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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
Alexander Valley: Wine Lover and Cycling Paradise
1 bedroom
,
·
3 beds
,
·
1 private bathroom
19–24 Aug
19–24 Aug
$1,525 SGD
$1,370 SGD
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for 5 nights
,
·
4.98 out of 5 average rating, 323 reviews
4.98 (323)
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
25–30 Oct
25–30 Oct
$3,079 SGD
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for 5 nights
$3,079 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 254 reviews
5.0 (254)
Top guest favourite
Guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$2,708 SGD
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for 5 nights
$2,708 SGD for 5 nights
5.0 out of 5 average rating, 205 reviews
5.0 (205)
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
21–26 Oct
21–26 Oct
$7,711 SGD
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for 5 nights
$7,711 SGD for 5 nights
4.98 out of 5 average rating, 85 reviews
4.98 (85)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$5,998 SGD
Show price breakdown
for 5 nights
$5,998 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 117 reviews
5.0 (117)
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up in Your Own Private Vineyard - Healdsburg
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
13–18 Jul
13–18 Jul
$6,850 SGD
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for 5 nights
$6,850 SGD for 5 nights
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
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$4,419 SGD
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for 5 nights
$4,419 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Jul
25–30 Jul
$3,665 SGD
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for 5 nights
$3,665 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Home in Healdsburg
Villa with Pool, Hot Tub and Tastings Included
2 bedrooms
2 bedrooms
,
·
3 king beds
3 king beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Aug
25–30 Aug
$5,891 SGD
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for 5 nights
$5,891 SGD for 5 nights
4.98 out of 5 average rating, 61 reviews
4.98 (61)
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
$6,687 SGD
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for 5 nights
$6,687 SGD for 5 nights
4.95 out of 5 average rating, 100 reviews
4.95 (100)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Bucher Vineyard Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,181 SGD
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for 5 nights
$2,181 SGD for 5 nights
4.99 out of 5 average rating, 129 reviews
4.99 (129)
Guest favourite
Guest favourite
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$5,528 SGD
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for 5 nights
$5,528 SGD for 5 nights
4.96 out of 5 average rating, 24 reviews
4.96 (24)
Luxe
Luxe
Home in Healdsburg
Chalk Hill 360°
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
20–25 Jul
20–25 Jul
$18,591 SGD
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for 5 nights
$18,591 SGD for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,954 SGD
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for 5 nights
$2,954 SGD for 5 nights
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Top guest favourite
Guest favourite
Home in Healdsburg
Luxe Healdsburg 3BR Home + Comp Ridge Wine Tasting
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
20–25 Sept
20–25 Sept
$4,460 SGD
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for 5 nights
$4,460 SGD for 5 nights
5.0 out of 5 average rating, 65 reviews
5.0 (65)
Top guest favourite
Guest favourite
Home in Santa Rosa
Donner Dos Wine Country Retreat
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
3 bathrooms
3 bathrooms
25–30 Aug
25–30 Aug
$5,262 SGD
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for 5 nights
$5,262 SGD for 5 nights
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Guest favourite
Guest favourite
Treehouse in Bodega Bay
Eagle's Nest Treehouse Farm Stay
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
10–15 Oct
10–15 Oct
$3,221 SGD
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for 5 nights
$3,221 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 224 reviews
4.96 (224)
Luxe
Luxe
Home in Healdsburg
Luxurious 3-Bedroom Home in Healdsburg
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
19–24 Jul
19–24 Jul
$8,420 SGD
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for 5 nights
$8,420 SGD for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
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
19–24 Jul
19–24 Jul
$3,040 SGD
Show price breakdown
for 5 nights
$3,040 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 195 reviews
4.94 (195)
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