Stay If You Dare - Vacation Rentals in St. Michaels Winery

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From US $1,003

         

10.0 (87 Reviews)

House

Baydream Believer

• Air Conditioner
• Parking
• View

• Maryland
• Bozman

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From US $260

         

|

8.8 (50 Reviews)

Bed & Breakfast

Parsonage Inn Bed and Breakfast

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• St. Michaels

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From US $308

         

|

9.2 (130 Reviews)

Bed & Breakfast

Parsonage Inn

• Air Conditioner
• Parking
• Pool

• Maryland
• St. Michaels

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From US $298

         

9.8 (194 Reviews)

Cottage

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• St. Michaels

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From US $1,551

         

|

8.0 (1 Review)

House

Waterfront St Michaels Vacation Rental with Fire Pit

• Parking
• Pet Friendly
• Pool

• Maryland
• St. Michaels

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From US $187

         

|

8.6 (65 Reviews)

Bed & Breakfast

George Brooks House B&B

• Air Conditioner
• Parking
• Pool

• Maryland
• St. Michaels

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From US $242

         

9.6 (126 Reviews)

Cottage

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• St. Michaels

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From US $825

         

|

8.0 (1 Review)

House

Crabbers Cove

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• St. Michaels

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From US $241

         

9.8 (406 Reviews)

Hotel

The Wildset

• Air Conditioner
• Parking
• Accessibility

• Maryland
• St. Michaels

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From US $314

         

10.0 (85 Reviews)

House

Walk to Everything House

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• St. Michaels

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From US $717

         

10.0 (35 Reviews)

House

Downtown St. Michaels | Bikes | Kayaks | Private Pier

• Air Conditioner
• Parking
• TV

• Maryland
• St. Michaels

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From US $263

         

10.0 (32 Reviews)

Apartment

Harbor View SuitenTalbot County License Number STRN-25-58

• Air Conditioner
• Parking
• TV

• Maryland
• St. Michaels

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From US $277

         

10.0 (29 Reviews)

Apartment

Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops

• Air Conditioner
• Parking
• TV

• Maryland
• St. Michaels

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From US $980

         

10.0 (14 Reviews)

House

Minutes from Downtown Easton and St. Michaels | Pool | Hot Tub | Kayaks | Privat

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Unionville

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From US $450

         

10.0 (13 Reviews)

House

Grace Cottage, Saint Michaels Walk to everything!

• Security/Safety
• Child Friendly
• Internet

• Maryland
• St. Michaels

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From US $300

         

10.0 (10 Reviews)

Cottage

Charming Waterfront Cottage Retreat near St. Michaels

• Air Conditioner
• Parking
• Balcony/Terrace

• Maryland
• Bozman

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From US $1,312

         

10.0 (8 Reviews)

House

Minutes from Downtown St. Michael's | Game Room | Pool | Hot Tub | Pickle Ball C

• Air Conditioner
• Parking
• Pool

• Maryland
• St. Michaels

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From US $445

         

10.0 (4 Reviews)

House

The Farm House at Hunting Creek

• Air Conditioner
• Pet Friendly
• Security/Safety

• Maryland
• Unionville

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From US $624

         

10.0 (3 Reviews)

House

Minutes from Downtown St. Michaels and Tilghman | Private Dock | Hot Tub

• Air Conditioner
• Parking
• TV

• Maryland
• Unionville

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From US $2,060

         

10.0 (2 Reviews)

House

Minutes from Downtown Easton and St. Michaels | Pool | Private Dock | Golf Cours

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Unionville

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From US $1,046

         

10.0 (2 Reviews)

House

Minutes from Downtown St. Michaels | Pool | Cabana | Kayaks | Private Dock

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Bozman

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From US $694

         

10.0 (2 Reviews)

House

Waterfront | Pet Friendly & Close to St. Michaels

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Bozman

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From US $532

         

10.0 (2 Reviews)

House

Brand-New Pool! Waterfront Bozman Village Home

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• St. Michaels

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From US $340

         

10.0 (2 Reviews)

House

3 Bedroom St. Michaels Retreat | Walk to town

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• St. Michaels

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