A stone bridge over a calm river, a historic tower, and illuminated buildings at dusk.

Villas in Windsor

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Windsor villas

Exterior

1. Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
Healdsburg
Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
Exterior

2. Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar

Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
Geyserville
9.2 out of 10, Wonderful, (20 reviews)
"We were having a girlfriend’s birthday getaway and this place was just perfect. Comfortable, lots of room, well equipped, & beautiful views. Would definitely return! Host was really great too!"
United States
Sherry W.
$1,149 nightly
The price is $1,270
Aug 10 - Aug 11
Total with taxes and fees
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
Exterior

3. Luxury Napa Estate With Pool/Hot-tub/Concierge

Luxury Napa Estate With Pool/Hot-tub/Concierge
Calistoga
10.0 out of 10, Exceptional, (60 reviews)
"En suite rooms were perfect for group travel. The house was beautiful and comfortable. Hosts were very attentive and helpful. "
United States
Caylin E.
$2,086 nightly
The price is $2,367
Aug 26 - Aug 27
Total with taxes and fees
Luxury Napa Estate With Pool/Hot-tub/Concierge
Outdoor dining

4. When in Glen | Panoramic View | Pool / Hot Tub

When in Glen | Panoramic View | Pool / Hot Tub
Glen Ellen
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful place, nicely laid out and a cook / chef’s dream of a kitchen. We loved our time there!! "
United States
Swann V.
$1,113 nightly
The price is $1,230
Aug 12 - Aug 13
Total with taxes and fees
When in Glen | Panoramic View | Pool / Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Hotel La Rose

Hotel La Rose

10/10 Excellent
"The size of the room and the decor were appreciated. The door to our balcony had clearly seen better days and is badly in need of repair."
Allison 2-night trip
Posted less than an hour ago
Hotel La Rose

Find out more about Windsor

Windsor Villas information

Number of reviews
98
Accommodation
51 Villas
Lowest Price
$1,230
Highest Price
$2,367

Frequently asked questions

How much do villas in Windsor cost?
Expect to pay between $1,230 and $2,367 per night for villas in Windsor. No matter your budget, the ideal getaway is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Windsor?
Pick from 51 villas in Windsor. No matter if you're taking a trip with the family or organizing a weekend break with friends, Expedia can help you find the best space for your squad.
Why book your villa in Windsor with Expedia?
Use Expedia to find your ideal villa in Windsor. Vacationing with the family? Use our filters to search for stays with a pool or free WiFi. If you have a fixed budget, decide on how much you'd like to spend and your preferred star rating. We'll help you find a perfect place in tune with your style and taste.
How can I find cheap villas in Windsor?
Expedia can help you track down cheap villas in Windsor. Simply use our handy filter tool to choose star rating, amenities and budget to refine your search and find a great place to stay in just a few clicks.
What is there to do near my villa in Windsor?
You'll find tons of fantastic things to do in Windsor. Check out top attractions like Pacific Coast Air Museum, Windsor Golf Club and Sonoma-Cutrer Vineyards Cutrer Vineyard. Russian Hill Estate Vineyards, Windsor Oaks Vineyards and Powell's Sweet Shoppe - Windsor also lure many visitors.

Explore a world of travel with Expedia