Winter Vacation Rentals from ￥54,064: Search Short-Term Rentals

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Our top choices for Winter vacation rentals

Fisher's Retreat: Hayward Home, Near ATV Trails!

Hayward

Lisa

￥53,957 total

includes taxes & fees

Mar 31 - Apr 1

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

Ojibwa

Erica C.

￥31,543 total

includes taxes & fees

Apr 1 - Apr 2

Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

Hawkins

Paul H.

￥24,524 total

includes taxes & fees

Apr 2 - Apr 3

Red Pines - Elk Lake Efficiency #6A

Phillips

Karan B.

￥36,411 total

includes taxes & fees

Mar 31 - Apr 1

Cozy home in Wisconsin's recreational northwoods.

Butternut

Jake C.

￥33,657 total

includes taxes & fees

Mar 31 - Apr 1

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

Phillips

Dina A.

￥22,469 total

includes taxes & fees

Mar 31 - Apr 1

Chip-Wa Lodging Room 6

Hunter

Kathy

￥26,094 total

includes taxes & fees

Apr 9 - Apr 10

Rustic campground in Butternut

Butternut

￥10,994 total

includes taxes & fees

Mar 31 - Apr 1

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Top Winter Hotel Reviews

Holiday Inn Express & Suites Hayward by IHG

10/10 Excellent

"Everything is always great. Only problem is the ventilation in the swimming pool area. I can barely breathe in there, especially when the hot tub is running. It was that way last August when we were there, and it was worse this past weekend. The chlorine really got to my eyes this time as well. Please, someone on staff step down there and spend some time. It wasn't this way a few years ago. "

Newly Built Trailside Chalet in The Brook - direct access to CAMBA/Birkie Trails

10/10 Excellent

"This cabin provides a perfect retreat in the woods. The decor gives the place a rustic but cozy feel. Very clean. Beautiful fireplace, comfy beds. Everything we needed was there. The host was exceptional. She went above and beyond to make sure we had a fun and comfortable stay."

Round Lake Cabin Retreat

8/10 Good

"The cabin worked out well for our extended family with two small children - it was spacious, the dining room table has benches so can hold a big group, the kitchen was well stocked with pots, pans, plates, utensils, etc. The location is great and the property manager was responsive when I sent questions after we'd arrived. A few things would have made our stay feel more comfortable. We were there in the winter and most of the beds had just a thin blanket, and it was chilly! There were no extra blankets, other than from the beds we weren't using, so consider bringing extra blankets. There also is no soap, shampoo, or conditioner in the showers, and the toilet paper supply is minimal, so bring all of those supplies. As other reviewers have noted, two of the basement bedrooms have no windows and were a bit musty and limited in bedside tables and other things that would have made them feel more pleasant. Lastly, the kitchen has no basic cooking supplies (not even salt and pepper) so bring everything you need with you. Overall, it was a totally fine stay and we would stay there again, but it felt a bit sparse. "

Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities

8/10 Good

"Cabin was as beautiful and comfortable as photos and prior reviews indicated. Good signage to find the entry off the highway. Parking with two snowmobile trailers was tight, the snowpack from plowed parking area made it tight, but doable. A short drive to Clam Lake village with a friendly , well-stocked convenience store and welcoming bar-restaurants. We lost hot water during our stay, but made do! The owner can't anticipate an appliance failure in a rural area, pulling well water in the winter! Hopefully it will be a fast replacement, we would love to visit again."

Find out more about Winter

Search for holiday rentals in Winter on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter using one of the methods below:

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All accommodation types in Winter

Frequently asked questions

Can I find a vacation rental in Winter?

Yes, you can find vacation rentals near top attractions in Winter, or you can choose a more secluded option if you're looking for relaxation.

What's the top vacation rental in Winter?

Amazing Sunsets, Peaceful, Well Maintained Lake home on Beautiful, Barker lake: This Winter vacation home rental is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Winter?

Choose from 12 Expedia vacation rentals in Winter for a memorable vacation.

What can I see and do in Winter?

Lake Winter and Perch Lake are a couple of lovely local spots to get outside and enjoy nature. Winter Town Hall and Fishtrap Lake are other places to visit while you're in town.

What are vacation rentals like in Winter?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Winter. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.

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Check prices for these dates

Our top choices for Winter vacation rentals

Fisher's Retreat: Hayward Home, Near ATV Trails!

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

Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

Red Pines - Elk Lake Efficiency #6A

Cozy home in Wisconsin's recreational northwoods.

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

Chip-Wa Lodging Room 6

Rustic campground in Butternut

Lunar Lodge on Windfall Lake

Northwoods Escape: Lakeside Retreat w/ Deck

Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!

Telemark Northwoods Lodging

The Bunkhouse, cozy studio in adorable Ladysmith. Escape to the Northwoods!

Lake Front Cabin, Media/Game Room, Kayaks, Multi-level deck--NEWLY REMODELED

Lakefront Cabin on LCO - The Sunset Escape

Lady Lake Retreat on Cavanaugh Bay w/Hot Tub&Sauna

Northwoods Cabin Near Hayward & Nelson Lake

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

Find vacation rentals that suit your style

Top Winter Hotel Reviews

Holiday Inn Express & Suites Hayward by IHG

Newly Built Trailside Chalet in The Brook - direct access to CAMBA/Birkie Trails

AmericInn by Wyndham Ladysmith

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

Chequamegon Acres 2-bedroom cabin just outside of Clam Lake, Direct trail access

Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access

Round Lake Cabin Retreat

Lakefront Cabin w/ Pool Table+Waterfall: Northwoods Nostalgia + Modern Amenities

Cozy Cabin on Secluded Peninsula

Find out more about Winter

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Frequently asked questions