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
Fully refundable
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
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
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
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$212
Highest Price
NZ$495
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$212 per night from 11 May to 12 May
NZ$212
includes taxes & fees
11 May - 12 May
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$266 per night from 5 May to 6 May
NZ$266
includes taxes & fees
5 May - 6 May
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$275 per night from 4 May to 5 May
NZ$275
includes taxes & fees
4 May - 5 May
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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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 NZ$495 per night from 29 Apr to 30 Apr
NZ$495
includes taxes & fees
29 Apr - 30 Apr
Stay at this hotel in Bodega Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
The Inn at the Tides
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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.