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

Search Healdsburg Villa Rentals from CA $1,718

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Healdsburg villas

Exterior

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

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
Healdsburg
The price is CA $1,904
CA $3,340 total
includes taxes & fees
Aug 5 - Aug 6
Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
Exterior

2. 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, (20 reviews)
"We were having a girlfriend’s birthday getaway and this place was just perfect. Comfortable, lots of room, well equipped, & beautiful views. Would definitely return! Host was really great too!"
United States
Sherry W.
The price is CA $997
CA $1,773 total
includes taxes & fees
Aug 10 - Aug 11
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
Exterior

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

Luxury Napa Estate With Pool/Hot-tub/Concierge
Calistoga
10.0 out of 10, Exceptional, (60 reviews)
"En suite rooms were perfect for group travel. The house was beautiful and comfortable. Hosts were very attentive and helpful. "
United States
Caylin E.
The price is CA $2,076
CA $3,398 total
includes taxes & fees
Aug 26 - Aug 27
Luxury Napa Estate With Pool/Hot-tub/Concierge
Outdoor dining

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 CA $945
CA $1,718 total
includes taxes & fees
Aug 12 - Aug 13
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Healdsburg Hotel Reviews

The Lodge at Healdsburg, Tapestry Collection by Hilton

The Lodge at Healdsburg, Tapestry Collection by Hilton

8/10 Good
"Our stay was comfortable and the staff was friendly. However, being "senior citizens" when I asked about a bell man for our bags, we had not assistance at all. In the end, we discovered several carts to make carrying our carts easier. They were pointed out to us and we had to discover them accidentally. Food service was not that impressive. Our room was clean and neat and comfortable, though."
Ron 1-night trip
Posted 2 days ago
The Lodge at Healdsburg, Tapestry Collection by Hilton

Find out more about Healdsburg

Healdsburg Villas information

Number of reviews
98
Accommodation
7 Villas
Lowest Price
CA $1,718
Highest Price
CA $3,398

Frequently asked questions

How much do villas in Healdsburg cost?
Rates for villas in Healdsburg range between CA $1,718 and CA $3,398 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. Vacationing 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 accommodations 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.

Explore a world of travel with Expedia