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A town with a main street, buildings, and a train track.

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    Check prices for these dates, December 13 – 14, 2026

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    Our top choices for Ashland cottages

    1. The Birdhouse - Cozy Cottage Retreat in Richmond

    A yellow single-story building with a wooden fence, a door, and a small window.

    2. Cozy 4-bedroom cottage located on Golf Course and 15 min from Short Pump

    Exterior

    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 Ashland

    This charming railroad town hosts Randolph-Macon College and a Main Street lined with local shops and inviting cafés. Visitors can catch the annual Strawberry Faire in June or explore the Ashland Museum before watching trains roll through the center of town.

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    A town with a main street, buildings, and a train track.

    Top reviews in Ashland

    Hampton Inn by Hilton Richmond-North/Ashland

    A modern hotel with a welcoming entrance, a covered outdoor area, and a flagpole.

    Drury Plaza Hotel Richmond

    A Drury Plaza Hotel with a modern architectural design, featuring a curved entrance and large windows.

    Tru by Hilton Ashland

    A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a well-lit entrance.

    avid hotel Richmond North - Ashland by IHG

    A modern hotel with a prominent 'avid' sign, large windows, and a covered outdoor seating area.

    The Jefferson Hotel

    A grand hall with classical architecture, featuring large columns and arches, a seating area with chairs and tables, and a view of a building in the background.

    Hampton Inn & Suites Richmond Short Pump

    A Hampton Inn & Suites hotel with a modern design, featuring multiple floors and a prominent entrance.

    Residence Inn By Marriott Glen Allen Richmond

    A multi-story hotel with a central entrance and a landscaped driveway.

    Hilton Richmond Hotel & Spa/Short Pump

    A large hotel with a prominent "Hilton" sign, a covered walkway with railings, and a sign reading "Towne Center West".

    Linden Row Inn

    A covered outdoor corridor with white columns and a brick wall in the background.

    Hyatt House Richmond / Short Pump

    A multi-story hotel with a central courtyard, a covered entrance, and a parking area.

    Holiday Inn Express Richmond I-64 Short Pump Area by IHG

    A Holiday Inn Express hotel with a covered entrance, multiple floors, and a parking lot.

    Omni Richmond Hotel

    A multi-story hotel with a prominent Omni sign, modern architecture, and a well-lit facade.

    Hampton Inn & Suites Richmond/Glenside

    A Hampton Inn & Suites building with a clear entrance, a sign indicating a 15' clearance, and a brick facade.

    Frequently Asked Questions

    Why book your cottage in Ashland with Expedia?

    Expedia has some superb cottages in Ashland, so get set for a memorable vacay close to nature. If you need to stick to a budget, choose how much you want to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with a pool or a hot tub. We'll help you find the perfect digs whatever your trip looks like.

    How can I find cheap cottages in Ashland?

    With Expedia's handy filter tool, getting your hands on cheap cottages in Ashland has never been easier. To discover accommodations that'll make your wallet smile, refine your search by star rating, budget and amenities.

    What is there to do in Ashland near my cottage?

    After you've unpacked your things and settled in, head out and discover the cool things Ashland has for you to experience. Hanover Country Club is a popular attraction to add to your must-see list.

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