Wisconsin Holiday Rentals

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Top Holiday Rentals Destinations in Wisconsin

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (3006)
"Loved the stay staff went above and beyond will be back "
The price is AU$295
includes taxes & fees
15 Oct - 16 Oct
Timber Ridge Lodge and Waterpark

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (99)
"Great stay at the Dylin"
The Dylin by Mint House

Scandinavian Lodge

3.5 star property
9.4 out of 10, Exceptional, (1515)
"Our room was beautiful and super clean. Great location near downtown sister bay. Would stay again next year."
Scandinavian Lodge

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1141)
"Loved this hotel! Clean friendly and cute!!"
The price is AU$273
includes taxes & fees
3 Nov - 4 Nov
The Plaza Hotel

Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (565)
"The major aspect we love is the location and the indoor pool for the kids and family. "
The price is AU$259
includes taxes & fees
4 Nov - 5 Nov
Landmark Resort

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (979)
"Very friendly staff, clean establishment from inside and out. "
The price is AU$200
includes taxes & fees
13 Oct - 14 Oct
Grandstay Residential Suites Hotel - Sheboygan

Bridgeport Waterfront Resort

3.0 star property
9.0 out of 10, Wonderful, (542)
"Very clean room, beautiful scenery, and helpful staff."
The price is AU$224
includes taxes & fees
3 Nov - 4 Nov
Bridgeport Waterfront Resort

Waterbury Inn

2.5 star property
9.0 out of 10, Wonderful, (483)
"Friendly staff! "
The price is AU$268
includes taxes & fees
30 Oct - 31 Oct
Waterbury Inn

Westwood Shores Waterfront Resort

3.0 star property
9.6 out of 10, Exceptional, (890)
"Very nice place for a family vacation. Great lake views, super friendly staff, comfortable rooms. "
The price is AU$171
includes taxes & fees
9 Nov - 10 Nov
Westwood Shores Waterfront Resort

Bluegreen Odyssey Dells

3.5 star property
9.4 out of 10, Exceptional, (157)
"Room was amazing loved it will be going again next year!!"
Bluegreen Odyssey Dells

Bonanza Camping Resort

2.5 star property
7.8 out of 10, Good, (105)
"We enjoyed the overall experience."
Bonanza Camping Resort

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1205)
"Enjoyed our stay, perfect location !"
The price is AU$270
includes taxes & fees
5 Nov - 6 Nov
Mill Creek Hotel

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (972)
"Great place to stay "
Tamarack Wisconsin Dells a Ramada by Wyndham

Mont du Lac Resort

3.0 star property
7.8 out of 10, Good, (77)
"Very cozzy cabin, friendly service "
Mont du Lac Resort

Thunderbird Resort Condo

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very well located, exactly as described. "
Thunderbird Resort Condo

Evergreen Hill Condominiums

3.5 star property
9.4 out of 10, Exceptional, (69)
"I would love to stay here again. Decor was great, spacious, great kitchen. Wonderful property."
The price is AU$227
includes taxes & fees
2 Nov - 3 Nov
Evergreen Hill Condominiums

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (104)
"Very nice apartment and right down town location is perfect!"
Kasa Westown Milwaukee

Honey Bear Hideaway - studio cabin in the heart of hayward!

9.8 out of 10, Exceptional, (133)
"Beautiful place we will definitely be back"
The price is AU$221
includes taxes & fees
19 Oct - 20 Oct
Honey Bear Hideaway - studio cabin in the heart of hayward!

Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

10.0 out of 10, Exceptional, (31)
"We came to Wisconsin for a bachelorette party! This place was described perfectly and was absolutely perfect for our girls! We are very very pleased and would recommend this highly!"
The price is AU$1,263
includes taxes & fees
13 Oct - 14 Oct
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

9.8 out of 10, Exceptional, (106)
"Had a wonderful stay. Tony and Samantha were great through the process and our stay. Highly recommend"
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
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

Find out more about Wisconsin

Find out more about Wisconsin

Everything you need to know about Wisconsin holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wisconsin holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wisconsin holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wisconsin holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wisconsin. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wisconsin holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Wisconsin holiday rentals we have chosen for you start as low as AU$171 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Wisconsin rentals

At Expedia, we put the best Wisconsin holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wisconsin rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wisconsin holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wisconsin. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.