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.

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.

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.

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.

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.

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.

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.

Northwoods Escape: Lakeside Retreat w/ Deck

Stone Lake WI

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.

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.

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.

UTV Trail Access Log Retreat 42 Acres Sleeps 10 Dog Friendly RV Hookup

Stone Lake WI

With a stay at this vacation home in Stone Lake, you'll be within a 5-minute drive of Benson Creek State Wildlife Management Area and Lake Chetac.

500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent

Couderay WI

Located in Chief Lake, this vacation home is on the waterfront, within a 15-minute drive of Whitefish Lake and Lac Courte Oreilles.

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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.