Search Holiday Rentals in Winter

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Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Winter holiday rentals

House (3 Bedrooms) | Interior

Fisher's Retreat: Hayward Home, Near ATV Trails!

Fisher's Retreat: Hayward Home, Near ATV Trails!
3.0 star property
Hayward
10.0 out of 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
Lisa
The price is 2.739.256 ₫
8.865.181 ₫ total
includes taxes & fees
7 Apr - 8 Apr
Fisher's Retreat: Hayward Home, Near ATV Trails!
Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio

Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (318 reviews)
"Beautiful setting, relaxing stay, comfortable and clean accommodations, super nice staff."
United States
Sarah
The price is 2.489.035 ₫
6.676.342 ₫ total
includes taxes & fees
7 Apr - 8 Apr
Telemark Northwoods Lodging
House (4 Bedrooms) | Interior

Northwoods Escape: Lakeside Retreat w/ Deck

Northwoods Escape: Lakeside Retreat w/ Deck
3.0 star property
Stone Lake
The price is 4.503.969 ₫
12.275.028 ₫ total
includes taxes & fees
7 Apr - 8 Apr
Northwoods Escape: Lakeside Retreat w/ Deck
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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Top Winter Hotel Reviews

Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

10/10 Excellent
"the best stay in the area"
Daniel 2-night trip
Posted 6 days ago
Holiday Inn Express & Suites Hayward by IHG

Frequently asked questions

Can I find a holiday rental in Winter?

Yes, there are holiday rentals close to the most popular sights in Winter, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Winter?

Choose from 12 Expedia holiday rentals in Winter for a memorable holiday.

What can I see and do in Winter?

Lake Winter and Perch Lake are a couple of lovely local spots to get outside and enjoy nature. Winter Town Hall and Chequamegon National Forest are other places to visit while you're in town.

What are holiday rentals like in Winter?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.