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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Healdsburg and around

Secluded Vineyard Estate Healdsburg
Terrace/patio

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (121)
"Nice experience"
Secluded Vineyard Estate Healdsburg
Villa Terra Bella, by Vinifera Homes
Exterior

Villa Terra Bella, by Vinifera Homes

10.0 out of 10, Exceptional, (5)
Villa Terra Bella, by Vinifera Homes
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Interior

Stunning Country Retreat, Pool, Hottub, Views, 92 Acres

9.6 out of 10, Exceptional, (14)
"Nice space for a big group. We spent most of our time in the farm house because that is where the majority of the group slept. Pool house is very nice and spacious."
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Stay surrounded by Fitch Mountain Park and Open Space Preserve.
Exterior

Stay surrounded by Fitch Mountain Park and Open Space Preserve.

9.4 out of 10, Exceptional, (24)
"Very clean and comfortable stay. "
Stay surrounded by Fitch Mountain Park and Open Space Preserve.
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
Exterior

Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!

9.8 out of 10, Exceptional, (21)
"Great, clean, nice house, kitchen is very well stocked with tools and dishes for plenty of people. "
Villa Tranquila ~ Historic Mediterranean Home, Mountain Views, Spa!
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
Property grounds

Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#

10.0 out of 10, Exceptional, (19)
"We had such a fun time with our family (young kids up through grandparents) at this property, we hardly left the grounds! The layout with the tennis court and pool in close proximity to each other and the house makes it super convenient for afternoons of varied play. Gathering fresh eggs from the chickens and fruit from the fruit trees was a huge hit. Bodhi was such a generous and communicative host, leaving us lots of sweet Easter treats. The home itself is quirky but comfortable. Would...
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
Luxury Organic Ranch Fabulous for Groups with Farm
Exterior

Luxury Organic Ranch Fabulous for Groups with Farm

10.0 out of 10, Exceptional, (27)
"The property, home and experiences were perfect for our family vacation."
Luxury Organic Ranch Fabulous for Groups with Farm
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

H2Hotel

H2Hotel

10/10 Excellent
"Close to she’s, restaurants. Has a good restaurant on site. Free breakfast buffet "
Miriam 1-night trip
Posted 4 days ago
H2Hotel

Frequently asked questions

How much do villas in Healdsburg cost?
Rates for villas in Healdsburg range between and 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.