Tilghman Holiday Rentals, Maryland: Private House Rentals

Two people in a red canoe on a body of water with a sunset and a bridge in the background.

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Our top choices for Tilghman hotels

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

1. Wylder Tilghman Island

Tilghman

Gary

฿6,293

฿8,568 total

includes taxes & fees

17 Sept - 18 Sept

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

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 covered outdoor area with a wooden deck, potted plants, and a bench.

2. The Tilghman Island Inn

Tilghman

Robert M

฿6,746

฿7,420 total

includes taxes & fees

16 Sept - 17 Sept

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

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."

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

3. Knapps Narrows Marina & Inn

Sherwood

BARBARA

฿4,936

฿5,429 total

includes taxes & fees

13 Sept - 14 Sept

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.

4. St Michaels Inn

St. Michaels

Karen

฿3,110

฿3,421 total

includes taxes & fees

13 Sept - 14 Sept

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 bar area, wooden flooring, and blue bar stools.

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

5. Anchored Inn at Hidden Harbour Marina

Deale

Dale

฿6,782

฿7,731 total

includes taxes & fees

17 Sept - 18 Sept

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

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

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

6. Springhill Suites by Marriott Prince Frederick

Prince Frederick

Jose

฿3,888

฿4,316 total

includes taxes & fees

20 Sept - 21 Sept

A hotel room with a large bed, bedside tables, a desk, a chair, a flat-screen TV, and a window with a view.

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

A Holiday Inn Express hotel with a brick facade, a central entrance, and a parking lot with several cars.

A gym with dumbbells, a bench, and a sign that says "USE AT YOUR OWN RISK".

7. Holiday Inn Express Prince Frederick by IHG

Prince Frederick

Gwen

฿3,883

฿4,675 total

includes taxes & fees

20 Sept - 21 Sept

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

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

A restaurant with a high ceiling, large windows, and a central bar area.

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

8. Rod 'N' Reel Resort

Chesapeake Beach

Francine

฿4,790

฿6,419 total

includes taxes & fees

1 Oct - 2 Oct

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

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.

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

9. Hampton Inn Easton

Easton

Rachel

฿5,116

฿5,628 total

includes taxes & fees

13 Sept - 14 Sept

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.

10. The Oaks Waterfront

Easton

Jeffrey

฿14,482

฿15,930 total

includes taxes & fees

14 Sept - 15 Sept

A kitchen with a coffee station, a toaster, and a painting of a sunset on the wall.

A hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a wall-mounted heater.

A two-story building with a brick facade, a covered entrance, and a bench outside.

A vending area with a cold drink machine and a snack vending machine.

11. SureStay by Best Western Prince Frederick

Prince Frederick

Greg

฿2,600

฿2,886 total

includes taxes & fees

20 Sept - 21 Sept

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

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.

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

12. Inn at Perry Cabin

Downtown St. Michaels

Andrew

฿21,466

฿23,612 total

includes taxes & fees

6 Oct - 7 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 restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

13. The Wildset

Downtown St. Michaels

Paula

฿7,917

฿9,537 total

includes taxes & fees

5 Oct - 6 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 with a covered entrance, multiple floors, and a parking lot.

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

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

14. Fairfield Inn & Suites by Marriott Easton

Easton

Stephanie

฿4,477

฿4,925 total

includes taxes & fees

27 Sept - 28 Sept

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

15. George Brooks House B&B

St. Michaels

Erin

฿6,960

฿7,656 total

includes taxes & fees

17 Sept - 18 Sept

A grassy area with white Adirondack chairs and a view of sailboats on the water.

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

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.

16. Sandaway Suites & Beach

Oxford

Sandra

฿8,984

฿9,882 total

includes taxes & fees

14 Sept - 15 Sept

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

A gym with exercise equipment, a mirror, and a wall with exercise posters.

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

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

17. Holiday Inn Express Cambridge by IHG

Cambridge

Philip

฿4,207

฿4,670 total

includes taxes & fees

11 Oct - 12 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 swimming pool with a fenced area, lounge chairs, and a covered seating area.

A compact kitchenette with a microwave, coffee maker, and storage for condiments.

18. Days Inn & Suites by Wyndham Cambridge

Cambridge

Edward

฿2,098

฿2,329 total

includes taxes & fees

13 Sept - 14 Sept

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

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

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

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.

19. Best Western Plus Easton Inn & Suites

Easton

Stephen

฿4,273

฿4,701 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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.

20. Econo Lodge Easton Route 50

Easton

Brady

฿2,665

฿2,932 total

includes taxes & fees

24 Sept - 25 Sept

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Stay near popular Tilghman attractions

Tilghman Island Marina

Explore the waterfront in Tilghman with a trip to Tilghman Island Marina. Discover the sunsets while you're in the area.

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Tilghman Watermen’s Museum

9.8/10 (6 reviews)

This waterfront museum chronicles Tilghman Island's maritime heritage through artefacts and oral histories. Explore a replica crab shanty and join weekend guided tours for insights into watermen's traditions.

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Talbot County Library Tilghman Branch

The Tilghman Branch library serves as a welcoming community hub with books and digital resources. Browse the collection, engage with knowledgeable staff, or join community programmes in this tranquil island retreat.

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Kronsberg Park

Kronsberg Park offers peaceful walking trails across 1.4 acres of Tilghman Island's coastal landscape. Explore its serene paths in spring or fall when mild temperatures and seasonal foliage enhance your morning stroll.

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Learn more about Tilghman

This historic watermen's village offers authentic Chesapeake Bay experiences with skipjack sailboat tours and fresh seafood at the working harbour. Visit Knapp's Narrows drawbridge to watch boats pass through, or join local fishermen for blue crab catching during summer months.

See all hotels in Tilghman

An aerial view of a coastal town with a long peninsula extending into the sea, surrounded by water and greenery.

Top Tilghman Hotel Reviews

St Michaels Inn

10/10 Excellent

"Property about 1.5 miles from the center of town. We knew about the location and we were quite pleased with everything and the eggs in the buffet were excellent for a hotel breakfast.....much better than other hotels"

Rod 'N' Reel Resort

8/10 Good

"Great stay! Very clean and kind staff. The amenities close much too early (8pm), making them difficult to enjoy."

Wylder Tilghman Island

8/10 Good

"Very nice stay"

Best Western Kent Narrows Inn

10/10 Excellent

"The staff was friendly and helpful the amenities were great and the room was clean and comfortable. It was a great value!"

Inn at Perry Cabin

10/10 Excellent

"It’s so lovely and elegant I almost don’t want to tell people it’s there. Stunning, perfect in every way."

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"Would gladly book again. Upgrading to a room with a balcony overlooking the Bay was too expensive but it was a special occasion, so I paid it. The upgrade would be a lot cheaper, most likely, it I had done in it advance. The desk clerk allowed us to check in early because the room was clean and ready. This was very kind and not usually offer in any case at hotels and motels. It made it easier when we came back later in the afternoon and went directly to the room. Thanks!"

Comfort Inn & Suites Cambridge

10/10 Excellent

"The room was clean except the dog hair on the couch. Otherwise the bedding and bathroom was clean and the bed was comfortable."

Days Inn & Suites by Wyndham Cambridge

8/10 Good

"Room was tidy, good rate."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Great overnight getaway with comfy beds & pool by the water!"

More cheap stays in Tilghman