Maddog's Rentals

10/09/2026

🍁 The leaves are about to call it quits for the year! 😂🍂 We've only got a little availability left at Maddog's Hideout, so grab your favorite people and come enjoy the fall colors before the trees get naked! 🌳🤣 Message us to book! 🏡

09/12/2026

Please welcome the newest member to the Maddog's family of employees.....
Fredrick, Freddy or Fred.

As you can see, he does what he wants. He's very messy and he acts like he doesn't live in those woods he just spread trash all over.

But he's our night time security. If you run into him, make sure you act like the macho man/woman you are. He respects that.

Check out the comments to see the video of him getting IN TO the trash!

06/23/2026

Couldn't figure out why the dumpster was open........

02/19/2026

❄️ Birkie Weekend Surprise ❄️
Normally, Hayward’s Main Street is bumper-to-bumper with cars.
This weekend? Snow and skiers. 🎿
We’ve got a rare Saturday opening during American Birkebeiner weekend:
✨ 1 night only
✨ 50% off
✨ No 2-night minimum
This basically never happens.
Grab it before it’s gone.

Sleep tight snow covered Main Street. We’ll be skiing ya before you know it ⛷️ 😴 See you Thursday 📸

02/09/2026

WELL… this was impossible. 😄
Every Super Bowl spread that was shared was 🔥 and we honestly couldn’t choose just one winner. With only a few entries and all of them bringing their A-game, we’re calling it:
🎉 EVERYONE WINS! 🎉
Huge shoutout to:
👉 Michelle Glaser Abbott
👉 Emma Marie Dean
👉 Kellie Marie
👉 Kayleigh Thorne

You all crushed it, and we love the creativity (and clearly the food). Each of you wins 50% off a 1-night stay (2-night minimum). Message us for more details!

Thanks to everyone who played along — this was way more fun than expected. 🍔🏈💙

02/08/2026

🎉 SUPER BOWL SUNDAY GIVEAWAY! 🎉
It’s game day and we want to see your Super Bowl food spread! Whether you go big with a nacho mountain or keep it classic with dips and wings, show us what you’re serving! 🌮🍗🥨
To Enter:
📸 Post a pic in the comments of your Super Bowl Sunday food spread
👍 Like this post
👥 Tag a friend who’s coming to your party!
🏆 Prize: Win 50% off a 1-night stay at our place! That's means up to $200 worth of savings😱* (2-night minimum applies)
How we pick: Best looking spread wins! Be creative, be tasty, have fun. 😋
Winner announced Monday!

02/05/2026

Birkie is the nation's largest ski race.

If your from Iowa, imagine RAGBRAI but skiing ⛷️ just as much fun and just as many people.

If you want to party the Wisconsin way, Birkie weekend is the best way. AAANNDD our place is available for a 1 night rental that Saturday 😱
Sn**ch this deal up while you can!
https://maddogrentalsllc.guestybookings.com/properties/691cc958ee3aa800125f34d3

01/26/2026

Okay friends & family, real talk for a second 😅
We LOVE sharing our place with you and want you to be able to use it this summer… but our calendar is already starting to fill. Like actually fill, not fake-fill.
So if a summer getaway is even remotely on your radar, this is your nudge to get your butt in gear 🏃‍♀️☀️
Message us for dates before summer does what it always does.........fly by.
https://maddogrentalsllc.guestybookings.com/en/properties/691cc958ee3aa800125f34d3

01/23/2026

If the forecast says “possible exploding trees” 🌳❄️
We say: fireplace on, jacuzzi ready.
Warm up in our main suite and let winter do its thing… from a very safe, very cozy distance.
And if you do want to brave the cold?
The LCO is hosting a winter event nearby this weekend, complete with dog sledding and all the frosty excitement (trees included 😅).
Adventure outside.
Luxury warmth inside.
Now booking ❄️🔥🛁

01/19/2026

Our first guests arrived by snowmobile and were personally welcomed by Foxy 🦊
We didn’t even have to train him. 5-star concierge service.

Next weekend is still available for The LCO event.
If you run into Foxy, let him know he's getting a raise!
https://maddogrentalsllc.guestybookings.com/en/properties/691cc958ee3aa800125f34d3