Healdsburg Vacation Rentals - HolidayHomes base64Hash Healdsburg Vacation Rentals - HolidayHomes

Healdsburg Vacation Rentals

Browse 489 available vacation homes and compared across 7 trusted partners

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Top-Rated Vacation rentals in Healdsburg

Book the highest-rated Healdsburg vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

We use AI to generate the short summary in each offer below, check full description before booking.
House Healdsburg

5 BEDROOM, 6.5 BATH LUXURY HOME ON 3 ACRES, 5 MIN TO SQUARE

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House Healdsburg

House with jacuzzi, barbecue & terrace | Mountain view | Suitable for remote work

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House Healdsburg

Healdsburg Hilltop Retreat:: Craftsman detail, modern comforts & stunning VIEWS

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House Healdsburg

Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi

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House Healdsburg

Private 3 Bed Cottage Wine Country Estate With Pool And More

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House Healdsburg

House with barbecue, yard & private pool | Lake view | Good for workation

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House Healdsburg

House with garden, patio & grill

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House Healdsburg

Fully equipped beautiful vacation home with terrace, BBQ & hot tub | City view

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Villa Healdsburg

Villa with patio, hot tub & garden | Nature view | Good for workation

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House Healdsburg

Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza

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House Healdsburg

Stay on the vineyard, hot tub &pool. 5 Queen suites, chef's kitchen, wrap porch

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House Healdsburg

River View Lodge - Hot Tub and Tastings Included

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House Healdsburg

Family-oriented house with patio, private pool & jacuzzi | Good for workation | Pets allowed

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Cabin Healdsburg

Cottage with BBQ, terrace & garden | Nature view | Good for workation

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House Healdsburg

Fully equipped house with jacuzzi, terrace & grill | Dogs allowed

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Top 15 most Recommended Vacation Rentals in Healdsburg

Discover your ideal Healdsburg vacation rental with real-time comparisons of 489 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

House with hot tub, barbecue & terrace | Mountain view

Healdsburg, Sonoma County, California, United States
This house rental in Healdsburg accommodates 6 guests and features a private pool for a relaxing getaway.
from $902
per night
(37)
View deal
House Healdsburg
House ∙ 4 guests ∙ 3 bedrooms

Vacation home with yard, terrace & barbeque | Nature view | Good for workation

Healdsburg, Sonoma County, California, United States
This house rental in Healdsburg accommodates 4 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $224
per night
(49)
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House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with barbeque & yard | Good for workation

Healdsburg, Sonoma County, California, United States
Charming house rental in Sonoma County for 6 guests featuring a cozy fireplace and a spacious yard for outdoor relaxation.
from $395
per night
(27)
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House Healdsburg
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly pleasant vacation home with private pool, barbecue & hot tub | Lake view

Healdsburg, Sonoma County, California, United States
This house rental in Healdsburg accommodates 8 guests and features a private pool for a relaxing stay.
from $1,011
per night
(58)
View deal
House Healdsburg
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped big vacation home with hot tub, patio & garden | Nature view

Healdsburg, Sonoma County, California, United States
This spacious house rental in Sonoma County accommodates 8 guests and features a private pool for relaxation and enjoyment.
from $940
per night
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Apartment Healdsburg
Apartment ∙ 2 guests ∙ 1 bedroom

Holiday apartment with BBQ, yard & patio | City view

Healdsburg, Sonoma County, California, United States
Cozy apartment rental in Healdsburg for 2 featuring a lovely balcony perfect for enjoying the scenic views.
from $126
per night
(14)
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House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped ample vacation home with grill, garden & terrace | City view | Good for workation

Healdsburg, Sonoma County, California, United States
This house rental in Healdsburg accommodates 6 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $522
per night
(35)
View deal
House Healdsburg
House ∙ 5 guests ∙ 2 bedrooms

House with yard, jacuzzi & terrace

Healdsburg, Sonoma County, California, United States
This family-friendly house rental in Healdsburg accommodates 5 guests and features a spacious yard for outdoor enjoyment.
from $372
per night
(16)
View deal
House Healdsburg
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, BBQ & garden | Nature view

Healdsburg, Sonoma County, California, United States
This house rental in Healdsburg accommodates 6 guests and features a cozy fireplace for a comfortable stay.
from $804
per night
(60)
View deal

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