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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
$3,639 SGD
$2,279 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
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$3,083 SGD
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for 5 nights
$3,083 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
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$5,979 SGD
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for 5 nights
$5,979 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 118 reviews
5.0 (118)
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
$7,710 SGD
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for 5 nights
$7,710 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 85 reviews
4.98 (85)
Guest favourite
Guest favourite
Home in Forestville
Somms Rest Designed Curated Peaceful
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
$1,742 SGD
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for 5 nights
$1,742 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 367 reviews
4.99 (367)
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
$4,451 SGD
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for 5 nights
$4,451 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 55 reviews
4.98 (55)
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
14–19 Jul
14–19 Jul
$6,859 SGD
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for 5 nights
$6,859 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 180 reviews
4.98 (180)
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
$3,571 SGD
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for 5 nights
$3,571 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
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
$2,961 SGD
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for 5 nights
$2,961 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 40 reviews
4.98 (40)
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
23–28 Aug
23–28 Aug
$4,343 SGD
$3,224 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 205 reviews
5.0 (205)
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
$6,585 SGD
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for 5 nights
$6,585 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 100 reviews
4.95 (100)
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
,
·
2 bathrooms
2 bathrooms
19–24 Aug
19–24 Aug
$7,438 SGD
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for 5 nights
$7,438 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 66 reviews
4.88 (66)
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
$2,184 SGD
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for 5 nights
$2,184 SGD for 5 nights
4.99 out of 5 average rating, 129 reviews
4.99 (129)
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
11–16 Aug
11–16 Aug
$4,044 SGD
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for 5 nights
$4,044 SGD for 5 nights
5.0 out of 5 average rating, 164 reviews
5.0 (164)
Top guest favourite
Guest favourite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
27 Oct – 1 Nov
27 Oct – 1 Nov
$1,916 SGD
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for 5 nights
$1,916 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 690 reviews
4.97 (690)
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
$18,616 SGD
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for 5 nights
$18,616 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
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
$5,536 SGD
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for 5 nights
$5,536 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 24 reviews
4.96 (24)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Mediterranean Getaway with breakfast Healdsburg
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Jul
17–22 Jul
$1,805 SGD
$1,658 SGD
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for 5 nights
4.95 out of 5 average rating, 205 reviews
4.95 (205)
Luxe
Luxe
Home in Healdsburg
Luxurious 3-Bedroom Home in Healdsburg
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$8,944 SGD
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for 5 nights
$8,944 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 38 reviews
5.0 (38)
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