Title: Winter Condo Rentals from CA $310 | Expedia.ca [Winter Travel Guide](https://expedia.ca/Winter.dx3000462138)[Hotels in Winter](https://expedia.ca/Winter-Hotels.d3000462138.Travel-Guide-Hotels)[Vacation Rentals in Winter](https://expedia.ca/Winter-Vacation-Rentals.d3000462138.Travel-Guide-VacationRentals)[Flights to Winter](https://expedia.ca/Cheap-Flights-To-Winter.d3000462138.Travel-Guide-Flights)[Winter Car Rentals](https://expedia.ca/Car-Rentals-In-Winter.d3000462138.Car-Rental-Guide)[Winter Vacation Packages](https://expedia.ca/Winter.d3000462138.Destination-Travel-Guides) ![Old red barn next to a snow covered forest in a Wisconsin](https://images.trvl-media.com/place/3000462138/6dca08ca-5573-4d68-9c1e-f16f49c61630.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000462138/6dca08ca-5573-4d68-9c1e-f16f49c61630.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=3000462138&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter condo rentals ![Exterior](https://images.trvl-media.com/lodging/90000000/89790000/89788700/89788691/w1200h899x0y1-e37312ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89790000/89788700/89788691/46459e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89790000/89788700/89788691/2ed557aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89790000/89788700/89788691/c43cf659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Pines - Elk Lake Efficiency #6A [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Efficiency-6A.h89788691.Hotel-Information) Phillips 9.6/10 Exceptional (11 reviews) "Quiet, peaceful place that was perfect for a weekend getaway. The room was clean and well stocked. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karan B. CA $182 CA $310 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Efficiency-6A.h89788691.Hotel-Information) ![Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/6f590308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/87ac838f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, Lake View, Lakeside | Living area](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/d37de89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo, Lake View, Lakeside | Sundeck](https://images.trvl-media.com/lodging/36000000/35270000/35263100/35263087/97a36370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Telemark Northwoods Lodging [](https://www.expedia.ca/Hayward-Hotels-Telemark-Vacation-Condominiums.h35263087.Hotel-Information) Cable 9.0/10 Wonderful (318 reviews) "cant wait to be back next year" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis CA $235 CA $463 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Hayward-Hotels-Telemark-Vacation-Condominiums.h35263087.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829391/fd505f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829391/2c7f5c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829391/w1200h899x0y1-ab0cb906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829391/w1200h898x0y2-2cd152ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Pines - Elk Lake Condo #2 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Condo-2.h89829391.Hotel-Information) Phillips 10/10 Exceptional (2 reviews) "This place was perfect for my stay. It was very clean, in a great location, and the property manager was very helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew G. CA $246 CA $393 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Condo-2.h89829391.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829386/18466e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829386/w1198h897x2y3-5380238a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829386/w1200h899x0y1-b7969236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829386/w1200h897x0y3-0d477a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Pines - Elk Lake Condo #1 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Condo-1.h89829386.Hotel-Information) Phillips 10/10 Exceptional (15 reviews) "Fantastic Place !!!!!! It was great and exactly what we needed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $233 CA $377 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Condo-1.h89829386.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829393/ae458fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829393/e042f3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829393/w1200h897x0y3-c1d1007f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829393/w1200h897x0y3-3641b7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Pines - Elk Lake Condo #6 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Condo-6.h89829393.Hotel-Information) Phillips 10/10 Exceptional (4 reviews) "Clean, comfortable, well furnished and roomy. Walkout access to the lake. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew B. CA $246 CA $393 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Condo-6.h89829393.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829395/499d6dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829395/w1200h759x0y3-2c30aff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829395/d95e0980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/90000000/89830000/89829400/89829395/8abfa0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Pines - Elk Lake Condo #4 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Condo-4.h89829395.Hotel-Information) Phillips 10/10 Exceptional (1 review) "We had a very short stay but it was great from check-in to check-out. Great communication, extremely clean and very cozy. A true Northwoods experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel K. CA $246 CA $393 total includes taxes & fees Apr 4 - Apr 5 [](https://www.expedia.ca/Phillips-Hotels-Red-Pines-Elk-Lake-Condo-4.h89829395.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=2026-04-07&endDate=2026-04-08®ionId=3000462138&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America®ionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT) ![](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-Condos.d3000462138-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinter-Condos.d3000462138-aaCondos.Travel-Guide-Accommodation) ## Top Winter Hotel Reviews ![Holiday Inn Express & Suites Hayward by IHG](https://images.trvl-media.com/lodging/1000000/290000/280900/280853/68d74ced_y.jpg) ### Holiday Inn Express & Suites Hayward by IHG 10/10 Excellent "The hotel is lovely with a lodge feel. The staff were all friendly. The room was large and clean. " [](https://expedia.ca/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.Hotel-Information) ![Newly Built Trailside Chalet in The Brook - direct access to CAMBA/Birkie Trails](https://images.trvl-media.com/lodging/74000000/73110000/73100300/73100233/d2cef1be_y.jpg) ### Newly Built Trailside Chalet in The Brook - direct access to CAMBA/Birkie Trails 10/10 Excellent "This cabin provides a perfect retreat in the woods. The decor gives the place a rustic but cozy feel. Very clean. Beautiful fireplace, comfy beds. Everything we needed was there. The host was exceptional. She went above and beyond to make sure we had a fun and comfortable stay." [](https://expedia.ca/Hayward-Hotels-Newly-Built-Trailside-Chalet-In-The-Brook-Direct-Access-To-CAMBABirkie-Trails.h73100233.Hotel-Information) ![AmericInn by Wyndham Ladysmith](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/34301138_y.jpg) ### AmericInn by Wyndham Ladysmith 10/10 Excellent "Great staff clean room" [](https://expedia.ca/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.Hotel-Information) ![EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River](https://images.trvl-media.com/lodging/93000000/92210000/92206700/92206633/86e6ca80_y.jpg) ### EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River 10/10 Excellent "Cabin was very comfortable and clean, and host was very responsive, we had a great stay!" [](https://expedia.ca/Winter-Hotels-EAGLE-LODGE-Cozy-Cabin-Overlooking-The-Beautiful-E-Fork-Of-The-Chippewa-River.h92206633.Hotel-Information) ![Chequamegon Acres 2-bedroom cabin just outside of Clam Lake, Direct trail access](https://images.trvl-media.com/lodging/124000000/123030000/123029600/123029574/a1c35d66_y.jpg) ### Chequamegon Acres 2-bedroom cabin just outside of Clam Lake, Direct trail access 8/10 Good "Nice open area, to see wild life and nature " [](https://expedia.ca/Clam-Lake-Hotels-Chequamegon-Acres-2-Bedroom-Cabin-Just-Outside-Of-Clam-Lake.h123029574.Hotel-Information) ![Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access](https://images.trvl-media.com/lodging/54000000/53820000/53814700/53814694/e16291fa_y.jpg) ### Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access 10/10 Excellent "Amazing cabin, Great location, Very responsive Host. Will try to book this cabin again next year" [](https://expedia.ca/Hayward-Hotels-Executive-Custom-Log-Lodge-On-Little-Round-Lake.h53814694.Hotel-Information) ![Round Lake Cabin Retreat](https://images.trvl-media.com/lodging/45000000/44100000/44093000/44092921/7eecfcd1_y.jpg) ### Round Lake Cabin Retreat 8/10 Good "The cabin worked out well for our extended family with two small children - it was spacious, the dining room table has benches so can hold a big group, the kitchen was well stocked with pots, pans, plates, utensils, etc. The location is great and the property manager was responsive when I sent questions after we'd arrived. A few things would have made our stay feel more comfortable. We were there in the winter and most of the beds had just a thin blanket, and it was chilly! There were no extra blankets, other than from the beds we weren't using, so consider bringing extra blankets. There also is no soap, shampoo, or conditioner in the showers, and the toilet paper supply is minimal, so bring all of those supplies. As other reviewers have noted, two of the basement bedrooms have no windows and were a bit musty and limited in bedside tables and other things that would have made them feel more pleasant. Lastly, the kitchen has no basic cooking supplies (not even salt and pepper) so bring everything you need with you. Overall, it was a totally fine stay and we would stay there again, but it felt a bit sparse. " [](https://expedia.ca/Hayward-Hotels-Round-Lake-Cabin-Retreat.h44092921.Hotel-Information) ![Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities](https://images.trvl-media.com/lodging/107000000/106670000/106668200/106668131/15d42e75_y.jpg) ### Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities 8/10 Good "Cabin was as beautiful and comfortable as photos and prior reviews indicated. Good signage to find the entry off the highway. Parking with two snowmobile trailers was tight, the snowpack from plowed parking area made it tight, but doable. A short drive to Clam Lake village with a friendly , well-stocked convenience store and welcoming bar-restaurants. We lost hot water during our stay, but made do! The owner can't anticipate an appliance failure in a rural area, pulling well water in the winter! Hopefully it will be a fast replacement, we would love to visit again." [](https://expedia.ca/Clam-Lake-Hotels-Newly-Remodeled-Cabin-With-Game-Room.h106668131.Hotel-Information) ![Cozy Cabin on Secluded Peninsula](https://images.trvl-media.com/lodging/86000000/85480000/85471500/85471498/2ad4a7e8_y.jpg) ### Cozy Cabin on Secluded Peninsula 10/10 Excellent "Clean, host was communicative and loved having toys at the cabin! " [](https://expedia.ca/Hayward-Hotels-Osprey-Cabin.h85471498.Hotel-Information) ## Find out more about Winter ## Winter Condo Rentals information | Number of reviews | 325 | | ----------------- | ---------------- | | Accommodation | 16 Condo Rentals | | Lowest Price | CA $310 | | Highest Price | CA $463 | ## Frequently asked questions ### Why book your condo in Winter with Expedia? ### How can I find cheap condos in Winter? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Hayward ](https://www.expedia.ca/4Star-Hayward-Hotels.s40-0-d7773.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Northwoods Beach ](https://www.expedia.ca/4Star-Northwoods-Beach-Hayward-Hotels.s40-n553248635975849216-0.Travel-Guide-Filter-Hotels) - [Hotels near American Birkebeiner Trail ](https://www.expedia.ca/American-Birkebeiner-Trail-Hotels.0-l553248621561861926-0.Travel-Guide-Filter-Hotels) - [Hotels near Chequamegon National Forest ](https://www.expedia.ca/Chequamegon-National-Forest-Hotels.0-l6094008-0.Travel-Guide-Filter-Hotels) - 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