Book Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

Waterfront Home in Bodega Bay! 3Beds, 2Baths & panoramic ocean views.

Waterfront Home in Bodega Bay! 3Beds, 2Baths & panoramic ocean views.

Bodega Bay CA
With a stay at this vacation home in Bodega Bay (Old Town Bodega Bay), you'll be steps from Bodega Harbour and 8 minutes by foot from Sonoma Coast State ...
Opens in a new windowWaterfront Home in Bodega Bay! 3Beds, 2Baths & panoramic ocean views.
Bodega Bay on the Edge of Pacific Ocean

Bodega Bay on the Edge of Pacific Ocean

Bodega Bay CA
With a stay at this vacation home in Bodega Bay, you'll be by the sea, within a 15-minute drive of Russian River and Bodega Dunes.
Opens in a new windowBodega Bay on the Edge of Pacific Ocean
'Wabi Tei' Serenity with Panoramic Ocean View. Hot Tub, BBQ, XBOX, WiFi, Pets OK

'Wabi Tei' Serenity with Panoramic Ocean View. Hot Tub, BBQ, XBOX, WiFi, Pets OK

Dillon Beach CA
Located in Dillon Beach, this vacation home is by the ocean, a 4-minute drive from Dillon Beach and 9 minutes from Tomales City Park.
Opens in a new window'Wabi Tei' Serenity with Panoramic Ocean View. Hot Tub, BBQ, XBOX, WiFi, Pets OK
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Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard

Santa Rosa CA
The price is AU$452 per night from 12 Apr to 13 Apr
AU$452
12 Apr - 13 Apr
includes taxes & fees
With a stay at this vacation home in Santa Rosa, you'll be within a 15-minute drive of Graton Resort and Casino and Rincon Valley Community Park Dog Park.
Opens in a new windowCozy Wine Country Guesthouse with Private Pool & Yard
Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!

Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!

Calistoga CA
With a stay at this vacation home, you'll be centrally located in Calistoga, within a 10-minute drive of Calistoga Hot Springs and Castello di Amorosa.
Opens in a new windowLuxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!
Stunning Views of CA Coast : Beautifully Remodeled Home

Stunning Views of CA Coast : Beautifully Remodeled Home

Bodega Bay CA
Located in Bodega Bay, this vacation home is by the sea, within a 5-minute drive of Bodega Harbour and Cayman Practice Range.
Opens in a new windowStunning Views of CA Coast : Beautifully Remodeled Home
Windsong - Romantic Retreat with Ocean View and Hot Tub located near 14th green.

Windsong - Romantic Retreat with Ocean View and Hot Tub located near 14th green.

Bodega Bay CA
When you stay at this vacation home in Bodega Bay, you'll be next to a golf course, within a 15-minute walk of Cayman Practice Range and Bodega Harbour Golf ...
Opens in a new windowWindsong - Romantic Retreat with Ocean View and Hot Tub located near 14th green.
Mountain-top Family Compound w/pool, hot tub, tree-house, play structure,& more

Mountain-top Family Compound w/pool, hot tub, tree-house, play structure,& more

Glen Ellen CA
With a stay at this vacation home in Glen Ellen, you'll be within a 10-minute drive of Quarryhill Botanical Garden and Sonoma Valley Regional Park.
Opens in a new windowMountain-top Family Compound w/pool, hot tub, tree-house, play structure,& more
Amazing view!!!4bed/2bath/hot tub

Amazing view!!!4bed/2bath/hot tub

Bodega Bay CA
When you 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.
Opens in a new windowAmazing view!!!4bed/2bath/hot tub
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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
1063 Holiday Homes
Lowest Price
AU$188
Highest Price
AU$452
Popular accommodation
Waterfront Home in Bodega Bay! 3Beds, 2Baths & panoramic ocean views., Bodega Bay on the Edge of Pacific Ocean, 'Wabi Tei' Serenity with Panoramic Ocean View. Hot Tub, BBQ, XBOX, WiFi, Pets OK, Cozy Wine Country Guesthouse with Private Pool & Yard, Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!, Stunning Views of CA Coast : Beautifully Remodeled Home, Windsong - Romantic Retreat with Ocean View and Hot Tub located near 14th green., Mountain-top Family Compound w/pool, hot tub, tree-house, play structure,& more, Amazing view!!!4bed/2bath/hot tub

Top trending hotels in Windsor

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$215 per night from 12 Apr to 13 Apr
AU$215
12 Apr - 13 Apr
includes taxes & fees
When you stay at Hampton Inn & Suites Windsor - Sonoma Wine Country in Windsor, you'll be in a regional park, within a 5-minute drive of Powell's Sweet Shoppe ...
Opens in a new windowHampton Inn & Suites Windsor - Sonoma Wine Country
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$188 per night from 5 Apr to 6 Apr
AU$188
5 Apr - 6 Apr
includes taxes & fees
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 ...
Opens in a new windowHoliday 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$194 per night from 3 May to 4 May
AU$194
3 May - 4 May
includes taxes & fees
A stay at Holiday Inn Express® Windsor Sonoma Wine Country by IHG places you in the heart of Windsor, within a 5-minute drive of Powell's Sweet Shoppe - Windsor ...
Opens in a new windowHoliday Inn Express® Windsor Sonoma Wine Country by IHG
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WorldMark Windsor

WorldMark Windsor

3 out of 5
1251 Shilo Rd Windsor CA
When you stay at WorldMark Windsor in Windsor, you'll be next to a golf course, within a 15-minute drive of Russian River and Graton Resort and Casino.
Opens in a new windowWorldMark 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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.