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Windsor Vacation Rentals
1-24 of 56 rentals

Herb Retreat

$893 avg / night (excludes fees and taxes)
Windsor, CA
4.94 (50)
4 Bedrooms | 3.5 Bath | Sleeps 8

Summer Oasis

$481 avg / night (excludes fees and taxes)
Windsor, CA
4.6 (15)
3 Bedrooms | 2.5 Bath | Sleeps 8

Lord Manor

$261 avg / night (excludes fees and taxes)
Windsor, CA
4.64 (14)
4 Bedrooms | 3 Bath | Sleeps 8

Bird and Barrel Vineyard Farmhouse

$438 avg / night (excludes fees and taxes)
Healdsburg, CA
5.0 (14)
3 Bedrooms | 2 Bath | Sleeps 6

Magnolia Ranch Vineyards

$486 avg / night (excludes fees and taxes)
Healdsburg, CA
5.0 (13)
2 Bedrooms | 2 Bath | Sleeps 4

Dry Creek Haven

$281 avg / night (excludes fees and taxes)
Healdsburg, CA
3.88 (16)
2 Bedrooms | 1 Bath | Sleeps 6

Alexander Valley Retreat

$553 avg / night (excludes fees and taxes)
Healdsburg, CA
4.97 (31)
3 Bedrooms | 2.5 Bath | Sleeps 8

Rooster Cottage

$165 avg / night (excludes fees and taxes)
NEW!
Healdsburg, CA
2 Bed | 1 Bath | Sleeps 4 (3 Adults Max)

Dragon Cottage

$293 avg / night (excludes fees and taxes)
NEW!
Healdsburg, CA
5 Bed | 1.5 Bath | Sleeps 12 (8 Adults Max)

Modern Wine Country Charmer

$252 avg / night (excludes fees and taxes)
Healdsburg, CA
4.0 (1)
3 Bedrooms | 3 Bath | Sleeps 8

Fitch Mountain Cabin

$444 avg / night (excludes fees and taxes)
NEW!
Healdsburg, CA
6 Bedrooms | 2.5 Bath | Sleeps 15

Cozy Riverview Cabin

$262 avg / night (excludes fees and taxes)
Forestville, CA
4.33 (12)
2 Bedrooms | 1.5 Bath | Sleeps 4

The Lazy Bear

$238 avg / night (excludes fees and taxes)
Forestville, CA
4.0 (3)
1 Bedrooms | 1 Bath | Sleeps 4

Redwood Retreat

$338 avg / night (excludes fees and taxes)
Forestville, CA
4.91 (23)
3 Bedrooms | 2 Bath | Sleeps 6

Orchard Near the River Escape

$230 avg / night (excludes fees and taxes)
Forestville, CA
4.64 (53)
1 Bedrooms | 1 Bath | Sleeps 4

Hacienda

$203 avg / night (excludes fees and taxes)
Forestville, CA
3.67 (3)
1 Bedrooms | 2 Bath | Sleeps 4

River Classic

$600 avg / night (excludes fees and taxes)
Forestville, CA
4.19 (16)
3 Bedrooms | 2 Bath | Sleeps 6

Leslie Creek House

$820 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.64 (73)
4 Bedrooms | 2.5 Bath | Sleeps 8

Hummingbird Garden Retreat

$147 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.39 (113)
1 Bedrooms | 1 Bath | Sleeps 4

The Grape Escape

$265 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.12 (17)
3 Bedrooms | 2.5 Bath | Sleeps 6

James House

$217 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.8 (80)
2 Bedrooms | 2 Bath | Sleeps 4

Jewell Dreams

$249 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.85 (93)
2 Bedrooms | 2 Bath | Sleeps 4

Mark West Retreat

$511 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.9 (10)
3 Bedrooms | 3 Bath | Sleeps 12

Sunnyhill Ranch

$806 avg / night (excludes fees and taxes)
Santa Rosa, CA
5.0 (2)
4 Bedrooms | 4 Bath | Sleeps 10
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