Holiday Homes in Winter

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Featured Holiday Homes in Winter

Cozy log home on 6 acres - Hayward
10.0 out of 10, Exceptional, (106)
"This is a great place to stay with friends or family. There is great trails all around to ride. The cabin was so clean and relaxing, perfect for our trip!"
Cozy log home on 6 acres - Hayward
Spacious Winter Retreat w/ River Access + Kayaks!
8.6 out of 10, Excellent, (7)
"This was a great place to stay for a group of friends. The game room and bar area was a lot of fun. The property manager responded very quickly and was easy to work with. My only critique is that the kitchen area could use a bit of filling out, with effectively no consumables or spices available and an odd scattering of kitchen tools/pans, with heavy wear."
Spacious Winter Retreat w/ River Access + Kayaks!
Spacious Lake Home near Ladysmith, with a private dock on the Dairyland Flowage!
10.0 out of 10, Exceptional, (12)
"We enjoyed our stay in this home. The lake view we had was beautiful and even more beautiful because of the snow. We were in town for some family emergency services but we still enjoyed our time and felt very relaxed even with the family circumstances. We took lots of pictures and enjoyed every minute we could. The home is well stocked with pans and supplies."
Spacious Lake Home near Ladysmith, with a private dock on the Dairyland Flowage!
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Make new Memories at Birch Haven Log Cabin on ATV/UTV Trail with private dock
10.0 out of 10, Exceptional, (3)
"The cabin is well stocked and quite clean. The property is a a wonderful piece of property on the perfect sized lake."
Make new Memories at Birch Haven Log Cabin on ATV/UTV Trail with private dock
Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward
9.8 out of 10, Exceptional, (95)
"Great house, clean, comfortable bed, well-stocked, can’t beat the location, deer in the front yard & lake right out the back door! Good communication! Highly recommend!"
Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward
Bears Den on the private lake
9.6 out of 10, Exceptional, (24)
"Everything went smooth. Nice place. Very involved owner that insured a pleasant stay."
Bears Den on the private lake
Located in the heart of bike & ATV trails, Fish, hike, kayak this summer.
10.0 out of 10, Exceptional, (59)
"Peaceful and quiet location that also happens to be convenient for a Birkie stay. Very nice!"
Located in the heart of bike & ATV trails, Fish, hike, kayak this summer.
Ackwood Lodge - The Lodge, LARGE, Private Lakeshore Estate. Perfect for Family Reunions
10.0 out of 10, Exceptional, (14)
"Good place for a large group to plenty of room."
Ackwood Lodge - The Lodge, LARGE, Private Lakeshore Estate. Perfect for Family Reunions
K&K's Lakeside Lodge-Hayward Relaxing Getaway
9.8 out of 10, Exceptional, (26)
"beautiful property with plenty of room. We loved seeing bear tracks on the lake."
K&K's Lakeside Lodge-Hayward Relaxing Getaway
ATV/UTV and Snowmobile on the Famous Chippewa Flowage - Pontoon Rentals
10.0 out of 10, Exceptional, (14)
"Very nice property, was perfect for our Crazy Cousins weekend!"
ATV/UTV and Snowmobile on the Famous Chippewa Flowage - Pontoon Rentals
Secluded 4-season cabin w/private waterfront, epic game room & mins from trails
10.0 out of 10, Exceptional, (33)
"One of the best rental experiences we have ever had. Hosts were wonderful in responding to questions and very helpful. Cabin was great, the game room was super fun and the kids are excited for our next visit! Thanks!"
Secluded 4-season cabin w/private waterfront, epic game room & mins from trails
New cabin on Lac Courte Oreilles!!
9.8 out of 10, Exceptional, (23)
"Charming and clean cabin! We loved watching the incredible sunrises on the lake. On a nice and quiet street for running or walking. We went to Hayward and Cable to ride the MTB trails. The beds were very comfortable! We will be back!"
New cabin on Lac Courte Oreilles!!
Little house in the woods but only 5 minutes from town!
10.0 out of 10, Exceptional, (13)
"We were there for a family reunion so a lot of running around and only at the cabin in evening but great place to relax. Definitely would recommend."
Little house in the woods but only 5 minutes from town!
Beautiful round lake northern cedar modern vacation home
9.4 out of 10, Exceptional, (31)
"This was a perfect location on the lake for us and what we wanted to do for the weekend."
Beautiful round lake northern cedar modern vacation home
3-bedroom Cabin on Crystal Clear Blueberry Lake
10.0 out of 10, Exceptional, (4)
"Nicely hidden away with a great view of the lake. Everyone having their own bdrm/ba is a big plus! Great in every way! I highly recommend and we will return. Thank you so much for sharing your beautiful home w/ us!"
3-bedroom Cabin on Crystal Clear Blueberry Lake
Custom-Bulit Log Cabin Family Friendly home on Round Lake, close to trails!
10.0 out of 10, Exceptional, (1)
"This is a truly luxurious lake house in a perfect spot. Very spacious, very clean, with a set of welcoming soft drinks, snacks and chocolates. We skied and skated on the lake and ran our Korte race. The host was very accommodating to our special requests at no additional charge. Highly recommended."
Custom-Bulit Log Cabin Family Friendly home on Round Lake, close to trails!
Big Chip Lodge. Awesome view. Dock 50' away. Bar/Restaurants just blocks walking
9.2 out of 10, Wonderful, (97)
"Rustic lodge with a nice view of Moore’s bay. Having your own bar is great, spent most of our time off the ice hangin at the bar."
Big Chip Lodge. Awesome view. Dock 50' away. Bar/Restaurants just blocks walking
Renovated 1940s Church Along Namekagon River!
9.8 out of 10, Exceptional, (15)
"We stayed here for the Birkie events. Awesome location, clean, easy check in, everything we needed! Pretty sure this property used to be Riverbrook ski shop and is iconic!"
Renovated 1940s Church Along Namekagon River!
Mallard Manor
10.0 out of 10, Exceptional, (2)
"Absolutely amazing place to stay! Very clean, wonderful sleeping arrangements, convenient location to town and plenty of parking."
Mallard Manor
Hayward Home w/ Private Deck, Fire Pit & Kayak!
Hayward Home w/ Private Deck, Fire Pit & Kayak!
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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.

Other property types in Winter

Bears Den on the private lake
9.6 out of 10, Exceptional, (24)
"Everything went smooth. Nice place. Very involved owner that insured a pleasant stay."
Bears Den on the private lake
Spacious Winter Retreat w/ River Access + Kayaks!
8.6 out of 10, Excellent, (7)
"This was a great place to stay for a group of friends. The game room and bar area was a lot of fun. The property manager responded very quickly and was easy to work with. My only critique is that the kitchen area could use a bit of filling out, with effectively no consumables or spices available and an odd scattering of kitchen tools/pans, with heavy wear."
Spacious Winter Retreat w/ River Access + Kayaks!
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
8.4 out of 10, Very good, (11)
"A family owned business, the owner and his family made me feel very welcomed and looked after. It was a perfect place to relax and recharge."
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.

Winter Holiday Homes information

Number of reviews
562
Accommodation
93 Holiday Homes
Lowest Price
Highest Price

Recent Reviews in Winter
Expedia verified reviews