A cityscape with a prominent dome-shaped building, dense residential areas, and a mix of commercial buildings.

Wisconsin Holiday Rentals

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Our top choices for Wisconsin holiday rentals

A cabin with a dining area, a bicycle, and a sign reading "Vangelis".

1. Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
2.0 star property
Wild Rose
9.8 out of 10, Exceptional, (146 reviews)
"We liked everything during our stay and we'll definitely be back."
United States
Jennifer
The price is S$179
includes taxes & fees
2 Nov - 3 Nov
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
A spacious living area with a fireplace, a sofa, and a dining area in the background.

2. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,098 reviews)
"Nice place and good breakfast"
United States
Kristin
The price is S$174
includes taxes & fees
1 Nov - 2 Nov
Grandstay Residential Suites Hotel - Sheboygan
A hotel room with two beds, green walls, and framed pictures of landscapes.

3. Hudson Inn & Suites

Hudson Inn & Suites
3.0 star property
Hudson
8.2 out of 10, Very good, (934 reviews)
"Friendly staff and safe place to stay."
United States
Terry
The price is S$113
includes taxes & fees
25 Oct - 26 Oct
Hudson Inn & Suites
A wooden deck with two wicker chairs and a table, overlooking a forest with autumn foliage.

4. Telemark Northwoods Lodging

Telemark Northwoods Lodging
3.5 star property
Cable
9.0 out of 10, Wonderful, (327 reviews)
"Good staff"
United States
Adam
The price is S$324
includes taxes & fees
5 Oct - 6 Oct
Telemark Northwoods Lodging
A waterfront property with a paved walkway, a stone retaining wall, and a large building with multiple balconies.

5. Bridgeport Waterfront Resort

Bridgeport Waterfront Resort
3.0 star property
Sturgeon Bay
9.0 out of 10, Wonderful, (667 reviews)
"Great location and beautiful views."
United States
John
The price is S$207
includes taxes & fees
2 Nov - 3 Nov
Bridgeport Waterfront Resort
A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

6. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (191 reviews)
"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."
United States
Debbie
The price is S$155
includes taxes & fees
2 Nov - 3 Nov
The Dylin
A snow-covered building with a grand entrance, steps leading up to it, and a statue in the center.

7. Four Seasons Island Resort

Four Seasons Island Resort
3.5 star property
Pembine
8.4 out of 10, Very good, (348 reviews)
"Great place, great people, love it!"
United States
Denise
The price is S$178
includes taxes & fees
18 Oct - 19 Oct
Four Seasons Island Resort
A poolside area with chairs and tables, a lamp post, and a view of the sunset over the water.

8. Westwood Shores Waterfront Resort

Westwood Shores Waterfront Resort
3.0 star property
Sturgeon Bay
9.6 out of 10, Exceptional, (980 reviews)
"We had a wonderful stay at this resort! The property was beautiful, well-maintained, and provided the perfect setting for a relaxing vacation. The staff was friendly, welcoming, and attentive, and everything was clean and comfortable. We especially enjoyed the beautiful surroundings and peaceful atmosphere. It was a wonderful experience, and we would happily return!"
United States
Lisa
The price is S$365
includes taxes & fees
5 Oct - 6 Oct
Westwood Shores Waterfront Resort
An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

9. Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark
3.5 star property
Lake Geneva
8.6 out of 10, Excellent, (3,468 reviews)
"I love this place"
United States
Edgar
The price is S$189
includes taxes & fees
20 Oct - 21 Oct
Timber Ridge Lodge and Waterpark
A loft-style room with a sloped ceiling, a dining area with a table and chairs, a sofa, and a television on a white stand.

10. Unique Dome Home in Menomonie: 2 Mi to Main St!

Unique Dome Home in Menomonie: 2 Mi to Main St!
3.0 star property
Menomonie
10.0 out of 10, Exceptional, (3 reviews)
"You can tell by the pictures that this is a really cool place, but once you're there you'll see just how intentional this property really is! It has all the amenities you can think of, it's very clean, and it's in a very unique little area! My point of contact was very prompt, courteous, and helpful. I would recommend this as a place to stay to anyone!"
United States
Bradly
The price is S$328
includes taxes & fees
5 Oct - 6 Oct
Unique Dome Home in Menomonie: 2 Mi to Main St!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wisconsin Hotel Reviews

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent
"rooms were clean and the pool was warm"
Anaiyjah 2-night trip
Posted less than an hour ago
Sheraton Milwaukee Brookfield Hotel