Winter holiday homes, WI, USA: holiday houses & more

Discover a selection of 13 homes, 29 cabins and other holiday rentals in Winter that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as air conditioning and cable TV. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find the best place to stay - Winter

The Pinecone Lodge, A Gathering Place for Family & Friends

Sleeps 22 · 9 bedrooms · 4 bathrooms

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Winter getaway

Learn about the unique charm of Winter with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Winter

Do you want to discover attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Winter a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

St Croix Rod Company (28.4 mi / 45.8 km)
Josie Creek County Park (21.1 mi / 33.9 km)
The Tee-Away Golf Course and Supper Club (23.9 mi / 38.4 km)
Park Falls Country Club (29.4 mi / 47.3 km)

Exploring the natural landscape of Winter

Whether you're an active traveller or just want to spend some time taking in the scenery, Winter is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Lake Chippewa (6.4 mi / 10.4 km)
Round Lake (19.9 mi / 32.1 km)
Lost Land Lake (20.5 mi / 33 km)
Lac Courte Oreilles (20.9 mi / 33.7 km)
Grindstone Lake (21.1 mi / 34 km)
Chequamegon National Forest (24.1 mi / 38.9 km)

Frequently asked questions

How much does it cost to rent a holiday home in Winter?

A number of things affect what you'll pay for a holiday home in Winter, including the length of stay, type of property and season. Still, all our holiday homes have something in common — unbeatable value. Simply enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Winter?

When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Click on your Winter travel dates to see your options on Bookabach. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to choose the amenities and features you want in your beach house.

What are the top attractions for families in Winter?

If you're in search of some family-friendly entertainment close to the heart of Winter, plan a visit to Lake Chippewa.

How old do you have to be to rent a holiday home in Winter?

The minimum age is typically 16, 18 or 21. It can change from property to property on Bookabach, so look at the rules of your preferred Winter holiday home before booking your trip.

How long can I rent a holiday home in Winter for?

It all depends on the Winter property. To browse a list of options offering extended stays, simply type your dates and number of people into Bookabach's search page. You can enjoy having the whole property to yourself, along with the comforts of home like a full kitchen, air conditioning and a backyard to play in. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.