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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
$3,076 SGD
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for 5 nights
$3,076 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
$5,726 SGD
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for 5 nights
$5,726 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 116 reviews
5.0 (116)
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
$2,513 SGD
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for 5 nights
$2,513 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
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
$2,948 SGD
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for 5 nights
$2,948 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
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
11–16 Jul
11–16 Jul
$12,117 SGD
$8,832 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 125 reviews
4.99 (125)
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
$8,110 SGD
$6,966 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 84 reviews
4.98 (84)
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
8–13 Jul
8–13 Jul
$3,026 SGD
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for 5 nights
$3,026 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 195 reviews
4.94 (195)
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
$2,179 SGD
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for 5 nights
$2,179 SGD for 5 nights
4.99 out of 5 average rating, 129 reviews
4.99 (129)
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
$25,840 SGD
$21,319 SGD
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for 5 nights
New home discount
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$4,416 SGD
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for 5 nights
$4,416 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 Geyserville
Sanctuary Estate - Wine Tastings Included
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
7–12 Sept
7–12 Sept
$15,907 SGD
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for 5 nights
$15,907 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 73 reviews
4.95 (73)
Top guest favourite
Guest favourite
Home in Healdsburg
Private Oasis in Healdsburg: Pool, Spa & Views
6 bedrooms
6 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
10–15 Aug
10–15 Aug
$11,505 SGD
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for 5 nights
$11,505 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
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
$4,092 SGD
$3,450 SGD
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for 5 nights
Free cancellation
4.99 out of 5 average rating, 138 reviews
4.99 (138)
Top guest favourite
Guest favourite
Holiday home in Healdsburg
Downtown Healdsburg Hideaway
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$3,800 SGD
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for 5 nights
$3,800 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 80 reviews
4.98 (80)
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
$5,854 SGD
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for 5 nights
$5,854 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 61 reviews
4.98 (61)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg Garden House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$1,585 SGD
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for 5 nights
$1,585 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 650 reviews
4.93 (650)
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
$22,122 SGD
$18,560 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Top guest favourite
Guest favourite
Guest house in Healdsburg
The Roost - Sun Room
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$2,287 SGD
$2,044 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 367 reviews
4.94 (367)
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
8–13 Jul
8–13 Jul
$1,648 SGD
Show price breakdown
for 5 nights
$1,648 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 322 reviews
4.98 (322)
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