Best price vacation rentals in Healdsburg, CA 95448, USA • 150 Listings
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Healdsburg, CA 95448, USA Vacation Rentals | 

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5.0 (35)
Dog-Friendly Home on 10 Acres w/Private Hot Tub, English Garden, Patio
Up to 8 guests
Airbnb$784
Vrbo$815
Average Nightly Rate
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5.0 (1)
Stunning NEW Modern Farmhouse, Just 3 Blocks from Healdsburg Plaza
Up to 6 guests
Vrbo$218
Airbnb$225
Average Nightly Rate
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5.0 (40)
Newly Listed 5BR/5.5BA Gorgeous 17 Acre Estate/Pool/Hot Tub/5 mins - Hburg Plaza
Up to 10 guests
Vrbo$1,829
Airbnb$1,850
Average Nightly Rate
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5.0 (48)
Luxury Wine Country Home in the Heart of Healdsburg with a Private Pool.
Up to 6 guests
Vrbo$1,082
Airbnb$1,271
Average Nightly Rate
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5.0 (71)
Historic Queen Anne Victorian in the heart of Windsor
Up to 6 guests
Vrbo$425
Airbnb$427
Average Nightly Rate
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5.0 (19)
Modern, secluded retreat - Walk to the plaza and to wineries!
Up to 6 guests
Airbnb$566
Vrbo$566
Average Nightly Rate
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5.0 (54)
Luxe Guest Suite in Dry Creek 5 Mins From Town!
Up to 2 guests
Airbnb$389
Vrbo$398
Average Nightly Rate

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5.0 (30)
Riverstone 5+Bd/6Ba, Healdsburg, Pool/Spa, High speed internet
Up to 12 guests
Airbnb$2,288
Vrbo$2,500
Average Nightly Rate
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5.0 (1)
Maison du Soleil | Private Hot Tub, Vineyard Views | AC & Heated Floors
Up to 8 guests
Airbnb$244
Vrbo$889
Average Nightly Rate

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5.0 (12)
El Cosmico - a modern vintage cabin
Up to 4 guests
Vrbo$659
Airbnb$703
Average Nightly Rate
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5.0 (59)
Serene Riverfront Cottage ­ In Healdsburg, Views, Kayaks, 1.5 Mile to Downtown
Up to 6 guests
Airbnb$330
Vrbo$331
Average Nightly Rate
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5.0 (2)
Stylish Modern Farmhouse with Private Pool, Outdoor Kitchen, Game Room & WiFi
Up to 10 guests
Airbnb$1,091
Vrbo$1,150
Average Nightly Rate
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5.0 (2)
Luxurious Wine Country Oasis
Up to 9 guests
Airbnb$620
Vrbo$620
Average Nightly Rate
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5.0 (67)
Casa Chiquita - 3 Bedroom, 3 bath newly remodeled home with spa and pool
Up to 6 guests
Vrbo$764
Airbnb$775
Average Nightly Rate
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5.0 (79)
Prime Dry Creek Location, Hot Tub, Bocce, Vineyard Views, 5 Minutes To Downtown
Up to 6 guests
Airbnb$450
Vrbo$475
Average Nightly Rate
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5.0 (145)
Yea, The Outdoor Kitchen is a Little Crazy (and pool, hot tub, firepit & views)
Up to 8 guests
Airbnb$1,876
Vrbo$1,876
Average Nightly Rate
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5.0 (107)
WINE COUNTRY RIVERFRONT RETREAT WITH SPA & VIEWS
Up to 4 guests
Vrbo$255
Airbnb$280
Average Nightly Rate
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5.0 (135)
Bunkhouse at Side Road Farm charming one bedroom cottage
Up to 2 guests
Airbnb$227
Vrbo$228
Average Nightly Rate
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5.0 (87)
Hidden Pocket - 1.6 Acres of Resort-like Living Minutes from Healdsburg Plaza
Up to 8 guests
Vrbo$913
Airbnb$922
Average Nightly Rate
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5.0 (195)
Beautiful Mountain Top retreat less than 10 mins from downtown Healdsburg!
Up to 6 guests
Vrbo$364
Airbnb$368
Average Nightly Rate
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4.9 (79)
Morning Dew- A Riverfront Healdsburg Home
Up to 4 guests
Vrbo$249
Airbnb$255
Average Nightly Rate
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4.9 (38)
Dry Creek Valley Home and Vineyard
Up to 8 guests
Airbnb$982
Vrbo$982
Average Nightly Rate
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4.9 (95)
Private 3 Bed + Cottage Wine Country Estate With Pool And More
Up to 8 guests
Vrbo$1,044
Airbnb$1,188
Average Nightly Rate
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4.9 (365)
Healdsburg Cottage Walk to the Plaza, Workspace
Up to 4 guests
Vrbo$257
Airbnb$284
Average Nightly Rate
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4.9 (149)
Incredible view, peaceful family rental overlooking Dry Creek Valley
Up to 8 guests
Vrbo$628
Airbnb$745
Average Nightly Rate
  1. United States
  2. California
  3. Healdsburg Vacation Rental Price Comparison

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