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Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Photo 1 of 7
Flat in Healdsburg
Luxurious Garden Suite in downtown Healdsburg
1 bedroom
,
·
1 bed
,
·
1 private bathroom
14–19 Nov
14–19 Nov
£1,476 total
Show price breakdown
£1,476 total
,
·
4.83 out of 5 average rating, 141 reviews
4.83 (141)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Nov
8–13 Nov
£2,901 total
Show price breakdown
£2,901 total
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
4–9 Oct
4–9 Oct
£3,616 total
Show price breakdown
£3,616 total
Free cancellation
5.0 out of 5 average rating, 125 reviews
5.0 (125)
Photo 1 of 29
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
26–31 Oct
26–31 Oct
£1,508
£1,321 total
Show price breakdown
Free cancellation
4.92 out of 5 average rating, 134 reviews
4.92 (134)
Photo 1 of 29
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
10–15 Oct
10–15 Oct
£4,788 total
Show price breakdown
£4,788 total
Free cancellation
4.94 out of 5 average rating, 102 reviews
4.94 (102)
Photo 1 of 10
Top guest favourite
Guest favourite
Hotel room in Healdsburg
Two Thirty-Five Luxury Suites: Plaza Suite
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
4–9 Oct
4–9 Oct
£3,704 total
Show price breakdown
£3,704 total
4.99 out of 5 average rating, 90 reviews
4.99 (90)
Photo 1 of 29
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
£1,945 total
Show price breakdown
£1,945 total
Free cancellation
5.0 out of 5 average rating, 275 reviews
5.0 (275)
Photo 1 of 6
Top guest favourite
Guest favourite
Room in Healdsburg
Modern Vineyard Farmhouse - Cabernet Room
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
£1,828
£1,627 total
Show price breakdown
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Photo 1 of 27
Top guest favourite
Guest favourite
Home in Healdsburg
Cuvée House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£3,576
£3,131 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Photo 1 of 29
Luxe
Luxe
Villa in Healdsburg
Private Sonoma Estate: Tennis, Pickleball, Pool
7 bedrooms
7 bedrooms
,
·
9 beds
9 beds
,
·
7 bathrooms
7 bathrooms
19–24 Oct
19–24 Oct
£15,644
£13,248 total
Show price breakdown
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 29
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
3–8 Oct
3–8 Oct
£7,112
£5,761 total
Show price breakdown
4.92 out of 5 average rating, 53 reviews
4.92 (53)
Photo 1 of 6
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
£2,529 total
Show price breakdown
£2,529 total
Free cancellation
4.98 out of 5 average rating, 59 reviews
4.98 (59)
Photo 1 of 27
Top guest favourite
Guest favourite
Guest house in Healdsburg
The Roost - Sun Room
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£1,146
£1,003 total
Show price breakdown
4.94 out of 5 average rating, 374 reviews
4.94 (374)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Modern Healdsburg Retreat • Hot Tub, Bocce & Views
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
14–19 Nov
14–19 Nov
£3,117 total
Show price breakdown
£3,117 total
4.93 out of 5 average rating, 181 reviews
4.93 (181)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
14–19 Nov
14–19 Nov
£4,058
£3,713 total
Show price breakdown
Free cancellation
4.98 out of 5 average rating, 91 reviews
4.98 (91)
Photo 1 of 29
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
4–9 Oct
4–9 Oct
£3,876
£3,406 total
Show price breakdown
4.98 out of 5 average rating, 184 reviews
4.98 (184)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Geyserville
Farmstay with Pool and Wine Tastings Included
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
22–27 Oct
22–27 Oct
£2,951 total
Show price breakdown
£2,951 total
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 12
Top guest favourite
Guest favourite
Guest house in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
30 Oct – 4 Nov
30 Oct – 4 Nov
£1,618 total
Show price breakdown
£1,618 total
Free cancellation
4.99 out of 5 average rating, 321 reviews
4.99 (321)
Photo 1 of 29
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
£5,418
£4,989 total
Show price breakdown
Book early to save
Free cancellation
5.0 out of 5 average rating, 43 reviews
5.0 (43)
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