Search Windsor Cottages

Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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
$209 nightly
The price is $233
Jul 3 - Jul 4
Total with taxes and fees
Backyard Garden Oasis
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.
$198 nightly
The price is $218
Jun 8 - Jun 9
Total with taxes and fees
Garden house with gas fireplace
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.
$331 nightly
The price is $397
Jun 8 - Jun 9
Total with taxes and fees
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
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)
"The location was very good. Close to downtown and easy access to highway 12 heading out to "
United States
Susanne F.
$396 nightly
The price is $420
Jun 7 - Jun 8
Total with taxes and fees
Wine Country Cottage in downtown Santa Rosa, CA
Exterior

Charming King Cottage

Charming King Cottage
Calistoga
9.8 out of 10, Exceptional, (11 reviews)
"Nice comfortable cottage."
United States
Michael E. S.
$224 nightly
The price is $254
Jun 7 - Jun 8
Total with taxes and fees
Charming King Cottage
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.
$304 nightly
The price is $365
Jun 8 - Jun 9
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
$201 nightly
The price is $228
Jun 7 - Jun 8
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
$308 nightly
The price is $369
Jun 15 - Jun 16
Total with taxes and fees
Escape to wine country in your independent cottage in downtown Calistoga
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.
$576 nightly
The price is $648
Jun 7 - Jun 8
Total with taxes and fees
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog
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.
$342 nightly
The price is $378
Jun 17 - Jun 18
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.
$635 nightly
The price is $701
Jun 8 - Jun 9
Total with taxes and fees
Enchanting Vineyard cottage nestled in the wine country!
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.
$472 nightly
The price is $522
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.
$508 nightly
The price is $571
Jun 30 - Jul 1
Total with taxes and fees
Relaxing Beekeeper's Cottage with hot tub
Exterior

Hillside Retreat in the Redwoods w/ Hot Tub

Hillside Retreat in the Redwoods w/ Hot Tub
Guerneville
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property with a close attention to details. "
United States
Shane W.
Hillside Retreat in the Redwoods w/ Hot Tub
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 7 - Jun 8
Total with taxes and fees
Pumpkin House Summary
Outdoor spa tub

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle

The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
Kenwood
9.0 out of 10, Wonderful, (2 reviews)
"Such a cute place! The turn into the property is a bit hidden right before the bridge but once you find it the house is so secluded with plenty of space. The kitchen was fully stocked and had everything you could think of. Did a wine tasting with their tasting room and everyone was so welcoming and sweet. Thank you! "
United States
Sara W.
$568 nightly
The price is $628
Jun 10 - Jun 11
Total with taxes and fees
The Carriage House Sonoma • Hot Tub • Vineyard Views • Complimentary Bottle
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

Quality Inn Petaluma - Sonoma

Quality Inn Petaluma - Sonoma

8/10 Good
"Breakfast was great as was the staff person serving it! Our room was quiet and clean; bed, comfortable. Overall a decent place to spend a night on our CA road trip."
Saralee 1-night trip
Posted 14 hours ago
Quality Inn Petaluma - Sonoma

Find out more about Windsor

Windsor Cottages information

Number of reviews
Accommodation
132 Cottages
Lowest Price
$233
Highest Price
$233

Frequently asked questions

How much do cottages in Windsor cost?
Rates for cottages in Windsor range between $233 and $233 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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