Tilghman Island Holiday Rentals, Tilghman: Private House Rentals

A rocky shoreline with waves crashing onto the beach, a clear blue sky, and a forested area in the distance.

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Go beyond your typical stay in Tilghman Island

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Our top choices for Tilghman Island hotels

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A waterfront property with a dock, a sailboat, and a building with a red roof.

A large building with a swimming pool, dock, and green surroundings.

A spacious indoor dining area with large windows, tables, and chairs.

1. The Tilghman Island Inn

Tilghman

William

4.790.205 ₫

5.269.226 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A waterfront property with a covered patio, a dock, and a boat.

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

A waterfront hotel with a covered dock and a large building with multiple balconies.

A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.

2. Wylder Tilghman Island

Tilghman

Gary

6.291.999 ₫

8.215.849 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

A modern salon with multiple black salon chairs, a white reception desk, and large windows allowing natural light.

A modern bar area with a long counter and multiple bar stools.

A bar area with multiple screens displaying sports content, a high ceiling with geometric patterns, and a view of the outside through large windows.

3. Rod 'N' Reel Resort

Chesapeake Beach

Kathleen K

3.743.739 ₫

4.155.550 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A room with a view of a wooden deck and a gazebo by the water.

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 living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

4. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

13.749.183 ₫

15.124.102 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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 two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

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

5. The Wildset

Downtown St. Michaels

Sarah

5.929.497 ₫

7.169.772 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

A waterfront property with houses, a dock, and a grassy area.

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

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

6. Knapps Narrows Marina & Inn

Sherwood

BARBARA

3.883.950 ₫

4.272.345 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

7. St Michaels Inn

St. Michaels

Lynn

2.074.029 ₫

2.281.431 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

8. Hyatt Regency Chesapeake Bay

Cambridge

John

4.479.489 ₫

5.823.723 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

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

9. The Tidewater Inn

Easton

Miriam

4.634.847 ₫

5.098.332 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A waterfront bar with outdoor seating, a view of the water, and American flags.

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.

10. Sandaway Suites & Beach

Oxford

Gary

7.807.700 ₫

8.588.470 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

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

11. Holiday Inn Express Easton by IHG

Easton

Emily

3.858.057 ₫

4.243.863 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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 lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

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.

12. Best Western Plus Easton Inn & Suites

Easton

Donna

3.081.267 ₫

3.389.394 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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 with a covered entrance, multiple floors, and a parking lot.

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.

13. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

3.499.439 ₫

3.849.382 ₫ total

includes taxes & fees

1 Nov - 2 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 dining area with round tables, high ceilings with ductwork, and a stone fireplace.

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

14. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

5.282.172 ₫

6.521.929 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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.

15. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

3.935.736 ₫

4.368.667 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

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

16. Hampton Inn Easton

Easton

Rachel

3.311.197 ₫

3.642.368 ₫ total

includes taxes & fees

29 Oct - 30 Oct

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

A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

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.

17. The Oaks Waterfront

Easton

Jeffrey

11.395.509 ₫

12.535.060 ₫ 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 covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

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

A gym with a treadmill, elliptical, and stationary bike.

18. Baymont by Wyndham Easton

Easton

Edwin

2.307.066 ₫

2.537.772 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

19. Comfort Inn & Suites Cambridge

Cambridge

Ana

2.850.760 ₫

3.164.344 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A multi-story hotel with a central entrance, a landscaped garden with flowers, and a metal sculpture.

A modern kitchen with a large island, bar stools, and a wine rack.

A marina with boats docked at wooden piers, surrounded by greenery and houses in the background.

A marina with docked boats, a picnic area, and a grassy lawn with a tree.

20. Anchored Inn at Hidden Harbour Marina

Deale

Beverly

4.802.892 ₫

5.475.297 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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Stay near popular Tilghman Island attractions

Tilghman Watermen’s Museum

9.8/10 (6 reviews)

You can spend time studying the exhibits at Tilghman Watermen’s Museum in Tilghman. Wander the waterfront in this family-friendly area.

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Phillips Wharf Environmental Center

10.0/10 (3 reviews)

Take the family on an outing to Phillips Wharf Environmental Center during your trip to Tilghman. While you're in the area, wander around the natural setting.

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Kronsberg Park

After visiting Kronsberg Park, make a plan to see the other sights and activities in Tilghman. Discover the sunsets while you're in the area.

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Talbot County Library Tilghman Branch

After visiting Talbot County Library Tilghman Branch, make a plan to see the other sights and activities in Tilghman. Discover the sunsets while you're in the area.

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Learn more about Tilghman Island

Head to sights like Northern Chesapeake Bay and Chesapeake Bay as you discover Tilghman Island.

See all hotels in Tilghman Island

Top Tilghman Island Hotel Reviews

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good

"Nice location. Good staff. Pet friendly +++"

The Tidewater Inn

10/10 Excellent

"Very Cs"

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"We stay here frequently. The best hotel in a great location."

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Quality Inn Grasonville near Kent Island

8/10 Good

"Great accomodating staff. Breakfast was better than expected but i was 2nd one down Shower was great for my 5'4 but not sure if over 6 feet would fit. Great value for the money. Would stay again next year on my northern adventures"

Best Western Plus Easton Inn & Suites

10/10 Excellent

"Very nice property in a convenient location. Well kept and friendly, helpful staff. The breakfast was fabulous!"

Baymont by Wyndham Easton

10/10 Excellent

"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."

More cheap stays in Tilghman Island