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

Holiday Homes in Wisconsin

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Cities in Wisconsin

Our top choices for Wisconsin holiday homes

1. Tamarack Wisconsin Dells a Ramada by Wyndham

Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
Wisconsin Dells
9.2 out of 10, Wonderful, (1,033 reviews)
"We like all that the resort has to offer and it’s close to the Dells area if we choose."
United States
Deborah
Tamarack Wisconsin Dells a Ramada by Wyndham

2. Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..

Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..
Waupaca
10.0 out of 10, Exceptional, (221 reviews)
"Beautiful location with lots of family activities."
United States
Marcella V.
Shadow Lake Retreat House ~ Waterfront ~ Includes kayaks, paddle boards, bikes..

3. PEACEFUL RELAXING LUXURY VILLA IN-SIDE POOL & HOT TUB Krakow SHAWANO LAKE-12mi

PEACEFUL RELAXING LUXURY VILLA IN-SIDE POOL & HOT TUB Krakow SHAWANO LAKE-12mi
Krakow
9.4 out of 10, Exceptional, (94 reviews)
"very nice place."
United States
Dan S.
PEACEFUL RELAXING LUXURY VILLA IN-SIDE POOL & HOT TUB Krakow SHAWANO LAKE-12mi

4. River Front Property

River Front Property
Northside
9.8 out of 10, Exceptional, (145 reviews)
"Excellent large place"
United States
Kent K.
River Front Property

5. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.8 out of 10, Exceptional, (12 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is NZ$640
includes taxes & fees
17 Nov - 18 Nov
Lakefront Cottage on Lake Winnebago

6. Enchanting 3-bedroom house with WiFi in Genoa

Enchanting 3-bedroom house with WiFi in Genoa
Genoa
10.0 out of 10, Exceptional, (16 reviews)
"The guys love staying here during their visit to the fishing dam"
United States
Kimberly N.
Enchanting 3-bedroom house with WiFi in Genoa

7. Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres
Delavan
9.6 out of 10, Exceptional, (63 reviews)
"Great location, lots of space and privacy."
United States
HANS H.
Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres

8. Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Sheboygan
9.8 out of 10, Exceptional, (269 reviews)
"The property was clean and neat with an amazing view. Neighborhood was peaceful and quiet"
United States
Brian G.
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9. Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Blanchardville
10.0 out of 10, Exceptional, (427 reviews)
"Great location, and very nice place!"
United States
Aaron Y.
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

10. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (111 reviews)
"Everything was great. Location was very good. Highly recommend!!"
United States
Michelle J.
The price is NZ$399
includes taxes & fees
14 Nov - 15 Nov
Three Bedroom Upper

11. A Private Oasis on Lake Superior with beach. Port Wing, WI

A Private Oasis on Lake Superior with beach. Port Wing, WI
Port Wing
10.0 out of 10, Exceptional, (12 reviews)
"Nice place"
United States
Michael M.
A Private Oasis on Lake Superior with beach. Port Wing, WI

12. Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.6 out of 10, Exceptional, (36 reviews)
"Great location for our family outing. Plenty of room for everyone and a nice deck for relaxing outside. Easy ride to the Kickapoo River as well as surrounding towns for a little bumming."
United States
Dawn C.
The price is NZ$1,516
includes taxes & fees
7 Dec - 8 Dec
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

13. Lovely cottage with fenced in back yard

Lovely cottage with fenced in back yard
Wausau
10.0 out of 10, Exceptional, (64 reviews)
"Great place! "
United States
Heather S.
The price is NZ$335
includes taxes & fees
15 Nov - 16 Nov
Lovely cottage with fenced in back yard

14. Villa Serra - Lakehouse in Pepin

Villa Serra - Lakehouse in Pepin
Pepin
10.0 out of 10, Exceptional, (94 reviews)
"The location was wonderful, and the common spaces were ideal for family or friends gathering."
United States
Jennifer E.
Villa Serra - Lakehouse in Pepin

15. Amazing townhouse, amazing attractions, amazing city!

Amazing townhouse, amazing attractions, amazing city!
Monona
10.0 out of 10, Exceptional, (199 reviews)
"We were attending an event at Alliant Energy Center, and the location was perfect. The house was just as advertised. Everything was clean and the kitchen was well furnished with all the essentials to do basic cooking. Cute little backyard area! It was exactly what we needed for our stay!"
United States
Lee Ann C.
Amazing townhouse, amazing attractions, amazing city!

16. Custom Craftsman home. 20 Miles from Downtown Duluth.

Custom Craftsman home. 20 Miles from Downtown Duluth.
South Range
9.6 out of 10, Exceptional, (105 reviews)
"Spacious and great for a large group. Host was communicative and responsive to questions and concerns. The kitchen was well stocked and the great room has a beautiful table for full family sit down meals. Easy access to Superior and Duluth, while also being secluded enough for a quiet stay."
United States
Leon C.
Custom Craftsman home. 20 Miles from Downtown Duluth.

17. 7 Acre Estate Great Farm House with Heated Pool Hot tub Game Room Fishing Pond

7 Acre Estate Great Farm House with Heated Pool Hot tub Game Room Fishing Pond
Caledonia
9.8 out of 10, Exceptional, (236 reviews)
"Great property, host was extremely accommodating."
United States
Sheila T.
7 Acre Estate Great Farm House with Heated Pool Hot tub Game Room Fishing Pond

18. Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]
Fond du Lac
9.8 out of 10, Exceptional, (207 reviews)
"Great long weekend at this summer cottage. Lots of space, peaceful and beautiful lake views."
United States
Colette L.
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

19. Spacious, Newly Constructed, Lake House

Spacious, Newly Constructed, Lake House
Wautoma
10.0 out of 10, Exceptional, (97 reviews)
"Amazing communication with host, accessible location, beautiful, and peaceful. I would highly recommend this place!"
United States
Poinsettia Y.
Spacious, Newly Constructed, Lake House

20. Geneva Haven: A Family Retreat I Game Room + Outdoor Entertaining I Accessible

Geneva Haven: A Family Retreat I Game Room + Outdoor Entertaining I Accessible
Lake Geneva
10.0 out of 10, Exceptional, (5 reviews)
"Great stay, beautiful home, we had such a great time!"
United States
Joe L.
Geneva Haven: A Family Retreat I Game Room + Outdoor Entertaining I Accessible
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wisconsin Hotel Reviews

Find out more about Wisconsin

Wisconsin Holiday Homes information

Number of reviews
2,401
Accommodation
5588 Holiday Homes
Lowest Price
NZ$335
Highest Price
NZ$1,516

Explore a world of travel with Expedia