Healdsburg Vacation Rentals

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Vacation Rentals in Healdsburg

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, a 1-minute drive from Russian River and 6 minutes from Healdsburg Plaza.

Kitchen

Washer

WoodChalet~Russian River Cabin~Wine Country Charm~Hot Tub~Sleeps 6~Summer Fun

Guerneville CA

With a stay at this vacation home in Guerneville, you'll be on a river, within a 5-minute drive of Russian River and Korbel Winery.

Hot Tub

Kitchen

Cosmo Retreat~Guerneville~Walk to Russian River~Hot Tub~Game Yard~Summer Fun!

Forestville CA

When you stay at this vacation home in Forestville, you'll be on a river, just steps from Russian River and a 5-minute drive from Korbel Winery.

Hot Tub

Kitchen

Cozy Riverfront Cabin - Beach Access & Wood Stove

Guerneville CA

$419 nightly

$473 total

Sep 16 - Sep 17

Total with taxes and fees

With a stay at this vacation home in Guerneville, you'll be on the beach, within a 10-minute drive of Russian River and Pee Wee Golf and Arcade.

Kitchen

Pet friendly

Heart of Wine Country, Cute Cottage w/Hot Tub

Windsor CA

With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of Healdsburg Plaza and Powell's Sweet Shoppe - Windsor.

Hot Tub

Kitchen

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

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Healdsburg CA

Located in Healdsburg, this vacation home is in a rural location, within a 10-minute drive of Pezzi King Winery and Healdsburg Plaza.

Pool

Hot Tub

Farpoint: Heated Infinity Pool, Mountain Views

Santa Rosa CA

With a stay at this vacation home in Santa Rosa, you'll be in the mountains, within a 15-minute drive of Healdsburg Plaza and Wikiup Golf Course.

Pool

Hot Tub

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 Healdsburg Plaza and Russian River.

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 3 minutes by car from Healdsburg Plaza.

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 Healdsburg Plaza and Russian River.

Kitchen

Washer

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

Healdsburg CA

With a stay at this vacation home in Healdsburg, you'll be a 3-minute drive from Healdsburg Plaza and 8 minutes from Russian River.

Hot Tub

Kitchen

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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.