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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Guest favourite
Guest favourite
Hotel room in Healdsburg
Two Thirty-Five Luxury Suites: Foss Creek Suite
3 bedrooms
,
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3 beds
,
·
3 private bathrooms
1–6 Aug
1–6 Aug
$6,564 SGD
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for 5 nights
$6,564 SGD for 5 nights
,
·
5.0 out of 5 average rating, 40 reviews
5.0 (40)
Top guest favourite
Guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
5.0 out of 5 average rating, 257 reviews
5.0 (257)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$3,074 SGD
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for 5 nights
$3,074 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, 119 reviews
5.0 (119)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$5,945 SGD
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for 5 nights
$5,945 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up at Your Own Private Vineyard - Healdsburg
4.98 out of 5 average rating, 181 reviews
4.98 (181)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$6,829 SGD
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for 5 nights
$6,829 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Windsor
The Gilded Bungalow • walk to town green • hot tub
5.0 out of 5 average rating, 6 reviews
5.0 (6)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
2–7 Aug
2–7 Aug
$3,579 SGD
$2,872 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
4.98 out of 5 average rating, 43 reviews
4.98 (43)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,641 SGD
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for 5 nights
$2,641 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
5.0 out of 5 average rating, 209 reviews
5.0 (209)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$3,566 SGD
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for 5 nights
$3,566 SGD for 5 nights
Top guest favourite
Guest favourite
Treehouse in Occidental
The Spectacular Spyglass Treehouse
4.98 out of 5 average rating, 360 reviews
4.98 (360)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$8,211 SGD
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for 5 nights
$8,211 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
4.98 out of 5 average rating, 56 reviews
4.98 (56)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
3–8 Aug
3–8 Aug
$4,406 SGD
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for 5 nights
$4,406 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cottage in Healdsburg
Vineyard Cottage | Fire Pit | Wine Country
4.84 out of 5 average rating, 90 reviews
4.84 (90)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,271 SGD
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for 5 nights
$1,271 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4.98 out of 5 average rating, 86 reviews
4.98 (86)
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
21–26 Oct
21–26 Oct
$7,571 SGD
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for 5 nights
$7,571 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Healdsburg
Walk to Downtown Healdsburg | Luxe Vacation Rental
5.0 out of 5 average rating, 66 reviews
5.0 (66)
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$8,280 SGD
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for 5 nights
$8,280 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Healdsburg
Dreamy A-Frame Luxury - Privacy -Views-Hot Tub
4.92 out of 5 average rating, 49 reviews
4.92 (49)
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5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
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4 bathrooms
4 bathrooms
2–7 Aug
2–7 Aug
$13,603 SGD
$9,093 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Santa Rosa
Donner Dos Wine Country Retreat
5.0 out of 5 average rating, 32 reviews
5.0 (32)
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2 bedrooms
2 bedrooms
,
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2 beds
2 beds
,
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3 bathrooms
3 bathrooms
20–25 Oct
20–25 Oct
$5,246 SGD
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for 5 nights
$5,246 SGD for 5 nights
Luxe
Luxe
Home in Healdsburg
Country Retreat With Pool And More
4.97 out of 5 average rating, 117 reviews
4.97 (117)
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4 bedrooms
4 bedrooms
,
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5 beds
5 beds
,
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4 bathrooms
4 bathrooms
23–28 Aug
23–28 Aug
$9,398 SGD
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for 5 nights
$9,398 SGD for 5 nights
Top guest favourite
Guest favourite
Guest house in Healdsburg
Designer Cottage | Garden Oasis | Walk to Plaza
4.97 out of 5 average rating, 254 reviews
4.97 (254)
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
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1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$2,381 SGD
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for 5 nights
$2,381 SGD for 5 nights
Guest favourite
Guest favourite
Home in Forestville
Somms Rest Designed Curated Peaceful
4.99 out of 5 average rating, 368 reviews
4.99 (368)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
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2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
$1,729 SGD
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for 5 nights
$1,729 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg Garden House
4.93 out of 5 average rating, 653 reviews
4.93 (653)
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3 bedrooms
3 bedrooms
,
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4 beds
4 beds
,
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2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$1,707 SGD
$1,459 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Healdsburg
Modern Healdsburg Retreat • Hot Tub, Bocce & Views
4.93 out of 5 average rating, 176 reviews
4.93 (176)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
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2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$5,742 SGD
$5,125 SGD
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for 5 nights
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