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Compare 149 Vacation Homes in Winter with updated reviews, rates, and availability.

Northwood's Fish Haven on Beautiful Moose Lake; 2 kayaks, Lilly pad & game-room

9.6 out of 10, Exceptional, (90)
"The house was clean and beautifully set up for a great vacation! Fishing was a little rough but we landed enough to have a good meal. Overall my wife and I had a nice, relaxing lake home vacation."
Northwood's Fish Haven on Beautiful Moose Lake; 2 kayaks, Lilly pad & game-room

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

9.8 out of 10, Exceptional, (55)
"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

Lakeshore Pines | Peaceful, Lakefront Seclusion | 2 Bedroom

9.8 out of 10, Exceptional, (15)
"The cabin was cozy and just the right size for me. It is quiet and comfortable but still close to town--either Park Falls or Butternut. I was able to host a small family gathering and everyone had compliments for the cabin and the scenic property."
Lakeshore Pines | Peaceful, Lakefront Seclusion | 2 Bedroom

Little house in the woods but only 5 minutes from town!

9.8 out of 10, Exceptional, (20)
"Mandi’s up north cabin is a great place for a quite getaway but still plenty to do in the area. The cabin is very clean, updated and very roomy. We had a great New Year’s Eve bonfire. Thanks so much!!!"
Little house in the woods but only 5 minutes from town!

Ackwood Lodge - The Lodge, LARGE, Private Lakeshore Estate. Perfect for Family Reunions

10.0 out of 10, Exceptional, (18)
"We stayed at Ackwood Lodge for a long weekend celebrating my sister’s bachelorette. The accommodations were perfect for a larger party. Adam was great with communication and responded quickly. I would stay here again in a heartbeat!!"
Ackwood Lodge - The Lodge, LARGE, Private Lakeshore Estate. Perfect for Family Reunions

Executive Custom Log Lodge on Little Round Lake

10.0 out of 10, Exceptional, (91)
"We ALL LOVED your place!!!! Absolutely BEAUTIFUL, comfortable, so much space! We were a group of 9 couples and were very pleased! Would definitely stay here again!!!!"
Executive Custom Log Lodge on Little Round Lake

Elk Lodge on Fir, beautiful home with lake access

10.0 out of 10, Exceptional, (5)
"We made the best of a family snowmobile trip with no snow! We book Phillips every year to spend time with family and friends the house was nice and big and cozy would stay again "
Elk Lodge on Fir, beautiful home with lake access

6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.

9.8 out of 10, Exceptional, (53)
"WILL NEED TO GO BACK IN THE SUMMER TO ENJOY THE LAKE "
6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.

Paradise Shores & Fish Galore ~private small beach & dock!

10.0 out of 10, Exceptional, (103)
"Wonderful place - clean, bright, full of everything we needed. The beds were comfortable, kitchen full of everything I needed to cook meals and in a beautiful setting! Thank you for sharing your beautiful home with us! "
Paradise Shores & Fish Galore ~private small beach & dock!

Cozy new cabin on Lac Courte Oreilles!!

9.6 out of 10, Exceptional, (30)
"It's small yet it was all we needed to enjoy the long weekend with our family of four. The boys spent most of the days on the water in the kayaks. We sat in our chairs on the lawn and enjoyed the lake activity and a campfire. We over-ate and drank some Wisconsin beer. We should have brought coffee and some cooking oil, but the store was close by and open early. We want to stay for a longer visit someday."
Cozy new cabin on Lac Courte Oreilles!!

New cabin on Lac Courte Oreilles!!

9.8 out of 10, Exceptional, (29)
"Couldn’t have been happier with this cozy cabin. We enjoyed the stars on the dock, had a fire in the firepit, and loved the accommodations. The beds were really comfy and the vintage details were great! Would definitely come back again!"
New cabin on Lac Courte Oreilles!!

THE 1852 LOG HOUSE.

10.0 out of 10, Exceptional, (31)
"The hosts were wonderful and the cabin was excellently appointed to be able to properly cook great meals. Everything in the kitchen you could need is there for use. Be mindful that this cabin sits on regulaly travelled road, so expect some quick road traffic"
THE 1852 LOG HOUSE.

Wooded Lakefront Home: Nestled in the natural beauty of Birchwood, Wisconsin

10.0 out of 10, Exceptional, (9)
"A beautiful winter location and property. Spacious, inviting and comfortable home. Friendly, helpful and responsive hosts."
Wooded Lakefront Home: Nestled in the natural beauty of Birchwood, Wisconsin

Lakefront Cabin on LCO - The Sunset Escape

10.0 out of 10, Exceptional, (2)
"Was exactly what it said it was. Had a great time and everything was very nice. My girlfriend and I had a great time."
The price is AED 683
AED 1,911 total
includes taxes & fees
31 Mar - 1 Apr
Lakefront Cabin on LCO - The Sunset Escape

North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.

9.6 out of 10, Exceptional, (11)
"This was a nice location with a great view "
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.

Upscale Lake Home on Beautiful 915 Acre Solberg Lake, Phillips WI

9.8 out of 10, Exceptional, (131)
"Stayed with a bunch of friends for an icefishing weekend. Great fishing on solberg and excellent cabin. "
Upscale Lake Home on Beautiful 915 Acre Solberg Lake, Phillips WI

Secluded Log Home in the NATIONAL FOREST. ATV TRAILS CROSS OUR PROPERTY

9.6 out of 10, Exceptional, (138)
"This will be 25 yrs + for our group of guys annual hunting and fishing trip staying in the area. This is our 2nd year here and all the guys commented that this is the best place so far. It is close to all our favorite hunting and fishing spots and is the most spacious place we have ever stayed with plenty of room for all our gear and to spread out. The huge yard and endless woods to explore at the back door is amazing as well as the beautiful Ghost Creek that leads you to the Chippewa. This...
Secluded Log Home in the NATIONAL FOREST. ATV TRAILS CROSS OUR PROPERTY

Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!

10.0 out of 10, Exceptional, (15)
"Incredible place to stay for a cozy weekend full of snow activities with our family. Beautiful cabin and fully furnished kitchen with everything we needed for meals in, cards/board games (for all ages) to help unplug and incredible views of the lake! Great communication from host before, during, and after our stay! Couldn't ask for a better place to stay. "
The price is AED 551
AED 1,372 total
includes taxes & fees
30 Mar - 31 Mar
Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!

Big Chip Outdoors - 4 bedroom house with WiFi & AC in Heart of Chippewa Flowage

2.0 star property
Big Chip Outdoors - 4 bedroom house with WiFi & AC in Heart of Chippewa Flowage

Scooter's Landing in Hinton Bay on Round Lake, the view is amazing!

8.6 out of 10, Excellent, (15)
"Great location on the western side of Round Lake, making it a short drive into Hayward. Easy to find and access. We appreciated all of the hooks in the bedrooms to hang ski clothes to dry. Nice setup with a seating area on the main level that is open to the dining/kitchen area and a really nice living room, bar and smart TV in the lower level. Someone groomed a 2 mile ski trail around the bay, which was a nice surprise and fun little ski. Kitchen was well stocked and lots of towels provided. ...
Scooter's Landing in Hinton Bay on Round Lake, the view is amazing!
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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Other property types in Winter

Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .

10.0 out of 10, Exceptional, (19)
"Highly recommend for a Wisconsin North Woods getaway. Luxurious accommodations in a serene environment, very close to a village with basic amenities "
Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .

Spacious Winter Retreat w/ River Access + Kayaks!

9.2 out of 10, Wonderful, (19)
"Perfect cabin in the woods! Has a great scenic spot on the river and plenty of space for guests. Awesome game room and bar area as advertised. Teresa was a great host and was very helpful throughout the process. Would definitely come back! "
Spacious Winter Retreat w/ River Access + Kayaks!

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

8.8 out of 10, Excellent, (17)
"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
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.