Home Vacation Rentals By Owner In Healdsburg, CA

Showing 160 Of 170 Vacation Rentals
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Exceptional(32)

$320.5

/ Nightly
Apartment

The Roost - Garden Studio

Healdsburg, California, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(39)

$2385.32

/ Nightly
Private Vacation Home

Vineyard Vue - Wine Tastings Included

Healdsburg, California, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(4)

$224.9

/ Nightly
Apartment

The Brix Luxury Apt, 1 blk to Downtown Healdsburg

Healdsburg, California, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(7)

$2429.68

/ Nightly
Private Vacation Home

Stunning Dry Creek Road Estate

Healdsburg, California, United States

Bed 4

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(59)

$1739.22

/ Nightly
Private Vacation Home

Santini Farmhouse - Wine Tastings Included

Healdsburg, California, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(55)

$402.2

/ Nightly
Guest House

Bunkhouse at Side Road Farm charming one bedroom cottage

Healdsburg, California, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(22)

$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(25)

$531.37

/ Nightly
Private Vacation Home

Sunset Magazine Meets Healdsburg - Foodies & Wine Lovers

Healdsburg, California, United States

Bed 3

Bed

Bath 4

Bath

Sleep 6

Sleeps
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Exceptional(2)

$1070.89

/ Nightly
Agritourism

Relax & Gather: Healdsburg Farmhouse for 10 with Pool, Hot Tub & BBQ

Healdsburg, California, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(43)

$1293.23

/ Nightly
Private Vacation Home

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

Healdsburg, California, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(36)

$711.14

/ Nightly
Apartment

Perfect getaway! Riverside pool, river access, 5 min from Healdsburg square!

Healdsburg, California, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(7)

$126.6

/ Nightly
Apartment

Downtown Healdsburg Loft - (30 day minimum rentals only)

Healdsburg, California, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(89)

$797.2

/ Nightly
Private Vacation Home

Safe Retreat: Birders, Cyclists, Wine Lovers, River Revelers Welcome!

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$1808.06

/ Nightly
Villa

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

Healdsburg, California, United States

Bed 6

Bed

Bath 7

Bath

Sleep 12

Sleeps
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$741.96

/ Nightly
Private Vacation Home

Chateau Chemise -Pool, Hot Tub, Wine Tastings

Healdsburg, California, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(66)

$517.5

/ Nightly
Cottage

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

Healdsburg, California, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(67)

$1915.38

/ Nightly
Private Vacation Home

Luxury Private Estate at Zoella Vineyards in the heart of Wine Country

Healdsburg, California, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(113)

$350.6

/ Nightly
Cottage

WINE COUNTRY RIVERFRONT RETREAT WITH SPA & VIEWS

Healdsburg, California, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(178)

$552.5

/ Nightly
Private Vacation Home

The Viking House-Charming Riverfront Home Breathtaking Views Amenities Starlink

Jenner, California, United States

Bed 1

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(73)

$2810

/ Nightly
Private Vacation Home

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Healdsburg, California, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Healdsburg

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Exceptional(73)

$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(73)

$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(73)

$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(73)

$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(73)

$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(73)

$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(73)

$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(73)

$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(73)

$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(73)

$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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