Winter Vacation Rentals

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Our top choices for Winter vacation rentals

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
$125 nightly
The price is $137
Feb 15 - Feb 16
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

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.
$187 nightly
The price is $197
Feb 15 - Feb 16
Total with taxes and fees
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.

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.
$145 nightly
The price is $153
Feb 13 - Feb 14
Total with taxes and fees
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails.

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.
$342 nightly
The price is $361
Feb 17 - Feb 18
Total with taxes and fees
Modern Cabin with Classic Northwoods Experience...Close to Trails

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.
$201 nightly
The price is $221
Feb 13 - Feb 14
Total with taxes and fees
Red Pines - Elk Lake Efficiency #6A

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.
$167 nightly
The price is $183
Feb 15 - Feb 16
Total with taxes and fees
Lakefront cottage w/ convenient access to restaurants, atv and snowmobile trails

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
$327 nightly
The price is $358
Feb 23 - Feb 24
Total with taxes and fees
Telemark Northwoods Lodging

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.
$301 nightly
The price is $318
Feb 17 - Feb 18
Total with taxes and fees
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

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.
$530 nightly
The price is $557
Mar 4 - Mar 5
Total with taxes and fees
Lakefront Cabin on LCO - The Sunset Escape

Lunar Lodge on Windfall Lake

Lunar Lodge on Windfall Lake
Exeland
$492 nightly
The price is $495
Feb 15 - Feb 16
Total with taxes and fees
Lunar Lodge on Windfall Lake

Rustic campground in Butternut

Rustic campground in Butternut
Butternut
$65 nightly
The price is $69
Feb 13 - Feb 14
Total with taxes and fees
Rustic campground in Butternut

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
$150 nightly
The price is $163
Feb 15 - Feb 16
Total with taxes and fees
Chip-Wa Lodging Room 6

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.
$195 nightly
The price is $206
Feb 16 - Feb 17
Total with taxes and fees
Cozy home in Wisconsin's recreational northwoods.

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.
$610 nightly
The price is $643
Feb 16 - Feb 17
Total with taxes and fees
Secluded Cabin w/Fresh Snow-Hot Tub, WIFI, King

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.
$140 nightly
The price is $148
Feb 16 - Feb 17
Total with taxes and fees
The Bunkhouse, cozy studio in adorable Ladysmith. Escape to the Northwoods!

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.
$313 nightly
The price is $343
Feb 22 - Feb 23
Total with taxes and fees
Lake Front Cabin, Media/Game Room, Connects to Trails--NEWLY REMODELED

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.
$125 nightly
The price is $137
Feb 16 - Feb 17
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

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.
$213 nightly
The price is $233
Feb 15 - Feb 16
Total with taxes and fees
Rock Garden Rental next to Wisconsin Concrete Park

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.
$125 nightly
The price is $137
Feb 15 - Feb 16
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

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.
$457 nightly
The price is $500
Feb 23 - Feb 24
Total with taxes and fees
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

Find out more about Winter

Everything you need to know about Winter vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winter in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $358 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter rentals

At Expedia, we put the best Winter vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.