Healdsburg Vacation Rentals

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Vacation Rentals in Healdsburg

Luxurious Large Home, Beautiful Pool, Extensive Gardens

Guerneville CA

With a stay at this vacation home in Guerneville, you'll be by the sea, within a 5-minute drive of Russian River and Armstrong Redwoods State Park.

Dog-friendly home with AC, walk to downtown Guerneville & Johnson's Beach

Guerneville CA

A stay at this vacation home places you in the heart of Guerneville, within a 15-minute walk of Russian River and Pee Wee Golf and Arcade.

Kitchen

Pet friendly

Farpoint: Heated Infinity Pool, Mountain Views

Santa Rosa CA

Located in Santa Rosa, this vacation home is in the mountains, within a 10-minute drive of Kendall-Jackson Wine Estate and Gardens and Sutter Santa Rosa Regional Hospital.

Pool

Hot Tub

6Beds 3Bath - Pool, Hot Tub, Pets Welcome, Fire Pit- 1mi to Downtown

Healdsburg CA

With a stay at this vacation home in Healdsburg, you'll be a short 4-minute walk from Russian River and within 2 minutes by car from Pezzi King Winery.

Paradise: Riverfront 3 Bed 2 Bath + Hot Tub, Dock & Boats. 3/4 mile to town

Guerneville CA

When you stay at this vacation home in Guerneville, you'll be on the waterfront, just steps from Russian River and a 2-minute drive from Pee Wee Golf and Arcade.

Reflections Main House + 3 Cottages w/Baths & Hot Tub, Pool & Dog Friendly

Guerneville CA

With a stay at this vacation home in Guerneville, you'll be by the sea, within a 5-minute drive of Russian River and Armstrong Redwoods State Park.

Pool

Hot Tub

Wine Country Retreat with Panoramic Views-5 min from downtown Healdsburg

Healdsburg CA

With a stay at this vacation home, you'll be centrally located in Healdsburg, within a 5-minute drive of Russian River and Bacchus Landing.

Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining

Healdsburg CA

With a stay at this vacation home in Healdsburg, you'll be within a 10-minute drive of Russian River and Dom Whitney Tasting Lounge.

Kitchen

Washer

Stunning Dry Creek Road Estate

Healdsburg CA

With a stay at this vacation home in Healdsburg, you'll be in the mountains, within a 10-minute drive of Russian River and Bacchus Landing.

Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi

Healdsburg CA

With a stay at this vacation home in Healdsburg, you'll be within a 10-minute drive of Russian River and Pezzi King Winery.

Wooded Restful Retreat, with broad scenic views, outdoor dining

Healdsburg CA

With a stay at this vacation home, you'll be centrally located in Healdsburg, within a 5-minute drive of Russian River and Badger Dog Park.

❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤

Healdsburg CA

With a stay at this vacation home in Healdsburg, you'll be within a 10-minute drive of Russian River and Krug Event Center.

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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.