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Vacation rentals in Healdsburg
Find and book unique accommodations on Airbnb
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
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Guest favourite
Bungalow in Healdsburg
4.9 out of 5 average rating, 10 reviewsHBG Fitch House - 3 block walk to Downtown 30+days
![](https://a0.muscache.com/im/pictures/miso/Hosting-805781928236535765/original/920af015-d12b-4466-b58c-d971f0e070d1.jpeg?im_w=720)
Guest favourite
Rental unit in Healdsburg
5 out of 5 average rating, 20 reviewsDowntown Healdsburg Perch
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-971069884951047408/original/1982076c-419e-45e3-9eb8-b25b56f13967.jpeg?im_w=720)
Guest favourite
Home in Healdsburg
5 out of 5 average rating, 17 reviewsThe Dragonfly Healdsburg
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1155823553058190334/original/9fb39590-84a8-41a3-91bc-79a35d21eb37.jpeg?im_w=720)
Superhost
Home in Healdsburg
5 out of 5 average rating, 4 reviews10% Off Summer Dates - Brand NEW 3 BD, Pool, Spa
![](https://a0.muscache.com/im/pictures/miso/Hosting-590597840141271728/original/1b405f47-9c15-4275-8dc8-f0737ef1a012.jpeg?im_w=720)
Guest favourite
Home in Healdsburg
4.98 out of 5 average rating, 47 reviewsVineyard views, stunning house & deck
![](https://a0.muscache.com/im/pictures/miso/Hosting-750720328454503572/original/adc80ada-f218-4de9-82c1-8a4fd6de205c.jpeg?im_w=720)
Guest favourite
Home in Geyserville
5 out of 5 average rating, 33 reviewsSpectacular vineyard views
![](https://a0.muscache.com/im/pictures/miso/Hosting-1005805481498661351/original/067a09ec-af01-4ef2-8417-180a8c322aee.jpeg?im_w=720)
Guest favourite
Home in Healdsburg
4.96 out of 5 average rating, 47 reviewsVineyards Edge: Pool, Spa, 1G, Bikes- 1m to town
![](https://a0.muscache.com/im/pictures/miso/Hosting-815988119698941245/original/b45682e2-acc7-48ec-ade2-1e473dd42d01.jpeg?im_w=720)
Guest favourite
Home in Healdsburg
5 out of 5 average rating, 46 reviewsHealdsburg House - Chiquita Road
Quick stats about vacation rentals in Healdsburg
Total rentals
110 properties
Nightly prices starting at
$55 CAD before taxes and fees
Total number of reviews
4.5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
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