Healdsburg Cottages

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Cottages in Healdsburg

Chalk Hill Cottage Close to Wineries

Healdsburg CA

With a stay at this cottage in Healdsburg, you'll be within a 15-minute drive of Chalk Hill Estate Vineyard and Kendall-Jackson Wine Estate and Gardens.

Kitchen

Pet friendly

Santini Farmhouse | A Wine Country Escape

Healdsburg CA

Located in Healdsburg, this cottage is in the mountains, within a 5-minute drive of Pedroncelli Winery and Truett Hurst.

Hot Tub

Kitchen

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

Healdsburg CA

Located in Healdsburg, this cottage is on a river, a 1-minute drive from Russian River and 5 minutes from Healdsburg Museum.

Kitchen

Washer

Healdsburg Plaza Gem | A Wine Country Escape

Healdsburg CA

A stay at this cottage places you in the heart of Healdsburg, within a 5-minute walk of Raven Performing Arts Theater and Healdsburg Center for the Arts.

Kitchen

Washer

Enjoy a Slice Of Country--Two miles to Downtown Healdsburg

Healdsburg CA

Located in Healdsburg, this cottage is in a rural location, within a 5-minute drive of Krug Event Center and Wilson Winery.

Kitchen

Washer

Peaceful Windsor Retreat w/ Private Hot Tub!

Santa Rosa CA

With a stay at this cottage in Santa Rosa, you'll be within a 5-minute drive of Kendall-Jackson Wine Estate and Gardens and Windsor Golf Club.

Kitchen

Washer

Mill Creek by Avantstay Modern Design, Patio, Hot Tub

2563 Mill Creek Road Healdsburg CA

Located in Healdsburg, this cottage is within a 10-minute drive of Bacchus Landing and Matrix Winery.

Hot Tub

Kitchen

Healdsburg Cottage Walk to the Plaza, Workspace

Healdsburg CA

A stay at this cottage places you in the heart of Healdsburg, within a 10-minute walk of Healdsburg Museum and Healdsburg Center for the Arts.

Kitchen

Free WiFi

True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

Forestville CA

With a stay at this cottage, you'll be centrally located in Healdsburg, within a 10-minute drive of Porter Creek Vineyards and Russian River.

Kitchen

Washer

Wine Country Cottage sleeps 4, Healdsburg, Spa

Healdsburg CA

A stay at this cottage places you in the heart of Healdsburg, within a 15-minute walk of Bacchus Landing and Healdsburg Plaza.

Hot Tub

Kitchen

Fitch St Escape | A Wine Country Escape

Healdsburg CA

A stay at this cottage places you in the heart of Healdsburg, within a 10-minute walk of Healdsburg Museum and Healdsburg Center for the Arts.

Kitchen

Washer

Heart of Healdsburg | A Wine Country Escape

Healdsburg CA

A stay at this cottage places you in the heart of Healdsburg, within a 15-minute walk of Healdsburg Museum and Healdsburg Center for the Arts.

Kitchen

Washer

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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.