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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Top guest favourite
Guest favourite
Guest house in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
1 bedroom
,
·
1 bed
,
·
1 private bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,839 SGD
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for 5 nights
$2,839 SGD for 5 nights
,
·
4.99 out of 5 average rating, 318 reviews
4.99 (318)
Guest favourite
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
25–30 Oct
25–30 Oct
$3,800 SGD
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for 5 nights
$3,800 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
25–30 Oct
25–30 Oct
$3,062 SGD
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for 5 nights
$3,062 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 264 reviews
5.0 (264)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
24–29 Aug
24–29 Aug
$5,828 SGD
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for 5 nights
$5,828 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 122 reviews
5.0 (122)
Top guest favourite
Guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom
1 bedroom
,
·
1 bed
1 bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,387 SGD
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for 5 nights
$3,387 SGD for 5 nights
5.0 out of 5 average rating, 222 reviews
5.0 (222)
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up at Your Own Private Vineyard - Healdsburg
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
22–27 Aug
22–27 Aug
$6,769 SGD
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for 5 nights
$6,769 SGD for 5 nights
4.98 out of 5 average rating, 183 reviews
4.98 (183)
Top guest favourite
Guest favourite
Treehouse in Occidental
The Spectacular Spyglass Treehouse
1 bedroom
1 bedroom
,
·
1 bed
1 bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$7,159 SGD
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for 5 nights
$7,159 SGD for 5 nights
4.98 out of 5 average rating, 370 reviews
4.98 (370)
Top guest favourite
Guest favourite
Home in Healdsburg
Cuvée House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
18–23 Aug
18–23 Aug
$5,355 SGD
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for 5 nights
$5,355 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Luxe
Luxe
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
25–30 Aug
25–30 Aug
$12,452 SGD
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for 5 nights
$12,452 SGD for 5 nights
5.0 out of 5 average rating, 94 reviews
5.0 (94)
Guest favourite
Guest favourite
Holiday home in Healdsburg
Downtown Healdsburg Nest
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
18–23 Aug
18–23 Aug
$3,833 SGD
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for 5 nights
$3,833 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 112 reviews
4.96 (112)
Guest favourite
Guest favourite
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
31 Aug – 5 Sept
31 Aug – 5 Sept
$6,370 SGD
$5,672 SGD
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for 5 nights
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Guest favourite
Guest favourite
Home in Santa Rosa
Elegant & Spacious Luxury Wine Country Estate
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
7–12 Sept
7–12 Sept
$2,959 SGD
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for 5 nights
$2,959 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 238 reviews
4.97 (238)
Guest favourite
Guest favourite
Home in Healdsburg
Bermudes Family Vineyard View Healdsburg House
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
7–12 Sept
7–12 Sept
$3,081 SGD
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for 5 nights
$3,081 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
7–12 Sept
7–12 Sept
$4,367 SGD
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for 5 nights
$4,367 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 57 reviews
4.98 (57)
Top guest favourite
Guest favourite
Cottage in Geyserville
Country Carriage House in Downtown Geyserville
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
23–28 Aug
23–28 Aug
$2,191 SGD
$1,501 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 178 reviews
4.99 (178)
Guest favourite
Guest favourite
Villa in Santa Rosa
Farmhouse Villa w/ Captivating Views & Hot Tub
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
21–26 Sept
21–26 Sept
$5,914 SGD
$5,243 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 130 reviews
4.98 (130)
Guest favourite
Guest favourite
Home in Forestville
Luxury Forestville Ranch: Pool+Hot Tub+Fire Pit
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
20–25 Sept
20–25 Sept
$5,318 SGD
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for 5 nights
$5,318 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
14–19 Nov
14–19 Nov
$5,873 SGD
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for 5 nights
$5,873 SGD for 5 nights
4.98 out of 5 average rating, 89 reviews
4.98 (89)
Top guest favourite
Guest favourite
Flat in Healdsburg
Bucher Vineyard Studio
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
4–9 Oct
4–9 Oct
$1,461 SGD
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for 5 nights
$1,461 SGD for 5 nights
4.99 out of 5 average rating, 131 reviews
4.99 (131)
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