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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, (306)
"The house was cozy and clean. The views from the deck are beautiful. Such a peaceful place. The host was responsive and kind when I messaged her. We had a wonderful stay and hope to return! "
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (361)
"The views from this house are insane!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

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

10.0 out of 10, Exceptional, (245)
"We were extremely happy with our stay.The view of the ocean was spectacular as we had the perfect view of the beach and dramatic sunset from the deck. The house was comfy and warm feeling with lots of quaint items that the owner has decorated with to make you feel at home... Thank you Cherry for the excellent communication and sharing your beach cottage with us. P.S. Buster enjoyed his trip too!l at home too!"
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 1,395 total
includes taxes & fees
18 Feb - 19 Feb
Pumpkin House Summary

Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

10.0 out of 10, Exceptional, (362)
"I spent 9 wonderful days at 'Grace at the Sea'. Pam is an excellent communicator and keeps her home spotless and well supplied. As a single older (!) person I felt very safe. Nice easy walks to the ocean, and then you can walk along the beach in either direction for a long way. Or walk along the more in-land meadow trail. Perfect get-away home!"
Enjoy Fresh Ocean Breezes, No Crowds In Small Community Setting

Wine Country Bungalow

10.0 out of 10, Exceptional, (37)
"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 1,652 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, (41)
"Delightful cottage and environs. Very relaxing and quiet. Responsive and friendly management."
The price is SAR 634
SAR 853 total
includes taxes & fees
23 Feb - 24 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
17 Feb - 18 Feb
Backyard Garden Oasis

Healdsburg Cottage Walk to the Plaza, Workspace

10.0 out of 10, Exceptional, (224)
"We thoroughly enjoyed our stay at Kelly and David's Healdsburg Cottage. It was spotlessly clean with a very comfortable bed and an excellent shower. We appreciated the fine coffees available when we arrived and Kelly's responsiveness and care in handling a question we had about adjusting the thermostat during a radical change in the weather while we were there. Truly a charming and comfortable base for exploring Healdsburg and its surrounding area. We will definitely want to stay here when we...
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
17 Feb - 18 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, (87)
"Mark was a wonderful host. Each morning Mark brought hand roasted coffee beans and home made pastries for breakfast. The cottage is filled with books and records and was the perfect place to relax. Thanks Mark!"
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 1,394 total
includes taxes & fees
17 Feb - 18 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

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (361)
"The views from this house are insane!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (416)
"Cozy home overlooking the ocean. We loved sitting by the warm gas fireplace and looking at the scenic ocean view. Quiet and private. A very special place that I hope to return to!"
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
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 555 and SAR 1,031 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.