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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Top guest favourite
Guest favourite
Guest house in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
1 bedroom
,
·
1 bed
,
·
1 private bathroom
27 Oct – 1 Nov
27 Oct – 1 Nov
$2,833 SGD
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for 5 nights
$2,833 SGD for 5 nights
,
·
4.99 out of 5 average rating, 318 reviews
4.99 (318)
Guest favourite
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$4,828 SGD
$3,757 SGD
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for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Healdsburg
Chic Wine Country Stay - Walk to River & Downtown
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,259 SGD
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for 5 nights
$2,259 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Superhost
Superhost
Home in Healdsburg
Tranquil Retreat with Pool, Hot Tub, & Game Room
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
1–6 Sept
1–6 Sept
$7,289 SGD
$5,932 SGD
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for 5 nights
New place to stay
New
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
$5,646 SGD
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for 5 nights
$5,646 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 122 reviews
5.0 (122)
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
$6,092 SGD
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for 5 nights
$6,092 SGD for 5 nights
4.98 out of 5 average rating, 183 reviews
4.98 (183)
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$4,358 SGD
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for 5 nights
$4,358 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 57 reviews
4.98 (57)
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
25–30 Oct
25–30 Oct
$2,815 SGD
$2,578 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Top guest favourite
Guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$4,260 SGD
$3,839 SGD
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for 5 nights
5.0 out of 5 average rating, 222 reviews
5.0 (222)
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
7–12 Sept
7–12 Sept
$12,449 SGD
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for 5 nights
$12,449 SGD for 5 nights
5.0 out of 5 average rating, 94 reviews
5.0 (94)
Top guest favourite
Guest favourite
Treehouse in Occidental
The Spectacular Spyglass Treehouse
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$7,948 SGD
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for 5 nights
$7,948 SGD for 5 nights
4.98 out of 5 average rating, 371 reviews
4.98 (371)
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
$3,024 SGD
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for 5 nights
$3,024 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 264 reviews
5.0 (264)
Top guest favourite
Guest favourite
Home in Healdsburg
Cuvée House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$5,323 SGD
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for 5 nights
$5,323 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Guest favourite
Guest favourite
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$6,453 SGD
$5,784 SGD
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for 5 nights
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Top guest favourite
Guest favourite
Home in Santa Rosa
The Retreat at Mount Taylor, by Vinifera Homes
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
31 Oct – 5 Nov
31 Oct – 5 Nov
$2,552 SGD
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for 5 nights
$2,552 SGD for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest favourite
Guest favourite
Home in Healdsburg
Casa Chiquita - Coziest in town!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$6,454 SGD
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for 5 nights
$6,454 SGD for 5 nights
4.97 out of 5 average rating, 104 reviews
4.97 (104)
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
$7,439 SGD
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for 5 nights
$7,439 SGD for 5 nights
5.0 out of 5 average rating, 41 reviews
5.0 (41)
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
14–19 Sept
14–19 Sept
$12,976 SGD
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for 5 nights
$12,976 SGD for 5 nights
4.99 out of 5 average rating, 129 reviews
4.99 (129)
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
20–25 Sept
20–25 Sept
$10,852 SGD
$9,200 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 51 reviews
4.92 (51)
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