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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Guest favourite
Guest favourite
Cottage in Healdsburg
❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
6–11 Sept
6–11 Sept
$3,622 SGD
$2,268 SGD
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for 5 nights
,
·
4.92 out of 5 average rating, 255 reviews
4.92 (255)
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
$3,068 SGD
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for 5 nights
$3,068 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 254 reviews
5.0 (254)
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
$5,951 SGD
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for 5 nights
$5,951 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 118 reviews
5.0 (118)
Home in St. Helena
Hidden Hills Napa Retreat | St. Helena Gem
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
20–25 Jul
20–25 Jul
$5,341 SGD
$4,540 SGD
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for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
21–26 Oct
21–26 Oct
$7,700 SGD
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for 5 nights
$7,700 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 85 reviews
4.98 (85)
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up in Your Own Private Vineyard - Healdsburg
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
16–21 Jul
16–21 Jul
$6,827 SGD
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for 5 nights
$6,827 SGD for 5 nights
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Free cancellation
4.98 out of 5 average rating, 180 reviews
4.98 (180)
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
21–26 Jul
21–26 Jul
$4,431 SGD
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for 5 nights
$4,431 SGD for 5 nights
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Free cancellation
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Superhost
Superhost
Home in Healdsburg
Vineyard Daydream - Villa with Wine Tastings Inclu
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
19–24 Jul
19–24 Jul
$16,132 SGD
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for 5 nights
$16,132 SGD for 5 nights
New place to stay
New
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
25–30 Aug
25–30 Aug
$4,177 SGD
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for 5 nights
$4,177 SGD for 5 nights
5.0 out of 5 average rating, 164 reviews
5.0 (164)
Superhost
Superhost
Home in Geyserville
Farmstay with Pool and Wine Tastings Included
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
23–28 Aug
23–28 Aug
$4,146 SGD
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for 5 nights
$4,146 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
25–30 Jul
25–30 Jul
$4,339 SGD
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for 5 nights
$4,339 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom
1 bedroom
,
·
1 bed
1 bed
23–28 Aug
23–28 Aug
$4,323 SGD
$3,209 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 205 reviews
5.0 (205)
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
23–28 Aug
23–28 Aug
$2,945 SGD
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for 5 nights
$2,945 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg Wine Retreat • Tasting Perks • FirePit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
25–30 Oct
25–30 Oct
$1,946 SGD
$1,773 SGD
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for 5 nights
4.96 out of 5 average rating, 98 reviews
4.96 (98)
Guest favourite
Guest favourite
Home in Healdsburg
Haven with Pool, Hot Tub and Tastings Included
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
19–24 Aug
19–24 Aug
$7,546 SGD
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for 5 nights
$7,546 SGD for 5 nights
4.88 out of 5 average rating, 66 reviews
4.88 (66)
Guest favourite
Guest favourite
Home in Forestville
Somms Rest Designed Curated Peaceful
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
3–8 Oct
3–8 Oct
$1,757 SGD
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for 5 nights
$1,757 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 367 reviews
4.99 (367)
Guest favourite
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
19–24 Jul
19–24 Jul
$3,020 SGD
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for 5 nights
$3,020 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 195 reviews
4.94 (195)
Top guest favourite
Guest favourite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 king bed
1 king bed
27 Oct – 1 Nov
27 Oct – 1 Nov
$1,907 SGD
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for 5 nights
$1,907 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 690 reviews
4.97 (690)
Guest favourite
Guest favourite
Treehouse in Bodega Bay
Eagle's Nest Treehouse Farm Stay
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
10–15 Oct
10–15 Oct
$3,210 SGD
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for 5 nights
$3,210 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 226 reviews
4.95 (226)
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