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Healdsburg, California, United States of America

Healdsburg guest houses

We found 11 guest houses — enter your dates for availability

Explore Healdsburg guest house rentals

Beautiful Studio Getaway in the Heart of Wine Country

Sleeps 2 · 1 Bedroom · 1 Bathroom
$275 avg/night
(49)

Ultimate Romance on Dry Creek 5 mins From Town!

Sleeps 2 · 1 Bedroom · 1 Bathroom
$360 avg/night
(7)

Bunkhouse at Side Road Farm charming one bedroom cottage

Sleeps 2 · 1 Bedroom · 1 Bathroom
$228 avg/night
(22)

Vineyard Guest House

Sleeps 4 · 2 Bedrooms · 1 Bathroom
$275 avg/night
(16)

Mod Podge Lodge - Cottage on a Lane off Hwy 116 Close to Coffee, Wineries etc

Sleeps 2 · 1 Bedroom · 1 Bathroom
$80 avg/night
(38)

Let the sun shine in!

Sleeps 2 · 1 Bedroom · 1 Bathroom
$130 avg/night
(83)

Search 11 guest houses

Recent reviews of Healdsburg guest house rentals
Stayed Jul 2021

WOW!!! Excellent property, excellent hosts!

What an amazing property! The pics just does not do justice to this beauty. We were awestruck the moment we opened the door. Hosts are very friendly and communicating with them was so easy. I can go on and on about this place. We spent 2 nights here ...

Aravind G.
Aravind G.
Stayed Jul 2021

The perfect secret getaway in Healdsburg

This charming property was located a few hundred feet away from Twomey vineyards and just 5 minutes from town. Our host was responsive and attentive. Sue left inviting touches throughout the bunkhouse, which was clean, relaxing and so comfortable. Wo...

Scott S.
Scott S.
Stayed Jul 2021

Perfect cozy country getaway spot

My wife and I stayed here for our 10-year anniversary, and it was exactly what we needed as a home base to adventure from. The cottage is above the garage and across a small courtyard from the main house, with a bubbling fountain that made the hot da...

Blaine M.
Blaine M.
Stayed Jun 2021

Quaint and Clean!

We enjoyed our stay at the Hummingbird Garden Retreat. It had everything we needed for our stay. It was clean and the landscaping was beautiful! We loved being in Santa Rosa and its proximity to Sonoma and Napa. Wine country is beautiful! We can't wa...

Lindsay S.
Lindsay S.
Stayed Jun 2021

Perfect wine country stay

My husband and I finally made this retirement celebration trip that had been postponed by covid. The location was perfect as a home base for seeing the area. Quiet neighborhood and top notch accommodations. Chad and Jay really want you to have a firs...

Susan C.
Susan C.
Stayed Jun 2021

Charming Cottage

My husband and I enjoyed our stay at Mod Podge Lodge. It was sparkling clean and well-stocked with necessities and many thoughtful extras. It is conveniently located in the town of Sebastopol but in a very quiet and private location. It's only a shor...

Helen N.
Helen N.
Stayed Jun 2021

Truly spectacular place to connect in the country

Spectacular. A truly lovely retreat for two. Set atop a hill, the cottage enjoys expansive views of the Sonoma Valley to the south and a neighboring vineyard to the west. “Wine country modern chic” would be the design vibe. While relaxing, meditatin...

Christopher W.
Christopher W.
Stayed May 2021

Perfect vacation in wine country!

My husband and I loved our stay in Wendy and Lisa's guesthouse. The house is tucked away in their beautiful gardens and is charming inside and out. It is even better than the photos suggest! The guesthouse is tastefully decorated, spacious, and comfo...

Jenni L.
Jenni L.

Corinth, MS USA

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