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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Healdsburg
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2 Bed, 2 Bath Wine Country Paradise, Spa, Views, Lrg Deck — Property 180577
- House
- 2 bedrooms , sleeps 6
- 2 bathrooms
- near the ocean, rural
- garden
- Rates (shown in USD)
- $1200 - $1550 per property per week
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Jimtown House — Property 39347
- House
- 3 bedrooms , sleeps 6
- 2 bathrooms
- adventure
- deck wood
- Rates (shown in USD)
- $2684 per house per week
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Luxurious Villa on private Vineyard Estate in N Sonoma Wine Country — Property 234620
- Villa
- 2 bedrooms , sleeps 6
- 2 bathrooms
- rural
- sauna
- Rates (shown in USD)
- $3325 per property per week
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Stillerus vineyards and gardens of West Dry Creek Valley! — Property 7021506
- House
- 3 bedrooms , sleeps 10
- 2 bathrooms
- children welcome
- suitable for elderly or infirm
- Rates (shown in USD)
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Holiday Deals!!! Winelover's 1922 Farmhouse in world class Merlot Vineyard — Property 190656
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- rural, town
- garden
- Rates (shown in USD)
- $3465 per property per week
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Redwood Tree House
Charming Riverfront Home near Town Square & Wineries — Property 98389
- 3 bedrooms , sleeps 8
- 2 bathrooms
- rural, waterfront
- jacuzzi
- Rates (shown in USD)
- $2021 - $2695 per property per week
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Villa Morfio - enjoy!
Sunset Magazine Meets Healdsburg-- Attn: Foodies, Wine Lovers and Entertainers! — Property 256797
- House
- 4 bedrooms , sleeps 8
- 2 bathrooms
- 1 half bathroom
- downtown, mountain
- garden
- Rates (shown in USD)
- $2500 per property per week
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Holiday Deals! Luxury Hillside Haven w/ Stunning Views Spa & Plunge Pool — Property 190651
- House
- 3 bedrooms , sleeps 8
- 2 bathrooms
- 2 half bathroom
- pool
- balcony
- Rates (shown in USD)
- $3750 per property per week
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Retreat at Dry Creek Valley — Property 7021510
- House
- 2 bedrooms , sleeps 6
- 2 bathrooms
- children welcome
- suitable for elderly or infirm
- Rates (shown in USD)
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Bliss House
Healdsburg Bliss House-Sonoma Wine Country Sweeping Panoramic Vineyard Views — Property 246755
- House
- 3 bedrooms , sleeps 6
- 2 bathrooms
- 1 half bathroom
- rural, village
- air-conditioning
- Rates (shown in USD)
- $2450 - $2700 per property per week
Refine Your Search
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Bedrooms
- 2 bedrooms (7)
- 3 bedrooms (19)
- 4+ bedrooms (5)
Sleeps
- Sleeps 1-4 (1)
- Sleeps 5-8 (23)
- Sleeps 9-12 (6)
- Sleeps 13 or more (1)
Lodging Type
- cottage rentals (1)
- farmhouse rentals (1)
- house rentals (27)
- villa rentals (1)
Amenities
- air conditioning (18)
- satellite or cable tv (24)
- pool (9)
- internet access (19)
- dishwasher (22)
- washing machine (24)
Leisure Activities
Suitability
- wheelchair accessible (4)
- suitable for elderly or infirm (6)
- pet friendly (8)
- non smoking only (26)
