Bear Country Rentals

Bringing You Your Next Dream Vacation!

Reviews

Jocelynn
January 2026 · Airbnb
We stayed bear country for my bonus daughter’s birthday weekend. We love winter sports, and a perfect place for it. While it wasn’t right off of the snowmobile trails it was close enough. It was close to skiing, ice-skating, snowshoeing and so much more. The home is absolutely beautiful and extremely clean. We loved it! I highly recommend this place to anyone looking! We’ll definitely be back!
Dustin
January 2026 · Airbnb
We stayed here for a snowmobiling trip, and the cabin is right on the trail with easy access to many bars and restaurants. I highly recommend this cabin if you are planning a snowmobile trip in north Wisconsin.
⁨E.J.⁩
January 2026 · Airbnb
Perfect location to explore the area, in particular we were in Winchester, WI for our annual winter visit the WinMan Trails (X-Country Skiing, Snow Shoeing, Sledding and Fat Tire Biking) is less than a five (5) minute drive from the home. The house itself is well designed, appointed and very spacious. Our group was very happy and comfortable during our two (2) night stay.
Jamie
January 2026 · Airbnb
House was just as described & very well stocked. jumped on the snowmobile trails right across the road from the driveway & gas was within a mile or so. Owners were excellent about responding quickly. Plenty of parking and a good amount of bars/restaurants nearby and in Manitowish Waters as well. Entry way had lots of room for our gear, shelves for helmets, boot dryers & a bench to sit down while getting ready -great space! Great home, thank you!!
Mark
December 2025 · Airbnb
The room brought me back to my childhood when we rented cabins in Minnesota with my Grandparents. It was a winter wonderland. They had 30 plus inches of snow just before we arrived. I would love to go this summer and experience the lake.
Jonathan
December 2025 · Airbnb
Have stayed here many times and will continue to go back! There is a special charm that comes with this place that is hard to describe but it’s so comforting. The location is so convenient with the WinMan Trails right down the road and downtown Manitowish only a few miles away as well.
Thomas
November 2025 · Airbnb
My crew and I stayed here while we worked on a job site in the area. It worked out perfectly for us and was a great place to relax at the end of every day. I'm hoping to rent this place again in the future to stay for a vacation, maybe get some fishing done!
Mary
October 2025 · Airbnb
This house has it all! Six bedrooms with two beds in each room and a private en-suite bath for each room. It’s like having 6 hotel rooms in a beautiful home with all the amenities you need! Great for friends or families traveling together. Note that there isn’t a bathtub in any of the rooms if you are traveling with young children. The only caveat I would add. The host very responsive when we had a drain plug stuck down in a bathroom sink. No weekend exceptions to fixes with Bear Country. The huge main floor had plenty of room to be together but not on top of each other. Kitchen and dining area amazing. Restaurant across the street has great pizza and casual dining menu too. We’d for sure return here in the future.
Lyle
October 2025 · Airbnb
Awesome place in a really great location. On a chain of lakes, close to shops, restaurants and some of the best biking trails in Wisconsin if not the entire Midwest.
Kelly
October 2025 · Airbnb
Beautiful home and lake views!! Clean, nicely decorated and comfortable. Kitchen had everything you needed. Nice location. Brooke was very responsive to our questions. I would definitely stay here again! Thank you Brooke for a great week!

Our Properties

Winchester Headquarters! Direct trail access!

Winchester Headquarters! Direct trail access!

Winchester, WI, United States

Guests 6

Bedrooms 3

Bathrooms 1.5

Lakefront Cabin on MW Chain + 3 Beds!

Lakefront Cabin on MW Chain + 3 Beds!

Manitowish Waters, WI, United States

Guests 6

Bedrooms 3

Bathrooms 2

MW Chain Hideaway | 2 beds + private dock

MW Chain Hideaway | 2 beds + private dock

Manitowish Waters, WI, United States

Guests 4

Bedrooms 2

Bathrooms 1

Authentic Cabin! On Water! 2025 Summer Vacation!

Authentic Cabin! On Water! 2025 Summer Vacation!

Presque Isle, WI, United States

Guests 4

Bedrooms 2

Bathrooms 2

Trailside Waterfront Escape – 5 Beds!

Trailside Waterfront Escape – 5 Beds!

Presque Isle, WI, United States

Guests 6

Bedrooms 3

Bathrooms 2

Cozy Updated Lakeside Retreat | Full Kitchenette

Cozy Updated Lakeside Retreat | Full Kitchenette

Winchester, WI, United States

Guests 2

Bedrooms 1

Bathrooms 1

On Water! Minutes from WinMan! Full Kitchenette!

On Water! Minutes from WinMan! Full Kitchenette!

Winchester, WI, United States

Guests 6

Bedrooms 1

Bathrooms 2

Complete Water Frontage! Presque Isle Chain!

Complete Water Frontage! Presque Isle Chain!

Presque Isle, WI, United States

Guests 6

Bedrooms 5

Bathrooms 2

Cozy Lakefront Cabin on Turtle Chain + Huge Yard!

Cozy Lakefront Cabin on Turtle Chain + Huge Yard!

Presque Isle, WI, United States

Guests 6

Bedrooms 4

Bathrooms 2

ON Water Lodge! 5 Beds!

ON Water Lodge! 5 Beds!

Winchester, WI, United States

Guests 6

Bedrooms 4

Bathrooms 2

Cozy Lakefront Retreat | Sleeps 4 | Fully Updated

Cozy Lakefront Retreat | Sleeps 4 | Fully Updated

Winchester, WI, United States

Guests 4

Bedrooms 1

Bathrooms 1

Winter Oasis W/ Prime Location & Lots of Space!

Winter Oasis W/ Prime Location & Lots of Space!

Manitowish Waters, WI, United States

Guests 16

Bedrooms 6

Bathrooms 6.5

Cozy Retreat on South Turtle Lake*Updated*

Cozy Retreat on South Turtle Lake*Updated*

Winchester, WI, United States

Guests 2

Bedrooms 1

Bathrooms 1

Remodeled Luxury Lake Home | 4BR/4BA + Bonus Space

Remodeled Luxury Lake Home | 4BR/4BA + Bonus Space

Manitowish Waters, WI, United States

Guests 8

Bedrooms 4

Bathrooms 4

*Updated* Rustic Lakefront Retreat in Northwoods

*Updated* Rustic Lakefront Retreat in Northwoods

Winchester, WI, United States

Guests 4

Bedrooms 1

Bathrooms 1

Waterfront Resort | Sleeps 18 | 5 Separate Units

Waterfront Resort | Sleeps 18 | 5 Separate Units

Winchester, WI, United States

Guests 16

Bedrooms 5

Bathrooms 6

Lakefront Lodge W/ Direct Access to Bike Trails!

Lakefront Lodge W/ Direct Access to Bike Trails!

Manitowish Waters, WI, United States

Guests 6

Bedrooms 4

Bathrooms 3

That 70s Place W/ River & Lake Access!

That 70s Place W/ River & Lake Access!

Boulder Junction, WI, United States

Guests 6

Bedrooms 2

Bathrooms 2.5

Manitowish Waters Cabin | Lake + Trails Access

Manitowish Waters Cabin | Lake + Trails Access

Manitowish Waters, WI, United States

Guests 8

Bedrooms 4

Bathrooms 2.5

Modern Lake Escape–Near WinMan, Full BSMT Retreat!

Modern Lake Escape–Near WinMan, Full BSMT Retreat!

Winchester, WI, United States

Guests 6

Bedrooms 3

Bathrooms 3

Mercer Hideaway! On water! Near town! Discounts!

Mercer Hideaway! On water! Near town! Discounts!

Mercer, WI, United States

Guests 6

Bedrooms 3

Bathrooms 2

Bonus Outdoor Space! On MW Chain of Lakes!

Bonus Outdoor Space! On MW Chain of Lakes!

Manitowish Waters, WI, United States

Guests 6

Bedrooms 4

Bathrooms 3

Island Bay Lodge

Island Bay Lodge

Manitowish Waters, WI, United States

Guests 21

Bedrooms 7

Bathrooms 6

Camp Mishike Cabins | Birch

Camp Mishike Cabins | Birch

Presque Isle, WI, United States

Guests 8

Bedrooms 2

Bathrooms 1.5

Camp Mishike Cabins | Balsam

Camp Mishike Cabins | Balsam

Presque Isle, WI, United States

Guests 8

Bedrooms 2

Bathrooms 1.5

Camp Mishike Cabins | Oak

Camp Mishike Cabins | Oak

Presque Isle, WI, United States

Guests 6

Bedrooms 2

Bathrooms 1

Trailside Escape | ON Snowmobile Trail!

Trailside Escape | ON Snowmobile Trail!

Mercer, WI, United States

Guests 6

Bedrooms 3

Bathrooms 2