Econo Lodge Easton Route 50

18. The Wildset

19. Hummingbird Inn

20. Knapps Narrows Marina & Inn

Stay near popular Trappe attractions

Bill Burton Fishing Pier State Park

Learn more about Trappe

Top Trappe Hotel Reviews

Best Western Plus Easton Inn & Suites

Baymont by Wyndham Easton

St Michaels Inn

The Tidewater Inn

Days Inn & Suites by Wyndham Cambridge

Holiday Inn Express Easton by IHG

Quality Inn Grasonville near Kent Island

More cheap stays in Trappe

Cambridge Inn

Days Inn & Suites by Wyndham Cambridge

St Michaels Inn

Quality Inn Grasonville near Kent Island

Comfort Inn & Suites Cambridge

Best Western Plus Easton Inn & Suites

Hotels in Trappe with star rating

Frequently asked questions

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