Chestertown Villas

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Villas in Chestertown

Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach

White Marsh MD

Located in White Marsh, this villa is on the waterfront, within a 15-minute drive of Gunpowder Falls State Park and White Marsh Mall.

Pool

Kitchen

Cozy Waterfront 3-bedroom villa with fitness/theater/game room, WiFi in Dundalk

Dundalk MD

With a stay at this villa in Dundalk, you'll be within a 15-minute drive of Baltimore Cruise Terminal and Johns Hopkins Bayview Medical Center.

Kitchen

Washer

Stunning waterfront villa with indoor pool and kids swing set and play area.

Earleville MD

Located in Earleville, this villa is a 4-minute drive from Earleville Wildlife Management Area and 9 minutes from Long Point Marina.

Pool

Hot Tub

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Rock Hall MD

When you a stay at this villa in Rock Hall, you'll be on the waterfront, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Pool

Hot Tub

Blake House Historic Estate with Private Inn

Centreville MD

Located in Centreville, this villa is on the waterfront, within a 15-minute drive of Hazel Miner Monument and Earle Landing.

Pool

Kitchen

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.