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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up in Your Own Private Vineyard - Healdsburg
3 bedrooms
,
·
4 beds
,
·
2 private bathrooms
5–10 Jul
5–10 Jul
$6,872 SGD
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for 5 nights
$6,872 SGD for 5 nights
,
·
4.98 out of 5 average rating, 179 reviews
4.98 (179)
Top guest favourite
Guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$3,064 SGD
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for 5 nights
$3,064 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 246 reviews
5.0 (246)
Luxe
Luxe
Home in Healdsburg
Dry Creek Modern
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Jul
1–6 Jul
$9,135 SGD
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for 5 nights
$9,135 SGD for 5 nights
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$5,782 SGD
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for 5 nights
$5,782 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 115 reviews
5.0 (115)
Top guest favourite
Guest favourite
Home in Healdsburg
Luxury Retreat w/ Pool, Hot Tub & Sauna
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$12,573 SGD
$10,497 SGD
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for 5 nights
4.99 out of 5 average rating, 122 reviews
4.99 (122)
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa near Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$4,388 SGD
$3,955 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Top guest favourite
Guest favourite
Home in Geyserville
Luxurious Wine Country Estate
8 bedrooms
8 bedrooms
,
·
8 beds
8 beds
,
·
9 bathrooms
9 bathrooms
1–6 Jul
1–6 Jul
$29,725 SGD
$23,329 SGD
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for 5 nights
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Jul
3–8 Jul
$4,434 SGD
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for 5 nights
$4,434 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Top guest favourite
Guest favourite
Home in Healdsburg
WC Oasis with Hot Tub - Wine Tastings Included
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
6–11 Jul
6–11 Jul
$6,251 SGD
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for 5 nights
$6,251 SGD for 5 nights
4.95 out of 5 average rating, 60 reviews
4.95 (60)
Guest favourite
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$3,021 SGD
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for 5 nights
$3,021 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 194 reviews
4.94 (194)
Top guest favourite
Guest favourite
Home in Windsor
Casa de la Esperanza: 1890s Gem - Hot Tub - 5BD/3BA
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
5–10 Jul
5–10 Jul
$6,058 SGD
$4,070 SGD
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for 5 nights
5.0 out of 5 average rating, 74 reviews
5.0 (74)
Guest favourite
Guest favourite
Home in Healdsburg
Homestead with Pool Hot Tub and Tastings Included
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$7,342 SGD
$6,529 SGD
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for 5 nights
4.95 out of 5 average rating, 99 reviews
4.95 (99)
Guest favourite
Guest favourite
Home in Healdsburg
Healdsburg Plaza Gem-Hot Tub and Tastings Included
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$6,369 SGD
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for 5 nights
$6,369 SGD for 5 nights
4.9 out of 5 average rating, 91 reviews
4.9 (91)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Luxe Guest Suite in Dry Creek 5 mins From Town!
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$4,127 SGD
$3,694 SGD
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for 5 nights
5.0 out of 5 average rating, 161 reviews
5.0 (161)
Superhost
Superhost
Home in Santa Rosa
The Retreat at Mount Taylor, by Vinifera Homes
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
5–10 Jul
5–10 Jul
$2,998 SGD
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for 5 nights
$2,998 SGD for 5 nights
New place to stay
New
Superhost
Superhost
Home in Healdsburg
Wine Country Gem | Pool | Hot tub | BBQ
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
20–25 Jul
20–25 Jul
$9,448 SGD
$8,485 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 60 reviews
4.95 (60)
Guest favourite
Guest favourite
Holiday home in Healdsburg
Downtown Healdsburg Nest
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$3,891 SGD
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for 5 nights
$3,891 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 109 reviews
4.97 (109)
Guest favourite
Guest favourite
Home in Healdsburg
Vintage 3BR Home in Healdsburg Wine Country
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$4,901 SGD
$4,414 SGD
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for 5 nights
4.87 out of 5 average rating, 53 reviews
4.87 (53)
Top guest favourite
Guest favourite
Home in Healdsburg
Private Oasis in Healdsburg: Pool, Spa & Views
6 bedrooms
6 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
23–28 Aug
23–28 Aug
$9,731 SGD
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for 5 nights
$9,731 SGD for 5 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
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