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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 103 Vacation Homes in Winter with updated reviews, rates, and availability.

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

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!
Mallard Manor
Outdoor dining

Mallard Manor

10.0 out of 10, Exceptional, (8)
"Great stay, excellent attention to detail. Outstanding space for a group with tons of parking + comfortable sleeping spots for all. "
Mallard Manor
6 bedroom 3- bath 16 people capacity pontoon included in Winter Wis.
Exterior

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.
Sandalwood Retreat on Round Lake - Enjoy our screened porch & gorgeous sunsets 
Lake side view with screened deck

Sandalwood Retreat on Round Lake - Enjoy our screened porch & gorgeous sunsets 

10.0 out of 10, Exceptional, (36)
"We are a group of 11 adults that go on an annual Labor Day trip every year, and this was the best year yet thanks to the Sandalwood Retreat. The house had more than enough space for everyone and their belongings. We were thankful to have two full kitchens and multiple places indoors and outdoors to hang out. Whether we were hanging out as a large group or we were split up into smaller groups or enjoying some alone time, the house accommodated all of our needs without feeling crowded. The hosts...
Sandalwood Retreat on Round Lake - Enjoy our screened porch & gorgeous sunsets 
Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!
Dining

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

10.0 out of 10, Exceptional, (14)
"Nice, cozy and clean cabin in a perfect location."
The price is AED 551
AED 1,380 total
includes taxes & fees
2 Mar - 3 Mar
Renovated cabin on Lac Courte Oreilles Lake - minutes from trails!
Wooded Lakefront Home: Nestled in the natural beauty of Birchwood, Wisconsin
Back of lake home with steps leading down to lake front

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

10.0 out of 10, Exceptional, (8)
"The property is just as described, and worked perfectly for 6 adults and 2 kids. The kitchen is stocked with pretty much anything you would need, and there were plenty of games/activities for the kids. Adults and kids loved playing Foosball and PacMan in the basement. There was plenty of room at the pier for all of our boats and we were able to take them out every day we were there. Communication was fantastic and any questions we had were answered very quickly. We had a great time. Thank...
Wooded Lakefront Home: Nestled in the natural beauty of Birchwood, Wisconsin
Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward
Beautiful Sunset

Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward

9.8 out of 10, Exceptional, (108)
"This was a lovely stay in a beautiful area. The home was very clean, the beds & pillows comfortable. The kitchen was extremely well-stocked with pans, utensils, flatware -- for someone who loves to cook, there was plenty of equipment to produce great meals. The home is located down a long tree-lined driveway, and have the feeling of being alone, even though it's a busy, well-populated area. My husband enjoyed playing horseshoes in the yard every night. There is a nice pier over the water,...
Lake Hayward. Private Lakefront Within Walking Distance To Downtown Hayward
Secluded 4-season cabin w/private waterfront, epic game room & mins from trails
Living area

Secluded 4-season cabin w/private waterfront, epic game room & mins from trails

10.0 out of 10, Exceptional, (41)
"I just cannot say enough how wonderful this cabin is! It's so clean, everything is decorated so cute, the beds are comfy, everything you could possibly need and more! The game room was amazing and all the games/toys make it a huge family hit! 10 mins from Hayward so easy trip into town for whatever you need but also totally secluded for peace and quiet! We will definitely be back!"
Secluded 4-season cabin w/private waterfront, epic game room & mins from trails
Renovated Historic Church Along Namekagon River!
Hayward Vacation Rental | 2BR | 1.5BA | 1,348 Sq Ft | Step-Free Entry

Renovated Historic Church Along Namekagon River!

9.8 out of 10, Exceptional, (20)
"This was our second stay at this property and we love it. Kids love the mattresses in the loft and hang there. Two bedrooms for adults, although wish there were larger beds. Great location for all of our adventures. "
Renovated Historic Church Along Namekagon River!
Scooter's Landing in Hinton Bay on Round Lake, the view is amazing!
Miscellaneous

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

8.6 out of 10, Excellent, (14)
"2nd annual trip to Round Lake. 1st stay at Scooter's Landing. This cabin was perfect for our family get together. Our little pugs loved the decks and we loved the sauna and the awesome views of the bay. I recommend this property to others who enjoy lakeside life and if you have a boat it is so close to the landing. Great owner and we had no issues!"
Scooter's Landing in Hinton Bay on Round Lake, the view is amazing!
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.
Bring your boat. Landing less than a mile.

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.
Round Lake Roost—escape to A Summer Paradise!
Summer 2021 ——perfect family and friends vacation spot!

Round Lake Roost—escape to A Summer Paradise!

10.0 out of 10, Exceptional, (71)
"The Round Lake Roost was an excellent selection for our family of 13. There were spacious bedrooms with a variety of sleeping arrangements. The kitchen was adequately stocked with cooking supplies, we ate all of our meals at the Roost We really enjoyed the ice rink and ice fishing on the huge lake, we love to be outside and it was perfect for us The area was very peaceful! We thoroughly enjoyed our stay. "
Round Lake Roost—escape to A Summer Paradise!
THE 1852 LOG HOUSE.
Exterior

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.
Eclectic Ladysmith Hideaway: Hike and Hunt!
Ladysmith Vacation Rental | 3BR | 1BA | 2 Stories | 1,100 Sq Ft

Eclectic Ladysmith Hideaway: Hike and Hunt!

10.0 out of 10, Exceptional, (21)
"Loved it"
Eclectic Ladysmith Hideaway: Hike and Hunt!
Stone Mason`s Camp on the River | 3 Bed, 2 Bath
Exterior

Stone Mason`s Camp on the River | 3 Bed, 2 Bath

8.0 out of 10, Very Good, (3)
"The small neighborhood it was in.......was rather odd.....but the cabin and the flowage were awesome!! Very quiet and peaceful"
Stone Mason`s Camp on the River | 3 Bed, 2 Bath
Opsrey Home Getaway-Unique, Large, and Secluded Cabin located on Osprey Lake!

Opsrey Home Getaway-Unique, Large, and Secluded Cabin located on Osprey Lake!

10.0 out of 10, Exceptional, (1)
"Beautiful cabin with something for everyone in the family! Great views, and easy to work with owners . Would definitely stay again! "
Opsrey Home Getaway-Unique, Large, and Secluded Cabin located on Osprey Lake!
Ackwood Lodge - The Lodge, LARGE, Private Lakeshore Estate. Perfect for Family Reunions
Your ultimate family reunion destination on the stunning 5,000-acre Lac Courte Oreilles

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
Elk Lodge on Fir, beautiful home with lake access
Interior

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
Spacious Winter Retreat w/ River Access + Kayaks!
Winter Vacation Rental | 7BR | 4BA | 6,700 Sq Ft | Stairs Required

Spacious Winter Retreat w/ River Access + Kayaks!

9.0 out of 10, Wonderful, (18)
"This has been the second year we’ve been here. It’s a great place for a large group with plenty of space for everyone! This will continue to be our go to spot for years to come! "
Spacious Winter Retreat w/ River Access + Kayaks!
Custom-Bulit Log Cabin Family Friendly home on Round Lake, close to trails!
Exterior

Custom-Bulit Log Cabin Family Friendly home on Round Lake, close to trails!

10.0 out of 10, Exceptional, (4)
"This incredibly beautiful property hosted our group of 20 and was the perfect fit for our weekend. Aside from the home and grounds being immaculately maintained, the host was quick to answer any questions and to accommodate requests for our group. If I could give more than 5 stars I absolutely would. Thank you to Brittany and the rest of the Roots Vacation Rental team for a phenomenal experience!"
Custom-Bulit Log Cabin Family Friendly home on Round Lake, close to trails!
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 .
Property grounds

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

10.0 out of 10, Exceptional, (18)
"This was a great place to getaway for the weekend. It was very clean and very nice inside. I would definitely recommend this to anyone."
Luxury Cabin, 800+ feet frontage, 733 acre Lake, Hot tub, Pontoon, Fireplace .
Spacious Winter Retreat w/ River Access + Kayaks!
Winter Vacation Rental | 7BR | 4BA | 6,700 Sq Ft | Stairs Required

Spacious Winter Retreat w/ River Access + Kayaks!

9.0 out of 10, Wonderful, (18)
"This has been the second year we’ve been here. It’s a great place for a large group with plenty of space for everyone! This will continue to be our go to spot for years to come! "
Spacious Winter Retreat w/ River Access + Kayaks!
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
Interior

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.