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Compare 114 Cottages in Windsor with updated reviews, rates, and availability.

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

9.8 out of 10, Exceptional, (305)
"We had a lovely relaxing stay at Jujube, and hope to be back again soon. Thank you Bridgette!"
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (358)
"A cozy magical little spot where you feel like all the beauty around is just for you. All the amenities made for a relaxing stay. We miss it already!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

10.0 out of 10, Exceptional, (244)
"We love our yearly retreat and Cherry continues to add to improve to the experience each year. "
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

Pumpkin House Summary

9.8 out of 10, Exceptional, (6)
"Nice hot tub!!!! Very quiet "
The price is SAR 694
SAR 1,317 total
includes taxes & fees
2 Feb - 3 Feb
Pumpkin House Summary

Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

10.0 out of 10, Exceptional, (360)
"We stayed for 5 nights at Pam's adorable little cottage. It was a perfect vacation spot for us away from the busy-ness of the Bay Area. The house and kitchen were well equipped, the beds were clean and comfortable, and there was even a yard for us to enjoy the starry skies. Pam was also very communicative, making sure that our stay was enjoyable. I would love to come back again!"
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

Wine Country Bungalow

10.0 out of 10, Exceptional, (36)
"Pleasant neighborhood for a family stay."
Wine Country Bungalow

Gorgeous lush private RIVERFRONT modern cabin

9.8 out of 10, Exceptional, (48)
"This place is well thoughtout with all the luxuries of home (plus some). Location is perfect. Its quiet and peaceful. "
The price is SAR 859
SAR 1,678 total
includes taxes & fees
20 Feb - 21 Feb
Gorgeous lush private RIVERFRONT modern cabin

Vineyard view studio by Russian River w/ private balcony, patio, grill, & WiFi

9.4 out of 10, Exceptional, (75)
"Overall I would say our stay was quite pleasant and the property was located near all of the needed amenities. Only negatives were the lighting in the kitchen was basically nonexistent. I know this is a known issue but it really needs to be fixed. Also kitchen equipment was a bit lacking "
Vineyard view studio by Russian River w/ private balcony, patio, grill, & WiFi

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

TREE HOUSE, WITH INDOOR/OUTDOOR SHOWER, PRIVATE DECK, POOL & INFIINITY HOT TUB

Comfort and Style in Our Queen Cottage

9.8 out of 10, Exceptional, (40)
"Wonderful time in Calistoga "
The price is SAR 634
SAR 853 total
includes taxes & fees
2 Feb - 3 Feb
Comfort and Style in Our Queen Cottage

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (42)
"The Backyard Garden Oasis was quiet and secluded. We enjoyed walking along the quiet street in the morning. The owner is a helpful host. "
The price is SAR 728
SAR 811 total
includes taxes & fees
1 Feb - 2 Feb
Backyard Garden Oasis

Healdsburg Cottage Walk to the Plaza, Workspace

10.0 out of 10, Exceptional, (222)
"Great location just as advertised. The cottage had everything we needed and was very clean. We both thought the bed was really comfortable. "
Healdsburg Cottage Walk to the Plaza, Workspace

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (262)
"I lived in Sonoma Co for years several years ago and have returned many times. I found this neighborhood, in a great location, new to me though I have driven by. It's a neighborhood of ranchettes and the No Outlet road makes for a nice walk. The facilities were comfortable and clean. We were very happy with it. We did have some trouble checking in because of very weak signals (had to drive back to starbucks to get internet). VRBO confessed they were having trouble at the time, though I would...
Sunny View Cottage in the Beautiful Wine Country

Waterfront home with views of the mountains and Salmon Creek - dogs welcome

9.0 out of 10, Wonderful, (101)
"Amazing little cottage on the water. Peaceful home, birds and dear all over and walking distance to the beach. We loved that the house overlooked a river. Amazing to sit outside and watch all the birds and deer go on about their day. Felt very tranquil for us. Home was perfect for us, clean and cozy. "
Waterfront home with views of the mountains and Salmon Creek - dogs welcome

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (50)
"The West End cottage presented as advertised, conveniently located in the historic area of Santa Rosa within walking distance of old town. The cottage had all the comforts of home, was quiet and peaceful. "
1 Bedroom Cottage Walking Distance to Down Town

Dan's Place. Cozy Cottage in Quiet Older Santa Rosa Neighborhood

The price is SAR 555
SAR 989 total
includes taxes & fees
31 Jan - 1 Feb
Dan's Place. Cozy Cottage in Quiet Older Santa Rosa Neighborhood

Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast

9.6 out of 10, Exceptional, (86)
"The Elim Cottage was a wonderful get away in the Redwoods, and Mark was a fantastic host. I came during the bakery's off-season, so it wasn't open, but Mark still went out of his way to provide me with amazing baked goods each morning, and freshly roasted coffee. The cottage was very comfortable, nice bed, good water pressure, but it is definitely tiny, which is what I was looking for. I'm looking forward to checking out the bakery in on -season now that I know about it, and bringing my family...
Raymond Bakery - Elim Grove Cottage B&B - Bed and Breakfast

Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!

10.0 out of 10, Exceptional, (19)
"eclectic contemporary cottage. nicely appointedand our dog could go to. loved the views and the fireplace; dining area and reading nook and hot tub."
Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!

Studio cottage retreat in a vineyard setting

10.0 out of 10, Exceptional, (61)
"This place was darling! It was perfect for my husband and I to stay a long weekend while we toured around the area. It was very clean and cozy. We made breakfast every day and had everything we needed in the kitchen. The bed was super comfortable and we had plenty of towels (always a bonus in my book). The street is very quiet and secluded, yet close enough to everything that the wine tour we booked was able to pick us up right at the house. There are lots of windows and I was surprised at...
Studio cottage retreat in a vineyard setting

Escape to Wine County in your independant Cottage in Downtown Calistoga

9.8 out of 10, Exceptional, (13)
"We have stayed many times at the Cottage Grove Inn and it never disappoints. "
The price is SAR 1,031
SAR 1,409 total
includes taxes & fees
3 Feb - 4 Feb
Escape to Wine County in your independant Cottage in Downtown Calistoga
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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Other property types in Windsor

Cottage home near the Russian River; county parks; numerous wineries

10.0 out of 10, Exceptional, (92)
"Property was perfect for me while I was taking care of my grandchildren"
Cottage home near the Russian River; county parks; numerous wineries

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (414)
"It’s such a treat to stay at Aftermath. My family was bowled over at the spectacular views and cozy cottage. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

9.2 out of 10, Wonderful, (188)
"We really enjoyed the cozy spaciousness of this clean home, with multiple rooms to choose from, ample space to relax and a super functional kitchen. The host was very considerate of our needs, and left us welcome goodies on the counter which was an unexpected treat. We enjoyed the fireplace and wood was even provided. Could not have asked for more for a memorable weekend getaway!"
The price is SAR 1,406
SAR 2,698 total
includes taxes & fees
6 Feb - 7 Feb
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH
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.

Frequently asked questions

How much do cottages in Windsor cost?
Prices for cottages in Windsor range between SAR 634 and SAR 728 per night. No matter your budget, you’ll find the perfect place to relax and 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?
Get in touch with nature in one of the 114 cottages on offer in Windsor. To help you choose your ideal stay, make use of our handy filters to search for amenities or perks you prefer.
Why book your cottage in Windsor with Expedia?
Expedia has some great cottages in Windsor, so get ready for an unforgettable stay on nature’s doorstep. If you have a set budget, click on how much you want to spend and your preferred property star rating. Or, make the most of our filters to search for cottages with a hot tub or free WiFi. We’ll help you find the perfect fit whatever your plans or style of travel.
How can I find cheap cottages in Windsor?
With Expedia’s helpful filter tool, comparing cheap cottages in Windsor is a breeze. To find stays that are very pocket friendly, refine your search results by amenities, budget and star rating.