Book Holiday Homes in Windsor
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Featured Holiday Homes in Windsor

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
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 |
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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 |
More accommodations in Windsor
Top trending hotels in Windsor

Holiday Inn Windsor Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Hampton Inn & Suites Windsor - Sonoma Wine Country

WorldMark Windsor
More ways to explore Windsor
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^Subject to availability and chosen travel dates.