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Vacation 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.

Paradise Pines
SUPERHOST
Entire cabin · 4 guests · 1 bed · 1 bath

Paradise PinesQuiet, cozy north woods cabin located about 45 minutes southeast of Hayward, WI. Perfect place to escape the grind of everyday life! Fishing, hiking, ATV/snowmobile trails accessible within a mile of the cabin, cross country skiing, golf, and hunting close by. Property borders thousands of acres of public hunting land. Hayward area amenities also include mini golf, downtown area with many small shops and candy/ice cream parlors, freshwater fishing hall of fame, and night life.

Secluded River Cabin near Hayward w/FAST WIFI
SUPERHOST
Entire cabin · 7 guests · 5 beds · 1.5 baths

Secluded River Cabin near Hayward w/FAST WIFINow booking great fall color dates in late September and early October.  Unwind with a cup of apple cider (thanks to our full coffee bar and keurig) or hot cocoa and take in the cackle of a cozy fire in the double sided fireplace.  Hike the Tuscobia Trail, just 3/4 mile away, or head into Hayward for a Maple Bacon scone from Backwoods Coffee.  The river awaits just 92 steps away, where you can grab a kayak and explore or simply enjoy the view from the riverside deck and firepit.  Come stay!

Bungalow Trail
Entire residential home · 6 guests · 2 beds · 1 bath

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

Holiday rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Winter holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Winter

SUPERHOST
  1. Entire cabin
  2. Winter
Loons Nest Cabin on Private Lake
$199 NZD per night
SUPERHOST
  1. Entire cabin
  2. Winter
Hemlock Haven Resort 2
$262 NZD per night
SUPERHOST
  1. Entire residential home
  2. Winter
Northwoods Tranquility awaits on Blaisdell Lake
$420 NZD per night
  1. Entire cabin
  2. Winter
Cozy Northwoods Cabin with private beach access!
$174 NZD per night
SUPERHOST
  1. Entire residential home
  2. Winter
Private lake home on small lake that allows motors
$227 NZD per night
SUPERHOST
  1. Entire cabin
  2. Winter
Hemlock Haven Resort 1
$234 NZD per night
SUPERHOST
  1. Entire rental unit
  2. Winter
Gateway to the Great North Woods by DonBar
$129 NZD per night
No reviews yet
  1. Entire cabin
  2. Hunter
Chippewa View Lodge
$1,353 NZD per night
  1. Entire cabin
  2. Winter
Amazing Northwoods Cabin with private beach access
$174 NZD per night
SUPERHOST
  1. Entire residential home
  2. Winter
Bears Den Cabin on Private Lake
$425 NZD per night
  1. Entire cottage
  2. Winter
NEW! Wisconsin Community Cottage w/ Charcoal Grill
$134 NZD per night
SUPERHOST
  1. Entire cabin
  2. Winter
Hemlock Haven Resort 4
$319 NZD per night

Nearby destinations