Vacation Rentals By Owner In Healdsburg, CA

Showing 60 Of 170 Vacation Rentals

Exceptional(1)

$149.2

/ Nightly

Condo

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(35)

$580.8

/ Nightly

Villa

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(8)

$267.07

/ Nightly

Private Vacation Home

Stunning NEW Modern Farmhouse, Just 3 Blocks from Healdsburg Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

$934.1

/ Nightly

Private Vacation Home

Frank Lloyd Wright-Inspired Healdsburg Estate

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(4)

$277.25

/ Nightly

Private Vacation Home

Spacious house in marvelous Healdsburg close to town

Healdsburg, California, United States

Bed

Bath

Sleeps

$703.4

/ Nightly

Private Vacation Home

Modern Mountain Top Retreat

Healdsburg, California, United States

Bed

Bath

Sleeps

$135.43

/ Nightly

Apartment

Clean, Modern 1 Bedroom Apt Built in 2019 -- Walking distance to HBG Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(5)

$892.35

/ Nightly

Private Vacation Home

Eastside Eden - Pool, Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$262.8

/ Nightly

Private Vacation Home

Stylish New Healdsburg Home - 3 Blocks to Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(3)

$795

/ Nightly

Cottage

Luxury 1-br cottage on 30-acre vineyard property in enchanting Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(60)

$649.94

/ Nightly

Private Vacation Home

Spectacular Vineyard View!! SPA, Close to Plaza!- 3br/2ba (up to 8 guests)

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(25)

$3031.94

/ Nightly

Private Vacation Home

Spectacular View Estate 5min Away

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(6)

$266.54

/ Nightly

Private Vacation Home

Urban Elegance in Wine Country: Unwind Just Steps from Healdsburg Plaza!

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(43)

$596.02

/ Nightly

Private Vacation Home

Riverside Cottage: Access and River Views- 1 miles from downtown Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

$354.59

/ Nightly

Private Vacation Home

Wine Country Getaway - Healdsburg, Sonoma

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(4)

$3105.27

/ Nightly

Private Vacation Home

Panorama Estate - Classic Wine Country Villa in Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(14)

$2269.2

/ Nightly

Private Vacation Home

Private Wine Country Retreat - Modern Luxury Estate

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(3)

$2855.5

/ Nightly

Private Vacation Home

Vista Breathtaking View Estate, 5 min to Healdsburg Square, Sleeps 12, Pool, Spa

Healdsburg, California, United States

Bed

Bath

Sleeps

$262.89

/ Nightly

Private Vacation Home

Charming Victorian located a few blocks from the Plaza in Healdsburg.

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$692.13

/ Nightly

Private Vacation Home

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

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(294)

$633.61

/ Nightly

Private vacation home

Sonoma Wine Country Retreat: Private Pool

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$725.89

/ Nightly

Private vacation home

Healdsburg 2BR Victorian vineyard cottage with mountain views

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$710.00

/ Nightly

Private vacation home

Beautiful ArtHaus with Pool, Hot Tub, and Sauna!

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$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(294)

$690.74

/ Nightly

Private vacation home

Heron House - Hot Tub and Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$690.11

/ Nightly

Private vacation home

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$623.98

/ Nightly

Cottage

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$617.64

/ Nightly

Private vacation home

Wine country retreat

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$620.69

/ Nightly

Private vacation home

Healdsburg Plaza Charmer + Hot Tub

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(294)

$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

$149.2

$580.8

$267.07

$934.1

$277.25

$703.4

$135.43

$892.35

$262.8

$795

$649.94

$3031.94

$266.54

$596.02

$354.59

$3105.27

$2269.2

$2855.5

$262.89

$692.13

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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