Apartments in Winter for Rent

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Find vacation rentals that suit your style

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Cabins
Cabins
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Cottages
Cottages

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Winter apartments

A wooden cabin bedroom with a bed, a nightstand, a lamp, a gray sofa, and a wooden door.

1. Chip-Wa Lodging Room 1

Chip-Wa Lodging Room 1
Hunter
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed our stay. Cozy and quaint."
United States
Thane B.
$142 nightly
The price is $154
Nov 13 - Nov 14
Total with taxes and fees
Chip-Wa Lodging Room 1
A room with two beds, a check-out sign, a lamp, and a painting on the wall.

2. Chip-Wa Lodging Room 2

Chip-Wa Lodging Room 2
Hunter
8.0 out of 10, Very good, (2 reviews)
"Excellent for a short fishing trip or short stay! Smaller rooms without all the frills. Very clean and easy process to check in and out. Cost was acceptable for the value. If you are looking for a basic stay this is it. Excellent value and location for anyone who’s experiencing the outdoors of the Northwoods. "
United States
Matthew
$142 nightly
The price is $154
Nov 13 - Nov 14
Total with taxes and fees
Chip-Wa Lodging Room 2
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 spacious lobby with a large window overlooking a lake, furnished with leather sofas and wooden tables, and featuring rustic decor including antler wall art.
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

I stayed here with my son and my husband, and we LOVED this place. Our room was really spacious: Two queen beds (which looked more like doubles, but who cares) and a separate L-shaped couch (which I assume had a sofa bed as well). You could definitely sleep a family of six in this room. The three of us had plenty of room to spread out. Our room was on the second floor and we had a balcony that had a view of Hayward Lake and a grove of birch trees. It was beautiful. We've stayed other places in...
United States
CARRIE
Reviewed November 18, 2016
Holiday Inn Express & Suites Hayward by IHG

Frequently Asked Questions

What's it like to stay at an apartment in Winter?

You'll find plenty of places to stay in Winter with 48 hotels and other accommodations. Though there aren't many apartments, we can help you locate similar accommodations. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. Even filter by similar property types like condos, vacation homes, or cottages.

How do you know if an apartment is the best choice for you?

An apartment features a kitchen for convenient meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families wanting the conveniences of home.

What's a favorite apartment for a stay in Winter?

Below is a favorite apartment in the area: Musky Joes Twin Pines Resort: Located in Hayward, 14 mi/22.5 km from the heart of Winter. Includes free WiFi, private yards, and separate dining areas. Access to free parking is available on site.

What will the weather be like when I travel to Winter?

Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Winter. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 18°F. The snowiest months in Winter are April, March, January, and February, with each month seeing an average of 10 inches of snowfall.

What should I see in Winter?

Lake Winter and Barker Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Lake Chippewa and Chequamegon National Forest are other places worth a visit.

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