A snowy landscape with a red barn and a red shed.

Search the Best Cabins in Winter

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Winter cabin rentals

Property grounds

1. 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, (23 reviews)
"Cabin was clean. Everything 2 guys needed for a few days fishing."
United States
Tom N.
$181 nightly
The price is $198
Sep 1 - Sep 2
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Exterior

2. Secluded Riverfront Cabin | Hot Tub + Starlink

Secluded Riverfront Cabin | Hot Tub + Starlink
Ojibwa
10.0 out of 10, Exceptional, (47 reviews)
"We had such a good time! "
United States
Dan P.
$666 nightly
The price is $703
Aug 16 - Aug 17
Total with taxes and fees
Secluded Riverfront Cabin | Hot Tub + Starlink
Property grounds

3. 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, (10 reviews)
"Quiet resort. I really enjoyed spending time with my family and just getting away for a week."
United States
Shelli H.
$211 nightly
The price is $231
Sep 1 - Sep 2
Total with taxes and fees
2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage
Exterior

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

Lake Front Cabin, Media/Game Room, Kayaks, Multi-level deck--NEWLY REMODELED
Hayward
10.0 out of 10, Exceptional, (14 reviews)
"Excellent property, exceptional hosts. "
United States
Michael H.
$502 nightly
The price is $550
Aug 21 - Aug 22
Total with taxes and fees
Lake Front Cabin, Media/Game Room, Kayaks, Multi-level deck--NEWLY REMODELED
Exterior

5. 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, (38 reviews)
"We enjoyed every single aspect of our stay. If you believe the description too good to be true, I can assure you it is even better than described. It’s magical."
United States
Richard (Ty) R.
$405 nightly
The price is $427
Sep 3 - Sep 4
Total with taxes and fees
Modern Cabin with Classic Northwoods Experience...Close to Trails
Exterior

6. Dual Cabins-Hot Tub, 3 Kings, 2 Kitchens

Dual Cabins-Hot Tub, 3 Kings, 2 Kitchens
Hayward
9.8 out of 10, Exceptional, (21 reviews)
"Great property with every amenity needed."
United States
Mitchell D.
Dual Cabins-Hot Tub, 3 Kings, 2 Kitchens
Exterior

7. The Bucktail Hideaway on Grindstone Lake

The Bucktail Hideaway on Grindstone Lake
Hayward
$1,176 nightly
The price is $1,190
Sep 13 - Sep 14
Total with taxes and fees
The Bucktail Hideaway on Grindstone Lake
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

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

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

10/10 Excellent
"We enjoyed our family weekend at the Hygge cabin. The kitchen is well stocked for large group cooking. The kids (and adults) enjoyed the expansive yard, ping pong table, and pickleball! The location is central to lakes, restaurants, and downtown Hayward. Jacob quickly responded when we had questions. Would book here again!"
Caryn P. 4-night trip
Posted 1 hour ago
Charming 5-bedroom cabin just outside Hayward near OO, Tiger Cat,and Spider Lake

Find out more about Winter

Winter Cabin Rentals information

Number of reviews
1,641
Accommodation
253 Cabin Rentals
Lowest Price
$93
Highest Price
$353

Frequently asked questions

What are the best cabins near Winter?
Stay in the outdoors without surrendering home comforts at one of our 755 cabins in and around Winter. Whether you have adventure or relaxation on your mind, Cabin - Quiet, Secluded, Comfortable Northwoods Getaway has plenty of both. Alternatively, book a stay at Tranquil Log Cabin Located In The Blue Hills. Enjoy Privacy And Solitude and enjoy staring out at its natural surroundings.
Are there cheap cabins in Winter?
For an inexpensive vacation in the great outdoors, have a look at our cheap cabins in Winter. Wake up to the sound of birds chirping from one of our cozy stays priced from $93 to $353 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Winter?
Choose a mountain cabin near Winter and enjoy dramatic views, outdoor activities and an experience that's hard to forget. Must See - Beautiful Lakefront Cabin sets the bar high. Located high in the hills, you'll find amenities like optional golf privileges and a wood stove here. Cabin - Must See - Gorgeous Lakefront Log is another idyllic option. It comes with a wood stove, snow sports gear and stunning natural surroundings.
What are the best river cabins near Winter?
When you think of the word peaceful, a river cabin near Winter should be the first thing that pops into your mind. Cabin - Piece Of Paradise / Private Hot Tub is one place where you can find some serenity. Along with its beautiful surroundings, it comes with amenities such as on-site watersports and snowsport activities. Cabin - Backyard Trails And Lake Hayward With Canoe is another top pick. On-site watersports and snowsport activities are a few of the conveniences here.
What are the best cabins with pools near Winter?
Staying in a cabin rental with a pool adds even more fun to your vacation. If you'd like one near Winter, Relax And Play At Log Cabin Near Lake offers amenities like a swimming pool and a tennis court to make your poolside getaway even more incredible. Stone Lodge: Authentic Northwoods Charm A Stone's Throw From The Lake is another great pick and features on-site watersports and a swimming pool.
Can I find beach cabins near Winter?
Wake up and be moments from a picture-perfect shoreline when you escape to a Winter beach cabin rental. Fun and sunshine should be the only things on your mind at 5 Bedroom 5 Bath Pet Friendly Cabin On 5. It offers on-site watersports and children's activities. Alternatively, unpack your suitcase and put your feet up at Modern And Upscale Executive Home On Long Lake. Handy amenities here include on-site watersports and children's activities.
What are the best weekend cabin rentals in Winter?
Nothing compares to a weekend cabin getaway after a draining week at work. Ditch the office for a few days in the great outdoors at 5 Bedroom 5 Bath Pet Friendly Cabin On 5. On-site watersports and a porch are a few of the amenities it offers. Emails will also be the last thing on your mind at Cabin - Round Lake Hideaway. Get cozy here and take advantage of on-site watersports and a patio.
What are the best cabin prices in Winter?
With prices starting at only $93 per night for a cabin rental in Winter, there's no need to wrestle with that impossible-to-pitch tent.
Can I find log cabins in Winter?
If you're pining for a slower pace, you'll find it at one of our log cabins in Winter. For example, Modern And Upscale Executive Home On Long Lake. Spend your days here going cycling and camping and then return home to relax among its many comforts. You can also take things slower at Authenic Amish Built Log Cabin On 3. When you're ready to venture beyond your cozy lodgings, camping and cycling opportunities are nearby.
What are the highest-rated cabins in Winter?
There are some places that are hard to fault. Cabin - Retreat On Round is a prime example. With such an impressive rating, it comes with handy amenities such as a firepit, a fireplace and more. Another terrific option is Modern Cabin With Classic Northwoods Experience. . . Close To Trails. On-site watersports and a patio are some of the conveniences waiting for you here.
Why should I book a cabin in Winter?
For a getaway in nature at an amazing price, you can't top a cabin. Picture yourself waking up to the sound of songbirds and sipping coffee on a private deck surrounded by gorgeous views. Book a cabin in Winter and leave behind the hectic pace of the city. Whether they're by the beach, in the mountains or near a river, cabins offer a refreshing, rustic experience for those who need a break.
What are the top nature cabins in Winter?
The outdoors won't be the only thing you'll be surrounded by when you choose a nature cabin in Winter. Adventure is all around you too. Get cozy at Cabin - Piece Of Paradise / Private Hot Tub and do some nearby golfing and ice skating nearby. Travelers also love Cabin - Backyard Trails And Lake Hayward With Canoe. It's known for its creature comforts along with its nearby cross-country skiing and nearby motor boating opportunities nearby.
What are some of the best cabins near Round Lake in Winter?
Nature is your neighbor at a cabin in Round Lake. Custom Built Luxury Home On Big Round Lake With Game Room And Open Floor Plan is a favorite. This place also opens the door to big adventure, with nearby fishing and nearby water skiing among the activities nearby. Also check out Cabin - Hayward, Round Lake Retreat. 4 Season. Get active and then head back to your cabin to take advantage of its comforts.

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