Book Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

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
Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown

Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown

Healdsburg
Stay at this vacation home in Healdsburg. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Healdsburg Plaza and Raven Performing ...
Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown
Seaside Modern - Easy 3 min Walk to Beach!

Seaside Modern - Easy 3 min Walk to Beach!

Dillon Beach
Stay at this vacation home in Dillon Beach. Enjoy a sauna, patios, and an in-room coffeemaker. Popular attractions Dillon Beach and Tomales City Park are located ...
Seaside Modern - Easy 3 min Walk to Beach!
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5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

Windsor
Book a stay at this family-friendly vacation home in Santa Rosa. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Windsor Golf Club ...
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
The Best value on the River and Great Low Season 20% Discounts Available

The Best value on the River and Great Low Season 20% Discounts Available

Guerneville
Stay at this vacation home in Guerneville. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Johnson's Beach and Pee Wee Golf and Arcade ...
The Best value on the River and Great Low Season 20% Discounts Available
Wine Country Getaway

Wine Country Getaway

Forestville
The price is NZ$1,017 per night from 2 Mar to 3 Mar
NZ$1,017
includes taxes & fees
2 Mar - 3 Mar
Stay at this vacation home in Forestville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Hartford Family Winery and Russian ...
Wine Country Getaway
 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
365 Days Great Views of Dillon Beach

365 Days Great Views of Dillon Beach

Dillon Beach
Stay at this vacation home in Dillon Beach. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Dillon Beach and Tomales City Park are ...
365 Days Great Views of Dillon Beach
Ocean Front/3 minute walk/Hotub/Sauna/Pets/Massage Chair/Pinball/Pac-Man Machine

Ocean Front/3 minute walk/Hotub/Sauna/Pets/Massage Chair/Pinball/Pac-Man Machine

Dillon Beach
Book a stay at this beach vacation home in Dillon Beach. Enjoy free WiFi, a beach locale, and a sauna. Popular attractions Dillon Beach and Tomales City Park ...
Ocean Front/3 minute walk/Hotub/Sauna/Pets/Massage Chair/Pinball/Pac-Man Machine
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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
866 Holiday Homes
Lowest Price
NZ$165
Highest Price
NZ$1,017
Popular accommodation
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH, Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown, Seaside Modern - Easy 3 min Walk to Beach!, 5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley, The Best value on the River and Great Low Season 20% Discounts Available, Wine Country Getaway, Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country, 365 Days Great Views of Dillon Beach, Ocean Front/3 minute walk/Hotub/Sauna/Pets/Massage Chair/Pinball/Pac-Man Machine

Top trending hotels in Windsor

Holiday Inn Windsor Wine Country, an IHG Hotel

Holiday Inn Windsor Wine Country, an IHG Hotel

3 out of 5
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
The price is NZ$233 per night from 11 Feb to 12 Feb
NZ$233
includes taxes & fees
11 Feb - 12 Feb
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, an IHG Hotel
Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel

2.5 out of 5
8865 Conde Lane, Windsor, CA
Fully refundable
The price is NZ$257 per night from 12 Feb to 13 Feb
NZ$257
includes taxes & fees
12 Feb - 13 Feb
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, an IHG Hotel
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$265 per night from 9 Feb to 10 Feb
NZ$265
includes taxes & fees
9 Feb - 10 Feb
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 Sandman Hotel

The Sandman Hotel

3 out of 5
3421 Cleveland Ave, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 9 Feb to 10 Feb
NZ$165
includes taxes & fees
9 Feb - 10 Feb
Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the bar in our ...
The Sandman Hotel
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.