Healdsburg, CA Vacation Homes from AED 1,394

A garden pathway lined with white roses leading to a building with a stone facade and a window.

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Our top choices for Healdsburg vacation homes

A balcony with wicker furniture and a glass table, overlooking a scenic landscape during sunset.

1. Vineyard View Retreat • Fire Pit • Wine Tasting Perks

Healdsburg

Mark R.

2. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

Northwest Santa Rosa

kevin c.

AED 1,394 total

includes taxes & fees

30 Nov - 1 Dec

A wooden interior with a dining area, a bench, and a mirror on the wall.

3. Cozy Riverfront Cabin - Beach Access & Wood Stove

Guerneville

Jehanne H.

AED 1,818 total

includes taxes & fees

1 Nov - 2 Nov

A modern house with a deck, outdoor seating, and a large glass door leading to an interior space.

4. Private Vineyard Haven with Pool, Hot Tub and Tastings Included

Healdsburg

Rock R.

A wooden sauna structure with a bench inside, a small pool, and a potted plant outside.

5. Sauna, Cold Plunge & Fire Pit Near Wineries

Windsor

Keri S.

A modern kitchen with a central island, bar stools, a stainless steel refrigerator, and a backsplash with a geometric pattern.

6. Vineyard Vue - Wine Tastings Included

Healdsburg

Chris N.

A dining area with a wooden table and chairs, a white macrame runner, and a hanging plant.

7. Wine Country Cottage Escape

Fulton

Tina A.

A deck with outdoor seating, hot tubs, and a glass door leading to a forested area.

8. River View Lodge - Hot Tub and Tastings Included

Healdsburg

Leslie M.

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Top Healdsburg Hotel Reviews

Hotel Trio Healdsburg

8/10 Good

"The staff were very helpful and accommodating. The room was spacious and loved the black out blinds to facilitate deep sleep! It was great that they had EV chargers but the Tesla model doesn't fit our EV so we had to charge at the Safeway Electrify America fast chargers which wasn't too far away but not as convenient as being able to charge overnight. Maybe Trio could provide a charging adopter!"

The Lodge at Healdsburg, Tapestry Collection by Hilton

10/10 Excellent

"We stayed two nights with another couple! The rooms were great especially having a fireplace in the room was a fabulous bonus! The bathrooms were a nice size as well. The courtyards had plenty of areas to sit / have a beverage and hang out with friends. Firepit area was nice as well. The lobby had a bar/ nice sitting areas/ tvs/ wine tasting 4-6! Great place to stay!"

Wildhaven Sonoma Glamping

10/10 Excellent

"I arrived at 7:30pm. The check in office is close . I called the phone number, but no one answered. I asked some tenant on the site. They said I can scan the QR code to check in, but My conformation number didnt work. I just don’t understand why the conformation number didn’t work. Other tenant said hers not working too. No one can help if conformation number doesn’t work."

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Healdsburg Vacations

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Healdsburg vacation homes

1. Vineyard View Retreat • Fire Pit • Wine Tasting Perks

2. Sonoma Wine Country Retreat | Near Top Wineries + Cozy Escape

3. Cozy Riverfront Cabin - Beach Access & Wood Stove

4. Private Vineyard Haven with Pool, Hot Tub and Tastings Included