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Compare 130 Cottages in Windsor with updated reviews, rates, and availability.

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (367)
"Small side it is perfect for bringing a midsize Family total number four. You is amazing perfect while soaking in the hot tub, your view and sound of the ocean is exceptional. Using the TV was a bit frustrating as you have to use your own login information to stream Apps. Kitchen is well equipped for cooking, which was helpful. Plenty of things to do around town, including beautiful walks on the beach. And I. Wood. And would return again."
Oceanfront - Hot Tub - Newly Remodeled Cottage

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

10.0 out of 10, Exceptional, (250)
"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)
"This was the perfect place for a quick mid-week getaway for my son and I (and our dog). Location was great. I had never been to Dillon Beach but now that I know how peaceful and serene it is, we will be back.The house was adorable. From the moment we walked in and saw the ocean views from the living room and the deck, we were hooked. Not only are the views amazing, the walk down to the beach was very easy and the beach itself was clean and not crowded at all. This is not the place to come if...
Panoramic Ocean View--3 Min Walk To Beach

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

9.8 out of 10, Exceptional, (315)
"Cute cabin with a perfect spot on the river. Wish the weather cooperated so we could enjoy deck/view more, but the hot tub was very nice. Maybe come back in late summer/autumn to enjoy. Love the history of Jujube and Monte Rio!"
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 SAR 1,032
SAR 1,387 total
includes taxes & fees
24 Mar - 25 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 SAR 728
SAR 811 total
includes taxes & fees
24 Mar - 25 Mar
Backyard Garden Oasis

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

10.0 out of 10, Exceptional, (33)
"Such a lovely, clean, QUIET, comfortable cottage steps from the best dog-welcoming beach! Valerie is the hostess with the mostest! Your search is over. Rent this place (preferably with your pup) and become rested, inspired and transformed. A very special Beach Cottage. Valerie’s loving touch is all over it. Superb! We will be back!"
Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog

Pumpkin House Summary

9.8 out of 10, Exceptional, (6)
"Nice hot tub!!!! Very quiet "
The price is SAR 709
SAR 1,439 total
includes taxes & fees
25 Mar - 26 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

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

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

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 Country in your independant Cottage in Downtown Calistoga

10.0 out of 10, Exceptional, (1)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
The price is SAR 1,032
SAR 1,387 total
includes taxes & fees
24 Mar - 25 Mar
Escape to Wine Country in your independant Cottage in Downtown Calistoga

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

Bakery Redwood Retreat with Creek Access

9.6 out of 10, Exceptional, (70)
"The Host, Mark & Family, are the kindest, sweetest Host we have ever had (and, we have stayed at over 50 VRBO's). Mark loves people....he brought over fresh pastries and sour dough bread every morning that he had baked at his bakery. The conversations we had were heart wirming!!"
Bakery Redwood Retreat with Creek Access

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!

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
24 Mar - 25 Mar
Comfort and Style in Our Queen 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.
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Other property types in Windsor

Panoramic Ocean View--3 Min Walk To Beach

9.6 out of 10, Exceptional, (294)
"This was the perfect place for a quick mid-week getaway for my son and I (and our dog). Location was great. I had never been to Dillon Beach but now that I know how peaceful and serene it is, we will be back.The house was adorable. From the moment we walked in and saw the ocean views from the living room and the deck, we were hooked. Not only are the views amazing, the walk down to the beach was very easy and the beach itself was clean and not crowded at all. This is not the place to come if...
Panoramic Ocean View--3 Min Walk To Beach

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (422)
"We had a great time finding a relaxing spring break spot. Gorgeous views and comfortable house. Great location. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (367)
"Small side it is perfect for bringing a midsize Family total number four. You is amazing perfect while soaking in the hot tub, your view and sound of the ocean is exceptional. Using the TV was a bit frustrating as you have to use your own login information to stream Apps. Kitchen is well equipped for cooking, which was helpful. Plenty of things to do around town, including beautiful walks on the beach. And I. Wood. And would return again."
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 SAR 634 and SAR 1,032 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 130 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.