
Cottage holiday rentals in Windsor
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Windsor
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Windsor
Cottage rentals with a hot tub

Hillside Retreat in the Redwoods w/ Hot Tub

Guerneville Cabin Among the Redwoods + Wineries

Story-Book Cottage in the Heart of Wine Country

Red Door Retreat

Napa Wine Country Retreat - Villa

Riverfront Cottage w/ lush gardens & hot tub!

Riverwood Cottage - Hot Tub, Direct River Access!

Riverside Retreat in Monte Rio
Pet-friendly cottage rentals

Private Wine Country Bungalow! Sunny Treetop Views

Historic Cuneo Cottage Downtown Sonoma

Garden house with gas fireplace

Steelhead Creek Vineyards Garden Casita

Charming Cottage in Healdsburg Wine Country

Dillon Beach Surf Cottage

Cozy Creekside Retreat in Sonoma Wine Country

Gravenstein Cottage
Private cottage rentals

Vineyard views close to town w/ free EV charger

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

Windmill Cottage: A Peaceful & Private Retreat

Riverfront Wine Country Cottage With Views and Spa

Luxury Cottage in Downtown Calistoga - Accessible

Adorable Cottage - Walking distance to downtown
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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Clam Beach
- Muir Woods National Monument
- Drakes Beach
- Limantour Beach
- Six Flags Discovery Kingdom
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon
- Dominus Estate
- Santa Maria Beach
- Doran Beach
- Cooks Beach
- Safari West
- Caymus Vineyards
- Mayacama Golf Club
- Sonoma Coast State Park
- Pebble Beach
- Portuguese Beach
- North Salmon Creek Beach
- Steep Ravine Beach
- Silver Oak Cellars