Pelican Beach Costa Rica - Vacation Rentals in Tilghman Watermen’s Museum

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From US $1,361

         

10.0 (37 Reviews)

House

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

• Air Conditioner
• Parking
• Pool

• Maryland
• Sherwood

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From US $175

         

|

10.0 (1 Review)

House

St Michaels Area Cottage - Walk to Water and Marina

• Parking
• Pet Friendly
• Wheelchair Accessible

• Maryland
• Neavitt

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From US $316

         

|

9.0 (56 Reviews)

Bed & Breakfast

Black Walnut Point Inn

• Air Conditioner
• Parking
• Pool

• Maryland
• Tilghman

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From US $433

         

10.0 (36 Reviews)

House

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

• Air Conditioner
• Parking
• TV

• Maryland
• Tilghman

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From US $683

         

9.0 (1 Review)

House

Waterfront Bliss- Ultimate Tilghman Retreat home

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Tilghman

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From US $220

         

|

9.6 (119 Reviews)

Hotel

The Tilghman Island Inn

• Air Conditioner
• Parking
• Pool

• Maryland
• Tilghman

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From US $658

         

10.0 (22 Reviews)

House

Tilghman Island Waterfront Retreat with Brand New Pool – Summer 2026!

• Air Conditioner
• Parking
• Pool

• Maryland
• Tilghman

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From US $275

         

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8.0 (1 Review)

House

Tilghman Island Retreat By Knapps Narrows!

• Parking
• Accessibility
• Security/Safety

• Maryland
• Tilghman

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From US $132

         

|

9.4 (358 Reviews)

Hotel

Knapps Narrows Marina & Inn

• Air Conditioner
• Parking
• Pool

• Maryland
• Tilghman

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From US $961

         

10.0 (21 Reviews)

House

6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access

• Air Conditioner
• Parking
• Pool

• Maryland
• Sherwood

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From US $596

         

10.0 (14 Reviews)

House

Minutes from Downtown St. Michaels | Waterfront | Pet Friendly | Private Dock

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Neavitt

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From US $353

         

10.0 (14 Reviews)

Cottage

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Tilghman

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From US $276

         

10.0 (14 Reviews)

House

Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families

• Air Conditioner
• Parking
• TV

• Maryland
• Tilghman

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From US $428

         

10.0 (13 Reviews)

Cottage

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Tilghman

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From US $284

         

10.0 (11 Reviews)

House

Pet-Friendly Tilghman Island Coastal Retreat

• Air Conditioner
• Parking
• TV

• Maryland
• Tilghman

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From US $264

         

10.0 (10 Reviews)

House

Charming 3BR Cottage in Heart of Tilghman Island – Bike everywhere!

• Air Conditioner
• Parking
• TV

• Maryland
• Tilghman

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From US $275

         

10.0 (9 Reviews)

House

Cozy 2-Bedroom Cottage on Tilghman Island – Near Restaurants & Water Activities

• Air Conditioner
• Parking
• TV

• Maryland
• Tilghman

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From US $293

         

10.0 (4 Reviews)

House

Tilghman Island Retreat By Knapps Narrows!

• Air Conditioner
• Parking
• TV

• Maryland
• Tilghman

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From US $358

         

9.8 (56 Reviews)

Cottage

The Middle Point Cabin in Saint Michaels

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Neavitt

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From US $1,406

         

9.8 (40 Reviews)

House

ST. MICHAELS ESTATE OFFERS WATERFRONT POOL, PIER, DOCK AND 15 ACSnPET FRIENDLY

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Sherwood

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From US $400

         

9.8 (10 Reviews)

House

Bayfront Retreat Near St. Michaels | Private Dock Sunset Views

• Air Conditioner
• Parking
• TV

• Maryland
• Tilghman

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From US $1,014

         

9.8 (8 Reviews)

House

Minutes from Downtown St. Michaels | Pool | Kayaks | Private Dock | Newly Renova

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Bozman

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From US $266

         

9.6 (12 Reviews)

House

Pet-Friendly Island Getaway | Bikes & Porch

• Air Conditioner
• Pet Friendly
• TV

• Maryland
• Tilghman

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From US $1,656

         

9.6 (7 Reviews)

House

Tilghman Waterfront | Indoor Pool | Private Dock | Pool House

• Air Conditioner
• Parking
• Pool

• Maryland
• Tilghman

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