A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Villas in Windsor

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Windsor villas

A residential property with a curved driveway, stone walls, and palm trees.

1. Hilltop Overlook Room with Views | Private Entrance | Near Downtown Healdsburg

Hilltop Overlook Room with Views | Private Entrance | Near Downtown Healdsburg
Healdsburg
$360 nightly
The price is $413
Nov 11 - Nov 12
Total with taxes and fees
Hilltop Overlook Room with Views | Private Entrance | Near Downtown Healdsburg
Exterior

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

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
Healdsburg
$2,016 nightly
The price is $2,276
Nov 12 - Nov 13
Total with taxes and fees
Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries
A two-story house with a covered patio area, stone walls, and a well-maintained lawn.

3. 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, (23 reviews)
"Spacious and beautiful property- we had a great time!"
United States
Kirsten G.
$992 nightly
The price is $1,102
Nov 11 - Nov 12
Total with taxes and fees
Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar
The large front yard of the patio is great for al-fresco dining

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

Luxury Napa Estate With Pool/Hot-tub/Concierge
Calistoga
10.0 out of 10, Exceptional, (65 reviews)
"Wonderful! Perfect for large groups!"
United States
Lisa T.
$1,854 nightly
The price is $2,110
Nov 11 - Nov 12
Total with taxes and fees
Luxury Napa Estate With Pool/Hot-tub/Concierge
An outdoor patio with a grill, dining table, and chairs, overlooking a scenic landscape.

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

When in Glen | Panoramic View | Pool / Hot Tub
Glen Ellen
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful place, nicely laid out and a cook / chef’s dream of a kitchen. We loved our time there!! "
United States
Swann V.
$804 nightly
The price is $893
Nov 16 - Nov 17
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.
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Top Windsor Hotel Reviews

Oxford Suites Sonoma County

Oxford Suites Sonoma County

8/10 Good
"pros: Clean room, lots of space, good size bathroom, comfy bed, delicious breakfast. cons: stayed on the 5th floor and about 7am we were woken up by a loud noise about us that went on until we left, maybe the AC units. We would say there again but not on the 5th floor."
Rosario 1-night trip
Posted 9 hours ago
Oxford Suites Sonoma County

Find out more about Windsor

Windsor Villas information

Number of reviews
107
Accommodation
48 Villas
Lowest Price
$893
Highest Price
$2,276

Frequently asked questions

How much do villas in Windsor cost?
Expect to pay between $893 and $2,276 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 48 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.

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