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House vacation rentals in Healdsburg
Find and book unique houses on Airbnb
Top-rated house rentals in Healdsburg
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Healdsburg house rentals
House rentals with a pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-9350928/original/e98073fa-0f53-40bc-8d9f-e43f5d94c08d.jpeg?im_w=720)
Home in Sonoma
4.99 out of 5 average rating, 220 reviewsQuiet Mid Century Sonoma with Pool/Spa
![](https://a0.muscache.com/im/pictures/696fe146-21d4-4772-b9c7-8a074d7fafc2.jpg?im_w=720)
Home in Glen Ellen
5 out of 5 average rating, 130 reviewsTuscan Wine Country Villa with Pool sleeps 6
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MjUwMjk1MDE%3D/original/fc33bf69-a405-46e4-856c-ec25a27baa3e.jpeg?im_w=720)
Home in Cloverdale
4.86 out of 5 average rating, 110 reviewsWoodhawk Manor of Alexander Valley
![](https://a0.muscache.com/im/pictures/b05cfbf6-6995-4dc1-8003-b35c5d120b0a.jpg?im_w=720)
Home in Sebastopol
4.91 out of 5 average rating, 102 reviewsThe Deer Retreat – Privacy and Comfort
![](https://a0.muscache.com/im/pictures/miso/Hosting-52918029/original/8e8c8f3a-f79b-4d6f-bc8e-7c65b2401c9b.jpeg?im_w=720)
Home in Santa Rosa
4.93 out of 5 average rating, 123 reviewsStunning Estate home near Healdsburg/Wineries
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Home in Santa Rosa
4.98 out of 5 average rating, 168 reviewsHappy House w/large pool, hot tub & chefs kitchen
![](https://a0.muscache.com/im/pictures/9280c198-a5cc-4e8c-89c8-983ce71007d3.jpg?im_w=720)
Home in Kenwood
4.99 out of 5 average rating, 279 reviewsSonoma Vineyard Home With Pool & Stunning Views
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Home in Windsor
4.93 out of 5 average rating, 151 reviewsLuxurious home and pool
House rentals with a hot tub
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTIyNjU5NDY%3D/original/a8d0a57b-17c1-4212-94ba-d093534a7dc9.jpeg?im_w=720)
Home in Sonoma
4.98 out of 5 average rating, 124 reviewsEasy elegance in this wine country home
![](https://a0.muscache.com/im/pictures/b30995cd-e7a9-449a-8e41-0c09541258a7.jpg?im_w=720)
Home in Healdsburg
4.89 out of 5 average rating, 302 reviewsPeaceful location, hot tub, fire pit, game room!
![](https://a0.muscache.com/im/pictures/72048e96-4779-4141-8c5a-8221d4a6a37e.jpg?im_w=720)
Home in Healdsburg
4.81 out of 5 average rating, 127 reviewsSpectacular Vineyard View!! SPA, Close to Plaza!
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Home in Marshall
4.99 out of 5 average rating, 183 reviewsTomales Bay: Tranquility, Bay Views, Kayaks &
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Home in Monte Rio
4.91 out of 5 average rating, 275 reviewsVilla Habana: Mediterranean-Style Home -River View
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Home in Jenner
4.94 out of 5 average rating, 138 reviewsPacific Sunset by the beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-46176171/original/0c83353a-489b-4e4f-ae32-be7bd33071fb.jpeg?im_w=720)
Home in Healdsburg
5 out of 5 average rating, 81 reviews10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
![](https://a0.muscache.com/im/pictures/miso/Hosting-823849429981107339/original/e66f2a8b-d654-4abd-bcb5-c67e19d5b35a.jpeg?im_w=720)
Home in Healdsburg
4.98 out of 5 average rating, 59 reviewsHidden Oasis ~ a Private Luxury Home in Healdsburg
House rentals with free parking
![](https://a0.muscache.com/im/pictures/def23caf-1065-4934-b6fc-280cddfbf544.jpg?im_w=720)
Home in Cazadero
4.95 out of 5 average rating, 127 reviewsRanch Stay for 2
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Home in Sonoma
4.97 out of 5 average rating, 461 reviewsThe Loft at Palmer-Close to it all!
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Home in Guerneville
4.97 out of 5 average rating, 553 reviewsRelaxing "Hillside Lodge" Sleeps 4
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Home in Santa Rosa
4.89 out of 5 average rating, 244 reviewsSunshine cottage
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Home in Forestville
4.96 out of 5 average rating, 246 reviewsForest Cozy Home
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Home in Santa Rosa
4.92 out of 5 average rating, 207 reviewsCharming 1-Bd Boho Flat Amid Wineries
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Home in Windsor
4.99 out of 5 average rating, 105 reviewsGorgeous Victorian in the HEART of Windsor
![](https://a0.muscache.com/im/pictures/miso/Hosting-995785896952988967/original/88c5b698-4e09-4468-9d65-b79b9647bb0e.jpeg?im_w=720)
Home in Healdsburg
5 out of 5 average rating, 26 reviewsCreekside Cottage
Quick stats about house rentals in Healdsburg
Total rentals
50 properties
Nightly prices starting at
$100 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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