Book Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

New Modern House in Sonoma Valley's Best Area

New Modern House in Sonoma Valley's Best Area

Kenwood
Located in Kenwood, this vacation home is in a rural location, a 1-minute drive from Trione-Annadel State Park and 6 minutes from Morton's Warm Springs.
New Modern House in Sonoma Valley's Best Area
Walk to Russian River - Casa Del Rio - Unit A

Walk to Russian River - Casa Del Rio - Unit A

Forestville
Fully refundable
The price is AU$555 per night from 20 Apr to 21 Apr
AU$555
includes taxes & fees
20 Apr - 21 Apr
A stay at this vacation home places you in the heart of Forestville, a 1-minute drive from Russian River and 6 minutes from Korbel Winery.
Walk to Russian River - Casa Del Rio - Unit A
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

Bodega Bay
The price is AU$1,390 per night from 23 Apr to 24 Apr
AU$1,390
includes taxes & fees
23 Apr - 24 Apr
Located in Bodega Bay, this vacation home is by the ocean, within a 5-minute drive of Bodega Harbour Golf Links and Links at Bodega Harbour.
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
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COZY Bungalow--Dog-Friendly—Perfect for Couples!!!

COZY Bungalow--Dog-Friendly—Perfect for Couples!!!

Bodega Bay
When you a stay at this vacation home in Bodega Bay, you'll be on the waterfront, within a 5-minute walk of Bodega Harbour and Sonoma Coast State Park.
COZY Bungalow--Dog-Friendly—Perfect for Couples!!!
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

Guerneville
Located in Guerneville, this vacation home is a 5-minute drive from Pee Wee Golf and Arcade and 6 minutes from Johnson's Beach.
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views
 Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country

Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country

Guerneville
A stay at this vacation home places you in the heart of Guerneville, steps from Russian River and a 3-minute drive from Pee Wee Golf and Arcade.
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
Glen Ellen Retreat #2 King Beds

Glen Ellen Retreat #2 King Beds

Glen Ellen
The price is AU$815 per night from 20 Apr to 21 Apr
AU$815
includes taxes & fees
20 Apr - 21 Apr
With a stay at this vacation home in Glen Ellen, you'll be a 4-minute walk from Sonoma Valley Regional Park and within a 5-minute drive of Jack London ...
Glen Ellen Retreat #2 King Beds
Stunning Views of CA Coast : Beautifully Remodeled Home

Stunning Views of CA Coast : Beautifully Remodeled Home

Bodega Bay
Located in Bodega Bay, this vacation home is by the sea, within a 5-minute drive of Bodega Harbour and Cayman Practice Range.
Stunning Views of CA Coast : Beautifully Remodeled Home
Wine Country Harvest Vacation Home

Wine Country Harvest Vacation Home

Santa Rosa
With a stay at this vacation home in Santa Rosa (Scenic Brush Creek), you'll be within a 15-minute drive of Sonoma County Fairgrounds and Graton Resort and ...
Wine Country Harvest Vacation Home
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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.

Windsor Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Windsor vacation homes are the perfect way for you to wing it.

Holiday houses in Windsor let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Windsor in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Windsor adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Windsor with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Windsor vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Windsor Holiday Homes essential information

Accommodation
1095 Holiday Homes
Lowest Price
AU$192
Highest Price
AU$1,390
Popular accommodation
New Modern House in Sonoma Valley's Best Area, Walk to Russian River - Casa Del Rio - Unit A, ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH, COZY Bungalow--Dog-Friendly—Perfect for Couples!!! , Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views, Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country, Glen Ellen Retreat #2 King Beds, Stunning Views of CA Coast : Beautifully Remodeled Home, Wine Country Harvest Vacation Home

Top trending hotels in Windsor

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
The price is AU$192 per night from 20 Apr to 21 Apr
AU$192
includes taxes & fees
20 Apr - 21 Apr
Located in Windsor, Holiday Inn Windsor Wine Country by IHG is within a 10-minute drive of Kendall-Jackson Wine Estate and Gardens and Kendall-Jackson ...
Holiday Inn Windsor Wine Country by IHG
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane, Windsor, CA
Fully refundable
The price is AU$234 per night from 20 Apr to 21 Apr
AU$234
includes taxes & fees
20 Apr - 21 Apr
With a stay at Holiday Inn Express® Windsor Sonoma Wine Country by IHG, you'll be centrally located in Windsor, within a 15-minute drive of Sonoma County Fairgrounds ...
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

2.5 out of 5
8937 Brooks Road South, Windsor, CA
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 23 Apr to 24 Apr
AU$266
includes taxes & fees
23 Apr - 24 Apr
With a stay at Hampton Inn & Suites Windsor - Sonoma Wine Country in Windsor, you'll be in a regional park, within a 15-minute drive of Sonoma County Fairgrounds ...
Hampton Inn & Suites Windsor - Sonoma Wine Country
Save an average of 15% on thousands of hotels when you're signed in
The Inn at the Tides

The Inn at the Tides

2.5 out of 5
800 Coast Hwy One, Bodega Bay, CA
The price is AU$417 per night from 24 Apr to 25 Apr
AU$417
includes taxes & fees
24 Apr - 25 Apr
With a stay at The Inn at the Tides in Bodega Bay, you'll be near the bay, just steps from Bodega Harbour and a 2-minute drive from Bodega Bay Heritage ...
The Inn at the Tides
Don't see what you're looking for?
See all available properties in Windsor
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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.

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^Subject to availability and chosen travel dates.