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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Healdsburg villas

A two-story house with a covered patio area, stone walls, and a well-maintained lawn.

1. Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
Geyserville
9.2 out of 10, Wonderful, (23 reviews)
"Spacious and beautiful property- we had a great time!"
United States
Kirsten G.
The price is €1,050
includes taxes & fees
2 Nov - 3 Nov
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
Exterior

2. Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
Healdsburg
The price is €1,987
includes taxes & fees
12 Nov - 13 Nov
Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
The large front yard of the patio is great for al-fresco dining

3. Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge
Calistoga
10.0 out of 10, Exceptional, (64 reviews)
"Wonderful! Perfect for large groups!"
United States
Lisa T.
The price is €1,950
includes taxes & fees
9 Nov - 10 Nov
Luxury Napa Estate With Pool/Hot-tub/Concierge
An outdoor patio with a grill, dining table, and chairs, overlooking a scenic landscape.

4. When in Glen | Panoramic View | Pool / Hot Tub

When in Glen | Panoramic View | Pool / Hot Tub
Glen Ellen
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful place, nicely laid out and a cook / chef’s dream of a kitchen. We loved our time there!! "
United States
Swann V.
The price is €839
includes taxes & fees
9 Nov - 10 Nov
When in Glen | Panoramic View | Pool / Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Healdsburg Hotel Reviews

Hotel Trio Healdsburg

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!"
Piet 2-night trip
Posted less than an hour ago
Hotel Trio Healdsburg

Find out more about Healdsburg

Healdsburg Villas information

Number of reviews
105
Accommodation
7 Villas
Lowest Price
€839
Highest Price
€1,987

Frequently asked questions

How much do villas in Healdsburg cost?
Rates for villas in Healdsburg range between €839 and €1,987 per night. No matter your budget, you're sure to find someplace that matches your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Healdsburg?
Healdsburg has 7 villas to pick from. Find a stay that's right for you quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.
Why book your villa in Healdsburg with Expedia?
With Expedia, it's a cinch to find your dream villa in Healdsburg. Holidaying with the kids? Make use of our filters to look for stays with amenities like a pool and WiFi. If you have a budget in mind, decide on how much you'd like to spend and your preferred star rating. We'll help you find the right place in tune with your style and taste.
How can I find cheap villas in Healdsburg?
With Expedia's useful filter tool, booking cheap villas in Healdsburg has never been easier. To find accommodation that'll make your wallet smile, refine your search by star rating, amenities and budget.
What is there to do near my villa in Healdsburg?
Whatever you're into, Healdsburg has tons to keep you going. Healdsburg Golf Club, Pezzi King Winery and Soda Rock Winery are on many visitors' sightseeing itineraries. Don't forget to check out Wilson Winery, Matrix Winery and Healdsburg Plaza either. With Expedia's Healdsburg hotel deals, you'll be able to discover more neat attractions like these with the money you save.