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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
ALBA | A modern luxury retreat in Healdsburg
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
22–27 Sept
22–27 Sept
$6,075 SGD
$5,334 SGD
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for 5 nights
,
·
4.97 out of 5 average rating, 30 reviews
4.97 (30)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
20–25 Sept
20–25 Sept
$5,454 SGD
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for 5 nights
$5,454 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 124 reviews
5.0 (124)
Top guest favourite
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
1–6 Nov
1–6 Nov
$3,820 SGD
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for 5 nights
$3,820 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
$3,032 SGD
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for 5 nights
$3,032 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 272 reviews
5.0 (272)
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
25–30 Oct
25–30 Oct
$2,796 SGD
$2,561 SGD
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for 5 nights
Book early to save
Free cancellation
4.98 out of 5 average rating, 49 reviews
4.98 (49)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Designer Cottage | Garden Oasis | Walk to Plaza
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
1–6 Nov
1–6 Nov
$2,278 SGD
$1,868 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 260 reviews
4.97 (260)
Guest favourite
Guest favourite
Home in Healdsburg
Homestead with Pool Hot Tub and Tastings Included
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
13–18 Sept
13–18 Sept
$4,971 SGD
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for 5 nights
$4,971 SGD for 5 nights
4.94 out of 5 average rating, 102 reviews
4.94 (102)
Guest favourite
Guest favourite
Home in Healdsburg
Healdsburg 2br Cottage with Private Yard!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
4–9 Oct
4–9 Oct
$2,138 SGD
$1,889 SGD
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for 5 nights
Free cancellation
4.92 out of 5 average rating, 157 reviews
4.92 (157)
Luxe
Luxe
Home in Healdsburg
3 BR | Saltwater Pool | Spa | Walk to Wineries
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
25–30 Oct
25–30 Oct
$8,151 SGD
$7,423 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Guest favourite
Guest favourite
Villa in Healdsburg
Walk to Downtown Healdsburg | Luxe Vacation Rental
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
26 Sept – 1 Oct
26 Sept – 1 Oct
$9,185 SGD
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for 5 nights
$9,185 SGD for 5 nights
5.0 out of 5 average rating, 74 reviews
5.0 (74)
Top guest favourite
Guest favourite
Home in Geyserville
Luxurious Wine Country Estate
8 bedrooms
8 bedrooms
,
·
8 beds
8 beds
4–9 Oct
4–9 Oct
$18,898 SGD
$16,290 SGD
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for 5 nights
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Home in Healdsburg
Luxe Healdsburg Estate | Pool, Pickleball, Views
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
21–26 Sept
21–26 Sept
$12,075 SGD
$9,736 SGD
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for 5 nights
Free cancellation
New place to stay
New
Luxe
Luxe
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
17–22 Oct
17–22 Oct
$13,526 SGD
$10,952 SGD
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for 5 nights
5.0 out of 5 average rating, 96 reviews
5.0 (96)
Guest favourite
Guest favourite
Home in Healdsburg
Bermudes Family Vineyard View Healdsburg House
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
26–31 Oct
26–31 Oct
$2,961 SGD
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for 5 nights
$2,961 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Home in Geyserville
Sanctuary Estate - Wine Tastings Included
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
14–19 Sept
14–19 Sept
$13,367 SGD
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for 5 nights
$13,367 SGD for 5 nights
4.95 out of 5 average rating, 77 reviews
4.95 (77)
Top guest favourite
Guest favourite
Home in Healdsburg
Luxe Healdsburg 3BR Home + Comp Ridge Wine Tasting
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$5,006 SGD
$4,340 SGD
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for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
Top guest favourite
Guest favourite
Home in Healdsburg
Large Outdoor Kitchen, Pool, Hot Tub, Firepit
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
4–9 Oct
4–9 Oct
$11,813 SGD
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for 5 nights
$11,813 SGD for 5 nights
5.0 out of 5 average rating, 107 reviews
5.0 (107)
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard Vue - Wine Tastings Included
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
22–27 Oct
22–27 Oct
$6,160 SGD
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for 5 nights
$6,160 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Top guest favourite
Guest favourite
Home in Healdsburg
Dreamy A-Frame Luxury - Privacy -Views-Hot Tub
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
3–8 Oct
3–8 Oct
$11,090 SGD
$9,071 SGD
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for 5 nights
4.92 out of 5 average rating, 52 reviews
4.92 (52)
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