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
Stay at this vacation home in Kenwood. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Morton's Warm Springs and VJB Vineyard & Cellars ...
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
The price is NZ$613 per night from 6 Apr to 7 Apr
NZ$613
includes taxes & fees
6 Apr - 7 Apr
Stay at this vacation home in Forestville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Russian River and Porter Creek Vineyards ...
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 NZ$1,521 per night from 15 Apr to 16 Apr
NZ$1,521
includes taxes & fees
15 Apr - 16 Apr
Stay at this vacation home in Bodega Bay. Enjoy free WiFi, a pool table, and patios. Popular attractions 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
Stay at this vacation home in Bodega Bay. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Bodega Bay Heritage Gallery ...
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
Stay at this vacation home in Guerneville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Korbel Winery and Pee Wee Golf and ...
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
Stay at this vacation home in Guerneville. Enjoy free WiFi, patios, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular ...
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 NZ$897 per night from 16 Apr to 17 Apr
NZ$897
includes taxes & fees
16 Apr - 17 Apr
Stay at this vacation home in Glen Ellen. Enjoy a garden, balconies, and an in-room coffeemaker. Popular attractions Sonoma Valley Regional Park and 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
Stay at this vacation home in Bodega Bay. Enjoy free WiFi, a garden, and patios. Popular attractions Cayman Practice Range and Bodega Harbour Golf Links are ...
Stunning Views of CA Coast : Beautifully Remodeled Home
Wine Country Harvest Vacation Home

Wine Country Harvest Vacation Home

Santa Rosa
The price is NZ$2,056 per night from 26 Apr to 27 Apr
NZ$2,056
includes taxes & fees
26 Apr - 27 Apr
Stay at this vacation home in Santa Rosa. Enjoy concierge services, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Spring Lake Park ...
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
1105 Holiday Homes
Lowest Price
NZ$206
Highest Price
NZ$2,056
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 NZ$206 per night from 20 Apr to 21 Apr
NZ$206
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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 NZ$254 per night from 6 Apr to 7 Apr
NZ$254
includes taxes & fees
6 Apr - 7 Apr
Book a stay at this golf hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
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 NZ$279 per night from 13 Apr to 14 Apr
NZ$279
includes taxes & fees
13 Apr - 14 Apr
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn & Suites Windsor - Sonoma Wine Country
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WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd, Windsor, CA
Stay at this 3-star spa hotel in Windsor. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
WorldMark 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.