Vacation Rentals By Owner In Healdsburg, CA

Showing 170 Of 170 Vacation Rentals

Exceptional(5)

$642.5

/ Nightly

Private Vacation Home

Healdsburg 2-bedroom 1864 Historic House. Just one block to Downtown Plaza.

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(94)

$388.33

/ Nightly

Guest House

Beautiful Studio Getaway in the Heart of Wine Country

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(2)

$2232.29

/ Nightly

Private Vacation Home

Enchanting Riverstone Retreat Healdsburg for 12, pool, firepit, 5 min downtown

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(80)

$2183

/ Nightly

Private Vacation Home

Farm Stay Villa on 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(99)

$1272.99

/ Nightly

Private Vacation Home

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$453.5

/ Nightly

Cottage

Luxury Carriage House • Historic District • Walk to Plaza • Wine Tasting

Healdsburg, California, United States

Bed

Bath

Sleeps

$142.53

/ Nightly

Apartment

The Bird Nest - Luxury Studio Residence in Historic Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$1310.17

/ Nightly

Private Vacation Home

Healdsburg Luxe Reserve for 8, pool, spa, firepit

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(141)

$1120.48

/ Nightly

Villa

Secluded Vineyard Estate Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$516.37

/ Nightly

Private Vacation Home

Mill Creek by AvantStay | Modern Design, Patio, Hot Tub

Healdsburg, California, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Private vacation home

View 132 Private vacation home

Most popular vacation rentals in Healdsburg

Exceptional(8)

$633.61

/ Nightly

Private vacation home

Sonoma Wine Country Retreat: Private Pool

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$725.89

/ Nightly

Private vacation home

Healdsburg 2BR Victorian vineyard cottage with mountain views

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$710.00

/ Nightly

Private vacation home

Beautiful ArtHaus with Pool, Hot Tub, and Sauna!

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$692.13

/ Nightly

Private vacation home

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$690.74

/ Nightly

Private vacation home

Heron House - Hot Tub and Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$690.11

/ Nightly

Private vacation home

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$623.98

/ Nightly

Cottage

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$617.64

/ Nightly

Private vacation home

Wine country retreat

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$620.69

/ Nightly

Private vacation home

Healdsburg Plaza Charmer + Hot Tub

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$732.13

/ Nightly

Apartment

Luxe Healdsburg 3BR Home + Comp Ridge Wine Tasting

Healdsburg, California, United States

Bed

Bath

Sleeps

Vacation Rentals By Owner In Healdsburg, CA

$642.5

$388.33

$2232.29

$2183

$1272.99

$453.5

$142.53

$1310.17

$1120.48

$516.37

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

Most Popular Cities in California