Home Vacation Rentals By Owner In Healdsburg, CA

Showing 20 Of 170 Vacation Rentals
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$242.07

/ Nightly
Private Vacation Home

Contemporary style meets country charm for ideal Wine Country living.

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(21)

$1581.73

/ Nightly
Private Vacation Home

Modern Retreat - Spectacular View Home Above Dry Creek Valley

Healdsburg, California, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(171)

$492.8

/ Nightly
Private Vacation Home

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

Healdsburg, California, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(14)

$526.4

/ Nightly
Private Vacation Home

❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤

Healdsburg, California, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(39)

$433.4

/ Nightly
Private Vacation Home

Morning Dew-A Riverfront Healdsburg Home

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(2)

$226.5

/ Nightly
Condo

Healdsburg Downtown Condo

Healdsburg, California, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$1003.09

/ Nightly
Private Vacation Home

Serenity with Hot Tub and Wine Tastings Included

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(244)

$290

/ Nightly
Cottage

Healdsburg Cottage Walk to the Plaza, Workspace

Healdsburg, California, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(183)

$680.35

/ Nightly
Private Vacation Home

Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(204)

$2716.8

/ Nightly
Private Vacation Home

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

Healdsburg, California, United States

Bed 5

Bed

Bath 6

Bath

Sleep 12

Sleeps
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Exceptional(165)

$1262.6

/ Nightly
Private Vacation Home

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

Healdsburg, California, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(75)

$526.39

/ Nightly
Private Vacation Home

Beautiful Views! Dry Creek Valley Retreat with Deck & Pool, 5 min to Healdsburg

Healdsburg, California, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(254)

$1042.3

/ Nightly
Private Vacation Home

Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(41)

$1876.4

/ Nightly
Private Vacation Home

Alexander Valley Modern Farmhouse with Vintage Charm - Newly Renovated pool

Healdsburg, California, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(244)

$491.28

/ Nightly
Private Vacation Home

Private and Quiet Vineyard Villa with Hot Tub

Healdsburg, California, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(11)

$435.4

/ Nightly
Cottage

Russian Riverside Cottage in Healdsburg

Healdsburg, California, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(2)

$168.24

/ Nightly
Private Vacation Home

Heavenly Healdsburg Home, above the River Getaway

Healdsburg, California, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$1757.68

/ Nightly
Private Vacation Home

The Ridge at Mill Creek- Hot Tub, Pool & Tastings

Healdsburg, California, United States

Bed 4

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(15)

$984.19

/ Nightly
Private Vacation Home

Wine Country Estate: Pool, Spa & Vineyard Views

Healdsburg, California, United States

Bed 4

Bed

Bath 4

Bath

Sleep 9

Sleeps
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Exceptional(1)

$7421.67

/ Nightly
Private Vacation Home

Luxury Estate | Gatherings | 2 Villas Organic Farm

Healdsburg, California, United States

Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps
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Exceptional(1)

$633.61

/ Nightly
Private vacation home

Sonoma Wine Country Retreat: Private Pool

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$725.89

/ Nightly
Private vacation home

Healdsburg 2BR Victorian vineyard cottage with mountain views

Healdsburg, California, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(1)

$710.00

/ Nightly
Private vacation home

Beautiful ArtHaus with Pool, Hot Tub, and Sauna!

Healdsburg, California, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(1)

$692.13

/ Nightly
Private vacation home

Wine Country Retreat with Panoramic Views-5 min from downtown Healdsburg

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$690.74

/ Nightly
Private vacation home

Heron House - Hot Tub and Wine Tastings Included

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$690.11

/ Nightly
Private vacation home

Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining

Healdsburg, California, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(1)

$623.98

/ Nightly
Cottage

Contemporary Designer Cottage, Garden View, 3 Blocks From From The Plaza

Healdsburg, California, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$617.64

/ Nightly
Private vacation home

Wine country retreat

Healdsburg, California, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(1)

$620.69

/ Nightly
Private vacation home

Healdsburg Plaza Charmer + Hot Tub

Healdsburg, California, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$732.13

/ Nightly
Apartment

Luxe Healdsburg 3BR Home + Comp Ridge Wine Tasting

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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