Vacation Home Rentals By Owner In Healdsburg, CA

Showing 100 Of 132 Vacation Rentals

Exceptional(15)

$984.19

/ Nightly

Private Vacation Home

Wine Country Estate: Pool, Spa & Vineyard Views

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$999

/ Nightly

Private Vacation Home

Ivy House Downtown Healdsburg Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(7)

$1002.37

/ Nightly

Private Vacation Home

The Dragonfly - Healdsburg with Pool, Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$1003.09

/ Nightly

Private Vacation Home

Serenity with Hot Tub and Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(58)

$1035.69

/ Nightly

Private Vacation Home

Stunning, contemporary, eco-friendly home on 2.5 acres | Heated Pool & Spa

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(254)

$1042.3

/ Nightly

Private Vacation Home

Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(51)

$1063.88

/ Nightly

Private Vacation Home

Wake Up in Your Own Private Vineyard - Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(190)

$1127.25

/ Nightly

Private Vacation Home

Gorgeous Views, Pool and Hot Tub, 12 mins to HB Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(29)

$1171.57

/ Nightly

Private Vacation Home

Lux Wine Country Oasis with Hot Tub - Wine Tastings Included

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(69)

$1173.7

/ Nightly

Private Vacation Home

Redwood Riverfront - Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$1177.5

/ Nightly

Private Vacation Home

Limerick Lane- 3B on 2.3 acres, Pool, Hot Tub and Tranquility

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(5)

$1188.95

/ Nightly

Private Vacation Home

3 BR with Saltwater Pool | Pool House | Healdsburg | Sleeps 6 | Biking Trails

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(46)

$1235.7

/ Nightly

Private Vacation Home

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(165)

$1262.6

/ Nightly

Private Vacation Home

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(42)

$1293.23

/ Nightly

Private Vacation Home

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(49)

$1328.36

/ Nightly

Private Vacation Home

Healdsburg Plaza Gem-Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(99)

$1331.99

/ 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(43)

$1333.5

/ Nightly

Private Vacation Home

Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$1385.17

/ Nightly

Private Vacation Home

Healdsburg Luxe Reserve for 8, pool, spa, firepit

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(1)

$633.61

/ Nightly

Private vacation home

Sonoma Wine Country Retreat: Private Pool

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$725.89

/ Nightly

Private vacation home

Healdsburg 2BR Victorian vineyard cottage with mountain views

Healdsburg, California, United States

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Bath

Sleeps

Exceptional(1)

$710.00

/ Nightly

Private vacation home

Beautiful ArtHaus with Pool, Hot Tub, and Sauna!

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$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(1)

$690.74

/ Nightly

Private vacation home

Heron House - Hot Tub and Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$690.11

/ Nightly

Private vacation home

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$623.98

/ Nightly

Cottage

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

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$617.64

/ Nightly

Private vacation home

Wine country retreat

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$620.69

/ Nightly

Private vacation home

Healdsburg Plaza Charmer + Hot Tub

Healdsburg, California, United States

Bed

Bath

Sleeps

Exceptional(1)

$732.13

/ Nightly

Apartment

Luxe Healdsburg 3BR Home + Comp Ridge Wine Tasting

Healdsburg, California, United States

Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Healdsburg, CA

$984.19

$999

$1002.37

$1003.09

$1035.69

$1042.3

$1063.88

$1127.25

$1171.57

$1173.7

$1177.5

$1188.95

$1230.26

$1235.7

$1262.6

$1293.23

$1328.36

$1331.99

$1333.5

$1385.17

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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