Winter Vacation Rentals
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Vacation Rentals in Winter

Lake Chippewa Flowage - Open Year Round, private home & dock, A/C, washer, dryer
Hayward WI
Located in Hayward, this vacation home is on the waterfront, within a 15-minute drive of Chequamegon National Forest and Little Cranberry Lake.
Kitchen
Washer

North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.
Park Falls WI
When you stay at this vacation home in Park Falls, you'll be on the waterfront and steps from Flambeau River.
Kitchen
Washer

Curt's Cabin on Butternut
Butternut WI
Located in Butternut, this vacation home is on the waterfront, within a 15-minute drive of Flambeau River and Park Falls Country Club.
Kitchen
Washer

On the ATV and Snowmobile 21 trails. It has plenty of parking for trailers.
Hayward WI
Located in Hayward, this vacation home is in a rural location, a 1-minute drive from Chequamegon National Forest and 6 minutes from Loon Island.
Kitchen
Washer

Scooter's Landing in Hinton Bay on Round Lake, the view is amazing!
Hayward WI
Located in Hayward, this vacation home is on the waterfront, within a 15-minute drive of Round Lake and Sevenwinds Casino.
Kitchen
Washer

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.
Kitchen
Air conditioning

Spacious 5-bedroom house in serene Clam Lake with WiFi
Clam Lake WI
With a stay at this vacation home in Clam Lake, you'll be just steps from Chequamegon National Forest and Upper Clam Lake.
Kitchen
Washer

Northwoods Escape: Lakeside Retreat w/ Deck
Stone Lake WI
$440 nightly
The price is $463 total per night
$463 total
Apr 29 - Apr 30
Total with taxes and fees
With a stay at this vacation home in Stone Lake, you'll be steps from Lac Courte Oreilles and a 5-minute drive from Whitefish Lake.
Kitchen
Washer

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.
Kitchen
Washer

Amazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake
Winter WI
When you stay at this vacation home in Winter, you'll be on the beach, just steps from Chequamegon National Forest and Barker Lake.
Kitchen
Dryer
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 | 160 Vacation Rentals |
|---|---|
Lowest Price | $463 |
Highest Price | $463 |
Popular accommodation | Lake Chippewa Flowage - Open Year Round, private home & dock, A/C, washer, dryer, North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route., Curt's Cabin on Butternut, On the ATV and Snowmobile 21 trails. It has plenty of parking for trailers., Scooter's Landing in Hinton Bay on Round Lake, the view is amazing!, New cabin on Lac Courte Oreilles!!, Spacious 5-bedroom house in serene Clam Lake with WiFi, Northwoods Escape: Lakeside Retreat w/ Deck, Spruce Haven on Round Lake - Summer 2026 weeks available, Amazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake, UTV Trail Access Log Retreat 42 Acres Sleeps 10 Dog Friendly RV Hookup, 500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent |


