Search results; Over 1,000 places in Healdsburg

Superhost
Villa in Healdsburg
Hilltop Healdsburg Villa | Pool & Breakfast
Free cancellation
May 16 – 21
ﺩ.ﺇ 18,348 for 5 nights, originally ﺩ.ﺇ 21,756
for 5 nights
New place to stay
Top guest favorite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
Free cancellation
Aug 31 – Sep 5
ﺩ.ﺇ 8,735 for 5 nights
for 5 nights
5.0 out of 5 average rating, 154 reviews
Top guest favorite
Home in Healdsburg
Healdsburg Plaza Charmer w/ Hot Tub
3 beds
Jun 1 – 6
ﺩ.ﺇ 12,281 for 5 nights, originally ﺩ.ﺇ 14,566
for 5 nights
5.0 out of 5 average rating, 26 reviews
Top guest favorite
Home in Healdsburg
Luxe Healdsburg Home ~ Sauna, Hot Tub, EV Charger
4 beds
May 12 – 17
ﺩ.ﺇ 19,045 for 5 nights, originally ﺩ.ﺇ 22,138
for 5 nights
4.99 out of 5 average rating, 92 reviews
Luxe
Home in Healdsburg
Mill Creek - AvantStay | Patio, Hot Tub, A+ Design
3 beds
May 5 – 10
ﺩ.ﺇ 9,868 for 5 nights
for 5 nights
4.93 out of 5 average rating, 14 reviews
Superhost
Cottage in Healdsburg
❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
3 beds
May 18 – 23
ﺩ.ﺇ 5,462 for 5 nights, originally ﺩ.ﺇ 7,207
for 5 nights
4.93 out of 5 average rating, 175 reviews
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Top guest favorite
Home in Healdsburg
Healdsburg House - Chiquita Road
Free cancellation
May 18 – 23
ﺩ.ﺇ 16,518 for 5 nights
for 5 nights
5.0 out of 5 average rating, 72 reviews
Top guest favorite
Cottage in Healdsburg
Luxurious, Private, Healdsburg Guest Cottage
Free cancellation
Jun 1 – 6
ﺩ.ﺇ 8,007 for 5 nights
for 5 nights
4.99 out of 5 average rating, 278 reviews
Top guest favorite
Guesthouse in Healdsburg
Luxe Guest Suite in Dry Creek 5 mins From Town!
1 king bed
May 5 – 10
ﺩ.ﺇ 10,547 for 5 nights, originally ﺩ.ﺇ 11,465
for 5 nights
5.0 out of 5 average rating, 132 reviews
Top guest favorite
Guest suite in Healdsburg
Bridle Path BNB - Private suite w/ hot tub & views
1 queen bed
May 5 – 10
ﺩ.ﺇ 5,089 for 5 nights
for 5 nights
4.98 out of 5 average rating, 42 reviews
Superhost
Home in Healdsburg
Private Vineyard Haven
2 king beds
May 24 – 29
ﺩ.ﺇ 20,474 for 5 nights
for 5 nights
4.91 out of 5 average rating, 43 reviews
Top guest favorite
Home in Healdsburg
Healdsburg Vineyard Home - 3BD + Den, Spa, Bocce
4 beds
May 7 – 12
ﺩ.ﺇ 11,898 for 5 nights, originally ﺩ.ﺇ 14,293
for 5 nights
5.0 out of 5 average rating, 25 reviews
Guest favorite
Home in Healdsburg
HBG Homestead- Pet friendly with hot tub!
4 beds
May 4 – 9
ﺩ.ﺇ 13,034 for 5 nights, originally ﺩ.ﺇ 15,898
for 5 nights
4.97 out of 5 average rating, 67 reviews
Guest favorite
Home in Healdsburg
Dreamy A-Frame Luxury - Privacy - Views-Hot Tub
4 beds
May 8 – 13
ﺩ.ﺇ 23,798 for 5 nights
for 5 nights
4.86 out of 5 average rating, 14 reviews
Top guest favorite
Guesthouse in Healdsburg
Private 1-bedroom guesthouse with great amenities
2 queen beds
May 7 – 12
ﺩ.ﺇ 11,236 for 5 nights
for 5 nights
5.0 out of 5 average rating, 17 reviews
Top guest favorite
Cottage in Healdsburg
Bee Haven Cottage
1 queen bed
Jun 4 – 9
ﺩ.ﺇ 6,930 for 5 nights
for 5 nights
5.0 out of 5 average rating, 191 reviews
Guest favorite
Villa in Healdsburg
Walk to Downtown Healdsburg | Luxe Vacation Rental
4 beds
May 10 – 15
ﺩ.ﺇ 27,658 for 5 nights
for 5 nights
5.0 out of 5 average rating, 50 reviews
Guest favorite
Home in Healdsburg
Vineyards Edge: Pool, Spa, 1G, Bikes- 1m to town
4 beds
May 18 – 23
ﺩ.ﺇ 11,279 for 5 nights, originally ﺩ.ﺇ 14,595
for 5 nights
4.94 out of 5 average rating, 86 reviews