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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Aug
5–10 Aug
$4,389 SGD
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for 5 nights
$4,389 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 56 reviews
4.98 (56)
Home in Healdsburg
Montage Resort Healdsburg Harvest Home Rental
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
9–14 Aug
9–14 Aug
$25,754 SGD
$21,891 SGD
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for 5 nights
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Free cancellation
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
$3,053 SGD
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for 5 nights
$3,053 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 261 reviews
5.0 (261)
Top guest favourite
Guest favourite
Home in Healdsburg
Heavenly Hideaway - Wine Tastings Included
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
30 Sept – 5 Oct
30 Sept – 5 Oct
$2,627 SGD
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for 5 nights
$2,627 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favourite
Guest favourite
Room in Santa Rosa
Lovely older home w/ private rm and bath/tub.
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$424 SGD
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for 5 nights
$424 SGD for 5 nights
Pay $0 today
Free cancellation
4.86 out of 5 average rating, 897 reviews
4.86 (897)
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
5–10 Aug
5–10 Aug
$6,793 SGD
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for 5 nights
$6,793 SGD for 5 nights
4.98 out of 5 average rating, 182 reviews
4.98 (182)
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
23–28 Aug
23–28 Aug
$3,876 SGD
$3,449 SGD
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for 5 nights
5.0 out of 5 average rating, 214 reviews
5.0 (214)
Top guest favourite
Guest favourite
Holiday home in Healdsburg
Downtown Healdsburg Hideaway
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Aug
8–13 Aug
$3,771 SGD
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for 5 nights
$3,771 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 82 reviews
4.98 (82)
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
31 Aug – 5 Sept
31 Aug – 5 Sept
$5,692 SGD
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for 5 nights
$5,692 SGD for 5 nights
4.96 out of 5 average rating, 25 reviews
4.96 (25)
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
13–18 Sept
13–18 Sept
$5,960 SGD
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for 5 nights
$5,960 SGD for 5 nights
4.95 out of 5 average rating, 101 reviews
4.95 (101)
Top guest favourite
Guest favourite
Guest suite in Forestville
Cozy & Sweet Redwood Retreat
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,300 SGD
$1,090 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 87 reviews
4.99 (87)
Guest favourite
Guest favourite
Cabin in Occidental
Rustic Yet Luxurious Cabin in the Redwoods
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$2,696 SGD
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for 5 nights
$2,696 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 627 reviews
4.97 (627)
Guest favourite
Guest favourite
Cottage in Healdsburg
Vineyard Cottage | Fire Pit | Wine Country
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,852 SGD
$1,620 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.85 out of 5 average rating, 91 reviews
4.85 (91)
Guest favourite
Guest favourite
Rooms in Windsor
Two-room suite for 1-4 guests
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$1,062 SGD
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for 5 nights
$1,062 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 49 reviews
4.94 (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 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$2,686 SGD
$2,318 SGD
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for 5 nights
Book early to save
4.97 out of 5 average rating, 254 reviews
4.97 (254)
Top guest favourite
Guest favourite
Cottage in Occidental
The Perch - Outdoor Clawfoot Tub
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,073 SGD
$943 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 841 reviews
4.95 (841)
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard View Retreat • Fire Pit • Wine Perks
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Nov
16–21 Nov
$1,918 SGD
$1,748 SGD
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for 5 nights
Book early to save
4.96 out of 5 average rating, 98 reviews
4.96 (98)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg Garden House
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$1,570 SGD
$1,409 SGD
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for 5 nights
4.93 out of 5 average rating, 653 reviews
4.93 (653)
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