Vacation rentals in Healdsburg
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Top-rated vacation rentals in Healdsburg
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Healdsburg vacation rentals
Other great vacation rentals in Healdsburg
Guest favourite
Cabin in Healdsburg
4.95 out of 5 average rating, 139 reviewsStarlight Grove-a redwood retreat (fiber internet)
Oct. 17 – 24
$1,791 CAD per night
Guest favourite
Home in Healdsburg
4.98 out of 5 average rating, 395 reviewsVineyard Modern Barn House - Dry Creek Valley
Jan. 4 – 11
$758 CAD per night
Guest favourite
Cottage in Cloverdale
4.97 out of 5 average rating, 113 reviewsAsti Ridge Ranch - Private One Bedroom Cottage
May 8 – 15
$284 CAD per night
Guest favourite
Home in Healdsburg
4.93 out of 5 average rating, 526 reviewsHealdsburg Garden House
Jan. 8 – 15
$358 CAD per night
Guest favourite
Cottage in Healdsburg
4.96 out of 5 average rating, 112 reviews❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
Aug. 21 – 28
$919 CAD per night
Guest favourite
Cottage in Healdsburg
5.0 out of 5 average rating, 158 reviewsBee Haven Cottage
Aug. 3 – 10
$467 CAD per night
Guest favourite
Home in Healdsburg
5.0 out of 5 average rating, 54 reviews10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
Nov. 17 – 24
$532 CAD per night
Guest favourite
Home in Healdsburg
5.0 out of 5 average rating, 37 reviewsVineyard views, stunning house & deck
Jan. 3 – 10
$778 CAD per night
Quick stats about vacation rentals in Healdsburg
Total rentals
100 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
4.3K reviews
Nightly prices starting at
$110 CAD before taxes and fees
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