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Windsor Vacation Rentals
1-24 of 57 rentals

Herb Retreat

$467 avg / night (excludes fees and taxes)
Windsor, CA
4.94 (49)
4 Bedrooms | 3.5 Bath | Sleeps 8

Summer Oasis

$447 avg / night (excludes fees and taxes)
Windsor, CA
4.6 (15)
3 Bedrooms | 2.5 Bath | Sleeps 8

Lord Manor

$341 avg / night (excludes fees and taxes)
Windsor, CA
4.64 (14)
4 Bedrooms | 3 Bath | Sleeps 8

Bird and Barrel Vineyard Farmhouse

$601 avg / night (excludes fees and taxes)
Healdsburg, CA
5.0 (13)
3 Bedrooms | 2 Bath | Sleeps 6

Alexander Valley Retreat

$782 avg / night (excludes fees and taxes)
Healdsburg, CA
4.97 (31)
3 Bedrooms | 2.5 Bath | Sleeps 8

Magnolia Ranch Vineyards

$677 avg / night (excludes fees and taxes)
Healdsburg, CA
5.0 (13)
2 Bedrooms | 2 Bath | Sleeps 4

Dry Creek Haven

$388 avg / night (excludes fees and taxes)
Healdsburg, CA
3.88 (16)
2 Bedrooms | 1 Bath | Sleeps 6

Rooster Cottage

$240 avg / night (excludes fees and taxes)
NEW!
Healdsburg, CA
2 Bed | 1 Bath | Sleeps 4 (3 Adults Max)

Dragon Cottage

$427 avg / night (excludes fees and taxes)
NEW!
Healdsburg, CA
5 Bed | 1.5 Bath | Sleeps 12 (8 Adults Max)

Magnolia Escape

$1,410 avg / night (excludes fees and taxes)
Healdsburg, CA
4.81 (16)
3 Bedrooms | 3 Bath | Sleeps 8

Modern Wine Country Charmer

$357 avg / night (excludes fees and taxes)
Healdsburg, CA
4.0 (1)
4 Bedrooms | 3 Bath | Sleeps 8

Fitch Mountain Cabin

$642 avg / night (excludes fees and taxes)
NEW!
Healdsburg, CA
6 Bedrooms | 2.5 Bath | Sleeps 15

The Lazy Bear

$337 avg / night (excludes fees and taxes)
NEW!
Forestville, CA
4.0 (1)
1 Bedrooms | 1 Bath | Sleeps 4

Cozy Riverview Cabin

$370 avg / night (excludes fees and taxes)
Forestville, CA
4.33 (12)
2 Bedrooms | 1.5 Bath | Sleeps 4

Redwood Retreat

$474 avg / night (excludes fees and taxes)
Forestville, CA
4.91 (22)
3 Bedrooms | 2 Bath | Sleeps 6

Orchard Near the River Escape

$323 avg / night (excludes fees and taxes)
Forestville, CA
4.63 (51)
1 Bedrooms | 1 Bath | Sleeps 4

Hacienda

$286 avg / night (excludes fees and taxes)
Forestville, CA
3.67 (3)
1 Bedrooms | 2 Bath | Sleeps 4

River Classic

$690 avg / night (excludes fees and taxes)
Forestville, CA
4.13 (15)
2 Bedrooms | 2 Bath | Sleeps 6

Hummingbird Garden Retreat

$203 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.38 (112)
1 Bedrooms | 1 Bath | Sleeps 4

Leslie Creek House

$1,130 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.64 (72)
4 Bedrooms | 2.5 Bath | Sleeps 8

Mark West Retreat

$720 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.89 (9)
3 Bedrooms | 3 Bath | Sleeps 12

Jewell Dreams

$366 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.85 (93)
2 Bedrooms | 2 Bath | Sleeps 4

The Grape Escape

$368 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.06 (16)
3 Bedrooms | 2.5 Bath | Sleeps 6

James House

$306 avg / night (excludes fees and taxes)
Santa Rosa, CA
4.8 (79)
2 Bedrooms | 2 Bath | Sleeps 4
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