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

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Windsor vacation rentals

Laptop workspace, free WiFi, bed sheets

Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (118 reviews)
"Nice location to go and have a good time in the family "
United States
Ismelda Cortez
The price is P7,767
P8,854 total
includes taxes & fees
Aug 10 - Aug 11
Wildhaven Sonoma Glamping
Lobby sitting area

Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
8.0 out of 10, Very Good, (1 review)
"Muy bonito diseño interior en ambos la recepción y el cuarto."
Mexico
Tara
The price is P15,055
P26,399 total
includes taxes & fees
Jul 15 - Jul 16
Sonoma Stonehouse, Wine Country Vibes
Exterior

The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.6 out of 10, Exceptional, (5 reviews)
"Nice camping spot "
United States
Evelyn
The price is P4,871
P5,553 total
includes taxes & fees
Jul 17 - Jul 18
The Ranch at Lake Sonoma
Meeting facility

Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
9.0 out of 10, Wonderful, (34 reviews)
"Very clean room, friendly staff, great to walk around "
United States
Victoria
The price is P9,908
P11,048 total
includes taxes & fees
Jul 19 - Jul 20
Mandala Springs Wellness Retreat Center
Living area

Rouge Cobb Mountain Hotel - Cabin 1

Rouge Cobb Mountain Hotel - Cabin 1
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"Quaint mountain cabin, relaxing, clean, pet friendly, easy check in"
United States
Bethany
The price is P9,616
P18,631 total
includes taxes & fees
Jul 16 - Jul 17
Rouge Cobb Mountain Hotel - Cabin 1
Exterior

Rouge Cobb Mountain Hotel - Cabin 3

Rouge Cobb Mountain Hotel - Cabin 3
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
"I love this place. The River was going on. I wish I can go every weekend there.thank you for everything. We appreciate the owner."
United States
JOSELITA
The price is P8,126
P16,498 total
includes taxes & fees
Jul 12 - Jul 13
Rouge Cobb Mountain Hotel - Cabin 3
Outdoor dining

Rouge Cobb Mountain Hotel - Cabin 2

Rouge Cobb Mountain Hotel - Cabin 2
2.0 star property
Cobb
The price is P11,485
P21,329 total
includes taxes & fees
Aug 9 - Aug 10
Rouge Cobb Mountain Hotel - Cabin 2
1 bedroom, desk, laptop workspace, free WiFi

Rouge Cobb Mountain Hotel - Cabin 4

Rouge Cobb Mountain Hotel - Cabin 4
2.0 star property
Cobb
10.0 out of 10, Exceptional, (1 review)
The price is P11,485
P21,329 total
includes taxes & fees
Aug 9 - Aug 10
Rouge Cobb Mountain Hotel - Cabin 4
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

Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton

Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton

10/10 Excellent
"Very clean and spacious rooms. Hotel staff were friendly and accommodating."
Janelle 1-night trip
Posted less than an hour ago
Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find vacation rentals in Windsor?

Yes, we have vacation rentals in Windsor near Dom Whitney Tasting Lounge, or you can go with a secluded option if you're looking for a relaxing stay. Our travelers say Windsor has a good selection of top-notch restaurants and wineries. Make sure you have time to check out the festivals while you're in the area.

How many vacation rentals are there in Windsor?

Choose from 31 Expedia vacation rentals in Windsor for a memorable vacation.

What can I see and do in Windsor?

Family-friendly attractions include Dom Whitney Tasting Lounge and Powell's Sweet Shoppe - Windsor, whereas Russian River is a spot to enjoy the outdoors. Windsor Golf Club and Pacific Coast Air Museum are other places to visit while you're in town.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Windsor. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.