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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard views, hot tub, sauna, cinema
2 bedrooms
,
·
4 beds
,
·
3 private bathrooms
7–12 Sept
7–12 Sept
$4,659 SGD
$3,864 SGD
Show price breakdown
for 5 nights
,
·
4.98 out of 5 average rating, 123 reviews
4.98 (123)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up at Your Own Private Vineyard - Healdsburg
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$6,099 SGD
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for 5 nights
$6,099 SGD for 5 nights
4.98 out of 5 average rating, 183 reviews
4.98 (183)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Geyserville
Sanctuary Estate - Wine Tastings Included
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
1–6 Sept
1–6 Sept
$12,969 SGD
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for 5 nights
$12,969 SGD for 5 nights
4.95 out of 5 average rating, 77 reviews
4.95 (77)
Photo 1 of 29
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
$3,039 SGD
Show price breakdown
for 5 nights
$3,039 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 268 reviews
5.0 (268)
Photo 1 of 7
Home in Healdsburg
Montage Resort Healdsburg Harvest Home Rental
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
6–11 Sept
6–11 Sept
$25,535 SGD
$21,705 SGD
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for 5 nights
Free cancellation
Photo 1 of 20
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard View Retreat • Fire Pit • Wine Perks
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Nov
16–21 Nov
$1,768 SGD
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for 5 nights
$1,768 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 98 reviews
4.96 (98)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Large Outdoor Kitchen, Pool, Hot Tub, Firepit
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
7–12 Sept
7–12 Sept
$12,173 SGD
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for 5 nights
$12,173 SGD for 5 nights
5.0 out of 5 average rating, 106 reviews
5.0 (106)
Photo 1 of 23
Top guest favourite
Guest favourite
Cottage in Geyserville
Country Carriage House in Downtown Geyserville
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
20–25 Oct
20–25 Oct
$2,468 SGD
$1,557 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 181 reviews
4.99 (181)
Photo 1 of 29
Superhost
Superhost
Cottage in Healdsburg
❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
$3,605 SGD
$2,931 SGD
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for 5 nights
4.9 out of 5 average rating, 265 reviews
4.9 (265)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Modern Healdsburg Retreat • Hot Tub, Bocce & Views
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
14–19 Nov
14–19 Nov
$4,558 SGD
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for 5 nights
$4,558 SGD for 5 nights
4.93 out of 5 average rating, 179 reviews
4.93 (179)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Healdsburg
Three-Building Healdsburg Homestead with Wine Barn
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$4,735 SGD
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for 5 nights
$4,735 SGD for 5 nights
4.85 out of 5 average rating, 157 reviews
4.85 (157)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Nov
1–6 Nov
$3,916 SGD
Show price breakdown
for 5 nights
$3,916 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Healdsburg
Creekside Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$3,296 SGD
$2,878 SGD
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for 5 nights
4.96 out of 5 average rating, 92 reviews
4.96 (92)
Photo 1 of 10
Top guest favourite
Guest favourite
Hotel room in Healdsburg
Two Thirty-Five Luxury Suites: Plaza Suite
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
11–16 Sept
11–16 Sept
$7,513 SGD
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for 5 nights
$7,513 SGD for 5 nights
4.99 out of 5 average rating, 89 reviews
4.99 (89)
Photo 1 of 26
Top guest favourite
Guest favourite
Cottage in Healdsburg
Bee Haven Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
10–15 Sept
10–15 Sept
$2,655 SGD
$2,366 SGD
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for 5 nights
5.0 out of 5 average rating, 229 reviews
5.0 (229)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
$5,619 SGD
Show price breakdown
for 5 nights
$5,619 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 123 reviews
5.0 (123)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Geyserville
Doxie Ranch - Serene Vineyard Escape
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
21–26 Sept
21–26 Sept
$3,930 SGD
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for 5 nights
$3,930 SGD for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Photo 1 of 29
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
20–25 Sept
20–25 Sept
$3,971 SGD
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for 5 nights
$3,971 SGD for 5 nights
5.0 out of 5 average rating, 167 reviews
5.0 (167)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Luxury Retreat w/ Pool, Hot Tub & Sauna
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$11,950 SGD
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for 5 nights
$11,950 SGD for 5 nights
4.99 out of 5 average rating, 130 reviews
4.99 (130)
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