Title: Winter, WI Cottage Rentals from $170 | Expedia.com

[Winter Travel Guide](https://expedia.com/Winter.dx3000462138)[Hotels in Winter](https://expedia.com/Winter-Hotels.d3000462138.Travel-Guide-Hotels)[Vacation Rentals in Winter](https://expedia.com/Winter-Vacation-Rentals.d3000462138.Travel-Guide-VacationRentals)[Flights to Winter](https://expedia.com/Cheap-Flights-To-Winter.d3000462138.Travel-Guide-Flights)[Car Rentals in Winter](https://expedia.com/Car-Rentals-In-Winter.d3000462138.Car-Rental-Guide)[Winter Vacation Packages](https://expedia.com/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)

## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=3000462138&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)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=3000462138&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=3000462138&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=3000462138&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winter cottages

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/826b9d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/7e6bf489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/fc3c601d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/118000000/117760000/117753300/117753273/c0c4c97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Hayward

[](https://www.expedia.com/Hayward-Hotels-Fishers-Retreat-Home-W-Spacious-Yard-In-Hayward.h117753273.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Great communication. Easy check in. Great location. Love the vintage vibe, home has clearly been well cared for. Would stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa

$327 nightly

$349 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Hayward-Hotels-Fishers-Retreat-Home-W-Spacious-Yard-In-Hayward.h117753273.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/b5e68e3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/a1798a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/481da397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/88000000/87560000/87552300/87552209/2019d1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Phillips

[](https://www.expedia.com/Phillips-Hotels-Lakefront-Cottage-W-Convenient-Access-To-Restaurants.h87552209.Hotel-Information)

9.6/10

Exceptional

(28 reviews)

"Very nice place enjoyed family time"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cheryl B.

$155 nightly

$170 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Phillips-Hotels-Lakefront-Cottage-W-Convenient-Access-To-Restaurants.h87552209.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/8fca7419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/14a16c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/0464fad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/101000000/100630000/100620100/100620027/230c1db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Hayward

[](https://www.expedia.com/Hayward-Hotels-Available-Birkie-Wildwood-Escapes-Cottage.h100620027.Hotel-Information)

9.6/10

Exceptional

(12 reviews)

"It was a good long weekend the stay was enjoyable with good neighbors and relaxing accommodations "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin K.

$480 nightly

$526 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Hayward-Hotels-Available-Birkie-Wildwood-Escapes-Cottage.h100620027.Hotel-Information)

![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/126000000/125970000/125968200/125968117/0bd0acd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125970000/125968200/125968117/0d7987d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125970000/125968200/125968117/3426c6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/126000000/125970000/125968200/125968117/443bc039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Stone Lake

[](https://www.expedia.com/Stone-Lake-Hotels-Northwoods-Escape-Lakeside-Retreat-W-Deck.h125968117.Hotel-Information)

$382 nightly

$402 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Stone-Lake-Hotels-Northwoods-Escape-Lakeside-Retreat-W-Deck.h125968117.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.com/Hotel-Search?startDate=2026-03-18&endDate=2026-03-19&regionId=3000462138&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America&regionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America&regionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America&regionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America&regionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CHALET)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America&regionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winter%2C+Wisconsin%2C+United+States+of+America&regionId=3000462138&latLong=45.819683%2C-91.011833&adults=2&startDate=2026-06-02&d1=2026-06-02&endDate=2026-06-05&d2=2026-06-05&lodging=APARTMENT)

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## Top Winter Hotel Reviews

![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.com/Clam-Lake-Hotels-Newly-Remodeled-Cabin-With-Game-Room.h106668131.Hotel-Information)

![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 room was very clean and the staff fantastic! "

[](https://expedia.com/Hayward-Hotels-Holiday-Inn-Express-Suites-Hayward.h280853.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

10/10 Excellent

"Great communication from the host. Quiet location!"

[](https://expedia.com/Clam-Lake-Hotels-Chequamegon-Acres-2-Bedroom-Cabin-Just-Outside-Of-Clam-Lake.h123029574.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.com/Hayward-Hotels-Osprey-Cabin.h85471498.Hotel-Information)

![Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.](https://images.trvl-media.com/lodging/20000000/19380000/19371500/19371483/218ee852_y.jpg)

### Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.

10/10 Excellent

"We loved staying at the big chip lodge! It was a perfect well stocked rustic cabin! Highly recommend, except for when we want go there next because it’s taken them! "

[](https://expedia.com/Hayward-Hotels-Big-Chip-Lodge-Awesome-View-Dock-Just-Out-From-Deck-Quality-Time-For-Groups.h19371483.Hotel-Information)

![Quality Inn Ladysmith](https://images.trvl-media.com/lodging/23000000/22760000/22752700/22752670/2b33d00d_y.jpg)

### Quality Inn Ladysmith

4/10 Poor

"No room was alright but then the hot tub broke and that’s why we stayed there "

[](https://expedia.com/Ladysmith-Hotels-Quality-Inn.h22752670.Hotel-Information)

![Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!  ](https://images.trvl-media.com/lodging/72000000/71550000/71545200/71545160/e0e050b0_y.jpg)

### Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained! 

10/10 Excellent

"We loved the view of the lale and the big windows. A very comfortable, cozy, clean and nicely appropriated up north cabin. The beds were very comfortable with nice sheets and blankets. The kitchen was well supplied with coffee makers, cooking pans, utensils and all you needed for meal prep. We enjoyed the open kichen and living area. "

[](https://expedia.com/Hayward-Hotels-Round-Lake-Timberlane-Lodge.h71545160.Hotel-Information)

![AmericInn by Wyndham Ladysmith](https://images.trvl-media.com/lodging/1000000/850000/848400/848383/34301138_y.jpg)

### AmericInn by Wyndham Ladysmith

8/10 Good

"clean room and good hot breakfast"

[](https://expedia.com/Rice-Lake-Hotels-Ladysmith-Motel-Suites.h848383.Hotel-Information)

![Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake](https://images.trvl-media.com/lodging/108000000/107850000/107846600/107846539/2532d096_y.jpg)

### Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake

10/10 Excellent

"This is such a lovely cabin. Super homey with lots of space for people to spread out. Very nice space, great kitchen, comfy furniture, etc. We'll be back!"

[](https://expedia.com/Hayward-Hotels-Charming-5-Bedroom-Cabin-With-WiFi-And-AC-In-Hayward.h107846539.Hotel-Information)

## Find out more about Winter

## Winter Cottages information

| Number of reviews | 40          |
| ----------------- | ----------- |
| Accommodation     | 51 Cottages |
| Lowest Price      | $170        |
| Highest Price     | $526        |

## Frequently asked questions

### Why book your cottage in Winter with Expedia?

### How can I find cheap cottages in Winter?

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