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Healdsburg, California, United States of America

Healdsburg luxury rentals

We found 17 luxury rentals — enter your dates for availability

Explore Healdsburg luxury rentals

Close to Plaza/15 Acre Estate/swiming Pool and Bocce Ball

Sleeps 12 · 4 Bedrooms · 4 Bathrooms
$1,400 avg/night
(73)

Stunning Home w/ Pool, hot Tub, Decks, & Gourmet Kitchen - Close to Wineries!

Sleeps 8 · 4 Bedrooms · 2 Bathrooms
$448 avg/night
(62)

Secluded Valley Retreat

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
$750 avg/night
(69)

Healdsburg Villa on a Vineyard with Amazing Poolside Sunsets

Sleeps 8 · 4 Bedrooms · 3 Bathrooms
$1,850 avg/night
(37)

Modern View Home - Pool, hot tub, large deck, BBQ - 1 mile to Healdsburg Plaza

Sleeps 12 · 5 Bedrooms · 4 Bathrooms
$2,784 avg/night
(37)

Tanda Tula, Wine Country Sanctuary

Sleeps 12 · 4 Bedrooms · 3 Bathrooms
$1,845 avg/night
(98)

Search 17 luxury rentals

Recent reviews of Healdsburg luxury rentals
Stayed Jul 2021

Wedding weekend

We were in Healdsburg for a wedding and found this fabulous house. The house is exactly the way the pictures show....simply beautiful and comfortable. The outdoor space was our favorite to hang by the pool and relax and enjoy the view. We definitely ...

Kristin P.
Kristin P.

Pasadena, California

Stayed Jul 2021

Amazing property

My friend's and I stayed there mid week for my birthday. It was a great property and Carmina & Jorge were amazing. It was beautiful. I would say that all of my friends had a great time as well. It was nice that we all had our own rooms and bathrooms...

Deb G.
Deb G.
Stayed Jul 2021

Great outdoor space

The outside is wonderful! The pool and setting outside is great. The inside of the house needs updatbig. The outside is wonderful! The pool and setting outside is great. The inside of the house needs updating. For the cost, I would expect the inside...

Emma F.
Emma F.
Stayed Jun 2021

Beautiful home in a spectacular setting

The layout of the house and all the extra rooms and spaces were wonderful, if anyone wanted a quiet place to read, or nap, or just enjoy the view, there were plenty of choices of comfortable seating and lounging. We saw deer, woodpeckers, osprey, an...

Merissa M.
Merissa M.
Stayed Jun 2021

Sebastopol B&B Gem

The Wineberry Lodge is definitely a "must stay" place while visiting Sonoma Wine Country. Heidi and Brent are amazing hosts and made our stay very comfortable and memorable. The overall property is gorgeous ... the Lodge has everything you may need (...

Lori N.
Lori N.
Stayed Jun 2021

Wonderful stay!

The villa and grounds do look better in person than in the photos as others have said. The single-story house was good for my parents. Beds were comfortable. Plenty of indoor and and outdoor furniture for our group of 11. Pool was a nice temperature ...

Arlene P.
Arlene P.
Stayed May 2021

Outstanding Place to Stay

After this weekend, my friends and I immediately wanted to make future plans to book again! Wonderful pool and hot tub, a great time grilling and playing ping pong, surrounded by trees and birds, soft beds, more than you could every believe supplied ...

Helene G.
Helene G.
Stayed Apr 2021

Fun and relaxing

House had wonderful outdoor space. Pool and bocce was a hit with the kids. View is amazing. Interior of house had rustic feel. Nice stay for family of 6. Pool and jacuzzi was nice but can only heat one at a time. Once we figured that out we were able...

Monique H.
Monique H.

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