Holiday Homes in Winter

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Featured Holiday Homes in Winter

Breezy Bay Beach On Round Lake

10.0 out of 10, Exceptional, (56)
"Beautiful place to stay."
Breezy Bay Beach On Round Lake

5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.

9.8 out of 10, Exceptional, (58)
"Very nice property, lovely location, easy communication."
5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.

New cabin on Lac Courte Oreilles!!

10.0 out of 10, Exceptional, (35)
"Great little lake cabin!"
New cabin on Lac Courte Oreilles!!

Cozy new cabin on Lac Courte Oreilles!!

9.6 out of 10, Exceptional, (38)
"Very clean cozy cabin in a great location!"
Cozy new cabin on Lac Courte Oreilles!!

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

9.8 out of 10, Exceptional, (59)
"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

Executive Custom Log Lodge on Little Round Lake

10.0 out of 10, Exceptional, (97)
"Comfortable, beautiful property!"
Executive Custom Log Lodge on Little Round Lake

Private, secluded 2-bedroom house with King, Queen beds near Cable with WiFi, AC

9.0 out of 10, Wonderful, (2)
"We had a one night stay but had planned on three. Daughter went into labor and we needed to leave property early. Didn’t really have a chance to enjoy the area. Home had new furnishings and everything we needed "
Private, secluded 2-bedroom house with King, Queen beds near Cable with WiFi, AC

Spacious 5-bedroom house in serene Clam Lake with WiFi

Spacious 5-bedroom house in serene Clam Lake with WiFi

Spacious Lake Home near Ladysmith, with a private dock on the Dairyland Flowage!

9.6 out of 10, Exceptional, (23)
"This place was awesome and the owner was great. Communication was outstanding and the house was great. Water views can’t be beat. "
Spacious Lake Home near Ladysmith, with a private dock on the Dairyland Flowage!

Modern Tiny Home | River Views + Sauna

9.6 out of 10, Exceptional, (5)
"Overall, very nice place to stay. Very peaceful and taken care of. Tina was very responsive. "
The price is AU$637
includes taxes & fees
17 Aug - 18 Aug
Modern Tiny Home | River Views + Sauna

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

9.6 out of 10, Exceptional, (14)
"It was a nice place convient for us. "
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.

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

2.0 star property
9.8 out of 10, Exceptional, (11)
"Was a nice and quiet place. Was very impressed with the place!!!!"
The price is AU$239
includes taxes & fees
5 Aug - 6 Aug
Discover Hawkins charm in our 3-bedroom retreat near ATV & Snowmobile Trails

Birchwood Haven-Wooded Lakefront Cabin Retreat on Big Chetac Lake, Birchwood WI

10.0 out of 10, Exceptional, (13)
"A beautiful winter location and property. Spacious, inviting and comfortable home. Friendly, helpful and responsive hosts."
Birchwood Haven-Wooded Lakefront Cabin Retreat on Big Chetac Lake, Birchwood WI

Paradise on the Pixley

9.8 out of 10, Exceptional, (81)
"We had a lot of fun in the beautiful woods! We love it here and will keep coming back. "
Paradise on the Pixley

Spacious Winter Retreat w/ River Access + Kayaks!

9.2 out of 10, Wonderful, (27)
"We had an amazing experience at this beautiful property! We were a group of 8 families, including 7 kids, and the space was absolutely perfect for us. The property was clean, spacious, and very well maintained, offering plenty of room for everyone to relax and enjoy.The kids had a fantastic time, and it was great to have a setting that allowed both kids and adults to have fun together. The host was extremely kind and responsive, making sure we had everything we needed for a comfortable stay.We...
Spacious Winter Retreat w/ River Access + Kayaks!

Spruce Haven on Round Lake - Summer 2025 weeks available

9.6 out of 10, Exceptional, (12)
"We had a great time at this property. Very clean and newly renovated. Highly recommend!"
Spruce Haven on Round Lake - Summer 2025 weeks available

Edgewater Retreat | 2 Bed, 2 Bath

10.0 out of 10, Exceptional, (7)
"Very comfortable stay. Sunset was gorgeous! Very nice home on the flowage. So quiet!"
Edgewater Retreat | 2 Bed, 2 Bath

Breathe! A Beautiful Cabin | 2 Bed, 1 Bath

10.0 out of 10, Exceptional, (10)
"Great stay peaceful nice getaway"
Breathe! A Beautiful Cabin | 2 Bed, 1 Bath

Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward

9.8 out of 10, Exceptional, (110)
"Very nice property on a lake great for paddle boarding. We had a great time."
Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward

2 cozy, secluded cabins on beautiful waterfront acreage with epic game room

10.0 out of 10, Exceptional, (5)
"This cabin was a great find and was perfect for what we were looking for. The hosts were amazing with communication and the game room is fantastic! Very kid friendly place if you have kiddos. This was perfect for a getaway and we played camp games for a bachelorette party. "
2 cozy, secluded cabins on beautiful waterfront acreage with epic game room
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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