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, laundry facilities, and a pool table. Popular attractions Links at Bodega Harbour and Bodega Harbour ...
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
  Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

Geyserville
Stay at this vacation home in Cazadero. Enjoy free WiFi, private pools, and a garden. Popular attractions Lake Sonoma and Bella Vineyards are located ...
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa

~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa

Santa Rosa
Stay at this vacation home in Santa Rosa. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Graton Resort and Casino and Crane Creek Regional ...
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa
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COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

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—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Bodega Bay
Stay at this vacation home in Bodega Bay. Enjoy laundry facilities, a pool table, and patios. Popular attractions South Salmon Creek Beach and North Salmon Creek ...
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table
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 laundry facilities. Popular attractions Cayman Practice Range and Bodega Harbour Golf ...
Stunning Views of CA Coast : Beautifully Remodeled Home
Malibu of the North Oceanfront w 3 Suites

Malibu of the North Oceanfront w 3 Suites

Bodega Bay
Stay at this vacation home in Bodega Bay. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Gleason Beach and Portuguese Beach are located ...
Malibu of the North Oceanfront w 3 Suites
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
Vintage Cabin with enclosed yard, well stocked Kitchen, Spa and Huge Sunny Deck.

Vintage Cabin with enclosed yard, well stocked Kitchen, Spa and Huge Sunny Deck.

Forestville
Stay at this vacation home in Forestville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Russian River and Hartford Family Winery are ...
Vintage Cabin with enclosed yard, well stocked Kitchen, Spa and Huge Sunny Deck.
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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
1158 Holiday Homes
Lowest Price
NZ$206
Highest Price
NZ$682
Popular accommodation
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH, Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views., ~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa, COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!, Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table, Stunning Views of CA Coast : Beautifully Remodeled Home, Malibu of the North Oceanfront w 3 Suites, Ocean Front/3 minute walk/Hotub/Sauna/Pets/Massage Chair/Pinball/Pac-Man Machine, Vintage Cabin with enclosed yard, well stocked Kitchen, Spa and Huge Sunny Deck.

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 10 Aug to 11 Aug
NZ$206
10 Aug - 11 Aug
includes taxes & fees
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$235 per night from 4 Sept to 5 Sept
NZ$235
4 Sept - 5 Sept
includes taxes & fees
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
The price is NZ$253 per night from 20 Aug to 21 Aug
NZ$253
20 Aug - 21 Aug
includes taxes & fees
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$682 per night from 10 Aug to 11 Aug
NZ$682
10 Aug - 11 Aug
includes taxes & fees
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
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.