Winter Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Winter vacation rentals

TV, fireplace, DVD player, books

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

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
9.0 out of 10, Wonderful, (29 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 ￥15,324
￥20,975 total
includes taxes & fees
Mar 15 - Mar 16
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Interior

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

Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Ojibwa
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 ￥17,382
￥30,401 total
includes taxes & fees
Feb 15 - Feb 16
Charming 2-bedroom house located in Ojibwa WI just off the Tuscobia Trail.
Fridge, microwave, oven, stovetop

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

Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Hawkins
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 ￥19,314
￥23,637 total
includes taxes & fees
Feb 13 - Feb 14
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.
Property grounds

Modern Cabin with Classic Northwoods Experience...Close to Trails

Modern Cabin with Classic Northwoods Experience...Close to Trails
Hayward
10.0 out of 10, Exceptional, (35 reviews)
"Absolutely stunning views, abundant wildlife, and peaceful. Would definitely recommend to anyone trying to escape! "
United States
Lily T.
The price is ￥20,720
￥55,768 total
includes taxes & fees
Feb 17 - Feb 18
Modern Cabin with Classic Northwoods Experience...Close to Trails
Exterior

Red Pines - Elk Lake Efficiency #6A

Red Pines - Elk Lake Efficiency #6A
Phillips
9.4 out of 10, Exceptional, (10 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 ￥19,686
￥34,077 total
includes taxes & fees
Feb 13 - Feb 14
Red Pines - Elk Lake Efficiency #6A
Property grounds

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

Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Phillips
9.6 out of 10, Exceptional, (26 reviews)
"Very nice place enjoyed family time"
United States
Cheryl B.
The price is ￥22,528
￥28,222 total
includes taxes & fees
Feb 15 - Feb 16
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails
Deluxe Suite, 1 Bedroom, Kitchen | Terrace/patio

Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (316 reviews)
"Perfect lodging option in a wonderful location."
United States
Jason
The price is ￥26,421
￥52,108 total
includes taxes & fees
Feb 23 - Feb 24
Telemark Northwoods Lodging
Exterior

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
Butternut
10.0 out of 10, Exceptional, (76 reviews)
"Excellent stay. Loved the cabin. Very cutely decorated and clean. Host was very nice. "
United States
Rebecca P.
The price is ￥18,078
￥49,067 total
includes taxes & fees
Feb 17 - Feb 18
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.
TV, fireplace

Lakefront Cabin on LCO - The Sunset Escape

Lakefront Cabin on LCO - The Sunset Escape
Hayward
9.6 out of 10, Exceptional, (4 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 ￥33,096
￥86,034 total
includes taxes & fees
Mar 4 - Mar 5
Lakefront Cabin on LCO - The Sunset Escape
Interior

Lunar Lodge on Windfall Lake

Lunar Lodge on Windfall Lake
Exeland
The price is ￥23,411
￥76,413 total
includes taxes & fees
Feb 15 - Feb 16
Lunar Lodge on Windfall Lake
Property grounds

Rustic campground in Butternut

Rustic campground in Butternut
Butternut
The price is ￥6,953
￥10,596 total
includes taxes & fees
Feb 13 - Feb 14
Rustic campground in Butternut
WiFi, bed sheets

Chip-Wa Lodging Room 6

Chip-Wa Lodging Room 6
Hunter
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 ￥17,615
￥24,943 total
includes taxes & fees
Mar 13 - Mar 14
Chip-Wa Lodging Room 6
Smart TV

Cozy home in Wisconsin's recreational northwoods.

Cozy home in Wisconsin's recreational northwoods.
Butternut
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 ￥13,597
￥31,787 total
includes taxes & fees
Feb 16 - Feb 17
Cozy home in Wisconsin's recreational northwoods.
Terrace/patio

Secluded Cabin w/Fresh Snow-Hot Tub, WIFI, King

Secluded Cabin w/Fresh Snow-Hot Tub, WIFI, King
Ojibwa
10.0 out of 10, Exceptional, (46 reviews)
"Cabin was nice; maybe a bit more remote than what I was hoping; host was very accommodating on a short notice trip. Wonderful cabin; enjoyed the hot tub and the view of the river."
United States
Nikki T.
The price is ￥82,448
￥99,371 total
includes taxes & fees
Feb 16 - Feb 17
Secluded Cabin w/Fresh Snow-Hot Tub, WIFI, King
Interior

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

The Bunkhouse, cozy studio in adorable Ladysmith. Escape to the Northwoods!
Ladysmith
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 ￥18,541
￥22,821 total
includes taxes & fees
Feb 16 - Feb 17
The Bunkhouse, cozy studio in adorable Ladysmith. Escape to the Northwoods!
Outdoor dining

Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED

Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED
Hayward
10.0 out of 10, Exceptional, (8 reviews)
"Excellent property, exceptional hosts. "
United States
Michael H.
The price is ￥19,909
￥52,931 total
includes taxes & fees
Feb 22 - Feb 23
Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED
Interior

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

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
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 ￥15,324
￥20,975 total
includes taxes & fees
Mar 15 - Mar 16
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Exterior

Rock Garden Rental next to Wisconsin Concrete Park

Rock Garden Rental next to Wisconsin Concrete Park
Phillips
9.8 out of 10, Exceptional, (6 reviews)
"Super clean, friendly and great communication with property owner! "
United States
Kelly P.
The price is ￥29,039
￥36,031 total
includes taxes & fees
Feb 15 - Feb 16
Rock Garden Rental next to Wisconsin Concrete Park
Interior

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

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Hayward
8.6 out of 10, Excellent, (9 reviews)
"Quiet resort. I really enjoyed spending time with my family and just getting away for a week."
United States
Shelli H.
The price is ￥15,324
￥20,975 total
includes taxes & fees
Feb 15 - Feb 16
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Property grounds

AVAIL BIRKIE|15min to trailhead, King Bed, PacMan

AVAIL BIRKIE|15min to trailhead, King Bed, PacMan
Hayward
9.6 out of 10, Exceptional, (12 reviews)
"It was a good long weekend the stay was enjoyable with good neighbors and relaxing accommodations "
United States
Kevin K.
The price is ￥61,747
￥77,258 total
includes taxes & fees
Feb 23 - Feb 24
AVAIL BIRKIE|15min to trailhead, King Bed, PacMan
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
"Friendly staff, clean and comfortable room."
Heather 1-night trip
Posted 2 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?

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 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. Barker Lake and Black Dan 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.