Search results; 818 places in Healdsburg

Prices include all fees
Top guest favorite
Guesthouse in Healdsburg
Healdsburg Cottage-Workspace, Walk to Plaza
1 queen bed
Jun 15 – 20
ﺩ.ﺇ5,807 for 5 nights
for 5 nights
4.93 out of 5 average rating, 335 reviews
Top guest favorite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Free cancellation
Oct 19 – 24
ﺩ.ﺇ8,636 for 5 nights
for 5 nights
5.0 out of 5 average rating, 162 reviews
Guest favorite
Farm stay in Healdsburg
Casita in the Vineyards w/ Farm Brunch add-on
1 queen bed
Jun 1 – 6
ﺩ.ﺇ5,188 for 5 nights
for 5 nights
4.93 out of 5 average rating, 71 reviews
Top guest favorite
Home in Healdsburg
Healdsburg Plaza Charmer w/ Spa & Gym!
3 beds
Jun 14 – 19
ﺩ.ﺇ12,566 for 5 nights, originally ﺩ.ﺇ14,452
for 5 nights
5.0 out of 5 average rating, 30 reviews
Top guest favorite
Guesthouse in Healdsburg
Bucher Vineyard Cottage
1 queen bed
Jul 5 – 10
ﺩ.ﺇ6,487 for 5 nights
for 5 nights
4.99 out of 5 average rating, 89 reviews
Top guest favorite
Guesthouse in Healdsburg
Luxe Guest Suite in Dry Creek 5 mins From Town!
1 king bed
Jun 1 – 6
ﺩ.ﺇ11,193 for 5 nights
for 5 nights
5.0 out of 5 average rating, 134 reviews
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Guest favorite
Cottage in Healdsburg
Modern, Secluded Retreat - Walk to the Plaza!
3 king beds
Jun 23 – 28
ﺩ.ﺇ13,560 for 5 nights
for 5 nights
5.0 out of 5 average rating, 93 reviews
Guest favorite
Guesthouse in Healdsburg
Healdsburg Contemporary Cottage With Lush Backyard Patio
1 queen bed
Jun 22 – 27
ﺩ.ﺇ8,541 for 5 nights
for 5 nights
4.97 out of 5 average rating, 204 reviews
Top guest favorite
Home in Healdsburg
Luxe Healdsburg Home ~ Sauna, Hot Tub, EV Charger
4 beds
Jun 23 – 28
ﺩ.ﺇ21,697 for 5 nights, originally ﺩ.ﺇ24,980
for 5 nights
4.99 out of 5 average rating, 95 reviews
Guest favorite
Room in Windsor
Stay with MarianneHosting for 8 years,
Rivermind , a Wine Country Retreat #1
Jun 1 – 6
ﺩ.ﺇ2,239 for 5 nights
for 5 nights
4.94 out of 5 average rating, 125 reviews
Loft in Healdsburg
The laundry room
Free cancellation
Jun 3 – 8
ﺩ.ﺇ5,812 for 5 nights
for 5 nights
4.95 out of 5 average rating, 174 reviews
Superhost
Home in Healdsburg
Private Vineyard Haven
2 king beds
Jun 14 – 19
ﺩ.ﺇ16,699 for 5 nights, originally ﺩ.ﺇ20,990
for 5 nights
4.91 out of 5 average rating, 44 reviews
Luxe
Home in Healdsburg
Mill Creek - AvantStay | Patio, Hot Tub, A+ Design
3 beds
Jun 9 – 14
ﺩ.ﺇ10,644 for 5 nights
for 5 nights
4.88 out of 5 average rating, 17 reviews
Top guest favorite
Home in Healdsburg
Healdsburg Vineyard Home - 3BD + Den, Spa, Bocce
Free cancellation
Jul 6 – 11
ﺩ.ﺇ14,070 for 5 nights
for 5 nights
5.0 out of 5 average rating, 28 reviews
Guest favorite
Home in Healdsburg
Vineyards Edge: Pool, Spa, 1G, Bikes- 1m to town
4 beds
Jun 23 – 28
ﺩ.ﺇ14,460 for 5 nights, originally ﺩ.ﺇ19,319
for 5 nights
4.94 out of 5 average rating, 87 reviews
Guest favorite
Home in Healdsburg
Wine Vacay - Flora Vina
Free cancellation
Jun 25 – 30
ﺩ.ﺇ17,142 for 5 nights
for 5 nights
4.97 out of 5 average rating, 63 reviews
Top guest favorite
Home in Healdsburg
The Dragonfly Healdsburg
Free cancellation
Jul 6 – 11
ﺩ.ﺇ18,193 for 5 nights, originally ﺩ.ﺇ19,809
for 5 nights
4.97 out of 5 average rating, 38 reviews
Superhost
Home in Healdsburg
Peaceful location, hot tub, fire pit, game room!
3 beds
Jun 2 – 7
ﺩ.ﺇ8,847 for 5 nights
for 5 nights
4.88 out of 5 average rating, 328 reviews