Red house after a December snow storm in Wisconsin

Search Cottages in Winter

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sep - 6 Sep
In four months
2 Oct - 4 Oct

Our top choices for Winter cottages

House (4 Bedrooms) | Front of property

Northwoods Escape: Lakeside Retreat w/ Deck

Northwoods Escape: Lakeside Retreat w/ Deck
3.0 star property
Stone Lake
The price is SAR 1,149
SAR 2,284 total
includes taxes & fees
25 Jun - 26 Jun
Northwoods Escape: Lakeside Retreat w/ Deck
Property grounds

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Phillips
9.6 out of 10, Exceptional, (31 reviews)
"Was nice and clean, had a fresh look to it. Easy check in."
United States
Nancy
The price is SAR 897
SAR 1,122 total
includes taxes & fees
27 Jun - 28 Jun
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Property grounds

15min to trailhead, King Bed, PacMan

15min to trailhead, King Bed, PacMan
Hayward
9.6 out of 10, Exceptional, (12 reviews)
"It was a good long weekend the stay was enjoyable with good neighbors and relaxing accommodations "
United States
Kevin K.
15min to trailhead, King Bed, PacMan
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Hotel Reviews

The fishing is great! Trails are close by. Enjoy summer in the Northwoods!

The fishing is great! Trails are close by. Enjoy summer in the Northwoods!

10/10 Excellent
"Kids had fun with the resident turtles"
Margaret W. 2-night trip
Posted 2 days ago
The fishing is great! Trails are close by. Enjoy summer in the Northwoods!

Frequently asked questions

Why book your cottage in Winter with Expedia?
Expedia has some terrific cottages in Winter, so start planning for an unforgettable vacation on nature's doorstep. If you have a set budget, click on how much you want to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right place whatever your plans or bank balance.
How can I find cheap cottages in Winter?
A good way to track down cheap cottages in Winter is with Expedia's handy filter tool. Narrow down your search results by budget, star rating and amenities to discover awesome rates with only a few clicks.