
Ski-in/out vacation rentals in Cook County
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Top-rated ski-in/out rentals in Cook County
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Popular amenities for Cook County ski-in/out rentals
Ski-in/out house rentals

Ski-In/Out at Lutsen Mtn | Views of Moose Mtn
Overall positive experience. We loved that the pool and hot tub were in the same building. I skied most of the time and it was nice to come back to the room and start a fire. The condo was clean and everything worked as it should.

Cozy Townhome at Lutsen Mtn - Ski-in/Ski-out, Pool
Great location, ski in/out worked great!

Ski-in/Ski-out Lutsen Townhome -Pool+Fitness+Sauna
Check-in was easy. Beds were comfortable. Easy ski-in/ski-out (our 4 yr old could ski the path). You do need to drive to the pool, but worth it. We will stay here again. Had a great time at Lutsen!

Luxury Lutsen Townhome- Ski-in/Ski-out, Pool, Hike
We loved our holiday skiing stay! We had two families, nine people - 4 adults and 5 young adults. The ski in/ out access was great and there was plenty of space for all of us to hang out in the great room. Bedrooms and bathrooms were spacious and clean. The kitchen was extremely well stocked and we cooked all our meals in! There is only seating for 7 at the table, but we moved a couple counter stools to the table so we could all sit there. We had some issues with the heat in the upstairs bedroom (too hot) but Shayla was responsive and helped us trouble shoot. We would stay here again!

Cozy Lutsen Retreat - Ski/Golf/Hike/Sauna
We had a wonderful stay. The end unit is great for a beautiful view! The location is amazing to Ski in/Ski out! Very cozy with the fireplace. Love the large deck. Jesse and Dean were very helpful and quick to respond with my questions. Thank you for allowing my furry kids to join us!! It was really fun!!!!

Lutsen Mtn Condo - Ski-in/Ski-out, pool + hot tub
What a perfect condo! So comfy and beautifully decorated. We love our Lutsen mountain vacations and this location can’t be beat. The ski in/ski out could not be more convenient! Nice little deck to sit and relax and enjoy a little après ski time. Mountain views and quick access to pool and hot tub! We definitely will be back.

Cozy 1-bed | Ski-In/Out | Pool, Hot Tub, Fitness
From start to finish, our stay at Lutsen ski in/ski out condo at Caribou Highlands was comfortable and convenient, with ready access to the slopes. Shayla was always responsive when we had questions and we learned from locals that she is very highly regarded - this was no surprise to us. I would most certainly return.
Ski-in/out cabin rentals

Dunlookin...ski out the door on groomed trails!
We just loved Cathi’s cabin! It was our first time staying at a cabin without electricity or running water and the description of the property was very accurate and allowed for us to plan appropriately. The property was well kept, clean and safe. We had such a great time!

"Biddles" Hike out the Door at Bally Creek Cabins
great wilderness camp, great trail access and awesome service. out of a 5 star rating I'll give it a 10. we had a great time and it was just what we where looking for.

Pot Belly Cabin for Lovers and Good Friends.
Honestly a great place if you’re just getting into the whole cabin in the woods wood for heat thing. Cabin was about what you would expect for a cabin the woods, cleanish, bed made, really homey feeling. Honestly perfect. We chose to do this approx 4 days before check in and the ease of getting settled in was the main selling point, fire burning when we got there, drinking water ready and cold, wood in the cabin ( good wood none the less). Cathy was a delight to deal with, as was David. Over all probably won’t come back unless it’s a timing thing, the price was a little steep for what it was. (But hey, I still paid it and had a great time)

Bally Creek's Ollar - adventure out the door!
Perfect place to live the true cabin experience! Cathi was also really helpful. Would recommend!!

“MC” at Bally Creek (Mary Catherine)
Cute little cabin in the woods. It was a great place to stay. I stayed in Oct, even though it was 30 degrees outside the cabin stayed warm enough even when the fire went out during the night. Nice trails, would be great for skiing during the winter. Had everything you needed to feel at home. Sauna was great also. I think it is a little overpriced with no running water or electric compared to other places, but was very nice. Better than I expected.
Ski-in/out condo rentals

Ski-In/Ski-Out- Pool & Hot Tub Condo on Lutsen Mtn
Condo was delightful. Very easy to walk or drive to lodge or ski and ski out. Accommodations were really nice. Hosts were quick to respond and answered all of my questions practically within minutes.

Villager Condo @ Caribou Highlands
We enjoyed our stay at this condo! It was incredibly clean, well-maintained, and the location couldn’t have been better—ski/board in and out. Had everything you could need, including games, kitchen gadgets, and an amazing view right on the end where you can watch the Lutsen action. Would absolutely stay here again. Does sleep 4; however, the sofa bed is what it is—uncomfortable. Overall, this is a great option for its cute lodge check-in, friendly staff, cleanliness, convenience, and location.

Ski-In/Out | Private Bed + Loft, Best Views Around
great place, you pay for the convenience of ski in ski out. it's a little tight for 4 adults but great for a smaller family

Cozy Condo w/Mountainview & Hot Tub
Right on the ski trail. Very comfortable.

Top-Floor Ski-In/Out Condo with Pools & Hot Tub!
Amazing place! Loved the fireplace and the pool/hottub. It was perfect for our very cold weekend. The host was amazing with my questions and responded within minutes.

Charming & Cozy Ski in/Ski out Condo
Lutsen has been a favorite of ours since our first trip over 20 years ago. It’s a hike getting there from SE Wisconsin but always well worth it. The skiing in Lutsen is as close as you’re going to get to big mountain skiing in the Midwest. The condo was very clean and has fitting decorations. The key for the pool area and parking passes were hanging just inside the door. The private deck offered a nice area to take in the mountain air after dark and also in the early AM. There was a band after the main lift closed at 4 PM. Also fireworks when the secondary lift closed at 8 PM. So many things to do! We will definitely be back!

Nordic Studio Condo @ Caribou Highlands
The staff were extremely accommodating and provided excellent service (i.e. provided us an early check-in that we requested the day of). The resort is beautifully situated and the amenities were great. Will definitely come back!

Studio | Lake & Mtn Views | Ski-In/Out + Hot Tub
Very nice and comfortable. The corner unit affords a good view of the surroundings. Ski in and out was nice. You can sleep 4 but it is probably not big enough for 4 adults. We were 2 and that was great. The pull out couch mattress was comfortable, kitchen well stocked. A ski trail map would be nice to include in the unit for winter guests.
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