Southern Wisconsin, WI Cottages from AED 1,061

A lighthouse and a house with a red roof.

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Our top choices for Southern Wisconsin cottages

1. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

Milwaukee

AED 1,830 total

includes taxes & fees

9 Aug - 10 Aug

2. 3 Mi to Road America: Spacious Elkhart Lake Home!

Elkhart Lake

AED 2,953 total

includes taxes & fees

10 Aug - 11 Aug

3. Large Backyard, Walk to Hospital: Sheboygan Abode!

Sheboygan

AED 1,520 total

includes taxes & fees

17 Aug - 18 Aug

4. 6 Mi to Summerfest Park: Home w/ Game Room!

Cudahy

AED 1,917 total

includes taxes & fees

22 Aug - 23 Aug

5. Oshkosh Canalfront Home w/ Dock & Kayak

Oshkosh

AED 1,952 total

includes taxes & fees

9 Aug - 10 Aug

6. Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem

AED 3,303 total

includes taxes & fees

9 Aug - 10 Aug

7. Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!

Arkdale

AED 1,061 total

includes taxes & fees

11 Aug - 12 Aug

8. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

Two Rivers

AED 1,748 total

includes taxes & fees

10 Aug - 11 Aug

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Top Southern Wisconsin Hotel Reviews

Best Western Plus InnTowner Madison

8/10 Good

"We were surprised on arrival at how many people were in the lobby, with several cabs and minivans out front loading and unloading, much like a bus station. But parking was easy, quick and up close, and always a space available for us. Nice large luggage carts, and never had trouble getting one. The room was a good size and well furnished, though we had to dust all surfaces. Seemed like no one had stayed in our large suite for some time. The room was well furnished, but badly lacking in ample plates, cookware, and utensils. Breakfast had a good selection and was hot, best we had on our 16-day trip. All in all, we would be satisfied to stay here again."

The Iron Horse Hotel

8/10 Good

"The property itself is beautiful. Really cool artwork and decor. The hotel staff is very friendly as well. A few things that I would mention that aren’t necessarily “bad” but more heads up items 1. We couldn’t get the a/c cooler than 70 in the room regardless of what you set the temp to 2. We were given a room on the 2nd floor which is open to the lobby below. They play fairly loud music in the lobby which was audible in our room. This seems to only be a factor if you are on the 2nd floor though as all other floors are closed off 3. Although admittedly we did not have a do not disturb sign up, housekeeping was knocking on our door at 8:40am. Pretty surprised they start that early and if you are a later sleeper, definitely put up the tag"

Dellshire Resort

10/10 Excellent

"Awesome new hotel. Clean and unique. Has that new construction smell still. Loved the steamer in room, decor, smart tv with ability to log into own Netflix/Youtube accounts, comfy beds. Did not love lack of microwave, VR experience opening delays (we received email to hurry up and reserve the experience but when we arrived it wasn’t operational yet)."

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Mayville Vacations

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Wisconsin cottages

1. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

2. 3 Mi to Road America: Spacious Elkhart Lake Home!

3. Large Backyard, Walk to Hospital: Sheboygan Abode!

4. 6 Mi to Summerfest Park: Home w/ Game Room!

5. Oshkosh Canalfront Home w/ Dock & Kayak

6. Salem Vacation Home w/ Dock: Steps to Paddock Lake

7. Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!

8. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

9. Eclectic Hubertus Home w/ Game Room & Fire Pit!

10. Updated Plymouth Home ~ 5 Mi to Road America!

11. Massive Hatfield 'loon Lodge' w/ Roller Rink

Find vacation rentals that suit your style

Top Southern Wisconsin Hotel Reviews

Best Western Plus InnTowner Madison

The Cove Of Lake Geneva

AmericInn by Wyndham Brookfield

Harbor Shores on Lake Geneva

The Iron Horse Hotel

Dellshire Resort

Days Inn & Suites by Wyndham Wisconsin Dells

Timber Ridge Lodge and Waterpark

The Wisconsin Hotel & Conference Center

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Search Cottages in Southern Wisconsin

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Wisconsin cottages

1. Fenced Yard! Spacious Home, 4 Mi to Dtwn Milwaukee

2. 3 Mi to Road America: Spacious Elkhart Lake Home!

3. Large Backyard, Walk to Hospital: Sheboygan Abode!

4. 6 Mi to Summerfest Park: Home w/ Game Room!

5. Oshkosh Canalfront Home w/ Dock & Kayak

6. Salem Vacation Home w/ Dock: Steps to Paddock Lake

7. Secluded Woodsy Cabin: Hike, Fish, Hunt + Atv!

8. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

9. Eclectic Hubertus Home w/ Game Room & Fire Pit!

10. Updated Plymouth Home ~ 5 Mi to Road America!

11. Massive Hatfield 'loon Lodge' w/ Roller Rink

Find vacation rentals that suit your style

Top Southern Wisconsin Hotel Reviews

Best Western Plus InnTowner Madison

Explore a world of travel with Expedia