Winter Holiday Homes
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Featured Holiday Homes in Winter

North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.

Big Chip Outdoors - 4 bedroom house with WiFi & AC in Heart of Chippewa Flowage

Paradise Shores & Fish Galore ~your own private beach & dock!

Scooter's Landing in Hinton Bay on Round Lake, the view is amazing!

Spacious 5-bedroom house in serene Clam Lake with WiFi

Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.

Secluded 4-season cabin w/private waterfront, epic game room & mins from trails

Cozy new cabin on Lac Courte Oreilles!!

Northwoods Hayward Haven. Private 3 bedroom 3 bath, sleeps 8 very comfortably.

Spruce Haven on Round Lake - Summer 2026 weeks available
Holiday Accommodation Winter
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Winter are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Winter itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Winter holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Winter, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Winter with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Winter Holiday Homes essential information
Accommodation | 142 Holiday Homes |
|---|---|
Lowest Price | NZ$175 |
Highest Price | NZ$1,021 |
Popular accommodation | North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route., Big Chip Outdoors - 4 bedroom house with WiFi & AC in Heart of Chippewa Flowage, Paradise Shores & Fish Galore ~your own private beach & dock!, Scooter's Landing in Hinton Bay on Round Lake, the view is amazing!, Spacious 5-bedroom house in serene Clam Lake with WiFi, Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail. , Secluded 4-season cabin w/private waterfront, epic game room & mins from trails, Cozy new cabin on Lac Courte Oreilles!!, Northwoods Hayward Haven. Private 3 bedroom 3 bath, sleeps 8 very comfortably., Spruce Haven on Round Lake - Summer 2026 weeks available, Little house in the woods but only 5 minutes from town!, Upscale Lake Home on Beautiful 915 Acre Solberg Lake, Phillips WI |
Top trending hotels in Winter

EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
More Destinations
- Almena Hotels
- Barnes Hotels
- Birchwood Hotels
- Caravan Parks in Bloomer
- Cabin Rentals in Brantwood
- Bruce Hotels
- Caravan Parks in Brunet Island State Park
- B&B in Cable
- Cable Hotels
- Cedar Hotels
- Chetek Hotels
- Chalets in Clam Lake
- Clam Lake Hotels
- Cottages in Comstock
- Hotels near Copper Falls State Park
- B&B in Cornell
- Caravan Parks in Cornell
- Cumberland Hotels
- Taylor County Hotels
- Downtown Chetek Hotels
- Drummond Hotels
- Estella Hotels
- Fifield Hotels
- Gilman Hotels
- Glen Flora Hotels
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- Hawkins Hotels
- Hayward Hotels
- Hertel Hotels
- Hill Hotels
- Ino Hotels
- Iron River Hotels
- Guest Houses in Ladysmith
- Ladysmith Hotels
- Cabin Rentals in Lake Nebagamon
- Lake Nebagamon Hotels
- Hotels near Lake of the Torches Casino
- Little Round Lake Hotels
- Manitowish Waters Hotels
- Mason Hotels
- Medford Hotels
- Mellen Hotels
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- Motels in Mercer
- Mikana Hotels
- Minong Hotels
- Montreal Hotels
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- Odanah Hotels
- Ogema Hotels
- Ojibwa Hotels
- Pine Lake Hotels
- Radisson Hotels
- Reserve Hotels
- Rib Lake Hotels
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- Sarona Hotels
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- Seeley Hotels
- Cabin Rentals in Spooner
- Hotels with Pool in Spooner
- Spooner Hotels
- Chalets in Springbrook
- Springbrook Hotels
- Stone Lake Hotels
- Tony Hotels
- Trego Hotels
- Tripoli Hotels
- Hotels near Turtle Flambeau Flowage
- Weyerhaeuser Hotels
- White River Hotels
- Winter Hotels
- Car hire Barnes
- Car hire near Barron County Historical Society Pioneer Village Museum
- Car hire near Cable Natural History Museum
- Car hire near Grahl Park
- Car hire Iron Belt
- Car hire Manitowish Waters
- Car hire Mikana
- Car hire near Park Falls Country Club
- Car hire near Rice Lake Curling Club
- Rental cars Rice Lake Regional airport
- Car hire Rice Lake
- Car hire near Shell Lake Arts Center
- Discount Car Rentals Rental Cars in Birchwood
- Discount Car Rentals Rental Cars in Tony
- Movida Rent A Car Rental Cars in Birchwood
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