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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Top guest favourite
Guest favourite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 bed
,
·
1 private bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$2,071 SGD
$1,890 SGD
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for 5 nights
,
·
4.97 out of 5 average rating, 682 reviews
4.97 (682)
Top guest favourite
Guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
5.0 out of 5 average rating, 248 reviews
5.0 (248)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
4–9 Oct
4–9 Oct
$3,115 SGD
Show price breakdown
for 5 nights
$3,115 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
5.0 out of 5 average rating, 116 reviews
5.0 (116)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$5,745 SGD
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for 5 nights
$5,745 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
4.94 out of 5 average rating, 195 reviews
4.94 (195)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,968 SGD
$2,736 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
4.97 out of 5 average rating, 38 reviews
4.97 (38)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$3,290 SGD
Show price breakdown
for 5 nights
$3,290 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Luxury Retreat w/ Pool, Hot Tub & Sauna
4.99 out of 5 average rating, 123 reviews
4.99 (123)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$12,252 SGD
$8,838 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
4.98 out of 5 average rating, 55 reviews
4.98 (55)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$4,432 SGD
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for 5 nights
$4,432 SGD for 5 nights
Pay $0 today
Free cancellation
Luxe
Luxe
Home in Healdsburg
Country Retreat With Pool And More
4.97 out of 5 average rating, 116 reviews
4.97 (116)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
5–10 Jul
5–10 Jul
$9,036 SGD
Show price breakdown
for 5 nights
$9,036 SGD for 5 nights
Free cancellation
Luxe
Luxe
Home in Healdsburg
Chalk Hill 360°
5.0 out of 5 average rating, 15 reviews
5.0 (15)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Jul
13–18 Jul
$18,590 SGD
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for 5 nights
$18,590 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4.98 out of 5 average rating, 83 reviews
4.98 (83)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
31 Jul – 5 Aug
31 Jul – 5 Aug
$7,563 SGD
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for 5 nights
$7,563 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up in Your Own Private Vineyard - Healdsburg
4.98 out of 5 average rating, 180 reviews
4.98 (180)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$6,850 SGD
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for 5 nights
$6,850 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
4.95 out of 5 average rating, 21 reviews
4.95 (21)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$5,676 SGD
Show price breakdown
for 5 nights
$5,676 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
5.0 out of 5 average rating, 201 reviews
5.0 (201)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
11–16 Jul
11–16 Jul
$4,258 SGD
Show price breakdown
for 5 nights
$4,258 SGD for 5 nights
Free cancellation
Luxe
Luxe
Home in Healdsburg
Luxurious 3-Bedroom Home in Healdsburg
5.0 out of 5 average rating, 37 reviews
5.0 (37)
,
·
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
16–21 Jul
16–21 Jul
$9,358 SGD
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for 5 nights
$9,358 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard Vue - Wine Tastings Included
4.99 out of 5 average rating, 73 reviews
4.99 (73)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Jul
13–18 Jul
$6,488 SGD
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for 5 nights
$6,488 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Villa in Santa Rosa
Farmhouse Villa w/ Captivating Views & Hot Tub
4.98 out of 5 average rating, 125 reviews
4.98 (125)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
17–22 Jul
17–22 Jul
$6,260 SGD
$5,687 SGD
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for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cottage in Healdsburg
❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
4.92 out of 5 average rating, 253 reviews
4.92 (253)
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
13–18 Aug
13–18 Aug
$3,682 SGD
$2,420 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Healdsburg
Villa with Pool, Hot Tub and Tastings Included
4.98 out of 5 average rating, 60 reviews
4.98 (60)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$6,836 SGD
$6,139 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Healdsburg
Vintage Home in Healdsburg Wine Country
4.87 out of 5 average rating, 54 reviews
4.87 (54)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$4,399 SGD
Show price breakdown
for 5 nights
$4,399 SGD for 5 nights
Free cancellation
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