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

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

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

1. The Tilghman Island Inn

Tilghman

William

฿6,210

฿6,831 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 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.

2. Wylder Tilghman Island

Tilghman

Gary

฿8,157

฿10,651 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 living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

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

3. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

฿17,824

฿19,606 total

includes taxes & fees

10 Nov - 11 Nov

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

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.

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

4. Rod 'N' Reel Resort

Chesapeake Beach

Kathleen K

฿4,853

฿5,387 total

includes taxes & fees

26 Oct - 27 Oct

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 building with a sign reading "The Inn."

5. Knapps Narrows Marina & Inn

Sherwood

BARBARA

฿5,035

฿5,539 total

includes taxes & fees

25 Oct - 26 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 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 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

฿7,687

฿9,295 total

includes taxes & fees

10 Nov - 11 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 restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

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

7. St Michaels Inn

St. Michaels

Lynn

฿2,689

฿2,958 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 coffee station with two coffee machines and a variety of coffee pods and cups.

8. Holiday Inn Express Easton by IHG

Easton

Emily

฿5,001

฿5,502 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

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

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.

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.

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

11. The Tidewater Inn

Easton

Miriam

฿6,008

฿6,609 total

includes taxes & fees

3 Nov - 4 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.

12. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

฿5,102

฿5,663 total

includes taxes & fees

21 Oct - 22 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.

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

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

฿4,537

฿4,990 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

14. Sandaway Suites & Beach

Oxford

Gary

฿10,122

฿11,134 total

includes taxes & fees

22 Oct - 23 Oct

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

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 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.

A hotel with a brick facade, a covered entrance, and a sign reading "Springhill Suites."

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

฿3,966

฿4,402 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 swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

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.

17. Baymont by Wyndham Easton

Easton

Edwin

฿2,991

฿3,290 total

includes taxes & fees

19 Oct - 20 Oct

Two Adirondack chairs facing a calm body of water with a clear sky above.

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 modern food court with a central island, various food stations, and a yogurt display.

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

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 desk, chair, blue sofa, ottoman, and a hallway leading to a door.

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

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

19. Comfort Inn & Suites Cambridge

Cambridge

Ana

฿3,692

฿4,099 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 marina with docked boats, a picnic area, and a grassy lawn with a tree.

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

A modern kitchen with a bar area, wooden flooring, and blue bar stools.

20. Anchored Inn at Hidden Harbour Marina

Deale

Beverly

฿6,239

฿7,112 total

includes taxes & fees

18 Oct - 19 Oct

View all properties

Hotels recommended for families in Tilghman Island

Wylder Tilghman Island

Tilghman

฿8,157

฿10,651 total

includes taxes & fees

18 Oct - 19 Oct

Inn at Perry Cabin

Downtown St. Michaels

฿17,824

฿19,606 total

includes taxes & fees

10 Nov - 11 Nov

Rod 'N' Reel Resort

Chesapeake Beach

฿4,853

฿5,387 total

includes taxes & fees

26 Oct - 27 Oct

Knapps Narrows Marina & Inn

Sherwood

฿5,035

฿5,539 total

includes taxes & fees

25 Oct - 26 Oct

The Wildset

Downtown St. Michaels

฿7,687

฿9,295 total

includes taxes & fees

10 Nov - 11 Nov

St Michaels Inn

St. Michaels

฿2,689

฿2,958 total

includes taxes & fees

1 Nov - 2 Nov

Holiday Inn Express Easton by IHG

Easton

฿5,001

฿5,502 total

includes taxes & fees

25 Oct - 26 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.

See properties

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

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 +++"

The Tidewater Inn

10/10 Excellent

"Very Cs"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"We stayed at the Wilson’s Cove section next to the marina. Very nice accommodations. Restaurant was at the main hotel two blocks away. The staff was very friendly and the check-in staff at the main hotel helped me to get the room without having to pay extra since there was an Expedia reservation foul up."

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

฿2,689

฿2,958 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

฿3,692

฿4,099 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! (1,003 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

Guest rating

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

Rod 'N' Reel Resort

Holiday Inn Express Annapolis East-Kent Island by IHG

The Tidewater Inn

The Inn at Chesapeake Bay Beach Club

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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