Winter Vacation Rentals

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Jul 12 - Jul 13
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Vacation Rentals in Winter

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Set against a serene lake, this cabin features a unique star-shaped window and a well-maintained lawn.

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

9.0 out of 10, Wonderful, (19)
"Owner made the check in process a breeze. Quaint and great spot in a nice location, definitely will be staying again. Thank you Bucktail Lodge! "
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Vintage log cabin located in the Chequamegon National Forest on Blaisdell Lake.
Enjoy a peaceful retreat in this cabin surrounded by nature, with a porch perfect for dining and taking in the serene surroundings.

Vintage log cabin located in the Chequamegon National Forest on Blaisdell Lake.

Vintage log cabin located in the Chequamegon National Forest on Blaisdell Lake.
EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
Relax in this cabin-style room with a dining table, comfortable sofa, and seating areas for socializing and relaxation.

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

10.0 out of 10, Exceptional, (12)
"Great cabin! Loved being by freinds . Love this campground."
EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River
Telemark Northwoods Lodging
Enjoy the serene forest view from the comfort of your room, where two wicker chairs invite you to sit and take in the natural scenery.

Telemark Northwoods Lodging

3.5 star property
9.0 out of 10, Wonderful, (280)
"Perfect lodging option in a wonderful location."
The price is CA $153
CA $167 total
includes taxes & fees
Jul 20 - Jul 21
Telemark Northwoods Lodging
Round Lake Cabin Retreat
Relax in a cabin-style room with a large window offering a view of the surrounding trees and deck.

Round Lake Cabin Retreat

9.4 out of 10, Exceptional, (65)
"Loves the location and beautiful Round Lake! Our family could all be together and relax with plenty of space!"
Round Lake Cabin Retreat
Phillips Cabin w/ Lake Views & Private Dock!
Kitchen features an oven, microwave, and sink with a window above.

Phillips Cabin w/ Lake Views & Private Dock!

9.8 out of 10, Exceptional, (23)
"Beautiful, comfortable stay."
Phillips Cabin w/ Lake Views & Private Dock!
Moose Lake Hayward WI
Cozy cabin-style room with a rustic ambiance, featuring a wooden floor and walls, wicker chairs, and large windows offering forest views.

Moose Lake Hayward WI

2.0 star property
10.0 out of 10, Exceptional, (5)
"It was an amazing stay. The lake was beautiful even frozen. Quiet, cozy, comfortable. All around relaxing and Amazing stay. Will 100% stay again."
Moose Lake Hayward WI
Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!
Enjoy meals in this cabin's spacious dining area with a large table and comfortable seating for all.

Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!

9.8 out of 10, Exceptional, (193)
"Everything was very comfortable. It is BYOW(bring your own whisk) but thats it. Movie selection was great too"
Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!
Modern Cabin located between Grindstone and Lac Courte Oreilles
Enjoy meals and relaxation on the deck with a round table, bench, and dining area.

Modern Cabin located between Grindstone and Lac Courte Oreilles

10.0 out of 10, Exceptional, (63)
"This property was PERFECTION. Highly recommend and so grateful! "
Modern Cabin located between Grindstone and Lac Courte Oreilles
Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!
Enjoy serene views of the water from this deck.

Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!

10.0 out of 10, Exceptional, (57)
"Loved our stay for Birkie weekend!"
The price is CA $429
CA $879 total
includes taxes & fees
Aug 5 - Aug 6
Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!
On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun
Rustic cabin with a traditional log construction and pitched roof, set amidst a well-maintained lawn.

On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun

10.0 out of 10, Exceptional, (175)
"We had a great time at this cabin. Hosts were amazing, property was clean and very enjoyable, will go back again. "
On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun
" The Cabernet Cabin"
Cozy dining area with a round table and two chairs, a lamp, and a kitchen in the background.

" The Cabernet Cabin"

10.0 out of 10, Exceptional, (55)
"Beautiful place to take a family"
" The Cabernet Cabin"
The fishing is great! Trails are close by. Enjoy summer in the Northwoods!
Relax in a warm, inviting space with a central sofa, matching armchair, and large mirror.

The fishing is great! Trails are close by. Enjoy summer in the Northwoods!

10.0 out of 10, Exceptional, (75)
"A wonderful location for wildlife and family fun!"
The fishing is great! Trails are close by. Enjoy summer in the Northwoods!
500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent
Relax on the serene lakeside porch, surrounded by lush greenery and manicured lawns.

500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent

9.8 out of 10, Exceptional, (57)
"Nice roomy property for 6 fishermen to enjoy a few days on the water."
500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent
Cabin with private dock and large yard space!
Cozy attic bedroom with two beds, leather armchair, and a nightstand.

Cabin with private dock and large yard space!

9.6 out of 10, Exceptional, (47)
"This little place was a perfect get away for our family! Awesome lake to ice fish, and just a short walk from the bar!"
Cabin with private dock and large yard space!
Rustic and Charming one Bedroom cabin. Upgraded pontoon!
Cozy cabin interior with a fireplace, comfortable seating area, and large windows.

Rustic and Charming one Bedroom cabin. Upgraded pontoon!

9.6 out of 10, Exceptional, (91)
"This was our 3rd stay! We love it. "
Rustic and Charming one Bedroom cabin. Upgraded pontoon!
Wisconsin Lakeside Cottage w/ Deck, Views
Enjoy cooking in this well-equipped kitchen with a stove, sink, and ample countertop space.

Wisconsin Lakeside Cottage w/ Deck, Views

2.0 star property
6.6 out of 10, (4)
"Loved it, every part of it!"
Wisconsin Lakeside Cottage w/ Deck, Views
Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake
Charming log cabin-style house with a cozy porch and well-manicured lawn, surrounded by mature trees.

Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake

2.0 star property
10.0 out of 10, Exceptional, (4)
"Simple Checkin, Responsive Host, Nice Location and property equipped to host 20+ person. Stayed 2 memorable and fun nights...."
Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake
Cozy cabin on Grindstone Lake in Hayward
Situated in a wooded area, this cabin features a pitched roof and chimney, with wooden shutters on the windows.

Cozy cabin on Grindstone Lake in Hayward

10.0 out of 10, Exceptional, (7)
"Great location in the heart of lake country. Cabin is a on the shore of Grindstone lake facing west for excellent views of the sunset."
Cozy cabin on Grindstone Lake in Hayward
Beautiful Ponderosa Pine Log Cabin - Northwoods Retreat On 10 Acres
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a coffee maker.

Beautiful Ponderosa Pine Log Cabin - Northwoods Retreat On 10 Acres

10.0 out of 10, Exceptional, (255)
"This cabin is in a great location in a private area and it is clean and beautiful. The hot tub was perfect and the cabin is super comfy. "
Beautiful Ponderosa Pine Log Cabin - Northwoods Retreat On 10 Acres
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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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?

Bears Den on the private lake: This Winter vacation home rental is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Winter?

Choose from 13 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 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.