Title: Winter Park Cottages from CA $188 | Expedia.ca [Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.ca/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d7902.Destination-Travel-Guides) ![Kraft Azalea Gardens showing a fountain, a park and a pond](https://images.trvl-media.com/place/553248621532654339/aef9d03a-cd86-4dcc-8e9d-049aef598da5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Winter Park Cottage Rentals from CA $188 - ![](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 [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=7902&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 months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winter Park Cottages ![Exterior](https://images.trvl-media.com/lodging/121000000/120650000/120649200/120649189/cafd7e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120650000/120649200/120649189/c1532302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120650000/120649200/120649189/617dce16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120650000/120649200/120649189/4e70a369.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Deltona Lakes 10/10 Exceptional (1) "We came down to see family who just had a baby and we were able to book this rental on very short notice. The host was very responsive to all of our questions and very welcoming.The home was exactly what we needed and came at a good price. Everything was clean and the kitchen was stocked with everything we needed. The coffee station was great, as well. The backyard was definitely the centerpiece here. It was very spacious and beautiful. Our kids insisted on eating just about every meal out... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory C. CA $149 CA $442 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Deltona-Hotels-Blue-Heron-Cottage-Cozy-2-BR-Sleeps-6-Fire-Pit.h120649189.Hotel-Information) ![The Sunshine Lake Shake](https://images.trvl-media.com/lodging/97000000/96070000/96064300/96064271/2b4b3867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Bermuda | Private kitchen](https://images.trvl-media.com/lodging/97000000/96070000/96064300/96064271/6c650c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Club House](https://images.trvl-media.com/lodging/97000000/96070000/96064300/96064271/8debf9ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The View](https://images.trvl-media.com/lodging/97000000/96070000/96064300/96064271/d2e65608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Orlando 9.4/10 Exceptional (331) "We enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ardeeh CA $109 CA $225 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-Orlando-Lakefront-Tiny-House-Community.h96064271.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121840000/121831900/121831896/f77dc84f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121840000/121831900/121831896/a5ba7767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/122000000/121840000/121831900/121831896/474601a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, paper towels](https://images.trvl-media.com/lodging/122000000/121840000/121831900/121831896/9431d87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Orlando CA $112 CA $225 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Orlando-Hotels-The-Blue-Loft-Cozy-Style-Guest-House-Close-To-UCF.h121831896.Hotel-Information) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104410000/104401800/104401800/ae9e2fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104410000/104401800/104401800/2f7c5cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104410000/104401800/104401800/811d2199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104410000/104401800/104401800/59bd8fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Sanford 8.8/10 Excellent (13) "Cozy little place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ruth P. CA $75 CA $199 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Sanford-Hotels-The-Sanford-Foodie-Guest-House.h104401800.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117150000/117150000/117149949/f102b0ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117150000/117150000/117149949/e45cbe4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117150000/117150000/117149949/27023299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117150000/117150000/117149949/f3320e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kissimmee 9.0/10 Wonderful (4) "great experience. very clean and in a good area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aubrey V. CA $141 CA $188 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-Charming-2-Bedroom-Country-Cottage-In-Kissimmee-With-AC.h117149949.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122940000/122930800/122930746/ae444aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122940000/122930800/122930746/5cd56263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122940000/122930800/122930746/623f6d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122940000/122930800/122930746/a33b9a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Orlando CA $107 CA $276 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Orlando-Hotels-Romantic-Lakefront-Getaway-With-Balcony-Unit-A.h122930746.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/21a7018d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/ae67c445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/cfe5ad56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110820000/110816000/110815947/f0b582ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Colonialtown North 8.4/10 Very good (6) "Thank you for a wonderful stay. This gem of a guest house is in a perfect location in the Mills50 area of downtown Orlando. A perfectly cozy little home with comfortable beds and a welcoming environment. We look forward to staying again next time we are in Orlando!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh L. CA $76 CA $233 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Orlando-Hotels-Downtown-Cottage.h110815947.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/38175f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/43851998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/87788130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91660000/91651500/91651407/30e4a547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Lake Mary 9.8/10 Exceptional (43) "Absolutely incredible house, felt like home away from home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah R. CA $159 CA $374 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Lake-Mary-Hotels-Orlando-Springs-Break-Cottage-With-Pool.h91651407.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/ea89a698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/94e9e749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/1c5167fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95920000/95910800/95910740/b445b6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Lake Mary 10/10 Exceptional (16) "Great place and exactly as described. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kanzeda C. CA $148 CA $365 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Lake-Mary-Hotels-Cozy-Cottage-With-Queen-Bed-Private-Lanai-Lake-Mary.h95910740.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/95ab5ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/8480e17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/cedf5946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/89000000/88630000/88627200/88627180/0ba4a661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Longwood 9.2/10 Wonderful (56) "Check in process and house were both great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc H. CA $111 CA $216 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Orlando-Hotels-Tiny-Cottage.h88627180.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109610000/109609300/109609293/b23accde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109610000/109609300/109609293/3ff7aaa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109610000/109609300/109609293/c443f6f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109610000/109609300/109609293/c3c3c844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Altamonte Springs 8.6/10 Excellent (17) "Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachael C. CA $193 CA $438 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Orlando-Hotels-Hidden-Garden-Cottage-Sleeps-6.h109609293.Hotel-Information) ![House (2 Bedrooms) | Exterior](https://images.trvl-media.com/lodging/94000000/93540000/93537200/93537181/0104505e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93537200/93537181/8aca6eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93537200/93537181/b7d1634e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93540000/93537200/93537181/94a010d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Deltona Lakes 10/10 Exceptional (3) "This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $243 CA $487 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Deltona-Hotels-Home-On-Lake.h93537181.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/w2408h1170x62y0-7347922c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/54993cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/5d9eae4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37150000/37148700/37148655/d041bfdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Altamonte Springs 10/10 Exceptional (27) "One of our best stays. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) matthew m. CA $159 CA $459 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Orlando-Hotels-Private-Lakefront-Cottage.h37148655.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/cd9f46f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/f9892743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/0a16e2ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96030000/96021500/96021481/fc7ee462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in College Park 10/10 Exceptional (29) "Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara R. CA $286 CA $526 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Orlando-Hotels-The-Coach-House-Entire-Home-2-Bedroom3-Bath-Orlando-Getaway.h96021481.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/03923d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/2454db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/ffe96de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99400000/99391600/99391558/94b954bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Winter Garden CA $286 CA $671 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/Winter-Garden-Hotels-Updated-Winter-Garden-Home-W-Yard-Fire-Pit.h99391558.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=2025-12-08&endDate=2025-12-09®ionId=7902&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_7902) ![](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%2FWinter-Park-Cottages.d7902-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Park-Cottages.d7902-aaCottages.Travel-Guide-Accommodation) ## Top Winter Park Hotel Reviews ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Clean and staff very nice " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Rooms was very clean and comfortable. Very quiet! The staff was polite. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Everything about it was just great. Had a very fulfilling stay. Checks all the boxes at a good price! " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "All stood out! The place was so comfortable. The outdoor areas were beautiful. Loved all the activities. " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Residence Inn by Marriott Orlando Lake Buena Vista](https://images.trvl-media.com/lodging/1000000/610000/602900/602872/cb4bb51d_y.jpg) ### Residence Inn by Marriott Orlando Lake Buena Vista 10/10 Excellent "The staff is amazing, super friendly. I love the rooms, beds are comfy and amenities are so helpful and plentiful!!!" [](https://expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Lake-Buena-Vista.h602872.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "Always clean everyone is friendly. The cookies are the best! Great location! " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Geat experience like always. Very reasonable parking fee." [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "The room was clean however i would suggest them removing the carpet and installing hard floors. They also charge $10 for parking" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Holiday Inn Resort Orlando - Lake Buena Vista by IHG](https://images.trvl-media.com/lodging/1000000/20000/19600/19535/aa564e7f_y.jpg) ### Holiday Inn Resort Orlando - Lake Buena Vista by IHG 10/10 Excellent "Service was great!" [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Lake-Buena-Vista.h19535.Hotel-Information) ## Find out more about Winter Park ## Winter Park Cottages information | Number of reviews | 533 | | --- | --- | | Accommodation | 260 Cottages | | Lowest Price | CA $188 | | Highest Price | CA $671 | ## Frequently asked questions ### How much do cottages in Winter Park cost? > Cottages in Winter Park range between CA $188 and CA $671 per night. These stays offer a chance to touch base with nature — at a price you can afford. 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. ### Why book your cottage in Winter Park with Expedia? > Expedia has some terrific cottages in Winter Park, so start packing for a memorable vacation close to nature. If you have a fixed budget, choose how much you'd like to spend and the preferred star rating of your property. Or, make use of our filters to search for cottages with a pool or a kitchen. We'll help you find the perfect fit whatever your plans or bank balance. ### How can I find cheap cottages in Winter Park? > Expedia is here to help you easily track down cheap cottages in Winter Park. To discover your dream stay in a couple of quick clicks, simply use our handy filter tool to tailor your search results by amenities, star rating and budget. ### What is there to do in Winter Park near my cottage? > There are tons of superb things to sink your teeth into in Winter Park. Discover well-known attractions like [Winter Park Country Club](https://www.expedia.ca/Winter-Park-Country-Club-Orlando.d6239878.Vacation-Attraction), [Crealde School of Art](https://www.expedia.ca/Crealde-School-Of-Art-Orlando.d6239848.Vacation-Attraction) and [Winter Park Village](https://www.expedia.ca/Winter-Park-Village-Orlando.d6239900.Vacation-Attraction). [Casa Feliz Historic Home Museum](https://www.expedia.ca/Casa-Feliz-Historic-Home-Museum-Orlando.d6154784.Vacation-Attraction), [Albin Polasek Museum and Sculpture Gardens](https://www.expedia.ca/Albin-Polasek-Museum-And-Sculpture-Gardens-Orlando.d6154778.Vacation-Attraction) and [Kraft Azalea Gardens](https://www.expedia.ca/Kraft-Azalea-Gardens-Orlando.d553248621532654339.Vacation-Attraction) are other must-see's. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Hyatt Hotels in Aloma](https://www.expedia.ca/Aloma-Orlando-Hotels-Hyatt-Hotels.0-n553248635975863638-0--bHyattHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Aloma](https://www.expedia.ca/Aloma-Orlando-Hotels-Spa-Hotel.0-n553248635975863638-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Aloma Hotels](https://www.expedia.ca/Aloma-Orlando-Hotels.0-n553248635975863638-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Altamonte Springs](https://www.expedia.ca/Altamonte-Springs-Apart-Hotels.d5965-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Altamonte Springs](https://www.expedia.ca/Altamonte-Springs-Guest-Houses.d5965-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Altamonte Springs](https://www.expedia.ca/Altamonte-Springs-Resort-Hotels.d5965-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Altamonte Springs](https://www.expedia.ca/Altamonte-Springs-Townhomes.d5965-aaTownhomes.Travel-Guide-Accommodation) - [Inns in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Inns.d6484-aaInns.Travel-Guide-Accommodation) - [Lodges in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Lodges.d6484-aaLodges.Travel-Guide-Accommodation) - [Ranches in Cape Canaveral](https://www.expedia.ca/Cape-Canaveral-Ranches.d6484-aaRanches.Travel-Guide-Accommodation) - [Hotels near Casa Feliz Historic Home Museum](https://www.expedia.ca/Casa-Feliz-Historic-Home-Museum-Hotels.0-l6154784-0.Travel-Guide-Filter-Hotels) - [Hotels near Crealde School of Art](https://www.expedia.ca/Crealde-School-Of-Art-Hotels.0-l6239848-0.Travel-Guide-Filter-Hotels) - [Motels in Eatonville](https://www.expedia.ca/Eatonville-Motels.d12161-aaMotels.Travel-Guide-Accommodation) - [Aparthotels in Fern Park](https://www.expedia.ca/Fern-Park-Apart-Hotels.d7377-aaApartHotels.Travel-Guide-Accommodation) - [Holiday Park Resorts in Fern Park](https://www.expedia.ca/Fern-Park-Holiday-Parks.d7377-aaHolidayParks.Travel-Guide-Accommodation) - [Houseboats in Fern Park](https://www.expedia.ca/Fern-Park-Houseboats.d7377-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Fern Park](https://www.expedia.ca/Fern-Park-Inns.d7377-aaInns.Travel-Guide-Accommodation) - [Resorts in Fern Park](https://www.expedia.ca/Fern-Park-Resort-Hotels.d7377-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Fern Park](https://www.expedia.ca/Fern-Park-Townhomes.d7377-aaTownhomes.Travel-Guide-Accommodation) - [Pensions in Florida](https://www.expedia.ca/Florida-Pensions.d211-aaPensions.Travel-Guide-Accommodation) - [Pousadas in Florida](https://www.expedia.ca/Florida-Pousadas.d211-aaPousadas.Travel-Guide-Accommodation) - [Hotels near Full Sail University](https://www.expedia.ca/Full-Sail-University-Hotels.0-l6154770-0.Travel-Guide-Filter-Hotels) - [Hotels near Harry P. 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