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
Home in Healdsburg
4.97 out of 5 average rating, 149 reviewsSecluded Healdsburg Sanctuary on 10 Private Acres
Aug. 11 – 18
$1,192 CAD per night
Guest favourite
Cottage in Cloverdale
4.97 out of 5 average rating, 113 reviewsAsti Ridge Ranch - Private One Bedroom Cottage
May 14 – 21
$283 CAD per night
Guest favourite
Cottage in Healdsburg
5.0 out of 5 average rating, 159 reviewsBee Haven Cottage
Jan. 9 – 16
$464 CAD per night
Guest favourite
Apartment in Santa Rosa
4.97 out of 5 average rating, 763 reviewsPrivate Getaway in West Santa Rosa
Feb. 1 – 8
$144 CAD per night
Guest favourite
Home in Healdsburg
4.93 out of 5 average rating, 528 reviewsHealdsburg Garden House
Dec. 31 – Jan. 7
$356 CAD per night
Superhost
Villa in Healdsburg
4.94 out of 5 average rating, 113 reviewsHilltop Vista Villa
Mar. 6 – 13
$719 CAD per night
Guest favourite
Guesthouse in Sebastopol
4.96 out of 5 average rating, 301 reviewsArbor View
Jul. 13 – 20
$184 CAD per night
Superhost
Guesthouse in Healdsburg
5.0 out of 5 average rating, 4 reviewsSwanky Cottage Perfect for 1 to 2 Guests
Oct. 30 – Nov. 6
$275 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
Destinations to explore
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