Search Vacation Homes in Healdsburg
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 248 Vacation Homes in Healdsburg with updated reviews, rates, and availability.

Walk to Russian River - Casa Del Rio - Unit A
Walk to Russian River - Casa Del Rio - Unit A
9.4 out of 10, Exceptional, (28)
The price is SAR 375
SAR 1,313 total
includes taxes & fees
20 Apr - 21 Apr

Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views
8.4 out of 10, Very Good, (22)

Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
10.0 out of 10, Exceptional, (123)

~Riverfront 3 Bed 2 Bath+ hot tub, private dock & watercraft. 3/4 mile to town~
~Riverfront 3 Bed 2 Bath+ hot tub, private dock & watercraft. 3/4 mile to town~
10.0 out of 10, Exceptional, (73)

Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi
Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi
10.0 out of 10, Exceptional, (14)

The Sonoma Valley Cottage
The Sonoma Valley Cottage
10.0 out of 10, Exceptional, (12)
The price is SAR 1,473
SAR 2,688 total
includes taxes & fees
19 Apr - 20 Apr

Wine Country Get Away
Wine Country Get Away
9.8 out of 10, Exceptional, (26)
The price is SAR 634
SAR 1,657 total
includes taxes & fees
19 Apr - 20 Apr

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
9.8 out of 10, Exceptional, (25)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Healdsburg

✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
10.0 out of 10, Exceptional, (287)

Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown
Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown
10.0 out of 10, Exceptional, (241)

Wooded Restful Retreat, with broad scenic views, outdoor dining
Wooded Restful Retreat, with broad scenic views, outdoor dining
10.0 out of 10, Exceptional, (300)
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.
Recent reviews of Healdsburg hotels
Recent reviews of Healdsburg hotels

Harmon Guest House
5/5 Excellent
"A well thought out hotel. "
A verified traveler stayed at Harmon Guest House
Posted 18 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Vacation Homes in Other Destinations
- Vacation Homes in Los Angeles
- Vacation Homes in San Francisco
- Vacation Homes in Reno
- Vacation Homes in Sacramento
- Vacation Homes in Fresno
- Vacation Homes in Bakersfield
- Vacation Homes in Oakland
- Vacation Homes in San Bernardino
- Vacation Homes in Riverside
- Vacation Homes in Stockton
- Vacation Homes in Modesto