Search Condo Rentals in Healdsburg
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 24 Condo Rentals in Healdsburg with updated reviews, rates, and availability.

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
9.2 out of 10, Wonderful, (40)
The price is SAR 844
SAR 2,089 total
includes taxes & fees
24 Mar - 25 Mar

WorldMark Windsor - 2 Bedroom
WorldMark Windsor - 2 Bedroom
9.6 out of 10, Exceptional, (5)

WorldMark Windsor - 2 Bedroom Twin
WorldMark Windsor - 2 Bedroom Twin
8.0 out of 10, Very Good, (1)

WorldMark Windsor - 2 Bedroom Accessible
WorldMark Windsor - 2 Bedroom Accessible

WorldMark Windsor - 2 Bedroom Twin
WorldMark Windsor - 2 Bedroom Twin

WorldMark Windsor - 1 Bedroom
WorldMark Windsor - 1 Bedroom
9.0 out of 10, Wonderful, (4)

Great Wine Country and Golfing Resort Getaway!!
Great Wine Country and Golfing Resort Getaway!!
8.0 out of 10, Very Good, (2)

Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
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

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)

✨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, (282)

4 BR/4 BA Vineyard Retreat - Solar Heated Pool, Spa, Views
4 BR/4 BA Vineyard Retreat - Solar Heated Pool, Spa, Views
10.0 out of 10, Exceptional, (144)
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
"I recently had the pleasure of staying at the Harmon Guest House in Healdsburg over the Thanksgiving holiday with my parents, and I cannot say enough great things about our experience. From the moment we arrived, everything was absolutely exceptional.
The hotel’s modern, yet warm and inviting design made us feel right at home. The rooms were beautifully appointed, incredibly clean, and offered thoughtful amenities that truly elevated our stay. We especially loved the spacious layout, cozy bedding, and the peaceful atmosphere that allowed us to relax and enjoy quality family time.
The staff went above and beyond to make us feel welcome—every interaction was friendly, attentive, and sincere. It was clear they take great pride in creating a memorable guest experience. We also appreciated the little touches throughout our stay that made it feel extra special during the holiday season.
The location is perfect—just steps away from the Healdsburg Plaza, with easy access to amazing restaurants, tasting rooms, and shops. We enjoyed taking strolls around town and returning to the comfort of the hotel each evening. The rooftop terrace was a standout—offering stunning views, a relaxing vibe, and the perfect spot to unwind.
Spending Thanksgiving here was a true delight, and we left feeling refreshed, grateful, and already dreaming of our next visit. Harmon Guest House is a gem in Sonoma County, and I highly recommend it to anyone looking for an unforgettable stay in wine country."
A verified traveler stayed at Harmon Guest House
Posted 3 days ago