Villas Rentals - Vacation Rentals in Crumpton Auction

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From US $660

         

9.8 (97 Reviews)

House

Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Magnolia

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From US $178

         

|

9.8 (4 Reviews)

Apartment

The Still Pond Inn

• Air Conditioner
• Parking
• View

• Maryland
• Still Pond

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From US $119

         

8.6 (929 Reviews)

Hotel

Comfort Inn & Suites Chestertown

• Air Conditioner
• Parking
• Pool

• Maryland
• Chestertown

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From US $537

         

10.0 (91 Reviews)

House

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

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From US $397

         

|

9.6 (19 Reviews)

Bed & Breakfast

Brampton 1860

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From US $75

         

7.2 (464 Reviews)

Hotel

Red Roof Inn & Suites Chestertown

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Chestertown

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From US $227

         

10.0 (54 Reviews)

Apartment

Historic Downtown Garden Oasis with Private Patio

• Air Conditioner
• Parking
• Balcony/Terrace

• Maryland
• Chestertown

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From US $1,539

         

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House

Porterhouse Farm

• Air Conditioner
• Parking
• Pool

• Maryland
• Sudlersville

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From US $618

         

10.0 (31 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From US $291

         

10.0 (27 Reviews)

House

Lovely Home in Chestertown - Free EV Charging for guests

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From US $379

         

10.0 (25 Reviews)

Apartment

Waterfront Retreat with Private Dock and Beach

• Air Conditioner
• Parking
• TV

• Maryland
• Magnolia

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From US $253

         

10.0 (19 Reviews)

House

Peaceful country home away in the wilderness

• Child Friendly

• Maryland
• Golts

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From US $603

         

10.0 (11 Reviews)

Cottage

Eastern shore beachfront cottage with stunning sunset views!

• Air Conditioner
• Parking
• TV

• Maryland
• Magnolia

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From US $545

         

10.0 (6 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From US $634

         

10.0 (4 Reviews)

House

Welcome to the secluded waterfront oasis

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Golts

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From US $1,557

         

10.0 (2 Reviews)

House

Guest Lodge | Private Pool | Outdoor Dining | Game Room

• Air Conditioner
• Parking
• Pool

• Maryland
• Sudlersville

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From US $666

         

10.0 (2 Reviews)

House

Countryside Cottage in Sassafras

• Air Conditioner
• Parking
• TV

• Maryland
• Galena

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From US $415

         

10.0 (2 Reviews)

House

Blue Heron Farm Waterfront Chalet

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From US $279

         

10.0 (2 Reviews)

Apartment

Secluded Cottage in Middle of Chestertown

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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From US $187

         

10.0 (2 Reviews)

Apartment

High Tide Haven Suite

• Air Conditioner
• TV
• View

• Maryland
• Still Pond

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From US $809

         

10.0 (1 Review)

House

Pool + Hot Tub + Pickleball | Waterfront

• Air Conditioner
• Pool
• TV

• Maryland
• Church Hill

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From US $406

         

10.0 (1 Review)

House

Newly renovated single family home with attached guest suite

• Air Conditioner
• Parking
• TV

• Maryland
• Magnolia

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From US $187

         

10.0 (1 Review)

Apartment

Beachcomber Suite

• Air Conditioner
• Parking
• TV

• Maryland
• Still Pond

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From US $385

         

9.8 (29 Reviews)

Apartment

Newly restored apartment in the heart of Chestertown

• Air Conditioner
• Parking
• TV

• Maryland
• Chestertown

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★ Pro Tip: Villas Rentals makes it easy to compare the best listings on Villas Rentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Villas Rentals 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 Crumpton Auction.