Search Healdsburg pet friendly vacation rentals
Our top choices for a great stay
Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza
Book a stay at this family-friendly vacation home in Healdsburg. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions Jordan Vineyard ...
10/10 Exceptional! (97 reviews)
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg
Stay at this vacation home in Healdsburg. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Windsor Oaks Vineyards and Pezzi King ...
10/10 Exceptional! (39 reviews)
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
$2,113 nightly
The price is $2,335 total per night from Jan 11 to Jan 12
$2,335 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Book a stay at this family-friendly vacation home in Healdsburg. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Windsor Oaks Vineyards ...
10/10 Exceptional! (65 reviews)
Healdsburg House - Chiquita Road - Hot Tub - Private
Stay at this vacation home in Healdsburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Simi Winery and Healdsburg Ridge Open Space ...
10/10 Exceptional! (24 reviews)
Healdsburg Modern Sleeps 8, pool, spa, firepit
Stay at this vacation home in Healdsburg. Enjoy private pools, a garden, and laundry facilities. Popular attractions Windsor Oaks Vineyards and Pezzi King Winery ...
10/10 Exceptional! (1 review)
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Stay at this vacation home in Healdsburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions SingleThread Farm at Dry Creek and Dry Creek ...
9.8/10 Exceptional! (136 reviews)
Tranquil Healdsburg Escape | Near Wineries & Plaza
Stay at this vacation home in Healdsburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ridge Vineyards - Lytton Springs and Mazzocco ...
9.8/10 Exceptional! (11 reviews)
Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!
Book a stay at this family-friendly vacation home in Healdsburg. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Healdsburg ...
9.4/10 Exceptional! (153 reviews)
Family-Friendly Dry Creek Valley Retreat w/Amazing Views <15 Minutes To Square
Stay at this vacation home in Healdsburg. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Unti Vineyards and VML Winery are located ...
Heavenly Hideaway | A Wine Country Escape
Stay at this vacation home in Healdsburg. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Healdsburg Museum and Healdsburg Plaza are located ...
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.
