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A vineyard sign with "Dry Creek Vineyard" written above a stone archway.

Search Guest Houses in Healdsburg from CA $118

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

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    Our top choices for Healdsburg guest houses

    1. Calderwood Inn

    A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.

    2. Guerneville Lodge

    A house with a deck, surrounded by trees and a lawn.

    3. Love Shack private retreat

    A bedroom with a bed, a desk, a chair, a TV, a window, and a balcony.

    4. The Well House with outdoor seating and loft!

    A loft bedroom with a bunk bed, a bedside table with a lamp, a TV, and a window with a view.

    5. Glen Ellen Inn

    A garden pathway leading to a building with a white picket fence and hanging purple flowers.

    6. Central Santa Rosa Getaway w/ Private Outdoor Space

    A bedroom with a large bed, a bedside table with a lamp and a plant, and a window with curtains.

    7. Okaeri Calistoga

    A house with a tower-like structure, surrounded by a garden with a stone path and a wooden bridge.

    8. Two-Bedroom, One Bath - Aurora House

    A living room with a red sofa, a green armchair, and a red armchair with patterned cushions. There is a coffee table with books and a lamp. The room has wooden flooring and a large window with blinds.

    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 Healdsburg

    Stroll between tasting rooms in this charming wine country plaza where vintners pour small-batch Pinot Noir and Zinfandel. Bike through rolling vineyards in the morning, then spend afternoons browsing farm-to-table restaurants and artisan shops with locally-made olive oils.

    See all hotels in Healdsburg

    A vineyard sign with "Dry Creek Vineyard" written above a stone archway.

    Top reviews in Healdsburg

    Calderwood Inn

    A table set with a cheese board, wine glasses, and bottles, with a green sofa and lush greenery in the background.

    Glen Ellen Inn

    A garden pathway leading to a building with a white picket fence and hanging purple flowers.

    Guerneville Lodge

    A house with a deck, surrounded by trees and a lawn.

    Okaeri Calistoga

    A house with a tower-like structure, surrounded by a garden with a stone path and a wooden bridge.

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