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A pumpkin patch with a tractor and people sitting on benches.

Photo by Erica R Hopper

Search Poolesville Cottage Rentals from CA $142

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    Check prices for these dates, December 15–16, 2026

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    Our top choices for Poolesville cottages

    1. Beautiful Farmstay Hill Cottage and Tiny Equipped Camper in Maryland

    A wall-mounted mirror with a gold frame, a small shelf with a plant, and a wooden box below.

    2. Renovated 3B/3B Home | Downtown | Private Fire Pit

    A two-story house with a porch and a front door.

    3. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

    A stone house with a white picket fence, a front porch, and potted plants.

    4. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

    A house with a stone foundation, a porch with a covered area, and a well-maintained lawn.

    5. Sweet Chic Farm Cottage with Pool, Hot-Tub and Beautiful Sunsets in Maryland

    Terrace/patio

    6. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

    A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

    7. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

    A stone house with a white picket fence, a front porch, and potted plants.

    8. Art Docko - Lakefront Artist Retreat w/ Hot Tub!

    A wooden deck with a red umbrella, two chairs, and a table overlooking a calm lake surrounded by autumn foliage.

    9. Woodsy Retreat with a Hot Tub and Seasonal Views!

    A modern building with large windows, a deck, and a stone wall.

    10. Peaceful Lakefront Cottage with Mountain Views!

    A hot tub on a deck with a view of a lake and forest.

    11. 18th Century Stone Cottage minutes from historic Middleburg

    A patio with stone flooring, a round table, and metal chairs.

    12. Cottage w/ Hot Tub and 100-Mile Valley Views!

    A hot tub with a view of a forested landscape during sunset.

    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.

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    Learn more about Poolesville

    Head to sights like Seneca Creek State Park and Algonkian Regional Park as you discover Poolesville.

    See all hotels in Poolesville

    A pumpkin patch with a tractor and people sitting on benches.

    Photo by Erica R Hopper

    Top reviews in Poolesville

    Spark by Hilton Germantown Washington DC North

    A hotel with a prominent 'spark by Hilton' sign, multiple floors, and a parking lot.

    Hyatt Place Dulles Airport North

    A brick building with a sign reading "HYATT PLACE" and a white van parked in front.

    Hampton Inn & Suites Washington DC North/Gaithersburg

    A Hampton Inn & Suites hotel with a brick facade, multiple balconies, and a parking lot.

    Red Roof Inn Leesburg, VA

    A Red Roof Inn with a prominent red sign, brick facade, and a parking lot.

    Fairfield Inn & Suites by Marriott at Dulles Airport

    A Fairfield by Marriott van parked under a modern building with a stone pillar and a covered walkway.

    Hampton Inn & Suites Washington-Dulles International Airport

    A Hampton Inn & Suites hotel with a modern design, featuring a large entrance with a covered area and multiple balconies.

    Embassy Suites by Hilton Dulles North Loudoun

    A modern hotel with a flat roof, multiple floors, and a central entrance with a covered walkway.

    Homewood Suites by Hilton Gaithersburg/ Washington, DC North

    A multi-story hotel with a central entrance, a landscaped front yard with red flowers, and a clear sky.

    Best Western Dulles Airport Inn

    A hotel entrance with a covered area, outdoor seating, and a parking lot.

    Holiday Inn Gaithersburg by IHG

    A Holiday Inn hotel with a modern facade, a well-lit entrance, and landscaped surroundings.

    Springhill Suites Gaithersburg

    A hotel with a modern facade, a landscaped entrance, and a clear sky.

    Hampton Inn & Suites Herndon-Reston

    A Hampton Inn & Suites with a brick facade, large columns, and a neon sign.

    Holiday Inn Washington-Dulles International Airport by IHG

    A well-lit gas station with a canopy, a bench, and a landscaped area.

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