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  1. $289 to $807/night

    Healdsburg Home with Magnificent Vineyard View

    2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 night minstay
    FREE CANCELLATION
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  3. $216 to $253/night

    Peaceful Modern Sta Rosa Home w/ Vineyard Views!

    3 Bedrooms, 2.5 Bathrooms, Sleeps 5
    30 nights minstay
    Pets OK
    FREE CANCELLATION
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  5. $315/night

    Bright Modern Wine Country Hilltop Home w/ Office!

    4 Bedrooms, 3.5 Bathrooms, Sleeps 6
    30 nights minstay
    FREE CANCELLATION
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  7. $595 to $985/night

    Cypress House & Studio, Walk to Healdsburg Plaza

    3 Bedrooms, 3 Bathrooms, Sleeps 8
    1 night minstay
    FREE CANCELLATION
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  9. $349 to $1,123/night

    Pet’s FREE! Modern luxury steps from Russian River

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 night minstay
    Pets OK
    FREE CANCELLATION
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  11. $193 to $417/night

    Near Rolling Vineyards! Cozy 2BR Country Cottage

    2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    Pets OK
    FREE CANCELLATION
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  13. $292 to $541/night

    Gorgeous Glen Ellen Home, Lovely Decks & Office

    3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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  15. $571 to $2,006/night

    Hidden Oasis ~ a Private Luxury Home in Healdsburg

    3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 nights minstay
    FREE CANCELLATION
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