Title: Windsor Cottages from CA $190 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx5479)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d5479.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d5479.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d5479.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d5479.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d5479.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d5479.Destination-Travel-Guides) ![Great experience at this incredible castle on my first trip to England. ](https://images.trvl-media.com/place/5479/9159bda1-50ba-4994-8fcb-80e1bf373c02.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Samuel Ayala # Search Windsor Cottage Rentals from CA $190 - ![](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 [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=5479&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=5479&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=5479&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) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=5479&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor cottages ![Cottage | Terrace/patio](https://images.trvl-media.com/lodging/115000000/114110000/114106200/114106165/026a2bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114110000/114106200/114106165/0e6b7b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114106200/114106165/459c977e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114106200/114106165/a96d2e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Wraysbury [](https://www.expedia.ca/Staines-Hotels-Coventina.h114106165.Hotel-Information) CA $3,660 CA $4,392 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/Staines-Hotels-Coventina.h114106165.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107610000/107602000/107601967/6d793bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/108000000/107610000/107602000/107601967/e97b7b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107610000/107602000/107601967/a00654e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/108000000/107610000/107602000/107601967/c6c2ca86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Dorney [](https://www.expedia.ca/Windsor-Hotels-Dorney-Windsor-Legoland-5stay-For-Upto-14.h107601967.Hotel-Information) 10/10 Exceptional (2) "Great house, really well equipped with loads of parking. Great area with loads to do with the kids. We would love to book it again! Thank you!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Laura S. CA $662 CA $1,068 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Windsor-Hotels-Dorney-Windsor-Legoland-5stay-For-Upto-14.h107601967.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88620000/88615100/88615013/c4ff0d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88620000/88615100/88615013/f29dbda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88620000/88615100/88615013/c1ed0059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88620000/88615100/88615013/9488c376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Windsor City Centre [](https://www.expedia.ca/Windsor-Hotels-Inviting-2-Bed-Cottage-In-Windsor.h88615013.Hotel-Information) 7.0/10 Good (7) "Everything you could need for a break away in beautiful Windsor" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Gemma W. CA $253 CA $346 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Windsor-Hotels-Inviting-2-Bed-Cottage-In-Windsor.h88615013.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/89000000/88430000/88426300/88426250/81117aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area](https://images.trvl-media.com/lodging/89000000/88430000/88426300/88426250/cbb40ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen](https://images.trvl-media.com/lodging/89000000/88430000/88426300/88426250/b19f64f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage](https://images.trvl-media.com/lodging/89000000/88430000/88426300/88426250/76bc76c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Windsor City Centre [](https://www.expedia.ca/Windsor-Hotels-Inviting-2-Bed-Cottage-In-Windsor.h88426250.Hotel-Information) 2.0/10 (1) "We had absolutely no heating. I tried several times to contact the owner by email, messenger and by phoning her. No reply. I had been in contact with her regarding check in via email and messenger, I even sent a photo of the temperature in the house. 10 degrees. I had to source 2 radiators myself, which a kind neighbour lent us. I would like a refund for our inconvenience " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Anonymous traveller CA $243 CA $336 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Windsor-Hotels-Inviting-2-Bed-Cottage-In-Windsor.h88426250.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114100000/114090200/114090114/fa3ddec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114100000/114090200/114090114/e4439638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114090200/114090114/8c6ff4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114100000/114090200/114090114/44aeae7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Wraysbury [](https://www.expedia.ca/Staines-Hotels-Thames-Retreat.h114090114.Hotel-Information) CA $663 CA $796 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Staines-Hotels-Thames-Retreat.h114090114.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/115000000/114120000/114116500/114116421/ada7e92b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area](https://images.trvl-media.com/lodging/115000000/114120000/114116500/114116421/6efa332f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/115000000/114120000/114116500/114116421/a86c58f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/115000000/114120000/114116500/114116421/8d8ca4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Tring [](https://www.expedia.ca/Tring-Hotels-Tring-Grange-Cottage.h114116421.Hotel-Information) 10/10 Exceptional (2) "Excellent really enjoyed stay. Perfect little getaway for a short break. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Peter [](https://www.expedia.ca/Tring-Hotels-Tring-Grange-Cottage.h114116421.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93140000/93139200/93139134/c5b43e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93140000/93139200/93139134/3710a244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/94000000/93140000/93139200/93139134/47e406fc.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/94000000/93140000/93139200/93139134/5b214de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Weybridge [](https://www.expedia.ca/Weybridge-Hotels-1-Bed-Cottage-Museum-View-Garden-Free-Parking.h93139134.Hotel-Information) 10/10 Exceptional (1) "Xanthe was the consumate host. She brought us wonderful treats and her beautiful welcoming smile. We walked to the Brooklands museum. A must if you are into planes,buses, and automobiles. Love this place.Suzanne " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne D. CA $253 CA $299 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Weybridge-Hotels-1-Bed-Cottage-Museum-View-Garden-Free-Parking.h93139134.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122450000/122443600/122443521/b931132e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122450000/122443600/122443521/2514ef4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122450000/122443600/122443521/9137805f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122450000/122443600/122443521/e27fa4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cobham [](https://www.expedia.ca/Cobham-Hotels-Blackwood-Peaceful-Cottage-Surround-By-Woodlands.h122443521.Hotel-Information) CA $296 CA $462 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Cobham-Hotels-Blackwood-Peaceful-Cottage-Surround-By-Woodlands.h122443521.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649400/59649324/8b404d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649400/59649324/66a84ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area](https://images.trvl-media.com/lodging/60000000/59650000/59649400/59649324/53b06f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/60000000/59650000/59649400/59649324/c1f6f98b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Princes Risborough [](https://www.expedia.ca/Princes-Risborough-Hotels-Bakehouse-Farm.h59649324.Hotel-Information) CA $1,913 CA $2,296 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Princes-Risborough-Hotels-Bakehouse-Farm.h59649324.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77970000/77965600/77965544/e28c55e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/78000000/77970000/77965600/77965544/9d672c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77970000/77965600/77965544/3686b958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/78000000/77970000/77965600/77965544/a2e92008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Henley-On-Thames [](https://www.expedia.ca/Henley-On-Thames-Hotels-1400Cottage-An-Enchanting-Unique-Stay.h77965544.Hotel-Information) 9.4/10 Exceptional (3) "Very cute, very wonky building. Great location in the middle of town with on-street parking." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) jane c. CA $224 CA $362 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Henley-On-Thames-Hotels-1400Cottage-An-Enchanting-Unique-Stay.h77965544.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120980000/120980000/120979951/21cfa61a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge](https://images.trvl-media.com/lodging/121000000/120980000/120980000/120979951/6b83c163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120980000/120980000/120979951/2004f7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120980000/120980000/120979951/4e8d12e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in London City Centre [](https://www.expedia.ca/London-Hotels-Cosy-City-Retreat-In-Belgravia-Pet-Friendly.h120979951.Hotel-Information) CA $1,023 CA $1,544 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/London-Hotels-Cosy-City-Retreat-In-Belgravia-Pet-Friendly.h120979951.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304572/7808ec90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304572/21090e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304572/72974475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90310000/90304600/90304572/12d3d4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Reading [](https://www.expedia.ca/Reading-Hotels-2-Bedroom-Accommodation-In-Reading.h90304572.Hotel-Information) 10/10 Exceptional (1) "Great location and beautiful garden with views across the hills. Spotlessly clean and well maintained with all the things you may need for your holiday. The caretakers were very friendly and helpful and cared about us and the property with pride. Local supermarkets, petrol station and IKEA were only a mile down the road plus a five minute walk from the property was a pub serving food and an excellent fish n chips shop! Buses into town from outside the chippy were every 10 minutes or sooner!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael Jeffs CA $863 CA $863 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Reading-Hotels-2-Bedroom-Accommodation-In-Reading.h90304572.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118460000/118459200/118459132/86993232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118460000/118459200/118459132/73a0b3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118460000/118459200/118459132/e92f34a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118460000/118459200/118459132/bb5855f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cobham [](https://www.expedia.ca/Cobham-Hotels-Charming-Cottage-Within-Ancient-Woodland-Forest.h118459132.Hotel-Information) 10/10 Exceptional (1) "Thoroughly enjoyed our stay at this beautiful, cozy, warm Ariel cottage. Woodland area for walks nearby golf course, dogs welcome although we did not take any pets but so suitable for your furry friends.Jake very welcoming, thankyou so much" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Heidi C. CA $190 CA $330 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Cobham-Hotels-Charming-Cottage-Within-Ancient-Woodland-Forest.h118459132.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88130000/88123000/88122984/46d11d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88130000/88123000/88122984/e9d26773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/89000000/88130000/88123000/88122984/4330e86f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/89000000/88130000/88123000/88122984/30a0df62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Penn [](https://www.expedia.ca/High-Wycombe-Hotels-1-Bedroom-Accommodation-In-Penn.h88122984.Hotel-Information) 9.0/10 Wonderful (4) "Was.nice and clean and lovely location " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Gavin S. CA $357 CA $357 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/High-Wycombe-Hotels-1-Bedroom-Accommodation-In-Penn.h88122984.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109530000/109521100/109521044/a4dcece8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109530000/109521100/109521044/a1d5ab15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109530000/109521100/109521044/cd23b4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109530000/109521100/109521044/c8681274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Great Missenden [](https://www.expedia.ca/Great-Missenden-Hotels-Delightful-Barn-Conversion-Perfect-For-A-Couple-Close-To-Amenities.h109521044.Hotel-Information) 10/10 Exceptional (3) "Great communication from host before arrival. Lovely setting and lovely little cottage to enjoy a peaceful time away. Host provided some treats and essentials which were all really nice touches and well enjoyed! Extremely clean and well kept. Definitely recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gareth Morgans CA $453 CA $453 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Great-Missenden-Hotels-Delightful-Barn-Conversion-Perfect-For-A-Couple-Close-To-Amenities.h109521044.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/94000000/93120000/93119500/93119496/6c1ba952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/94000000/93120000/93119500/93119496/a281f465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/94000000/93120000/93119500/93119496/426d6342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area](https://images.trvl-media.com/lodging/94000000/93120000/93119500/93119496/78614c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Weybridge [](https://www.expedia.ca/Weybridge-Hotels-Beautiful-1-Bed-Cottage-In-Weybridge.h93119496.Hotel-Information) 8.8/10 Excellent (3) "This was a perfect find. Communication great, the host is a pleasure to deal with. Great space and super-quiet. A lovely place to relax. Highly recommended " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Raquel CA $253 CA $300 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Weybridge-Hotels-Beautiful-1-Bed-Cottage-In-Weybridge.h93119496.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121760000/121757100/121757026/8344a497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121760000/121757100/121757026/6a52c80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121760000/121757100/121757026/77908a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels, soap, toilet paper](https://images.trvl-media.com/lodging/122000000/121760000/121757100/121757026/74025ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Great Bookham [](https://www.expedia.ca/Leatherhead-Hotels-Cozy-En-Suite-With-Exclusive-Private-Entrance.h121757026.Hotel-Information) CA $133 CA $190 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/Leatherhead-Hotels-Cozy-En-Suite-With-Exclusive-Private-Entrance.h121757026.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116360000/116359300/116359290/654fc004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116360000/116359300/116359290/24bb0db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116360000/116359300/116359290/66c44405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/117000000/116360000/116359300/116359290/90d89698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Carshalton South and Clockhouse [](https://www.expedia.ca/London-Hotels-1-Bedroom-Accommodation-In-Carshalton.h116359290.Hotel-Information) CA $388 CA $388 total includes taxes & fees Jan 3 - Jan 4 [](https://www.expedia.ca/London-Hotels-1-Bedroom-Accommodation-In-Carshalton.h116359290.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/96000000/95510000/95507500/95507433/8dc18994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/96000000/95510000/95507500/95507433/78d66931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area](https://images.trvl-media.com/lodging/96000000/95510000/95507500/95507433/c22fcbee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/96000000/95510000/95507500/95507433/9f26962a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in High Wycombe [](https://www.expedia.ca/High-Wycombe-Hotels-Kite-View-Cottage.h95507433.Hotel-Information) CA $3,286 CA $3,944 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/High-Wycombe-Hotels-Kite-View-Cottage.h95507433.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93860000/93854700/93854700/9e88bf2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/94000000/93860000/93854700/93854700/f19b9128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93860000/93854700/93854700/a32da586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/94000000/93860000/93854700/93854700/e76b4f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bramley, near Tadley [](https://www.expedia.ca/Tadley-Hotels-2-Bedroom-Accommodation-In-Bramley.h93854700.Hotel-Information) CA $830 CA $830 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Tadley-Hotels-2-Bedroom-Accommodation-In-Bramley.h93854700.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=2026-01-16&endDate=2026-01-17®ionId=5479&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.d5479-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d5479-aaCottages.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Macdonald Windsor Hotel](https://images.trvl-media.com/lodging/4000000/3700000/3697700/3697668/10c20418_y.jpg) ### Macdonald Windsor Hotel 10/10 Excellent "Location was excellent across the street from Windsor Castle" [](https://expedia.ca/Windsor-Hotels-Macdonald-Windsor-Hotel.h3697668.Hotel-Information) ![Castle Hotel Windsor](https://images.trvl-media.com/lodging/1000000/20000/16500/16500/a61d75bf_y.jpg) ### Castle Hotel Windsor 10/10 Excellent "Room was lovely, shame the restaurant and bar were not open due to a refurbishment, cant wait to see the hotel when its had the refurbishment " [](https://expedia.ca/Windsor-Hotels-Castle-Hotel-Windsor-MGallery.h16500.Hotel-Information) ![The Winning Post](https://images.trvl-media.com/lodging/5000000/4440000/4431000/4430939/e1eee389_y.jpg) ### The Winning Post 10/10 Excellent "Loved the room very clean and loads of space even a large bathroom. Lovely staff we couldn’t fault it" [](https://expedia.ca/Windsor-Hotels-The-Winning-Post.h4430939.Hotel-Information) ![Holiday Inn Express Windsor by IHG](https://images.trvl-media.com/lodging/6000000/5050000/5045700/5045692/29f5fccd_y.jpg) ### Holiday Inn Express Windsor by IHG 10/10 Excellent "Perfect location, clean hotel, comfy bed and staff were polite and attentive. Breakfast is basic but sufficient and more than I expected given the cost. " [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor.h5045692.Hotel-Information) ![Sir Christopher Wren Hotel](https://images.trvl-media.com/lodging/1000000/50000/47800/47781/148298d0_y.jpg) ### Sir Christopher Wren Hotel 10/10 Excellent "The staff was very helpful. Great breakfast as well! " [](https://expedia.ca/Windsor-Hotels-Sir-Christopher-Wren-Hotel.h47781.Hotel-Information) ![Oakley Court](https://images.trvl-media.com/lodging/79000000/78470000/78469200/78469150/87caa1d0_y.jpg) ### Oakley Court 10/10 Excellent "The overall amenities and the staff were excellent. " [](https://expedia.ca/Windsor-Hotels-Oakley-Court.h78469150.Hotel-Information) ![De Vere Beaumont Estate](https://images.trvl-media.com/lodging/2000000/1780000/1775700/1775624/e2fc3664_y.jpg) ### De Vere Beaumont Estate 10/10 Excellent "Really nice Buffett dinner good quality and fresh. Nice size family room. Easy checkout" [](https://expedia.ca/Windsor-Hotels-De-Vere-Beaumont-Estate.h1775624.Hotel-Information) ![Harte and Garter](https://images.trvl-media.com/lodging/108000000/107550000/107546600/107546546/13a14b63_y.jpg) ### Harte and Garter 10/10 Excellent "Nice room. Comfortable bed. Good location " [](https://expedia.ca/Windsor-Hotels-Harte-And-Garter.h107546546.Hotel-Information) ![The Crown And Cushion](https://images.trvl-media.com/lodging/7000000/6420000/6412400/6412311/98cabf4e_y.jpg) ### The Crown And Cushion 10/10 Excellent "Spacious, comfortable room, welcoming staff and delicious breakfast. Location was great, too." [](https://expedia.ca/Windsor-Hotels-The-Crown-And-Cushion.h6412311.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 18 | | ----------------- | ----------- | | Accommodation | 19 Cottages | | Lowest Price | CA $190 | | Highest Price | CA $4,392 | ## Frequently asked questions ### How much do cottages in Windsor cost? ### What are the best cottages in Windsor? ### How many cottages are there in Windsor? ### Are there any family-friendly cottages in Windsor? ### Why book your cottage in Windsor with Expedia? ### How can I find cheap cottages in Windsor? ### What is there to do in Windsor near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Apartments in Ascot ](https://www.expedia.ca/Ascot-Apartments.d4271-aaApartments.Travel-Guide-Accommodation) - [B&B in Ascot ](https://www.expedia.ca/Ascot-Bed-And-Breakfast.d4271-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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