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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Photo 1 of 23
Top guest favourite
Guest favourite
Cottage in Healdsburg
Vineyard Cottage | Fire Pit | Wine Country
1 bedroom
,
·
2 beds
,
·
1 private bathroom
11–16 Oct
11–16 Oct
$1,432 SGD
$1,258 SGD
Show price breakdown
for 5 nights
,
·
4.85 out of 5 average rating, 96 reviews
4.85 (96)
Photo 1 of 15
Featured hotel
Featured hotel
Hotel in Healdsburg
Healdsburg interior king
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$2,595 SGD
Show price breakdown
for 5 nights
$2,595 SGD for 5 nights
+$389 SGD Airbnb credit
4.91 out of 5 average rating, 11 reviews
4.91 (11)
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
4–9 Oct
4–9 Oct
$5,490 SGD
Show price breakdown
for 5 nights
$5,490 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 126 reviews
5.0 (126)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Nov
8–13 Nov
$4,204 SGD
Show price breakdown
for 5 nights
$4,204 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard Vue - Wine Tastings Included
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
28 Oct – 2 Nov
28 Oct – 2 Nov
$5,280 SGD
Show price breakdown
for 5 nights
$5,280 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg Plaza Charmer + Hot Tub
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$4,874 SGD
$4,439 SGD
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for 5 nights
4.99 out of 5 average rating, 75 reviews
4.99 (75)
Photo 1 of 29
Superhost
Superhost
Home in Healdsburg
Wine Country Gem | Pool | Hot tub | BBQ
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
4–9 Oct
4–9 Oct
$5,250 SGD
Show price breakdown
for 5 nights
$5,250 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 67 reviews
4.96 (67)
Photo 1 of 10
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
4–9 Oct
4–9 Oct
$5,451 SGD
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for 5 nights
$5,451 SGD for 5 nights
4.99 out of 5 average rating, 91 reviews
4.99 (91)
Photo 1 of 29
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
10–15 Oct
10–15 Oct
$7,227 SGD
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for 5 nights
$7,227 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 103 reviews
4.94 (103)
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
$4,726 SGD
Show price breakdown
for 5 nights
$4,726 SGD for 5 nights
4.93 out of 5 average rating, 181 reviews
4.93 (181)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Dreamy A-Frame Luxury - Privacy -Views-Hot Tub
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
3–8 Oct
3–8 Oct
$11,056 SGD
$7,924 SGD
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for 5 nights
4.92 out of 5 average rating, 53 reviews
4.92 (53)
Photo 1 of 29
Luxe
Luxe
Home in Healdsburg
Farmstay Estate | Pool, Cedar Hot Tub & Honey Farm
4 bedrooms
4 bedrooms
,
·
4 king beds
4 king beds
,
·
4 bathrooms
4 bathrooms
6–11 Nov
6–11 Nov
$9,190 SGD
$8,365 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
$2,965 SGD
Show price breakdown
for 5 nights
$2,965 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 275 reviews
5.0 (275)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Geyserville
Farmstay with Pool and Wine Tastings Included
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
22–27 Oct
22–27 Oct
$4,288 SGD
Show price breakdown
for 5 nights
$4,288 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Healdsburg
Private Hilltop Estate · Pool · Valley Views
6 bedrooms
6 bedrooms
,
·
6 beds
6 beds
,
·
6 bathrooms
6 bathrooms
14–19 Nov
14–19 Nov
$11,856 SGD
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for 5 nights
$11,856 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 19 reviews
4.95 (19)
Photo 1 of 29
Luxe
Luxe
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
17–22 Oct
17–22 Oct
$13,613 SGD
$11,022 SGD
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for 5 nights
5.0 out of 5 average rating, 97 reviews
5.0 (97)
Photo 1 of 29
Home in Healdsburg
Fanari Healdsburg | Luxe Pool, Pickleball, Views
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
5–10 Oct
5–10 Oct
$11,100 SGD
$8,957 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 6
Top guest favourite
Guest favourite
Room in Healdsburg
Modern Vineyard Farmhouse - Cabernet Room
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$2,823 SGD
$2,479 SGD
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for 5 nights
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Photo 1 of 29
Luxe
Luxe
Home in Healdsburg
3 BR | Saltwater Pool | Spa | Walk to Wineries
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
25–30 Oct
25–30 Oct
$8,204 SGD
$7,471 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 44 reviews
5.0 (44)
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