Winter Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Winter vacation rentals

TV, fireplace, DVD player, books

Cabin in Hayward

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
9.0 out of 10, Wonderful, (30 reviews)
"The owner was awesome, had the cabin ready for us. Gave him my eta he had cabin warming already, beds were comfortable, near the trails. We all enjoyed our visit and planning to go back before end of the snowmobile season."
United States
Henry
The price is ￥15,591
￥21,341 total
includes taxes & fees
Mar 5 - Mar 6
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Interior

Vacation Home in Ojibwa

Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
10.0 out of 10, Exceptional, (13 reviews)
"Very cozy, perfect for a family. Had everything we needed. "
United States
Erica C.
The price is ￥17,540
￥30,513 total
includes taxes & fees
Mar 6 - Mar 7
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Fridge, microwave, oven, stovetop

Vacation Home in Hawkins

Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
9.8 out of 10, Exceptional, (20 reviews)
"Great place to stay when I’m in the area and great hosts. "
United States
Paul H.
The price is ￥19,489
￥23,851 total
includes taxes & fees
Mar 4 - Mar 5
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Property grounds

Camping in Butternut

Rustic campground in Butternut
The price is ￥7,016
￥10,692 total
includes taxes & fees
Feb 27 - Feb 28
Rustic campground in Butternut
Property grounds

Cottage in Phillips

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
9.6 out of 10, Exceptional, (27 reviews)
"Very nice place enjoyed family time"
United States
Cheryl B.
The price is ￥20,346
￥25,694 total
includes taxes & fees
Mar 2 - Mar 3
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Exterior

Cabin in Butternut

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
10.0 out of 10, Exceptional, (77 reviews)
"The host was accommodating and friendly. The place was clean and had gorgeous views of the lake. "
United States
Mary U.
The price is ￥20,346
￥51,896 total
includes taxes & fees
Mar 6 - Mar 7
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
Exterior

Condo in Phillips

Red Pines - Elk Lake Efficiency #6A
9.6 out of 10, Exceptional, (11 reviews)
"Quiet, peaceful place that was perfect for a weekend getaway. The room was clean and well stocked. "
United States
Karan B.
The price is ￥23,764
￥39,168 total
includes taxes & fees
Mar 29 - Mar 30
Red Pines - Elk Lake Efficiency #6A
Interior

Cabin in Exeland

Lunar Lodge on Windfall Lake
The price is ￥20,595
￥74,320 total
includes taxes & fees
Mar 1 - Mar 2
Lunar Lodge on Windfall Lake
Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio

Condo in Cable

Telemark Northwoods Lodging
3.5 star property
9.0 out of 10, Wonderful, (316 reviews)
"Perfect lodging option in a wonderful location."
United States
Jason
The price is ￥26,661
￥52,580 total
includes taxes & fees
Mar 4 - Mar 5
Telemark Northwoods Lodging
Smart TV

Vacation Home in Butternut

Cozy home in Wisconsin's recreational northwoods.
8.0 out of 10, Very Good, (4 reviews)
"Property was located just down the road from the snowmobiling trail and was easy and quick in/out access"
United States
Jake C.
The price is ￥13,252
￥31,581 total
includes taxes & fees
Feb 27 - Feb 28
Cozy home in Wisconsin's recreational northwoods.
TV, fireplace

Vacation Home in Hayward

Lakefront Cabin on LCO - The Sunset Escape
9.6 out of 10, Exceptional, (5 reviews)
"We loved the house. It was exactly as pictured and described. The view was amazing. We sat on the dock one of the evenings we were there and watched the sunset. Beautiful! The house was very clean and well stocked with things we needed. "
United States
Kerri S.
The price is ￥26,856
￥78,189 total
includes taxes & fees
Mar 3 - Mar 4
Lakefront Cabin on LCO - The Sunset Escape
WiFi, bed sheets

Apartment in Hunter

Chip-Wa Lodging Room 6
10.0 out of 10, Exceptional, (1 review)
"Room was very clean. Property looks well kept and price was affordable."
United States
Kathy
The price is ￥17,922
￥25,378 total
includes taxes & fees
Feb 27 - Feb 28
Chip-Wa Lodging Room 6
Property grounds

Cabin in Hayward

Time to Hideout in Hayward!
The price is ￥24,696
￥64,773 total
includes taxes & fees
Mar 1 - Mar 2
Time to Hideout in Hayward!
Property grounds

Vacation Home in Hayward

Motorsports Basecamp near lakes and forest
9.8 out of 10, Exceptional, (31 reviews)
"Wonderful accommodations. Great spot for a quick getaway!"
United States
Joe B.
The price is ￥19,550
￥41,895 total
includes taxes & fees
Mar 1 - Mar 2
Motorsports Basecamp near lakes and forest
Interior

Cabin in Hayward

Northwoods Cabin Near Hayward Close to Snowmobile Trails and Nelson Lake
The price is ￥21,703
￥88,656 total
includes taxes & fees
Mar 23 - Mar 24
Northwoods Cabin Near Hayward Close to Snowmobile Trails and Nelson Lake
Terrace/patio

Cabin in Ojibwa

Secluded Cabin w/Fresh Snow-Hot Tub, WIFI, King
10.0 out of 10, Exceptional, (47 reviews)
"We loved how remote this cabin was, it was so quiet and beautiful. We loved the property and the cabin was very clean and comfortable. Would definitely recommend if you’re looking for a lively stay in the woods. "
United States
Laura G.
The price is ￥72,858
￥87,409 total
includes taxes & fees
Mar 4 - Mar 5
Secluded Cabin w/Fresh Snow-Hot Tub, WIFI, King
Interior

Cabin in Hayward

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
9.4 out of 10, Exceptional, (22 reviews)
"Cabin was clean. Everything 2 guys needed for a few days fishing."
United States
Tom N.
The price is ￥15,591
￥21,341 total
includes taxes & fees
Mar 8 - Mar 9
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
1 bedroom, WiFi, bed sheets

Cottage in Ladysmith

Ladysmith Cozy Cottage - Copper Tub - Waterfront
10.0 out of 10, Exceptional, (2 reviews)
"Booked this place for me and my girlfriend to get away, relax, and recharge after the holidays. This Cozy Cottage was just the thing. We had a fantastic time and everything was as advertised. Would recommend this place to anyone looking to visit the Ladysmith, WI area."
United States
Jesse K.
The price is ￥21,486
￥38,930 total
includes taxes & fees
Mar 10 - Mar 11
Ladysmith Cozy Cottage - Copper Tub - Waterfront
Outdoor dining

Cabin in Hayward

Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED
10.0 out of 10, Exceptional, (9 reviews)
"Excellent property, exceptional hosts. "
United States
Michael H.
The price is ￥20,987
￥54,442 total
includes taxes & fees
Mar 9 - Mar 10
Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED
Interior

Apartment in Ladysmith

The Bunkhouse, cozy studio in adorable Ladysmith. Escape to the Northwoods!
10.0 out of 10, Exceptional, (1 review)
"Great place to stay at. Host was accommodating. It was clean and cozy. I would book again"
United States
Nathan H.
The price is ￥18,709
￥23,028 total
includes taxes & fees
Mar 9 - Mar 10
The Bunkhouse, cozy studio in adorable Ladysmith. Escape to the Northwoods!
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.
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Top Winter Hotel Reviews

Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

10/10 Excellent
"Rooms were clean, area was quiet, breakfast was nice."
Shannon 2-night trip
Posted 3 days ago
Holiday Inn Express & Suites Hayward by IHG

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:

  • View our selection of featured holiday rentals in Winter
  • Use the map to find apartments and other holiday homes in the Winter neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter while they last

Look no further and take a look at our great range of rental properties 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?

Lake Chippewa Flowage - Open Year Round, private home & dock, A/C, washer, dryer: This vacation home near Winter is located on a lake 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. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Winter?

Choose from 11 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. Black Dan Lake and Chequamegon National Forest 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.