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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.

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

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.

Silent Sports Retreat in Seeley
Entire guest house · 6 guests · 3 beds · 1 bathroom

Silent Sports Retreat in SeeleyThe dog-friendly Hollywood Hills Chalet is a charming guest cabin that provides opportunities for recreation, rest and relaxation in Wisconsin's Northwoods. Silent Sports enthusiasts will revel in the opportunities for cycling, skiing, fishing and canoeing/kayaking, or simply chilling on a nearby beach. Our location offers direct hike, bike and ski outside the door via Hollywood Hills Trails to the nearby CAMBA, Seeley and Birkie trails. Parking for 2-3 vehicles and a smaller standard trailer.

Private 2 Bedroom Home on 10 Acres
Entire house · 3 guests · 0 beds · 1 bathroom

Private 2 Bedroom Home on 10 AcresMost of the comforts of home are provided in this rural escape tucked among the numerous river access points, trails, and plenty of wildlife. Lake Chippewa, Christie Mountain, State and National forests, as well as the Tuscobia Trail and the Blue Hills all nearby. Our home provides a nice place to relax and prepare dinner after a day of outdoor recreation or simply enjoying you-time. Just a few miles from Hwy 40. Plenty of parking.

Holiday rentals for every style

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Popular amenities for Winter holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Winter

SUPERHOST
  1. Entire flat
  2. Hayward
Sunset Lake View Apt Callahan Lake
₹7,897 per night
SUPERHOST
  1. Entire cabin
  2. Couderay
Tainter Cabins -15 miles to Hayward (Northwoods)
₹9,543 per night
  1. Entire cabin
  2. Winter
Beautiful Flambeau River Cabin - Family Friendly!
₹14,315 per night
SUPERHOST
  1. Entire guest suite
  2. Ladysmith
The BunkHouse- come saw zzzzzz’ some logs!
₹8,075 per night
SUPERHOST
  1. Entire house
  2. Hayward
Clear Your Mind on Clear Lake
₹18,059 per night
  1. Entire cottage
  2. Radisson
Chippewa River Retreat
₹12,952 per night
SUPERHOST
  1. Entire house
  2. Exeland
Cozy Northwoods Getaway
₹7,006 per night
SUPERHOST
  1. Entire cabin
  2. Exeland
Pine Point
₹12,113 per night
SUPERHOST
  1. Entire cabin
  2. Ojibwa
Clean + Quiet Riverview Cabin w/Fireplace, Kayaks
₹19,338 per night
  1. Entire cottage
  2. Hayward
Studio Apt Style Cabin on the Chippewa Flowage
₹7,341 per night
SUPERHOST
  1. Entire apartment
  2. Winter
"The Whitetail"... Upscale while still Upnorth!"
₹14,682 per night
SUPERHOST
  1. Entire cottage
  2. Hayward
All-Season Cottage on beautiful premier Round Lake
₹14,682 per night

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