Southwest Wisconsin, WI Vacation Homes from ￥326,325

A lake surrounded by lush green hills and a rocky cliff.

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Our top choices for Southwest Wisconsin vacation homes

1. Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro

Brett B.

￥34,428 total

includes taxes & fees

Aug 20 - Aug 21

2. Colorful getaway in friendly Driftless village

Wonewoc

Randy R.

￥42,383 total

includes taxes & fees

Aug 20 - Aug 21

Coffee/tea maker, fridge, microwave, oven

3. KwikStay: The Small-Town Ranch Style Home

Loganville

Dawn B.

￥40,053 total

includes taxes & fees

Aug 25 - Aug 26

4. KwikStay: Downtown Oasis In Spring Green//Steps to Park & Golf

Spring Green

Gretchen P.

￥46,580 total

includes taxes & fees

Aug 31 - Sep 1

5. The Honey Haven

Westby

John I.

￥40,365 total

includes taxes & fees

Sep 16 - Sep 17

6. Tamarack Point Homestead

Arcadia

Anonymous traveler

￥18,703 total

includes taxes & fees

Aug 29 - Aug 30

7. The Bungaleau 1 Bedroom House In Cute Rivertown

Downtown Trempealeau

Lisa C.

￥25,563 total

includes taxes & fees

Sep 1 - Sep 2

8. Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

Ontario

Kolin C.

￥53,159 total

includes taxes & fees

Aug 25 - Aug 26

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Top Southwest Wisconsin Hotel Reviews

AmericInn by Wyndham Madison West

8/10 Good

"Great breakfast! Lots of choices and every thing was tasty and fresh!"

The Wisconsin Hotel & Conference Center

10/10 Excellent

"Very nice and clean place. I like their restaurant and roof top bar. Staff was very helpful. Only one detail to keep in mind is to have your room key with you at all the time. I stepped to use sauna from pool area and stuck inside gym area where is sauna located, since door back to pool have magnetic lock and needs a key, I had to wait for someone to open a door for me. Nevertheless our stay was perfect. I definitely recommend this Hotel to stay in the area."

Sleep Inn & Suites Wisconsin Dells - Lake Delton

8/10 Good

"Location was awesome! It is close to the highway but far enough you're not hearing traffic all night, yet easy drive to all attractions. Entire property was very clean and updated. Beds were comfortable. Pool/hot tub area was great but later in the evening there were no dry pool towels, so if you want to soak/swim before you retire for the night, I may suggest you bring your own towel (which I always do as this is the case in many hotels). Breakfast was good, food was fresh and there was a decent variety of items. My request for a ground floor room away on side away from parking lot was granted with no issues. The windows were new and had screens which allowed me to open windows and enjoy the beautiful breeze, rather than running the AC. There were a few MINOR concerns with the room: the desk light did not work, the TV did not offer all the channels on guide-possibly just needs a re-scan, and there were a few coffee looking stains on the comforter on the second bed in the room which was OK as I did not need 2 beds. The only other thing that would have been nice is a chair-rather than desk chair with a lamp to allow for reading or viewing the TV without laying on the bed. Overall it was a great experience, clean, comfortable hotel with a great location. Will definitely stay again."

Find out more about Southwest Wisconsin

Southwest Wisconsin Vacation Homes information

Number of reviews
Accommodation	568 Vacation Homes
Lowest Price	￥326,325
Highest Price	￥326,325

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Wisconsin vacation homes

1. Hillsboro Driftless Guesthouse is cozy and ready for you!

2. Colorful getaway in friendly Driftless village

3. KwikStay: The Small-Town Ranch Style Home