Winter Vacation Rentals
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Vacation Rentals in Winter
Executive Custom Log Lodge on Little Round Lake
Hayward WI
Located in Hayward, this vacation home is on the waterfront, a 2-minute drive from Round Lake and 7 minutes from Lovejoy Lake.
Kitchen
Washer
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Ojibwa WI
$187 nightly
The price is $197 total per night
$197 total
Dec 11 - Dec 12
Total with taxes and fees
Located in Ojibwa, this vacation home is a 1-minute drive from Ojibwa State Park and 8 minutes from Doc Smith Park.
Kitchen
Free WiFi
Spruce Haven on Round Lake - Summer 2026 weeks available
Hayward WI
Located in Hayward, this vacation home is near the bay, a 1-minute drive from Round Lake and 9 minutes from Sevenwinds Casino.
Hot Tub
Kitchen
Breezy Bay Beach On Round Lake
Hayward WI
Located in Hayward, this vacation home is on the waterfront, a 1-minute drive from Round Lake and 6 minutes from Sevenwinds Casino.
Kitchen
Washer
Northwoods Hayward Haven. Private 3 bedroom 3 bath, sleeps 8 very comfortably.
Hayward WI
With a stay at this vacation home in Hayward, you'll be a 1-minute walk from Lake Placid and 11 minutes by foot from Round Lake.
Kitchen
Washer
Sandalwood Retreat on Round Lake - Waterfront property with screened porch 
Hayward WI
Located in Hayward, this vacation home is on the waterfront, a 1-minute drive from Round Lake and 8 minutes from Lovejoy Lake.
Kitchen
Washer
Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward
Hayward WI
A stay at this vacation home places you in the heart of Hayward, steps from Hayward Lake and 3 minutes by foot from Lumberjack Bowl.
Kitchen
Washer
Round Lake Roost—escape to A Summer Paradise!
Hayward WI
With a stay at this vacation home in Hayward, you'll be on a lake, just steps from Round Lake and a 5-minute drive from Sevenwinds Casino.
Kitchen
Washer
Secluded 4-season cabin w/private waterfront, epic game room & mins from trails
Hayward WI
Located in Hayward, this vacation home is on the waterfront, a 4-minute drive from Tiger Cat Flowage and 6 minutes from Spider Lake Townhall.
Kitchen
Washer
Cozy new cabin on Lac Courte Oreilles!!
Hayward WI
With a stay at this vacation home in Hayward (Northwoods Beach), you'll be steps from Lac Courte Oreilles and a 4-minute drive from Grindstone Lake.
Air conditioning
Parking available
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Winter Vacation Rentals essential information
Accommodation | 152 Vacation Rentals |
|---|---|
Lowest Price | $197 |
Highest Price | $197 |
Popular accommodation | Executive Custom Log Lodge on Little Round Lake, Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail. , Spruce Haven on Round Lake - Summer 2026 weeks available, Breezy Bay Beach On Round Lake, Northwoods Hayward Haven. Private 3 bedroom 3 bath, sleeps 8 very comfortably., Sandalwood Retreat on Round Lake - Waterfront property with screened porch , Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward, Round Lake Roost—escape to A Summer Paradise!, Secluded 4-season cabin w/private waterfront, epic game room & mins from trails, Cozy new cabin on Lac Courte Oreilles!!, North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route., Elk Lodge on Fir, beautiful home with lake access |