Book Holiday Homes in Winter
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
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.
Winter Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winter vacation homes are the perfect way for you to wing it.
Holiday houses in Winter let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winter in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winter adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winter with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winter vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Winter Holiday Homes essential information
Accommodation | 142 Holiday Homes |
|---|---|
Lowest Price | NZ$223 |
Highest Price | NZ$1,008 |
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. |
Top trending hotels in Winter

EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River

The Lodge on Lake of the Pines - enjoy the Northwoods in comfort!

Amazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake

Holiday Inn Express & Suites Hayward by IHG
More ways to explore Winter
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
