Vacation Rentals By Owner In Healdsburg, CA

Showing 120 Of 170 Vacation Rentals

Exceptional(69)

$1623.35

/ Nightly

Private Vacation Home

Private Vineyard Haven with Pool, Hot Tub and Tastings Included

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(8)

$439.67

/ Nightly

Private Vacation Home

Vinehaven - 3BD Healdsburg Retreat with Spa

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(19)

$604.49

/ Nightly

Private Vacation Home

Healdsburg Escape Free Wine Tasting Close to Plaza

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(20)

$1380.23

/ Nightly

Cottage

Heart of Healdsburg Cottage for 4, Pool, Spa, Fire Pit, WIFI, BBQ

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(23)

$2474.75

/ Nightly

Private Vacation Home

Riverstone Estate sleeps 12 Pool Bocce Spa

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(2)

$854.89

/ Nightly

Private Vacation Home

Wine Country Gem | Pool | Hot tub | BBQ

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(65)

$2060.93

/ Nightly

Private Vacation Home

Modern, recently built home with stunning pool & beautiful views; 15 min to town

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(49)

$1262.36

/ Nightly

Private Vacation Home

Healdsburg Plaza Gem-Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(75)

$1066.22

/ Nightly

Private Vacation Home

River View Lodge - Hot Tub and Tastings Included

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(69)

$1142.06

/ Nightly

Private Vacation Home

Redwood Riverfront - Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$658.67

/ Nightly

Private Vacation Home

Healdsburg 3-Bedroom Home Surrounded by Manicured Gardens and Stunning Vineyards

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(27)

$6009.33

/ Nightly

Villa

The Estate Villa

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(20)

$500.2

/ Nightly

Private Vacation Home

Rivers Breeze - Wine Tastings Included

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(5)

$247.54

/ Nightly

Private Vacation Home

Downtown Healdsburg Wine Country Retreat

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(6)

$350.4

/ Nightly

Private Vacation Home

Fitch St Escape - Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(17)

$384.44

/ Nightly

Private Vacation Home

Vineyard View Retreat • Fire Pit • Wine Tasting Perks

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(3)

$1230.26

/ Nightly

Private Vacation Home

Farmstay Estate | Pool & Honey Farm | Cedar Hot Tub | Healdsburg | Sleeps 8

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(25)

$1261

/ Nightly

Private Vacation Home

Luxury Healdsburg Retreat. Pool, Sauna, Hot Tub, Near Plaza, Tesla charger

Healdsburg, California, United States

Bed

Bath

Sleeps

$1045.53

/ Nightly

Cottage

Luxury 2-br cottage on 30-acre vineyard property in enchanting Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(12)

$543.77

/ Nightly

Private Vacation Home

Casa Pavone, by Vinifera Homes

Healdsburg, California, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Bed

Bath

Sleeps

Vacation Rentals By Owner In Healdsburg, CA

$1623.35

$439.67

$604.49

$1380.23

$2474.75

$854.89

$2060.93

$1262.36

$1066.22

$1142.06

$658.67

$6009.33

$500.2

$247.54

$350.4

$384.44

$1230.26

$1261

$1045.53

$543.77

Rent a place that suits your needs

Most popular vacation rentals in Healdsburg

$633.61

$725.89

$710.00

$692.13

$690.74

$690.11

$623.98

$617.64

$620.69

$732.13

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