Stayifyoudare - Vacation Rentals in Garfield Center for the Arts at the Prince Theater

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From $501

         

10.0 (81 Reviews)

House

Private Waterfront Paradise w/Pier - Kayak to Historic Chestertown!

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From $182

         

9.7 (3 Reviews)

Apartment

Carriage House Hideaway In Center of Chestertown

• Air Conditioner
• Pet Friendly
• View

• Maryland
• Chestertown

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From $127

         

8.6 (785 Reviews)

Hotel

Comfort Inn & Suites Chestertown

• Air Conditioner
• Parking
• Pool

• Maryland
• Chestertown

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From $331

         

10.0 (74 Reviews)

House

Circa 1900 Home in the Heart of Historic Downtown Chestertown

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From $199

         

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9.6 (19 Reviews)

Bed & Breakfast

Brampton 1860

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From $84

         

7.2 (378 Reviews)

Hotel

Red Roof Inn & Suites Chestertown

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From $356

         

10.0 (70 Reviews)

House

Country Estate in Historic District

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From $342

         

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New

House

Pet-Friendly Home on Chester River with Dock!

• Parking
• Pet Friendly
• Pool

• Maryland
• Chestertown

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From $70

         

5.2 (174 Reviews)

Hotel

Driftwood Inn

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From $191

         

10.0 (39 Reviews)

Apartment

Historic Downtown Garden Oasis with Private Patio

• Air Conditioner
• Parking
• Balcony/Terrace

• Maryland
• Chestertown

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From $124

         

8.0 (232 Reviews)

Hotel

Comfort Inn & Suites Chestertown

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From $457

         

10.0 (25 Reviews)

House

Harbor View Haven | Waterfront w/Hot Tub + Dock!

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From $499

         

5.0 (87 Reviews)

Hotel

Driftwood Inn

• Air Conditioner
• Parking
• Accessibility

• Maryland
• Chestertown

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From $226

         

10.0 (17 Reviews)

House

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From $456

         

10.0 (5 Reviews)

House

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From $334

         

10.0 (2 Reviews)

Apartment

Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From $555

         

9.8 (84 Reviews)

House

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From $298

         

9.8 (26 Reviews)

Apartment

Newly restored apartment in the heart of Chestertown

• Air Conditioner
• Parking
• Security/Safety

• Maryland
• Chestertown

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From $1,328

         

9.8 (22 Reviews)

House

Beautiful, spacious waterfront home, an easy walk to historic Chestertown

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From $159

         

9.6 (102 Reviews)

Apartment

First Floor Studio Apartment in Historic Chestertown

• Air Conditioner
• Parking
• Pool

• Maryland
• Chestertown

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From $683

         

9.6 (16 Reviews)

House

Pet-Friendly Home on Chester River w/Dock!

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From $565

         

New

House

Stunning Historic Downtown Home! Within 2 Blocks of Fountain Park!

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Maryland
• Chestertown

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From $267

         

New

Apartment

Lovely 2 bedroom and loft apartment with AC, WiFi overlooking the Chester River

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From $583

         

10.0 (103 Reviews)

House

Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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★ Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Garfield Center for the Arts at the Prince Theater.