Bear Country Rentals

Bringing You Your Next Dream Vacation!

Reviews

Lori
July 2025 · Airbnb
We really enjoyed our stay. The location was very peaceful. We selected this place because of the close location to the bike trails. Everything was very clean. We had a great time.
Erica
June 2025 · Airbnb
We had a wonderful stay at this beautiful cabin in a peaceful, secluded area. I especially loved that it’s located on a peninsula with a dock on each side, each leading to a different lake, perfect for fishing and kayaking. The house was spotless, and I could tell right away how clean it was just by walking across the floor barefoot. It even smelled fresh and clean, which made it feel so welcoming. One of the most special parts was being able to hear the loons calling, even from inside the house. I highly recommend this place!
Dustin
June 2025 · Airbnb
This is one of the best places I have stayed up north. The cabin is perfect and for what we like to do, the location on the chain is perfect. Our trip did not go as planned. My 82 year old father got dizzy when walking into the kitchen for pancakes. He went down and loss consciousness. He took out a bookcase. Brooke was very understanding and reached out several times. I've never rented through Bear Country before, but they treated us great and Brooke is pretty cool.
Patrick
May 2025 · Airbnb
A well maintained, clean, good value rental. Only a few minutes from Boulder Junction. Fishing was good and the lake was not crowded even on Memorial Day weekend. The neighborhood was peaceful and quiet. Internet and Smart TV worked well. Furniture and beds were comfortable. The Kitchen has everything you need. There is plenty of space to stretch out. Check out was easy and had very few requirements. Very good and friendly communication with the rental company. I have rented several places with this company and have always had a good experience. I highly recommend this rental.
Sarah
February 2025 · Airbnb
This was the perfect cozy winter getaway for our ski and fat bike weekend! The space is beautiful, the kitchen is very well stocked, and the beds were very comfortable. We would definitely stay there again!
Beth
February 2025 · Airbnb
We had a wonderful girls weekend staying at Adelaide Adventure house! The house was super clean and comfortably decorated. The kitchen had all the amenities including sharp cutting knives (and if you are a frequent renter, you know how RARE this is!). The gas fireplace added cozy ambience and welcome warmth after a long day of xc skiing. The house is very close to Winman for all season recreation. The host was easy to communicate with, we felt very welcome and taken care of. I would stay here again in a heartbeat.
Susie
February 2025 · Airbnb
Wow is all we can say!!! The communication before hand and during our stay was excellent! The morning after we arrived we received a message asking if there were any issues, there were none. And one night when we were out we received a message that there was a wide spread power outage along with an estimated time it would be fixed. We were wowed by the cabin, the appointments were fantastic, it was spotless, and the amities and were wonderful!! You could tell they had taken time to to decorate the cabin. it felt really homey! The accommodations were perfect and roomy for 4 couples, this was our annual "couples" snowmobile trip. There was a bird feeder that was full of seed and attracted some entertaining little squirrels and birds. We also got to see a Pileated Woodpecker and a Black Squirrel! I personally no longer go on the snowmobile rides so I was able to enjoy the view and paint a picture of it.
Emily
January 2025 · Airbnb
Thank you for a fabulous stay!! We were so happy and comfortable in the house. The primary suite has lovely lake views. The wood burning fireplace was so cozy and made for lovely nights playing cards. Thank you for letting our fur buddies join in the adventure! We can’t wait to come back!
Rose
January 2025 · Airbnb
Stayed here with friends for a snowmobile trip. Plenty of room, comfortable beds, and plenty of hot water for all of us! Wood available for fireplace which was nice to relax and warm up after riding all day. Beautiful views even in winter. I’d stay here again.
Johanna
January 2025 · Airbnb
Our stay at the Adelaide cabin was lovely. The snowy views, gorgeous fireplace and overall cleanliness made for the perfect cozy winter stay. The host was very communicative and helpful. We can’t wait to visit again!

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

*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 – 8 Beds on the Manitowish Chain!

Lakefront Lodge – 8 Beds on the Manitowish Chain!

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

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

Manitowish Waters Cabin | Lake + Trails Access

Manitowish Waters Cabin | Lake + Trails Access

Manitowish Waters, WI, United States

Guests 8

Bedrooms 4

Bathrooms 2.5