Title: Windsor Cottages from CA $303 | 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) ![](https://mediaim.expedia.com/destination/2/8198ad1ad279b2f1094cf055187bc546.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennifer Hill # Search Windsor Cottage Rentals from CA $303 ![](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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=9542&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [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) ## 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) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114820000/114812100/114812066/29ec2a3b.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) ### Garden house with gas fireplace 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... CA $137 CA $322 total includes taxes & fees Oct 12 - Oct 13 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/2395c0f5.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) ### Backyard Garden Oasis Middletown 9.6/10 Exceptional (51) "Cute garden area, quiet, nice all inclusive spot" CA $272 CA $303 total includes taxes & fees Oct 12 - Oct 13 [](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) ![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) ![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) ### True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard Forestville 10/10 Exceptional (11) "Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!" CA $294 CA $710 total includes taxes & fees Oct 13 - Oct 14 [](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) ![Dining](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/625cc6f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33484200/33484104/c3ac2964.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) ### Comfort and Style in Our Queen Cottage 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 " CA $265 CA $660 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/w2171h1457x9y0-b534ae44.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) ### Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog Dillon Beach 10/10 Exceptional (51) "We rented this place for our babymoon and it met all of our expectations! The host is very friendly and prompt. The place was clean and had all necessities. It’s a short walk to the beach which was perfect for our pup! Hopefully we have the chance to stay here again!" CA $380 CA $800 total includes taxes & fees Oct 20 - Oct 21 [](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) ![Interior](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/3b3d99cd.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) ![Beach](https://images.trvl-media.com/lodging/47000000/46130000/46127400/46127351/c82fb606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Country Cottage in downtown Santa Rosa, CA Santa Rosa 9.8/10 Exceptional (58) "brilliant place to stay in central Santa Rosa downtown. Awesome access to downtown. Everything within walking distance. Thanks for a great stay" CA $252 CA $558 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Santa-Rosa-Hotels-Wine-Country-Cottage-In-Downtown-Santa-Rosa.h46127351.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) ![Dining](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/da03731c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70120000/70113900/70113858/23a412d3.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) ### Charming King Cottage Calistoga 9.8/10 Exceptional (11) "Cozy and great price!" CA $293 CA $699 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Calistoga-Hotels-Charming-King-Cottage.h70113858.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) ![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) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/2345ad72.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) ### Escape to wine country in your independent cottage in downtown Calistoga 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." CA $419 CA $569 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independent-Cottage-In-Downtown-Calistoga.h74594425.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) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/0322be8c.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) ![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) ### Escape to Wine County in your independant Cottage in Downtown Calistoga Calistoga 9.6/10 Exceptional (27) "Great cottage near downtown. " CA $419 CA $569 total includes taxes & fees Nov 2 - Nov 3 [](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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/1a8c6e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Wine Country in your independant Cottage in Downtown Calistoga 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!!👍❤️" CA $419 CA $574 total includes taxes & fees Nov 2 - Nov 3 [](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/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) ![Interior](https://images.trvl-media.com/lodging/111000000/110440000/110437500/110437420/07705eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Sauna Cottage Retreat on Private Vineyard Sebastopol 10/10 Exceptional (3) "Nice area in the vineyards. Sauna was great. Place was clean. " CA $434 CA $734 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Sebastopol-Hotels-Stunning-Sauna-Cottage-Retreat-On-Private-Vineyard.h110437420.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33660000/33659900/33659807/f0b769b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33659900/33659807/fdb24787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/34000000/33660000/33659900/33659807/0c0d8a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33660000/33659900/33659807/527adbcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous lush private RIVERFRONT modern cabin forestville 9.6/10 Exceptional (54) "Relaxing, cozy, Zen-like house and property, surrounded by beauty. Comfy bed, comfy seating indoor and out. Stocked kitchen. " CA $560 CA $929 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Forestville-Hotels-Gorgeous-Lush-Private-RIVERFRONT-Modern-Cabin-With-Its-Own-Beach.h33659807.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61420000/61412400/61412346/373d5e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/62000000/61420000/61412400/61412346/5edf271a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/62000000/61420000/61412400/61412346/ad6525a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/62000000/61420000/61412400/61412346/be7b393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Atlas Calistoga - Cottage #1 Calistoga 10/10 Exceptional (15) "Great space, impeccably appointed, amazing location. Would stay again. " CA $595 CA $899 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Calistoga-Hotels-The-Atlas-Calistoga-Cottage-1.h61412346.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=2025-10-25&endDate=2025-10-26®ionId=9542&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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 ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 10/10 Excellent "Staff was super helpful and very nice 😊 " [](https://expedia.ca/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ![The Inn at the Tides](//images.trvl-media.com/lodging/1000000/20000/11800/11786/cb3cd68d_y.jpg) ### The Inn at the Tides 10/10 Excellent "We were able to park right outside our door or very nearby. The cleaning staff was excellent. We also enjoyed a wide variety of breakfast choices, from a complimentary continental breakfast to other discounted breakfasts. Great place to stay!" [](https://expedia.ca/Bodega-Bay-Hotels-The-Inn-At-The-Tides.h11786.Hotel-Information) ![La Quinta Inn & Suites Santa Rosa Sonoma](//images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/ea57e76d_y.jpg) ### La Quinta Inn & Suites Santa Rosa Sonoma 10/10 Excellent "Clean rooms, friendly staff" [](https://expedia.ca/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) ![Hotel La Rose](//images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/65a52794_y.jpg) ### Hotel La Rose 10/10 Excellent "Beat " [](https://expedia.ca/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![Holiday Inn Express® Windsor Sonoma Wine Country by IHG](//images.trvl-media.com/lodging/2000000/1280000/1273400/1273394/6e9c3a9c_y.jpg) ### Holiday Inn Express® Windsor Sonoma Wine Country by IHG 10/10 Excellent "perfect for us while passing through" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Sonoma-Wine-Country.h1273394.Hotel-Information) ![Home2 Suites by Hilton Petaluma](//images.trvl-media.com/lodging/85000000/84210000/84202500/84202457/1d9acb2a_y.jpg) ### Home2 Suites by Hilton Petaluma 10/10 Excellent "My stay was overall great. The staff and room was nice. I am super picky with cleanliness. There were a few hairs in the shower but other than that, it was super clean. Also, there was a problem with the room card system but the staff was great and tried to make an inconvenience very convenient. They were kind and patient and very welcoming." [](https://expedia.ca/Petaluma-Hotels-Home2-Suites-BY-Hilton-Petaluma.h84202457.Hotel-Information) ![Sonoma Winegrower's Inn](//images.trvl-media.com/lodging/1000000/10000/3900/3821/c006ddb7_y.jpg) ### Sonoma Winegrower's Inn 10/10 Excellent "The breakfast was good " [](https://expedia.ca/Rohnert-Park-Hotels-Best-Western-Sonoma-Winegrowers-Inn.h3821.Hotel-Information) ![Oxford Suites Sonoma County](//images.trvl-media.com/lodging/16000000/15930000/15927800/15927732/03c264d1_y.jpg) ### Oxford Suites Sonoma County 10/10 Excellent "Perfect location for Grayton casino. They offer free Shuttle rides to the casino also. rooms are nice and clean. Service is excellent. Recommended." [](https://expedia.ca/Rohnert-Park-Hotels-Oxford-Suites-Sonoma-County.h15927732.Hotel-Information) ![Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton](//images.trvl-media.com/lodging/39000000/38320000/38318300/38318220/w3840h2634x0y0-aa114b9a_y.jpg) ### Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton 10/10 Excellent "Clean room, nice bathroom, big fireplace in lobby, EV charger " [](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 | 317 | | --- | --- | | Accommodation | 131 Cottages | | Lowest Price | CA $303 | | Highest Price | CA $929 | ## Frequently asked questions ### How much do cottages in Windsor cost? > Rates for cottages in Windsor range between CA $303 and CA $929 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 131 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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