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Healdsburg vacation rentals
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Top-rated vacation rentals in Healdsburg
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Healdsburg vacation rentals
Healdsburg home rentals
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Home in Windsor
4.89 out of 5 average rating, 106 reviewsNEW Charming Windsor Home
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Home in Forestville
4.96 out of 5 average rating, 250 reviewsForest Cozy Home
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Home in Windsor
5 out of 5 average rating, 109 reviewsLarge Home w/ HotTub 10 min to Downtown Healdsburg
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Home in Healdsburg
4.88 out of 5 average rating, 140 reviewsModern Home in Hburg Wine Country
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Home in Guerneville
4.97 out of 5 average rating, 558 reviewsRelaxing "Hillside Lodge" Sleeps 4
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Home in Healdsburg
4.92 out of 5 average rating, 245 reviewsThe Wine Ranch
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Home in Sonoma
4.95 out of 5 average rating, 417 reviewsZen House on 15 acres
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Home in Healdsburg
4.82 out of 5 average rating, 109 reviewsRedwood River House
Other great vacation rentals in Healdsburg
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Guesthouse in Sebastopol
4.94 out of 5 average rating, 316 reviewsMod Podge Lodge
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Guest suite in Santa Rosa
4.99 out of 5 average rating, 337 reviewsThe Suite Life! Permit Number#SVR22-078
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Guest suite in Sebastopol
4.96 out of 5 average rating, 731 reviewsSunny, private room/bath Sebastopol
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Guest suite in Sonoma
4.99 out of 5 average rating, 254 reviewsSonoma Valley Terrace- Great Views!! Private Spa!!
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Home in Healdsburg
5 out of 5 average rating, 92 reviews10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
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Guesthouse in Healdsburg
4.98 out of 5 average rating, 49 reviewsBucher Vineyard Cottage
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Bungalow in Healdsburg
4.9 out of 5 average rating, 10 reviewsHBG Fitch House - 3 block walk to Downtown 30+days
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Rental unit in Healdsburg
5 out of 5 average rating, 20 reviewsDowntown Healdsburg Perch
Quick stats about vacation rentals in Healdsburg
Total rentals
110 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
4.5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
Frequently Asked Questions
How is the weather in Healdsburg?
Healdsburg experiences a Mediterranean climate with warm, dry summers and mild, wet winters. Summer temperatures often reach 85°F (29°C), while winter averages around 40°F (4°C). Rain is most common from November to April.
What are some of the best things to do in Healdsburg?
Guests in Healdsburg often explore the local art scene, visit the unique boutiques in the downtown area, or enjoy a picnic in the city's many parks. Outdoor enthusiasts can also partake in activities such as hiking, cycling, and bird watching.
What is the best time of year to visit Healdsburg?
The most popular time to visit Healdsburg is during the summer and fall, with many visitors coming for the grape harvest season. The Healdsburg Jazz Festival in June and the annual Healdsburg Art Festival in September are popular local events.
What are the best places to stay in Healdsburg?
Guests often choose to stay near the town center for easy access to Healdsburg Plaza and its surrounding shops and restaurants. Staying near the Russian River can also be a popular choice for those seeking more tranquility and natural surroundings.
What are the best places to visit in Healdsburg?
Healdsburg Plaza, a charming square filled with shops and restaurants, and the Healdsburg Museum, showcasing the town's rich history, are often recommended. Visitors also enjoy exploring the various art galleries spread throughout the town.
What are some hiking trails in Healdsburg?
Healdsburg has a variety of hiking trails such as the Healdsburg Ridge Open Space Preserve, which offers views of Fitch Mountain and the Russian River. The Fitch Mountain Park and Open Space Preserve trail is also frequently suggested for its panoramic views of Healdsburg and beyond.
What are some family activities to do in Healdsburg?
Families in Healdsburg can explore the Russian River for swimming and canoeing, take a leisurely stroll in the Healdsburg Veterans Memorial Beach Park, or engage in a fun-filled day of discovery at the Children's Museum of Sonoma County, located 16 miles (26 km) away.
What are some of the best day trip ideas in Healdsburg?
Day trips from Healdsburg often include locations like the vibrant city of Santa Rosa, just 25 miles (40 km) away. The Armstrong Redwoods State Natural Reserve, located 20 miles (32 km) away, with its towering ancient redwoods, is another popular choice.
Are there vacation rentals with a dedicated workspace in Healdsburg?
Yes! Work meets play with ease at over 60 vacation rentals in Healdsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Healdsburg?
Four-legged friends are welcome in Healdsburg. Choose from more than 40 vacation rentals for guests traveling with pets.
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