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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
18–23 Aug
18–23 Aug
$2,931 SGD
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for 5 nights
$2,931 SGD for 5 nights
,
·
4.99 out of 5 average rating, 315 reviews
4.99 (315)
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
$3,046 SGD
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for 5 nights
$3,046 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 261 reviews
5.0 (261)
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
8–13 Aug
8–13 Aug
$4,372 SGD
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for 5 nights
$4,372 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 56 reviews
4.98 (56)
Top guest favourite
Guest favourite
Home in Healdsburg
Heavenly Hideaway - Wine Tastings Included
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
4–9 Oct
4–9 Oct
$3,020 SGD
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for 5 nights
$3,020 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
$3,867 SGD
$3,385 SGD
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for 5 nights
5.0 out of 5 average rating, 215 reviews
5.0 (215)
Top guest favourite
Guest favourite
Home in Healdsburg
Cuvée House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
9–14 Aug
9–14 Aug
$5,362 SGD
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for 5 nights
$5,362 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 51 reviews
5.0 (51)
Top guest favourite
Guest favourite
Room in Windsor
Rivermind, a Wine Country Retreat #1
1 queen bed
1 queen bed
9–14 Aug
9–14 Aug
$770 SGD
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for 5 nights
$770 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 165 reviews
4.93 (165)
Top guest favourite
Guest favourite
Guest suite in Forestville
Cozy & Sweet Redwood Retreat
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
15–20 Sept
15–20 Sept
$1,320 SGD
$1,176 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 88 reviews
4.99 (88)
Guest favourite
Guest favourite
Room in Santa Rosa
Lovely older home w/ private rm and bath/tub.
1 single bed
1 single bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$438 SGD
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for 5 nights
$438 SGD for 5 nights
Free cancellation
4.86 out of 5 average rating, 898 reviews
4.86 (898)
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
$8,148 SGD
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for 5 nights
$8,148 SGD for 5 nights
4.98 out of 5 average rating, 362 reviews
4.98 (362)
Top guest favourite
Guest favourite
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
16–21 Aug
16–21 Aug
$3,076 SGD
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for 5 nights
$3,076 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Home in Healdsburg
Montage Resort Healdsburg Harvest Home Rental
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
9–14 Aug
9–14 Aug
$21,840 SGD
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for 5 nights
$21,840 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg Plaza Pet-Friendly Charmer + Hot Tub
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
20–25 Aug
20–25 Aug
$4,939 SGD
$4,230 SGD
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for 5 nights
4.99 out of 5 average rating, 72 reviews
4.99 (72)
Guest favourite
Guest favourite
Cabin in Occidental
Rustic Yet Luxurious Cabin in the Redwoods
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
14–19 Sept
14–19 Sept
$2,491 SGD
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for 5 nights
$2,491 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 627 reviews
4.97 (627)
Top guest favourite
Guest favourite
Holiday home in Healdsburg
Downtown Healdsburg Hideaway
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
8–13 Aug
8–13 Aug
$3,762 SGD
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for 5 nights
$3,762 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 82 reviews
4.98 (82)
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard View Retreat • Fire Pit • Wine Perks
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
16–21 Nov
16–21 Nov
$1,893 SGD
$1,726 SGD
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for 5 nights
Book early to save
4.96 out of 5 average rating, 98 reviews
4.96 (98)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Bucher Vineyard Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
28 Aug – 2 Sept
28 Aug – 2 Sept
$2,227 SGD
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for 5 nights
$2,227 SGD for 5 nights
4.99 out of 5 average rating, 133 reviews
4.99 (133)
Top guest favourite
Guest favourite
Cabin in Cazadero
Architect cabin in the Redwoods
1 bedroom
1 bedroom
,
·
1 bed
1 bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,630 SGD
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for 5 nights
$1,630 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 974 reviews
4.98 (974)
Top guest favourite
Guest favourite
Place to stay in Sebastopol
"The Hollies" Wine Country Victorian Farmhouse
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
17–22 Aug
17–22 Aug
$1,228 SGD
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for 5 nights
$1,228 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 282 reviews
4.99 (282)
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