Winter holiday lettings
We found 58 holiday rentals — enter your dates for availability
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 mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore 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)