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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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4BR/4BA home with heated pool surrounded by vineyards — Property 154493
- House
- 4 bedrooms , sleeps 10
- 4 bathrooms
- river, rural
- pool
- Rates (shown in USD)
- $2000 - $2750 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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Our House Healdsburg Elegance in the Vineyards — Property 215582
- Estate
- 6 bedrooms , sleeps 12
- 4 bathrooms
- downtown, rural
- pool
- Rates (shown in USD)
- $5700 per property per week
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The Loft
Bright, Sunny and Spacious! — Property 251146
- Townhome
- 1 bedroom , sleeps 4
- 1 bathroom
- downtown, lake
- balcony
- Rates (shown in USD)
- $1000 - $1200 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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Bella Vista Hillside Retreat
Holiday Magic! Bella Vista - 2 Hilltop Acres W/Spa, Patios, & Spectacular Views! — Property 258741
- House
- 3 bedrooms , sleeps 10
- 3 bathrooms
- rural, town
- jacuzzi
- Rates (shown in USD)
- $3500 per person 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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Downtown Healdsburg Retreat- Walk to Square- 2 BR/1 BA — Property 224233
- Cottage
- 2 bedrooms , sleeps 4
- 1 bathroom
- downtown, river
- air-conditioning
- Rates (shown in USD)
- $1200 per property per week
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Bedrooms
- 1 bedroom (8)
- 2 bedrooms (13)
- 3 bedrooms (24)
- 4+ bedrooms (30)
Sleeps
- Sleeps 1-4 (12)
- Sleeps 5-8 (39)
- Sleeps 9-12 (19)
- Sleeps 13 or more (5)
Baths
- 1 bathroom (13)
- 2 bathrooms (31)
- 3 bathrooms (20)
- 4+ bathrooms (10)
Lodging Type
- cottage rentals (9)
- estate rentals (2)
- farmhouse rentals (1)
- house rentals (55)
- lodge rentals (1)
- studio rentals (1)
- townhome rentals (1)
- villa rentals (4)
Amenities
- air conditioning (46)
- satellite or cable tv (60)
- pool (27)
- internet access (50)
- dishwasher (54)
- washing machine (50)
Leisure Activities
Suitability
- wheelchair accessible (10)
- suitable for elderly or infirm (21)
- pet friendly (18)
- non smoking only (63)
