Hillsboro Cottages

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Cottages in Hillsboro

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St Michaels MD

With a stay at this cottage in St. Michaels, you'll be just steps from Muskrat Park and St. Michaels Marina.

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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD

With a stay at this cottage in St. Michaels, you'll be just steps from Muskrat Park and St. Michaels Marina.

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Kitchen

Cozy, unique, historic registered cottage on the Corsica River!

Centreville MD

With a stay at this cottage in Centreville, you'll be within a 15-minute drive of Hazel Miner Monument and Earle Landing.

Kitchen

Washer

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

St Michaels MD

With a stay at this cottage in St. Michaels, you'll be just steps from Muskrat Park and St. Michaels Marina.

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Kitchen

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

Saint Michaels MD

With a stay at this cottage in St. Michaels, you'll be just steps from Higgins Yacht Yard and Marina and St. Michaels Marina.

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Secluded Waterfront Cottage on 200 acre farm near Queenstown

Centreville MD

With a stay at this cottage in Centreville, you'll be on the waterfront, and 6.5 mi (10.5 km) from Queenstown Premium Outlets and 6.6 mi (10.6 km) from Hazel Miner Monument.

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Washer

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Trappe MD

With a stay at this cottage in Trappe, you'll be within a 10-minute drive of The Third Haven Friends Meeting House and Easton Cycle and Sport.

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Grasonville Home w/ Private Pool on the Water

Grasonville MD

When you stay at this cottage in Grasonville, you'll be within a 10-minute drive of Chesapeake Exploration Center and Queenstown Premium Outlets.

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Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills

Wye Mills MD

Located in Queenstown, this cottage is a 1-minute drive from Wye Oak State Park and 8 minutes from Queenstown Premium Outlets.

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Washer

On-site Boat Dock: Queenstown Home w/ Pool & Yard!

Queenstown MD

Located in Queenstown, this cottage is within a 15-minute drive of Bennett Point Lighthouse and Queenstown Premium Outlets.

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Riverfront Denton Estate on 7 Acres w/ Fire Pit!

Denton MD

With a stay at this cottage in Denton, you'll be within a 5-minute drive of Williston Lake and Caroline County 4-H Club and Youth Park.

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Cottage downtown on a quiet street

St. Michaels MD

A stay at this cottage places you in the heart of St. Michaels, within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina.

Kitchen

Washer

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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.