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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Windsor cottages

Exterior

Backyard Garden Oasis

Backyard Garden Oasis
3.0 star property
Middletown
9.6 out of 10, Exceptional, (51 reviews)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
$188 nightly
The price is $210
Jul 5 - Jul 6
Total with taxes and fees
Backyard Garden Oasis
Exterior

Wine Country Cottage in downtown Santa Rosa, CA

Wine Country Cottage in downtown Santa Rosa, CA
Santa Rosa
9.8 out of 10, Exceptional, (77 reviews)
"Had everything we needed! "
United States
Kristen Y.
$375 nightly
The price is $397
Jun 10 - Jun 11
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Outdoor dining

Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (1 review)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
United States
kelsie i.
$201 nightly
The price is $201
Jun 10 - Jun 11
Total with taxes and fees
Garden house with gas fireplace
Exterior

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
$227 nightly
The price is $257
Jun 10 - Jun 11
Total with taxes and fees
Charming King Cottage
Exterior

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (40 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
$329 nightly
The price is $395
Jun 10 - Jun 11
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Exterior

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
$306 nightly
The price is $367
Jun 10 - Jun 11
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Property grounds

Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
$204 nightly
The price is $231
Jun 10 - Jun 11
Total with taxes and fees
Comfort and Style in Our Queen Cottage
Terrace/patio

Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (3 reviews)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveler
$306 nightly
The price is $367
Jun 11 - Jun 12
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
Exterior detail

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine

Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Geyserville
10.0 out of 10, Exceptional, (2 reviews)
"Cozy, rustic, and with all great amenities."
United States
Gina I.
$343 nightly
The price is $379
Jun 22 - Jun 23
Total with taxes and fees
Farm Country Cottage in Downtown Geyserville, Vineyard Views + UNTI Wine
Microwave, oven, stovetop, dishwasher

Enchanting Vineyard cottage nestled in the wine country!

Enchanting Vineyard cottage nestled in the wine country!
Santa Rosa
10.0 out of 10, Exceptional, (2 reviews)
"Loved it! This is a perfect setting in the vineyards of the Russian River Valley. Everything we needed was provided, it was an enjoyable stay. Free tasting at the vineyard nearby was an added bonus! The two master suites were ideal for our group of two couples. The hot tub was delightful, and the house was spacious, clean and pleasant!"
United States
Elizabeth S.
$627 nightly
The price is $693
Jun 11 - Jun 12
Total with taxes and fees
Enchanting Vineyard cottage nestled in the wine country!
Exterior

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Dillon Beach
10.0 out of 10, Exceptional, (75 reviews)
"Great place, very welcoming and responsive host. Definitely recommended!!!"
United States
David P.
$605 nightly
The price is $680
Jun 11 - Jun 12
Total with taxes and fees
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
Property grounds

Pumpkin House Summary

Pumpkin House Summary
Guerneville
10.0 out of 10, Exceptional, (12 reviews)
"Nice place, quiet. Loved the hot tub. "
United States
Nathan B.
$361 nightly
The price is $386
Jun 10 - Jun 11
Total with taxes and fees
Pumpkin House Summary
Terrace/patio

Stunning Sauna Cottage Retreat on Private Vineyard

Stunning Sauna Cottage Retreat on Private Vineyard
Sebastopol
10.0 out of 10, Exceptional, (3 reviews)
"Nice area in the vineyards. Sauna was great. Place was clean. "
United States
Cesar R.
$470 nightly
The price is $520
Jun 23 - Jun 24
Total with taxes and fees
Stunning Sauna Cottage Retreat on Private Vineyard
Outdoor dining

Relaxing Beekeeper's Cottage with hot tub

Relaxing Beekeeper's Cottage with hot tub
Bodega Bay
10.0 out of 10, Exceptional, (22 reviews)
"A Lovely tucked away Cottage, with relaxing amenities, close to everything Bodega Bay has to offer"
United States
Brian K.
$505 nightly
The price is $568
Jun 30 - Jul 1
Total with taxes and fees
Relaxing Beekeeper's Cottage with 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

Hampton Inn & Suites Windsor - Sonoma Wine Country

Hampton Inn & Suites Windsor - Sonoma Wine Country

10/10 Excellent
"This is a reasonably priced Hotel for the wine country. Ask for a room not facing the Freeway. As breakfast is included, there are many families staying here so expect toddler noises during the meal. The gym is small but adequate with a Peloton bike, an elliptical trainer and two treadmills as well as 5+ pound weights. I was able to exercise in the pool the first day of our stay but on the second, loud, splashing kids with floaties took over at 10 am. So, expect noise from the other guests."
Anne 2-night trip
Posted 1 hour ago
Hampton Inn & Suites Windsor - Sonoma Wine Country

Find out more about Windsor

Windsor Cottages information

Number of reviews
289
Accommodation
132 Cottages
Lowest Price
$201
Highest Price
$693

Frequently asked questions

How much do cottages in Windsor cost?
Rates for cottages in Windsor range between $201 and $693 per night. No matter your budget, you'll find the perfect place to reconnect with nature. 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 cottages are there in Windsor?
Pack your bags and pick from 132 cottages in Windsor. Thinking about a place where you can relax and connect with nature? Expedia can help you find your ideal stay in a few simple clicks.
Are there any family-friendly cottages in Windsor?
Put your bags down at Wine Country Getaway Modern Three and make your family getaway to Windsor nice and comfortable. This family-friendly cottage has a 3-star rating and conveniences such as an oven and WiFi. Once you've checked in and dropped off your bags, there are loads of family-friendly attractions to explore in and around Windsor. Safari West and Rubicon Adventures guarantee a good time for young and old.
Why book your cottage in Windsor with Expedia?
Reserving a cottage in Windsor is as simple as deciding on your travel dates and picking an ideal place for outdoor relaxation and recreation. From ritzy retreats to affordable properties and cottages that come with amenities like laundry facilities, Expedia has something for all traveler tastes. As for the best offers around? We've got them too!
How can I find cheap cottages in Windsor?
The best way to compare cheap cottages in Windsor is with Expedia's filter tool. Refine your search by star rating, amenities and budget to nab unbeatable prices in just a few keystrokes.
What is there to do in Windsor near my cottage?
Windsor has enough activities and experiences to keep you going for weeks, beginning with Pacific Coast Air Museum. Windsor Golf Club, Sonoma-Cutrer Vineyards Cutrer Vineyard and Russian Hill Estate Vineyards are other awesome attractions. If you're hanging around a while, Windsor Oaks Vineyards and Powell's Sweet Shoppe - Windsor are nice finishing touches to your itinerary.

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