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

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

10.0 out of 10, Exceptional, (248)
"Very comfortable and welcoming. The owner put a lot of thought into the property. The view is killer and the beach is a short walk away where we took our dog to play.We can’t wait to go back do"
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (294)
"We had a wonderful stay in this 2 bedroom cottage. It is well appointed. The owners have thought of everything and are very responsive. One thing to be aware of is the bathroom is downtairs as are the bedrooms and the stairs are steep. Would definitely recommend it."
Panoramic Ocean View--3 Min Walk To Beach

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (365)
"The house location and view were fantastic. The appliances and sinks and faucets were all very nice. I have never encountered pop out electrical receptacles before. There are some low ceilings in the bathroom, kids bedroom and the television room. But these are easily managed. The morning of our 3rd day we had ants on the counter next to the sink. Interesting, because there was never any food there. But they were quickly dispatched. The hot tub was fantastic. What a view overlooking the...
Oceanfront - Hot Tub - Newly Remodeled Cottage

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

9.8 out of 10, Exceptional, (310)
"Unfortunately the Russian River flooded the day before our stay. Although the house itself didn’t get flooded, there were several road closures. Bridgette worked with us and provided a full refund. We hope to come another time. "
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

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 AED 1,010
AED 1,358 total
includes taxes & fees
11 Mar - 12 Mar
Escape to Wine County in your independant Cottage in Downtown Calistoga

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

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 AED 713
AED 794 total
includes taxes & fees
11 Mar - 12 Mar
Backyard Garden Oasis

Pumpkin House Summary

9.8 out of 10, Exceptional, (6)
"Nice hot tub!!!! Very quiet "
The price is AED 679
AED 1,374 total
includes taxes & fees
11 Mar - 12 Mar
Pumpkin House Summary

Beautiful, Historic Guest Ranch with Modern Amenities

10.0 out of 10, Exceptional, (83)
"We had such a wonderful 4 days in this beautiful home and environs. After a very stressful few months for all in my family, this was the perfect place to rejuvenate and leave restored. Every need we had was quickly addressed by the owner and her staff. We cannot wait to return next fall."
Beautiful, Historic Guest Ranch with Modern Amenities

Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

9.2 out of 10, Wonderful, (55)
"Cute property! It’s a little rustic, but has everything you need. The location is beautiful and convenient to Healdsburg. "
Mountain Cottage near Russian River, hiking & downtown, family and pet friendly

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 AED 621
AED 835 total
includes taxes & fees
11 Mar - 12 Mar
Comfort and Style in Our Queen Cottage

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

10.0 out of 10, Exceptional, (32)
"Great place to stay. Loved having my morning coffee on the front deck. Will definitely plan to stay here again!"
The price is AED 1,205
AED 2,370 total
includes taxes & fees
11 Mar - 12 Mar
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

Newly Refurbished! Nest Cottage at ru's Farm.

10.0 out of 10, Exceptional, (161)
"This is a wonderful little cabin for a nice weekend in Healdsburg. Close to town, quiet, and comfortable. Wonderful hosts. "
Newly Refurbished! Nest Cottage at ru's Farm.

Sunny View Cottage in the Beautiful Wine Country

10.0 out of 10, Exceptional, (264)
"We thoroughly enjoyed our stay at the cottage for a girls' getaway! It was comfortable and quiet, and perfect for our needs. The only hiccup was a power/water outage for a few hours our first night, which was completely beyond anyone's control. When I texted the owners to report it, they responded immediately and followed up with PG&E.We can't wait to go back!"
Sunny View Cottage in the Beautiful Wine Country

1 Bedroom Cottage Walking Distance to Down Town

10.0 out of 10, Exceptional, (51)
"I had a great stay at this cozy VRBO cottage while attending a K9 training program. The home was clean, comfortable, and just a short 1.5-block walk to a lovely neighborhood park—perfect for unwinding after training sessions. The backyard was a great bonus, with a picnic table to relax and enjoy the fresh air. Highly recommend for anyone looking for a quiet, convenient stay!"
1 Bedroom Cottage Walking Distance to Down Town

Gorgeous lush private RIVERFRONT modern cabin

9.8 out of 10, Exceptional, (49)
"This house is stunning - created with a sophisticated eye for design. It's close proximity to the Russian River makes you appreciate Northern California beauty while being close to many amenities and attractions. We also loved the proximity to Korbel. We would love to stay here again. "
The price is AED 841
AED 1,632 total
includes taxes & fees
16 Mar - 17 Mar
Gorgeous lush private RIVERFRONT modern cabin

Oceanside Home Short Walk to Two Beaches w/Free WiFi, Private Hot Tub, & Deck

8.8 out of 10, Excellent, (42)
"We had a great time, with a quick walk to the beaches and only a short drive to Bodega Bay."
Oceanside Home Short Walk to Two Beaches w/Free WiFi, Private Hot Tub, & Deck

Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown

9.8 out of 10, Exceptional, (38)
"We had a perfect experience. The house is very clean and functional and the location simply cannot be beat. The local management company was very responsive and helpful. We stayed for 2 weeks and really got a feel for living in town given the proximity to restaurants, coffee shops, highways, wineries etc. I would highly recommend this house and we will absolutely be back if they will have us."
Healdsburg Plaza Gem--Beautifully Restored 1880's Cottage Downtown

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

10.0 out of 10, Exceptional, (20)
"Lovely property, well managed. Really enjoyed being on the Russian River, would absolutely book this one again. "
Riverfront cottage w/ hot tub, lush gardens, privacy & river access, pets ok!
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

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (419)
"We stayed at aftermath years ago and it was just as spectacular this time. The views of the ocean are amazing as you have a front row seat to watch the waves crash on the beach right below. The ocean rocks you to sleep in the evening. If you get a chance to come stay- bring all the provisions you need and just enjoy this sweet spot. You won’t want to leave "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (294)
"We had a wonderful stay in this 2 bedroom cottage. It is well appointed. The owners have thought of everything and are very responsive. One thing to be aware of is the bathroom is downtairs as are the bedrooms and the stairs are steep. Would definitely recommend it."
Panoramic Ocean View--3 Min Walk To Beach

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (365)
"The house location and view were fantastic. The appliances and sinks and faucets were all very nice. I have never encountered pop out electrical receptacles before. There are some low ceilings in the bathroom, kids bedroom and the television room. But these are easily managed. The morning of our 3rd day we had ants on the counter next to the sink. Interesting, because there was never any food there. But they were quickly dispatched. The hot tub was fantastic. What a view overlooking the...
Oceanfront - Hot Tub - Newly Remodeled Cottage
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?
Rates for cottages in Windsor range between AED 544 and AED 1,205 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 114 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.
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.