Title: Winchester Cottages from CA $237 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d3000429004.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d3000429004.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d3000429004.Travel-Guide-Flights)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d3000429004.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d3000429004.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/168795653f137890cc5c8b094f57b3d3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Betsy Wood # Search Winchester Cottage Rentals from CA $237 ![](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=3000429004&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 two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000429004&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=3000429004&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 four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000429004&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 Winchester Cottages ![Exterior](https://images.trvl-media.com/lodging/84000000/83260000/83257300/83257223/df118c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/84000000/83260000/83257300/83257223/0ffc5294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83260000/83257300/83257223/89919cd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/84000000/83260000/83257300/83257223/f2bb6171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottages at Golden Village Palms RV Resort Hemet 9.2/10 Wonderful (73) "This is a hidden jem in Hemet love the pools the grounds are well maintained and I will definitely be staying here again" CA $211 CA $249 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hemet-Hotels-The-Cottages-At-Golden-Village-Palms.h83257223.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74810000/74804100/74804051/7063e718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74810000/74804100/74804051/4ec7e5c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74810000/74804100/74804051/7d3febf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74810000/74804100/74804051/021b7be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cactus Garden Cottage…Best Location!! Fallbrook 10/10 Exceptional (50) "A sweet and perfect cottage! We had looked into overpriced hotels in Temecula for a wedding but ultimately decided to stay here and so glad we did! It's very private and charming and the host thought of all the touches to make our stay great." CA $139 CA $237 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Fallbrook-Hotels-Cactus-Garden-CottageBest-Location.h74804051.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30300000/30299100/30299092/33a89045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30300000/30299100/30299092/ff384477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30300000/30299100/30299092/1e8dd5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30300000/30299100/30299092/3036f644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Namaste Farms; Private Working Wool Sheep Farm in Heart of Wine Country 501c3 Valle De Los Caballos 9.8/10 Exceptional (9) "We had an amazing time! The animals were adorable and it was clean, quite and peaceful!! Will definitely be staying again" CA $350 CA $488 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Temecula-Hotels-Namaste-Farms-Private-Working-Wool-Sheep-Farm-In-Heart-Of-Wine-Country.h30299092.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84070000/84064300/84064235/45973b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/85000000/84070000/84064300/84064235/5b28d490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/85000000/84070000/84064300/84064235/w835h683x94y0-b0a0f373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84070000/84064300/84064235/66975829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moonrise Cottage at Buena Terra Lavender Farm Valley Center 10/10 Exceptional (7) "The pictures online don't do this gorgeous and charming cottage justice. Absolutely lovely! Our host was really kind and thoughtful. Beautifully landscaped. Quiet and peaceful. We love this hidden gem!!! Thank you Heidi for making our stay wonderful" CA $284 CA $453 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Valley-Center-Hotels-Buena-Terra-Lavender-Farm-Guest-Cottage.h84064235.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96990000/96982100/96982042/0fac3f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96990000/96982100/96982042/4182ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/97000000/96990000/96982100/96982042/230bc555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/97000000/96990000/96982100/96982042/45c608f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic, private and surrounded by best Wineries! GlenOak Hills 10/10 Exceptional (14) "Beautiful property and great communication! Would definitely book again." CA $314 CA $559 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Temecula-Hotels-Romantic.h96982042.Hotel-Information) ![Sleeping Beauty](https://images.trvl-media.com/lodging/2000000/1600000/1598300/1598230/7a544b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/2000000/1600000/1598300/1598230/d50b81d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sleeping Beauty](https://images.trvl-media.com/lodging/2000000/1600000/1598300/1598230/843ab475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-cm TV with cable channels, fireplace, DVD player](https://images.trvl-media.com/lodging/2000000/1600000/1598300/1598230/671f25b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Always Inn Idyllwild Vacation Cottages Fern Valley 6.6/10 (10) CA $368 CA $615 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Idyllwild-Hotels-Always-Inn-Idyllwild-Vacation-Cottages.h1598230.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/107000000/107000000/106993600/106993585/3b3a1564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/107000000/107000000/106993600/106993585/1a038fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/107000000/107000000/106993600/106993585/62c21101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/107000000/107000000/106993600/106993585/6b28adac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fallbrook Airplane Home w/ Fire Pit & Mtn Views! Fallbrook CA $426 CA $718 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Fallbrook-Hotels-Airplane-Home-W-Fire-Pit.h106993585.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360200/30360140/270-e6829349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/31000000/30370000/30360200/30360140/270-be3c50e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30370000/30360200/30360140/270-6019beb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30370000/30360200/30360140/270-aa3e8114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Namaste Farms Wine Country Working Wool Sheep Farm; Main Cottage 501c3 Valle De Los Caballos 9.8/10 Exceptional (9) "My boys and I absolutely loved our stay at Namaste Farms. Sean was a fantastic host—welcoming and helpful throughout our visit. We also boarded our pup, Charlie, at their on-site kennel through Rover, and he was exceptionally well cared for. The farm itself is a joy to explore, with sheep, peacocks, horses, and border collies all adding to the charm. The friendly livestock guardian dogs and the tiny but mighty Bugsy made it even more special. It was a wonderful, hands-on glimpse into life on a... CA $385 CA $545 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Temecula-Hotels-Namaste-Farms-Wine-Country-Working-Wool-Sheep-Farm-Main-Cottage.h30360140.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112840000/112837200/112837176/95be53da.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/113000000/112840000/112837200/112837176/5e1cdb54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112840000/112837200/112837176/966680ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/113000000/112840000/112837200/112837176/2eb4ff86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming, quiet cottage in brilliant Fallbrook with AC, WiFi, private, Smart TV. Fallbrook CA $413 CA $552 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Fallbrook-Hotels-Charming.h112837176.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=3000429004&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%2FWinchester-Cottages.d3000429004-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Cottages.d3000429004-aaCottages.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Pala Casino Spa And Resort](//images.trvl-media.com/lodging/2000000/1080000/1072000/1071947/4db651de_y.jpg) ### Pala Casino Spa And Resort 10/10 Excellent "Would like to see more restaurant options open 24 hours" [](https://expedia.ca/Temecula-Hotels-Pala-Casino-Spa-And-Resort.h1071947.Hotel-Information) ![Quality Inn Temecula Valley Wine Country](//images.trvl-media.com/lodging/1000000/20000/17500/17425/e043378b_y.jpg) ### Quality Inn Temecula Valley Wine Country 10/10 Excellent "Good stay" [](https://expedia.ca/Temecula-Hotels-Quality-Inn-Temecula-Valley-Wine-Country.h17425.Hotel-Information) ![Soboba Casino Resort](//images.trvl-media.com/lodging/31000000/30550000/30547900/30547804/0bd9aabc_y.jpg) ### Soboba Casino Resort 10/10 Excellent "Yes air-conditioning was good and the room comfortable " [](https://expedia.ca/Temecula-Hotels-Soboba-Casino-Resort.h30547804.Hotel-Information) ![Motel 6 Menifee, CA](//images.trvl-media.com/lodging/1000000/10000/4000/3944/6d8e922f_y.jpg) ### Motel 6 Menifee, CA 10/10 Excellent "Easy going " [](https://expedia.ca/Temecula-Hotels-Motel-6-Menifee.h3944.Hotel-Information) ![Tahquitz Pines Retreat](//images.trvl-media.com/lodging/101000000/100150000/100140100/100140075/ad7ea05d_y.jpg) ### Tahquitz Pines Retreat 10/10 Excellent "Very nice property with lots to do" [](https://expedia.ca/Idyllwild-Hotels-Tahquitz-Pines-Retreat.h100140075.Hotel-Information) ![Studio 6 Suites Perris, CA](//images.trvl-media.com/lodging/1000000/20000/13500/13490/788a1027_y.jpg) ### Studio 6 Suites Perris, CA 10/10 Excellent "is very safe camarasand lights " [](https://expedia.ca/Perris-Hotels-Perris-Hotel-Inn-Suites.h13490.Hotel-Information) ![Embassy Suites by Hilton Temecula Valley Wine Country](//images.trvl-media.com/lodging/1000000/30000/24200/24122/40c1c5c2_y.jpg) ### Embassy Suites by Hilton Temecula Valley Wine Country 10/10 Excellent "The staff was very friendly! " [](https://expedia.ca/Temecula-Hotels-Embassy-Suites-By-Hilton-Temecula-Valley-Wine-Country.h24122.Hotel-Information) ![Pala Mesa Golf Resort](//images.trvl-media.com/lodging/1000000/30000/22100/22019/43c54742_y.jpg) ### Pala Mesa Golf Resort 10/10 Excellent "Great staff! " [](https://expedia.ca/Fallbrook-Hotels-Pala-Mesa-Golf-Resort-Temecula.h22019.Hotel-Information) ![Signature Temecula](//images.trvl-media.com/lodging/1000000/10000/3900/3867/b684d953_y.jpg) ### Signature Temecula 10/10 Excellent "Friendly staff at check-in. And a super clean room throughout Plenty of space and a good workstation. Close to downtown. I would definitely stay here again when doing business in the Temecula area." [](https://expedia.ca/Temecula-Hotels-Signature-Temecula.h3867.Hotel-Information) ## Find out more about Winchester ## Winchester Cottages information | Number of reviews | 163 | | --- | --- | | Accommodation | 96 Cottages | | Lowest Price | CA $237 | | Highest Price | CA $718 | ## Frequently asked questions ### Why book your cottage in Winchester with Expedia? > We think that traveling should be stress-free, so if you're in search of cottages in Winchester at a nice price, Expedia has you covered. Keep the budget in check and select an economical option far from the downtown buzz, or splurge on an upmarket cottage to spoil your favorite people. ### How can I find cheap cottages in Winchester? > With Expedia's useful filter tool, scoring cheap cottages in Winchester is a cinch. 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