Holiday rentals in Winter

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winter

Guests agree: these stays are highly rated for location, cleanliness, and more.

Bungalow Trail
SUPERHOST
Entire residential home · 6 guests · 2 beds · 1 bathroom
Bungalow TrailCome stay in this 2 bedroom modern bungalow that puts you next to all the amenities that the Northwoods has to offer. Across the road is the State Tuscobia ATV and Snowmobile trail. Down the road is a class A Musky Lake and just a block away is the popular Patti's on 70 Bar and Grille. If your in the mood for a drive, within 30-40 miles you can enjoy wineries, casinos, and other tourist destinations
Family Cabin on the Chippewa River
Entire cabin · 8 guests · 4 beds · 3 bathrooms
Family Cabin on the Chippewa RiverBring the whole family to this great place with lots of room for fun.
Gateway to the Great North Woods by DonBar
SUPERHOST
Entire rental unit · 10 guests · 8 beds · 2 bathrooms
Gateway to the Great North Woods by DonBarEnter the Gateway to the Northwoods with this 3 bedroom, 2 full bath vacation home rental that can sleep 8-10, and comes with a full kitchen, 2 TV's with Netflix & Hulu. It is located on the Tuscobia StateTrail, which is ranked the #1 ATV/UTV trail in the state! It is located within minutes of lakes for fishing and boating, as well as 40 minutes from Hayward and 30 minutes from Ladysmith. A pack and play, highchair, 2 booster seats and board games for children are provided.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Other great holiday rentals in Winter

SUPERHOST
  1. Entire cabin
  2. Winter
Paradise Pines
SUPERHOST
  1. Entire cabin
  2. Winter
Loons Nest Cabin on Private Lake
SUPERHOST
  1. Entire residential home
  2. Winter
Private lake home on small lake that allows motors
SUPERHOST
  1. Entire cabin
  2. Ojibwa
Snowmobiler's paradise, secluded cabin near trail
SUPERHOST
  1. Entire residential home
  2. Winter
Northwoods Tranquility awaits on Blaisdell Lake
SUPERHOST
  1. Entire cabin
  2. Winter
Hemlock Haven Resort 4
SUPERHOST
  1. Entire residential home
  2. Winter
Bears Den Cabin on Private Lake
SUPERHOST
  1. Entire cabin
  2. Ojibwa
Cabin #3 - Two bedroom cabin on the water
  1. Entire cottage
  2. Winter
NEW! Wisconsin Community Cottage w/ Charcoal Grill
No reviews yet
  1. Island
  2. Winter
Exclusive PRIVATE ISLAND-for your group-LakeWinter
No reviews yet
  1. Entire cabin
  2. Ojibwa
Cozy Home Away From Home
  1. Entire cabin
  2. Winter
NOW BOOKING FOR BIRKIE STAY IN HISTORIC LODGE
Show all

Nearby destinations