
Cottage holiday rentals in Healdsburg
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Top-rated cottage rentals in Healdsburg
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Healdsburg
Cottage rentals with a hot tub

WiLD Vines Winery and Farm Cottage

Story-Book Cottage in the Heart of Wine Country

Red Door Retreat

Napa Wine Country Retreat - Villa

Secret garden in redwoods, hot tub, walk to river

Rustic Beach Cottage with Hot Tub on Tomales Bay

Riverwood Cottage - Hot Tub, Direct River Access!

Glen Ellen Creek House/ Heart of Sonoma Valley
Pet-friendly cottage rentals

Cute Wine Country Cottage

Garden house with gas fireplace

Charming Cottage in Sonoma Wine Country

Guerneville Cabin Among the Redwoods + Wineries

Dillon Beach Surf Cottage

Riverfront Wine Country Cottage With Views and Spa

Creekside Cottage

Creekside Cottage
Private cottage rentals

Zoë Creekside-Tranquil Redwoods in Kenwood

Vineyard views close to town w/ free EV charger

Wine Country Cottage sleeps 4, Healdsburg, Spa

Moonrise | Charming Retreat w/ Privacy & Lake View

Redtail Hawk Cottage | Private & Sparkling New

2 Beds 1.5 Bath Full Kitchen Work Station Laundry

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

The Vintage Cottage (VR-17-0045)
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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Clam Beach
- Drakes Beach
- Limantour Beach
- Six Flags Discovery Kingdom
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon
- Dominus Estate
- Doran Beach
- Santa Maria Beach
- Bowling Ball Beach
- Safari West
- Cooks Beach
- Caymus Vineyards
- Sonoma Coast State Park
- Mayacama Golf Club
- Pebble Beach
- Point Reyes Beach
- Gleason Beach
- Portuguese Beach
- South Beach