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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Top guest favourite
Guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
2 bedrooms
,
·
3 beds
,
·
1.5 private bathrooms
25–30 Oct
25–30 Oct
$3,087 SGD
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for 5 nights
$3,087 SGD for 5 nights
,
·
5.0 out of 5 average rating, 252 reviews
5.0 (252)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$5,754 SGD
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for 5 nights
$5,754 SGD for 5 nights
5.0 out of 5 average rating, 117 reviews
5.0 (117)
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
26–31 Jul
26–31 Jul
$13,339 SGD
$10,752 SGD
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for 5 nights
4.99 out of 5 average rating, 125 reviews
4.99 (125)
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa near Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,955 SGD
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for 5 nights
$2,955 SGD for 5 nights
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Superhost
Superhost
Home in Santa Rosa
The Retreat at Mount Taylor, by Vinifera Homes
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$2,463 SGD
Show price breakdown
for 5 nights
$2,463 SGD for 5 nights
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
,
·
4 bathrooms
4 bathrooms
31 Jul – 5 Aug
31 Jul – 5 Aug
$8,121 SGD
$6,975 SGD
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for 5 nights
4.98 out of 5 average rating, 85 reviews
4.98 (85)
Home in Healdsburg
Montage Resort Healdsburg Harvest Home Rental
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
12–17 Jul
12–17 Jul
$25,879 SGD
$21,351 SGD
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for 5 nights
New home discount
New place to stay
New
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
9–14 Jul
9–14 Jul
$2,999 SGD
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for 5 nights
$2,999 SGD for 5 nights
4.94 out of 5 average rating, 195 reviews
4.94 (195)
Top guest favourite
Guest favourite
Home in Geyserville
Luxurious Wine Country Estate
8 bedrooms
8 bedrooms
,
·
8 beds
8 beds
,
·
9 bathrooms
9 bathrooms
19–24 Jul
19–24 Jul
$22,588 SGD
$18,470 SGD
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for 5 nights
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Top 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
10–15 Jul
10–15 Jul
$5,652 SGD
$4,256 SGD
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for 5 nights
4.86 out of 5 average rating, 156 reviews
4.86 (156)
Top guest favourite
Guest favourite
Home in Geyserville
Updated 5 BR house w/ hot tub - walk to downtown!
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$4,042 SGD
$3,409 SGD
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for 5 nights
4.99 out of 5 average rating, 138 reviews
4.99 (138)
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
26–31 Jul
26–31 Jul
$16,290 SGD
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for 5 nights
$16,290 SGD for 5 nights
4.95 out of 5 average rating, 73 reviews
4.95 (73)
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
$4,042 SGD
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for 5 nights
$4,042 SGD for 5 nights
5.0 out of 5 average rating, 164 reviews
5.0 (164)
Guest favourite
Guest favourite
Home in Healdsburg
Casa Pavone, by Vinifera Homes
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$4,588 SGD
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for 5 nights
$4,588 SGD for 5 nights
4.88 out of 5 average rating, 32 reviews
4.88 (32)
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
9–14 Jul
9–14 Jul
$4,428 SGD
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for 5 nights
$4,428 SGD for 5 nights
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Alexander Valley: Wine Lover and Cycling Paradise
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
9–14 Jul
9–14 Jul
$1,605 SGD
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for 5 nights
$1,605 SGD for 5 nights
4.98 out of 5 average rating, 322 reviews
4.98 (322)
Top guest favourite
Guest favourite
Home in Geyserville
Healdsburg Wine Country Oasis, Hot Tub & Bocce
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Aug
4–9 Aug
$3,043 SGD
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for 5 nights
$3,043 SGD for 5 nights
4.99 out of 5 average rating, 80 reviews
4.99 (80)
Luxe
Luxe
Home in Healdsburg
Dry Creek Modern
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
4–9 Aug
4–9 Aug
$9,112 SGD
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for 5 nights
$9,112 SGD for 5 nights
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Guest favourite
Guest favourite
Home in Healdsburg
Vintage Home in Healdsburg Wine Country
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$4,694 SGD
$4,248 SGD
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for 5 nights
4.88 out of 5 average rating, 56 reviews
4.88 (56)
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