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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Featured Condo Rentals in Windsor and around

Our top choices for Windsor condo rentals

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Exterior

Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6

9.2 out of 10, Wonderful, (43)
"Very well maintained"
Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6
Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck
House (4 Bedrooms) | Interior

Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck

3.5 star property
Vino Blanco by Avantstay Private Wine Country Home w/ Mtn Views & Deck
Stylish Condo Steps from St. Helena Wineries & Downtown
Property grounds

Stylish Condo Steps from St. Helena Wineries & Downtown

9.6 out of 10, Exceptional, (5)
"This is a solid value with a great location in St Helena!"
Stylish Condo Steps from St. Helena Wineries & Downtown
WorldMark Windsor - 2 Bedroom Accessible
Exterior

WorldMark Windsor - 2 Bedroom Accessible

2.0 star property
10.0 out of 10, Exceptional, (2)
"The condo was exactly as described and the queen murphy bed was comfortable. The condo was close to Santa Rosa! "
WorldMark Windsor - 2 Bedroom Accessible
WorldMark Windsor - 2 Bedroom Twin
Exterior

WorldMark Windsor - 2 Bedroom Twin

10.0 out of 10, Exceptional, (1)
"Exactly as described. Comfortable, clean and quiet"
WorldMark Windsor - 2 Bedroom Twin
Great Wine Country and Golfing Resort Getaway!!
Outdoor dining

Great Wine Country and Golfing Resort Getaway!!

8.8 out of 10, Excellent, (3)
"The property was very clean and easy to get around. They offered many amenities and have a very nice outdoor area to hang out. "
Great Wine Country and Golfing Resort Getaway!!
Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games
Terrace/patio

Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games

3.5 star property
2.0 out of 10, (1)
"Property canceled our stay two days before our arrival. Awful communication and still trying to get our money back even though Avantstay canceled our accommodations on us!"
Mataro by Avantstay Large & Elegant Home in Santa Rosa w/ Hot Tub & Games
León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub
Outdoor pool

León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub

3.5 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home with excellent set up. Spacious, comfortable and in a safe private location. We used the hot tub as it was winter when we came and it was wonderful. Everything was very clean and in working condition. "
León by Avantstay Private Breathtaking Character Cottage w/ Pool & Hot Tub
WorldMark Windsor - 2 Bedroom Twin
Exterior

WorldMark Windsor - 2 Bedroom Twin

2.0 star property
8.0 out of 10, Very good, (2)
"Nice. "
WorldMark Windsor - 2 Bedroom Twin
Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit
Interior

Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit

3.5 star property
Black Oak by Avantstay Modern & Chic Santa Rosa Hideaway With Pool Table, & Fire Pit
WorldMark Windsor - 1 Bedroom Accessible
Exterior

WorldMark Windsor - 1 Bedroom Accessible

2.0 star property
10.0 out of 10, Exceptional, (1)
"We were celebrating our 20th wedding anniversary and enjoyed our stay. We were gifted a nice bottle of wine for our anniversary which was a pleasant surprise!"
WorldMark Windsor - 1 Bedroom Accessible
Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views
Interior

Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views

3.5 star property
Wellington by Avantstay Secluded Wine Country Estate w/ Gorgeous Mtn Views
Wine Country Beautiful Worldmark 2Bedroom Resort
2 bedrooms, iron/ironing board, WiFi, bed sheets

Wine Country Beautiful Worldmark 2Bedroom Resort

9.4 out of 10, Exceptional, (65)
"Great location, very clean, great amenities, perfect for a family vacation"
Wine Country Beautiful Worldmark 2Bedroom Resort
Cotati Station condo with Garage and A/C
Interior

Cotati Station condo with Garage and A/C

2.0 star property
10.0 out of 10, Exceptional, (1)
"We really enjoyed this stay (one month) and Kristy was so helpful and replied to any questions very quickly! The unit was very clean and had a lot of space. It is a tri-level so there were stairs. Perfect location, close to work while we looked for a permanent home. Would highly recommend this VRBO! "
Cotati Station condo with Garage and A/C
Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
Dining

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC

Charming 2-bedroom condo in enchanting Healdsburg with WiFi, AC
Tranquil 2-bedroom condo in Healdsburg with AC, WiFi
Property grounds

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi

Tranquil 2-bedroom condo in Healdsburg with AC, WiFi
Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
Exterior

Visit Beautiful California Wine Country with Style - River, Coast, Redwoods

Visit Beautiful California Wine Country with Style - River, Coast, Redwoods
Clementine By Avantstay Bright Modern Retreat w/ Pool, Pool Table & Large Patio
House (4 Bedrooms) | Interior

Clementine By Avantstay Bright Modern Retreat w/ Pool, Pool Table & Large Patio

3.5 star property
Clementine By Avantstay Bright Modern Retreat w/ Pool, Pool Table & Large Patio
Roomy Petaluma condo close to parks and shops
Fridge, microwave, oven, stovetop

Roomy Petaluma condo close to parks and shops

Roomy Petaluma condo close to parks and shops
Charming 2-bedroom condo with WiFi, AC in enchanting Rohnert Park
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming 2-bedroom condo with WiFi, AC in enchanting Rohnert Park

Charming 2-bedroom condo with WiFi, AC in enchanting Rohnert Park
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
"The beddings feel clean, no fragrance/detergent smells. The sofa and chair are also scent free, which is important to me. "
Shichuan 1-night trip
Posted 23 hours ago
Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton

Frequently asked questions

How much do condos in Windsor cost?
The price range for condos in Windsor is to per night. Whatever your budget, you'll find someplace that fits your needs — as well as your entire squad! 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 condos are there in Windsor?
You can choose from 38 condos in Windsor. Whether you're travelling with the little ones or organising a weekend break with friends, Expedia can help you find the perfect space for your whole crew.
Are there any family-friendly condos in Windsor?
You bet there are! Check out Worldmark Windsor, Beautiful Wine Country 2bedroom 2bath Sleep6 Resort Condos — a reliable 3-star option located a short drive from downtown Windsor. This family-friendly condo includes convenient features such as a fireplace and a barbecue grill. Windsor has loads of family-friendly attractions to discover when the kids are getting restless. Safari West and Luther Burbank Centre for the Arts promise a fun-fuelled day for young and old.