Search Winter Cottage Rentals from CA $254

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Winter cottages

A campsite with two Adirondack chairs facing a fire pit surrounded by trees and a lake.

1. 15min to trailhead, King Bed, PacMan

15min to trailhead, King Bed, PacMan
Hayward
9.6 out of 10, Exceptional, (14 reviews)
"Great peaceful cabin. We actually really enjoyed the Pac-Man game."
United States
Anonymous traveller
The price is CA $594
CA $743 total
includes taxes & fees
Nov 9 - Nov 10
15min to trailhead, King Bed, PacMan
A grassy area with three blue chairs and a small table, overlooking a body of water and trees.

2. 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, (37 reviews)
"Great place"
United States
Darla J.
The price is CA $254
CA $300 total
includes taxes & fees
Nov 11 - Nov 12
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
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.
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Learn more about Winter

Snowmobilers and ice fishers flock to Winter's frozen lakes, where the Tuscobia State Trail offers prime access for winter sports enthusiasts. Warm up at the Winter Greenhouse with its tropical plants, then ask locals about nearby Flambeau River State Forest for summer kayaking adventures.

See all hotels in Winter
A snowy landscape with a red barn and a red shed.

Top reviews in Winter

A large, multi-story building with a brick facade and green roof, featuring a central entrance with a covered walkway.
Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG
Hayward

10/10 Excellent

Highly recommend.
Canada
Harkiran
Reviewed September 16, 2025
Holiday Inn Express & Suites Hayward by IHG

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.

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