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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Our top choices for Tilghman Island hotels

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

A modern lounge area with a fireplace, seating, and a view of the outdoors.

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.

1. The Tilghman Island Inn

Tilghman

William

฿6,222

฿6,845 total

includes taxes & fees

19 Oct - 20 Oct

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

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

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

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

2. Wylder Tilghman Island

Tilghman

Gary

฿8,173

฿10,672 total

includes taxes & fees

18 Oct - 19 Oct

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

A golf course with a water hazard and surrounding 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.

3. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

฿17,860

฿19,646 total

includes taxes & fees

3 Nov - 4 Nov

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 staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

4. Rod 'N' Reel Resort

Chesapeake Beach

Kathleen K

฿4,846

฿5,379 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

5. Knapps Narrows Marina & Inn

Sherwood

BARBARA

฿5,045

฿5,550 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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.

6. The Wildset

Downtown St. Michaels

Sarah

฿7,702

฿9,314 total

includes taxes & fees

3 Nov - 4 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.

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

7. St Michaels Inn

St. Michaels

Lynn

฿2,694

฿2,964 total

includes taxes & fees

1 Nov - 2 Nov

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

8. Holiday Inn Express Easton by IHG

Easton

Alison

฿5,012

฿5,513 total

includes taxes & fees

18 Oct - 19 Oct

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 marina with boats docked, a sandy beach, and a clear blue sky.

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

9. Hyatt Regency Chesapeake Bay

Cambridge

John

฿5,819

฿7,565 total

includes taxes & fees

8 Nov - 9 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.

10. Best Western Plus Easton Inn & Suites

Easton

Donna

฿4,003

฿4,403 total

includes taxes & fees

15 Nov - 16 Nov

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

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

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

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

11. The Tidewater Inn

Easton

Miriam

฿6,021

฿6,623 total

includes taxes & fees

1 Nov - 2 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.

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

12. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

฿5,113

฿5,675 total

includes taxes & fees

25 Oct - 26 Oct

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.

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

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

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

13. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

฿4,546

฿5,000 total

includes taxes & fees

25 Oct - 26 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 waterfront bar with outdoor seating, a view of the water, and American flags.

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

14. Sandaway Suites & Beach

Oxford

Gary

฿10,142

฿11,156 total

includes taxes & fees

21 Oct - 22 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 hotel hallway with carpeted floors, white doors, and overhead lighting.

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

15. Hampton Inn Easton

Easton

Rachel

฿4,301

฿4,731 total

includes taxes & fees

29 Oct - 30 Oct

A hotel lobby with a reception desk, a glass-top table with a bowl, potted plants, a vending machine, and a large window.

An indoor swimming pool with clear water, a tiled floor, and a few lounge chairs.

A lobby with two yellow armchairs, a glass-top coffee table, a lamp, and a decorative bamboo wall.

A hotel lobby with multiple seating areas, including tables and chairs, a television mounted on the wall, and a kitchen area in the background.

16. Springhill Suites by Marriott Prince Frederick

Prince Frederick

Richard

฿3,974

฿4,411 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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.

17. Baymont by Wyndham Easton

Easton

Edwin

฿2,997

฿3,297 total

includes taxes & fees

18 Oct - 19 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 modern food court with a central island, various food stations, and a yogurt display.

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.

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

Grasonville

Marc

฿3,330

฿3,696 total

includes taxes & fees

15 Nov - 16 Nov

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 wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

19. Comfort Inn & Suites Cambridge

Cambridge

Ana

฿3,700

฿4,107 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 bar area, wooden flooring, and blue bar stools.

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

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

20. Anchored Inn at Hidden Harbour Marina

Deale

Beverly

฿6,239

฿7,112 total

includes taxes & fees

18 Oct - 19 Oct

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Hotels recommended for families in Tilghman Island

Wylder Tilghman Island

Tilghman

฿8,173

฿10,672 total

includes taxes & fees

18 Oct - 19 Oct

Inn at Perry Cabin

Downtown St. Michaels

฿17,860

฿19,646 total

includes taxes & fees

3 Nov - 4 Nov

Rod 'N' Reel Resort

Chesapeake Beach

฿4,846

฿5,379 total

includes taxes & fees

2 Nov - 3 Nov

Knapps Narrows Marina & Inn

Sherwood

฿5,045

฿5,550 total

includes taxes & fees

18 Oct - 19 Oct

The Wildset

Downtown St. Michaels

฿7,702

฿9,314 total

includes taxes & fees

3 Nov - 4 Nov

St Michaels Inn

St. Michaels

฿2,694

฿2,964 total

includes taxes & fees

1 Nov - 2 Nov

Holiday Inn Express Easton by IHG

Easton

฿5,012

฿5,513 total

includes taxes & fees

18 Oct - 19 Oct

Hyatt Regency Chesapeake Bay

Cambridge

฿5,819

฿7,565 total

includes taxes & fees

8 Nov - 9 Nov

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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.

See properties

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.

See properties

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

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."

The Tidewater Inn

8/10 Good

"This hotel is a gorgeous historic hotel. It has all character and beauty that you expect in Easton, Maryland. People should be aware that the air conditioning/heat is controlled by the staff. So if it’s hot in the room, you can’t adjust the air conditioning."

Rod 'N' Reel Resort

10/10 Excellent

"Great rooom, really great service."

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good

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

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

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

฿2,544

฿2,824 total

1 Nov - 2 Nov

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

฿2,694

฿2,964 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,000 reviews)

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD

฿2,846

฿3,159 total

15 Nov - 16 Nov

includes taxes & fees

7.8/10 Good! (989 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

฿3,023

฿3,356 total

8 Nov - 9 Nov

includes taxes & fees

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

฿3,700

฿4,107 total

27 Oct - 28 Oct

includes taxes & fees

Best Western Plus Easton Inn & Suites

8708 Alicia Drive Easton MD

฿4,003

฿4,403 total

15 Nov - 16 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Find hotels in Tilghman Island, MD from ฿2,824

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Tilghman Island

Check prices for these dates

Filter by

Star rating

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Our top choices for Tilghman Island hotels

1. The Tilghman Island Inn

2. Wylder Tilghman Island

3. Inn at Perry Cabin

4. Rod 'N' Reel Resort

5. Knapps Narrows Marina & Inn

6. The Wildset

7. St Michaels Inn

8. Holiday Inn Express Easton by IHG

9. Hyatt Regency Chesapeake Bay

10. Best Western Plus Easton Inn & Suites

11. The Tidewater Inn

12. Hyatt Place Kent Narrows & Marina

13. Fairfield Inn & Suites by Marriott Easton

14. Sandaway Suites & Beach

15. Hampton Inn Easton

16. Springhill Suites by Marriott Prince Frederick

17. Baymont by Wyndham Easton

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

19. Comfort Inn & Suites Cambridge

20. Anchored Inn at Hidden Harbour Marina

Hotels recommended for families in Tilghman Island

Wylder Tilghman Island

Inn at Perry Cabin

Rod 'N' Reel Resort

Knapps Narrows Marina & Inn

The Wildset

St Michaels Inn

Holiday Inn Express Easton by IHG

Hyatt Regency Chesapeake Bay

Stay near popular Tilghman Island attractions

Tilghman Watermen’s Museum

Phillips Wharf Environmental Center

Kronsberg Park

Talbot County Library Tilghman Branch

Learn more about Tilghman Island

Top Tilghman Island Hotel Reviews

The Inn at Chesapeake Bay Beach Club

The Tidewater Inn

Rod 'N' Reel Resort

Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

St Michaels Inn

Quality Inn Grasonville near Kent Island

Best Western Plus Easton Inn & Suites

Baymont by Wyndham Easton

More cheap stays in Tilghman Island

Days Inn & Suites by Wyndham Cambridge

St Michaels Inn

Quality Inn Grasonville near Kent Island

Best Western Kent Narrows Inn

Comfort Inn & Suites Cambridge

Best Western Plus Easton Inn & Suites

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