Title: Windsor Cottages from CA $302 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx9542)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d9542.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d9542.Travel-Guide-VacationRentals)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d9542.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d9542.Destination-Travel-Guides) ![Great views. Great wine. Call ahead for a tasting. #russianrivervalley](https://images.trvl-media.com/place/9542/6ceb94dc-edce-4e1a-80c7-01684a2091cd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stacey Strykowski 🌾 # Search Windsor Cottage Rentals from CA $302 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Cottages ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/1fe729c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/5c38caea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/73fe485f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/29ec2a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Middletown 10/10 Exceptional (1) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) kelsie i. CA $137 CA $314 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Middletown-Hotels-Garden-House-With-Gas-Fireplace.h114812066.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/0502f709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/03d9f902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e11ce903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e54df04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Middletown 9.6/10 Exceptional (51) "Cute garden area, quiet, nice all inclusive spot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodi CA $271 CA $302 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/6e452ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/02add2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/9a590c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/ca02fcd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Forestville 10/10 Exceptional (11) "Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul H. CA $280 CA $691 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Healdsburg-Hotels-Healdsburg-Quintessential-Wine-Country-Cottage.h19118244.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/38ed8d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/c0b8300d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/7fee2283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/625cc6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Calistoga 9.8/10 Exceptional (49) "Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $236 CA $595 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Calistoga-Hotels-Comfort-And-Style-In-Our-Queen-Cottage.h33484104.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/e571603c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/edcbdffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/fc23cb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/e4885005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Dillon Beach 10/10 Exceptional (57) "Clean room | pet friendly | very attentive | excellent host | very friendly | took my 10 year old son and she welcomed him with a gift in his room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Crystal CA $377 CA $789 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Dillon-Beach-Hotels-Sundog-Cottage-Clean-Cozy-EV-Walk-To-Food-Beach-Fenced-Yard-For-Dog.h74803149.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/257f9f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/c82fb606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/59e70f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/0048432b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Santa Rosa 9.8/10 Exceptional (62) "Tim and Caroline’s cottage was perfect for our two night stay. We loved how close it was to the shops and restaurants in downtown Santa Rosa. Definitely recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam R. CA $239 CA $539 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Cottage-In-Downtown-Santa-Rosa.h46127351.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/ac3c6e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/d77c5b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/455ebd60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/4b321f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Calistoga 10/10 Exceptional (3) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $418 CA $555 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independent-Cottage-In-Downtown-Calistoga.h74594425.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/bb7bf9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/w793h530x0y3-04c59696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/w796h532x4y3-c9b1340e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/da03731c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Calistoga 9.8/10 Exceptional (11) "This property was amazing!! Very clean, comfortable and exactly as described in the listing. Our host reached out personally to make sure we had the check in instructions. When we come back to Calistoga we will stay here again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rich S. CA $265 CA $626 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Calistoga-Hotels-Charming-King-Cottage.h70113858.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/709eea82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/99732cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/16fb4ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/ec1ff136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Calistoga 9.6/10 Exceptional (30) "Great place! Clean, and very close to everything!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Levi J. CA $418 CA $573 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/0067f8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/1a8c6e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/ac8776af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/28979ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Calistoga 10/10 Exceptional (2) "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!!👍❤️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronny CA $418 CA $573 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594434.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/d059cef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/07705eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/ffdeafa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/8c749fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Sebastopol 10/10 Exceptional (3) "Nice area in the vineyards. Sauna was great. Place was clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cesar R. CA $434 CA $725 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Sebastopol-Hotels-Stunning-Sauna-Cottage-Retreat-On-Private-Vineyard.h110437420.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71660000/71653100/71653036/7696383b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71660000/71653100/71653036/a3d59212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71660000/71653100/71653036/94a9530b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71660000/71653100/71653036/06effcac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bodega Bay 10/10 Exceptional (21) "A Lovely tucked away Cottage, with relaxing amenities, close to everything Bodega Bay has to offer" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian K. CA $648 CA $1,110 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Bodega-Bay-Hotels-Relaxing-Beekeepers-Cottage-With-Spa-And-Outdoor-Showers.h71653036.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-16&endDate=2025-12-17®ionId=9542&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_9542) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d9542-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d9542-aaCottages.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![El Bonita Motel](https://images.trvl-media.com/lodging/10000000/9450000/9444400/9444378/f785b229_y.jpg) ### El Bonita Motel 10/10 Excellent "Ideal location, dog friendly, big rooms, great value!" [](https://expedia.ca/St-Helena-Hotels-El-Bonita-Motel.h9444378.Hotel-Information) ![DoubleTree by Hilton Sonoma - Wine Country](https://images.trvl-media.com/lodging/1000000/30000/23800/23750/b3252764_y.jpg) ### DoubleTree by Hilton Sonoma - Wine Country 10/10 Excellent "Best cookies ever!" [](https://expedia.ca/Rohnert-Park-Hotels-DoubleTree-By-Hilton-Sonoma-Wine-Country.h23750.Hotel-Information) ![Hampton Inn & Suites Windsor - Sonoma Wine Country](https://images.trvl-media.com/lodging/3000000/2300000/2292900/2292819/d8f70637_y.jpg) ### Hampton Inn & Suites Windsor - Sonoma Wine Country 10/10 Excellent "Great stay. Clean facility and friendly service. Everything was as advertised. " [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-Windsor-Sonoma-Wine-Country.h2292819.Hotel-Information) ![Holiday Inn Windsor Wine Country by IHG](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/48ef5836_y.jpg) ### Holiday Inn Windsor Wine Country by IHG 10/10 Excellent "Everything was perfect.. the room was clean the bathroom was excellent. Except the door squeaked which was kind of scary. Lol but overall the hotel was perfect" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10/10 Excellent "We will be back , it is a perfect location when heading to SF , it was a nice room and nice amenties, close to pool, breakfast and fire pit" [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![The Inn at the Tides](https://images.trvl-media.com/lodging/1000000/20000/11800/11786/cb3cd68d_y.jpg) ### The Inn at the Tides 10/10 Excellent "Room was great no complaints except I was not able to use the shower because i couldn’t get in the tub. No bars in the tub. Appreciated the complimentary breakfast." [](https://expedia.ca/Bodega-Bay-Hotels-The-Inn-At-The-Tides.h11786.Hotel-Information) ![Hotel E](https://images.trvl-media.com/lodging/33000000/32790000/32786000/32785942/b9103eda_y.jpg) ### Hotel E 10/10 Excellent "Hotel room was very clean. Nice spacious bathroom, with good water pressure. Staff was informative and friendly. Will definitely come back again. " [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-E.h32785942.Hotel-Information) ![La Quinta Inn & Suites Santa Rosa Sonoma](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/ea57e76d_y.jpg) ### La Quinta Inn & Suites Santa Rosa Sonoma 10/10 Excellent "Parking lot could be bigger but overall comfy nice stag" [](https://expedia.ca/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) ![Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton](https://images.trvl-media.com/lodging/39000000/38320000/38318300/38318220/w3840h2634x0y0-aa114b9a_y.jpg) ### Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton 10/10 Excellent "Room was great. They are a little older but very clean. Bed was comfortable and pillows were nice. Stayed here about 3 times before and still my favorite " [](https://expedia.ca/Rohnert-Park-Hotels-Hotel-Centro-Sonoma-Wine-Country.h38318220.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 289 | | --- | --- | | Accommodation | 124 Cottages | | Lowest Price | CA $302 | | Highest Price | CA $1,110 | ## Frequently asked questions ### How much do cottages in Windsor cost? > Rates for cottages in Windsor range between CA $302 and CA $1,110 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 124 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](https://www.expedia.ca/Wine-Country-Getaway-Modern-Three-Unit-2-Bedroom-Cottage.h42698929.Hotel-Information) 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](https://www.expedia.ca/Safari-West-Santa-Rosa.d6208250.Vacation-Attraction) and [Rubicon Adventures](https://www.expedia.ca/Rubicon-Adventures-Forestville.d553248621532640650.Vacation-Attraction) 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](https://www.expedia.ca/Pacific-Coast-Air-Museum-Windsor.d6327400.Vacation-Attraction). [Windsor Golf Club](https://www.expedia.ca/Windsor-Golf-Club-Windsor.d6327439.Vacation-Attraction), [Sonoma-Cutrer Vineyards Cutrer Vineyard](https://www.expedia.ca/Sonoma-Cutrer-Vineyards-Cutrer-Vineyard-Windsor.d553248621532640647.Vacation-Attraction) and [Russian Hill Estate Vineyards](https://www.expedia.ca/Russian-Hill-Estate-Vineyards-Windsor.d553248621532640704.Vacation-Attraction) are other awesome attractions. If you're hanging around a while, [Windsor Oaks Vineyards](https://www.expedia.ca/Windsor-Oaks-Vineyards-Windsor.d6327443.Vacation-Attraction) and [Powell's Sweet Shoppe - Windsor](https://www.expedia.ca/Powells-Sweet-Shoppe-Windsor-Windsor.d553248621532640709.Vacation-Attraction) are nice finishing touches to your itinerary. ## Explore a world of travel with Expedia - Lodging - Flights - Cars - More ways to book - [4 Star Hotels in Chalk Hill](https://www.expedia.ca/4Star-Chalk-Hill-Hotels.s40-0-d736342871657291776.Travel-Guide-Filter-Hotels) - [Apartments in Angel Island](https://www.expedia.ca/Angel-Island-Apartments.d502570-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Angel Island](https://www.expedia.ca/Angel-Island-Condos.d502570-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Angel Island](https://www.expedia.ca/Angel-Island-Guest-Houses.d502570-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Angel Island](https://www.expedia.ca/Angel-Island-Inns.d502570-aaInns.Travel-Guide-Accommodation) - 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[Flights to Sonoma County](https://www.expedia.ca/Cheap-Flights-To-Sonoma-County.d6032115.Travel-Guide-Flights) - [Alaska Airlines Vancouver (YVR) to Santa Rosa (STS) flights](https://www.expedia.ca/lp/flight-routes/alaska-airlines-from-vancouver-intl-to-sonoma-county/as/yvr/sts) - [Flights from Napa (APC) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/apc/sts/napa-to-santa-rosa) - [Flights from Bangor (BGR) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/bgr/sts/bangor-to-santa-rosa) - [Flights from Bellingham (BLI) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/bli/sts/bellingham-to-santa-rosa) - [Flights from Buffalo (BUF) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/buf/sts/buffalo-to-santa-rosa) - [Flights from Clarksville (CKV) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/ckv/sts/clarksville-to-santa-rosa) - [Flights from Detroit (DTW) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/dtw/sts/detroit-to-santa-rosa) - [Flights from Fargo (FAR) to Santa Rosa (STS)](https://www.expedia.ca/lp/flights/far/sts/fargo-to-santa-rosa) - 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