Vacation rentals in Chicagon

4.96 out of 5 average rating, 24 reviews

Cottage in Iron River

LauraRating, 5 stars1 month ago

Beautiful home and attentive host! Sam is very thoughtful and thorough. We appreciated the attention to detail and information on the house and area. Sam is easy to communicate with. We found the location great for activities in the Iron River area. The house is well appointed and comfortable. Perfect for our group of six. We loved the view from the kitchen and enjoyed the cozy TV room. Really liked the bed and bath arrangement. One consideration: our winter gear filled the small entry way as there is no real place for coats or ski gear. That said, we would definitely consider staying again! The lake during the summer would be wonderful!

4.78 out of 5 average rating, 23 reviews

Home in Eagle River

Private Lake Retreat w Kayaks & Onsite Boat Rental

TaylorRating, 5 stars2 months ago

Beautiful cabin with plenty of space. We would absolutely stay here again. The host was responsive and clearly answered all our questions so we knew what to expect. Our only noted challenge was backing a 44 foot race trailer into the driveway with fresh snow, but with some effort we got it in there! Surroundings are stunning, would love to see this place in the summer!

4.89 out of 5 average rating, 116 reviews

Home in Wisconsin

Beautiful lakefront home on ATV/snowmobile trails

LuanaRating, 5 stars8 months ago

We have stayed here several times and we love it more with each visit. Mike and Amy have invested in their property and there are new updates with each year. There is newer furniture than what is pictured. The lake is so nice for swimming!!! And having access to all the kayaks, paddle boat, etc makes the stay so much more fun and relaxing. Sitting on the deck listening to the loons and star gazing is the perfect end to the day!

4.97 out of 5 average rating, 32 reviews

Home in Florence

Lake Cottage: Private with Sunset Views

JenniferRating, 5 stars3 months ago

The Lake Cottage was exactly as pictured - clean, nostaglic, modernized amentities and loads of vintage charge. We booked last minute for a New Years Eve hurrah with my husband and two children (ages 3 & 8), and my only regret is not staying longer. We snowboarded, ice-fished, played board games, did puzzles... and simply enjoyed our time together. It was restorative and the cottage is conducive to slowing down and savoring each moment. The property (albiet Winter) was spacious and felt private, tucked down the long(er) drive with a single neighbor in sight. Elizabeth, the host, was incredibly responsive and helpful. 10/10, will probably book again!

5 out of 5 average rating, 7 reviews

Home in Eagle River

Brand New Cottage in Downtown ER, Pets Welcome

AnnaRating, 5 stars3 months ago

Pristine, well updated cabin located in a beautifully wooded area. Very clean and clutter free, with a just-like-home feel! I did my evening run to Walgreens which was just 1.1 miles from the cabin’s front door! The roads were great and well lit to be out and about, and the deer were so pretty to see while out exploring :) Saundra was responsive and very kind; you can be sure you’ll enjoy your stay here!

4.98 out of 5 average rating, 48 reviews

Cabin in Eagle River

Cozy Lakeside Log Cabin on Sunset Lake

SondosRating, 5 stars2 weeks ago

The hosts were more than friendly! The place was worth every penny and it was squeaky clean and they wrote notes everywhere on everything so we can use it properly. It’s my first time using Airbnb, thank you for being my first choice in here. The snow was covering the whole area and it added vibes to our trip! I loved this place and words won’t give it it’s justice. EVERYONE SHOULD BOOK THIS PLACE and please don’t ruin it! ❤️❤️

4.9 out of 5 average rating, 71 reviews

Apartment in Trout Creek

Vallee Creek Rentals (1).

GrantRating, 5 stars1 month ago

We stayed here on a snowmobile trip. It worked perfectly. Right next to the trail. Easy trailer parking. It sits right on the railroad bed and has gas 10 miles in either direction. The apartment is clean and as advertised. Clean bathroom and plenty of hot water. Plenty of room to gather. 10/10 would recommend if you want to snowmobile in the UP. Trout creek is pretty central to getting everywhere.

Home in Republic Township

4.88 out of 5 average rating, 8 reviews

Your own private lake with lodge

JustinRating, 5 stars2 months ago

We had a great week of snowmobiling out of Nikki’s Lodge on the lake in the woods. Our group of 16 guys had plenty of room to hangout comfortably, plenty of kitchen and eating space, and a great time all being together rather than renting 8 hotel rooms for the week. What a cost savings for us and was way better being together all the time. We snowmobiled out of the cabin to the groomed trails a couple of days, and trailered to Republic and Champion the other days. We had some phenomenal riding. We brought ice fishing gear for the private lake but not enough time on this trip, maybe next time we’ll fish either in summer or winter. The deer walking up to the back deck and eating out of our hands was an awesome experience as well. I would highly recommend Nikki’s place for a big group of family or friends. We will definitely be back again!

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Other great vacation rentals in Chicagon

4.96 out of 5 average rating, 46 reviews

Vacation home in Fence

Beautiful cabin in the woods of northern Wisconsin

RobertRating, 5 stars6 months ago

The cabin is well taken care of and we felt right at home. Everything you need is on hand. The host is very responsive to any questions or issues. Really a lovely stay.

4.97 out of 5 average rating, 87 reviews

Cabin in Watersmeet

Peaceful 3 bedroom cabin on UTV/snowmobile trails

KristyRating, 5 stars2 months ago

Loved Tony & Rita's Peaceful 3 bedroom cabin on the trail. Location was great, felt secluded but very close to town. Cabin was clean, spacious & cozy! Had everything we needed and more. Also was great to be able to bring our dog.

5 out of 5 average rating, 43 reviews

Home in Stephenson

Relax at the Lake House!

NathanielRating, 5 stars6 months ago

What a wonderful & beautiful property! There is so much to explore inside and out with fun surprises around every corner. More than enough room to find your own space when you want, and fantastic gathering spaces for the whole group. There is plenty to do no matter what weather. Saying the kitchen is ready for anything is an understatement, every utensil, appliance, and most spices you would need to cook anything are there! We did feel the cleaning fee was steep, but the place was immaculate. Not a spot of dust or dirt anywhere. Hearing the swans call to each other at night and in the early morning was a treat most people never experience. We loved our stay and hope to return again soon!

4.83 out of 5 average rating, 18 reviews

Cabin in Saint Germain

Pet friendly cabin with a/c and fireplace

JohnRating, 5 stars7 months ago

Great location and house. Beautiful sunsets across the bay. Air conditioning was helpful for two days. Kelly is very responsive!

4.9 out of 5 average rating, 10 reviews

Home in Pembine

Shangrila Retreat

JenniferRating, 5 stars4 months ago

From check in to check out this house was perfect. Jayna and John we perfect hosts and very easy to communicate with. We absolutely loved the location and all the space the house provided. Every room was immaculate and the house had everything you would need for an extended stay. We cannot say enough great things about our stay and will definitely be back!

4.98 out of 5 average rating, 113 reviews

Cabin in Felch

Rustic Cabin on a Hill

RobertRating, 5 stars5 months ago

Great host, the cinnamon bread is the best! Awesome secluded place in the woods, super quite and highly recommend it!

4.76 out of 5 average rating, 17 reviews

Cabin in Saint Germain

Cozy Cabin sleeps 2 Big St Germain Lake, so cute

HeatherRating, 5 stars6 months ago

We had a great time in the North Woods of Wisconsin despite the wet and cold weather. The location was convenient to Saint Germain as well as other nearby towns. Was able to enjoy the nearby trails for running, bike riding and hiking. We had a great time!