Holiday Homes in Wisconsin

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Wisconsin Accommodation: Most Popular Cities to Stay

Green Bay showing heritage architecture and a garden
Holiday HomesHoliday Homes

Green Bay

Green Bay

Featured Holiday Homes in Wisconsin

Indoor pool, seasonal outdoor pool
Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
9.2 out of 10, Wonderful, (893)
"It was amazing just like being at home quiet east to find very well kept up"
Tamarack Wisconsin Dells a Ramada by Wyndham
View from property
Relaxing spacious Door County Home 3 bedrooms 2 full bathrooms Sturgeon Bay
Relaxing spacious Door County Home 3 bedrooms 2 full bathrooms Sturgeon Bay
Fridge, microwave, oven, stovetop
Large, Private 3 Br Home | Ideal Location
10.0 out of 10, Exceptional, (14)
"I looked at a bunch of options before settling on this VRBO. It was just my adult daughter and I so we had plenty of room. The living room was a great place for us to spend most of our time together. We each had our own rooms for privacy. Didn't cook but we could have as the kitchen was well appointed. The bed was more comfortable than my bed at home. I loved the bedding. Didn't get that icky feeling when laying in the bed like at most other establishments. Just rested comfortably in the soft,...
The price is £185
includes taxes & fees
27 May - 28 May
Large, Private 3 Br Home | Ideal Location
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Exterior
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (52)
"Great communication and flexibility by owner. It had everything we needed to celebrate 80th bday. Definitely recommend for your next family gathering!!"
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Exterior
Fully furnished, charming 4 bedroom/2 full bath home, 1/2 a block from the water
10.0 out of 10, Exceptional, (5)
"The property was as described. The beds and pillows are so comfortable and the host was responsive to us. Great place to stay."
Fully furnished, charming 4 bedroom/2 full bath home, 1/2 a block from the water
Fridge, microwave, oven, stovetop
Cozy Woodland Cabin, pet-friendly and fenced in yard.
10.0 out of 10, Exceptional, (14)
"We had a really nice time!"
Cozy Woodland Cabin, pet-friendly and fenced in yard.
Property grounds
New Owner - Private Lakehouse for outdoor and indoor fun!
New Owner - Private Lakehouse for outdoor and indoor fun!
Exterior
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
9.6 out of 10, Exceptional, (43)
"Very nice !"
The price is £161
includes taxes & fees
19 May - 20 May
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!
Property grounds
River Ridge Cottage
10.0 out of 10, Exceptional, (30)
"What a wonderful place! Impeccably clean and such attention to detail. This place has more amenities than most homes. The owners live on the property close to the cottage/barn dominium. But nobody bothered us, it was very private and quiet. Price was great too, would recommend it to anyone!"
River Ridge Cottage
Smart TV, DVD player, books
Elegant country retreat near Spring Green w expansive views of Driftless Region
10.0 out of 10, Exceptional, (3)
"This gorgeous home was the perfect place to get away for the weekend. Pristine home with modern amenities but also access to the peace of nature. Sunsets bloomed from the expansive views. Walking trails gave us room to explore. Would definitely visit again."
Elegant country retreat near Spring Green w expansive views of Driftless Region
Fridge, microwave, oven, stovetop
Escape to Tranquility: Lovely Oasis 20 Minutes from Downtown Milwaukee
10.0 out of 10, Exceptional, (3)
"Everything was as described. Great layout. Modern electronics. Felt very safe in this home. Beautiful yard in the country, yet close to Milwaukee and surrounding metro area. We loved waking up to the songs of the song birds in the yard. No traffic or that annoying sound of traffic. We will stay there again when we're in the area!!"
Escape to Tranquility: Lovely Oasis 20 Minutes from Downtown Milwaukee
Property grounds
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (34)
"Sandy does a nice job of welcoming you, with her friendliness and her creative expression seen in every detail of her home. It was a very comfortable stay in all aspects. My one caution, which she has stated, is it is an upstairs apartment, so it is not handicap accessible in any way."
The price is £88
includes taxes & fees
22 May - 23 May
Unique and Charming Private Quarters
Terrace/patio
Lake Winnebago Waterfront Cottage W/Hot Tub
10.0 out of 10, Exceptional, (122)
"The property was exactly as described and the host was wonderful! We thoroughly enjoyed our stay and hope to return. There are lots of things to do nearby or you can just stay at the house and relax!"
Lake Winnebago Waterfront Cottage W/Hot Tub
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (3)
"This is the second time we’ve stayed at this place. Roomy, fun, clean and nicely redone. Will definitely book here again on our next trip up Thank you!"
The price is £277
includes taxes & fees
22 May - 23 May
Eclectic, Stylish, and Cozy Milwaukee Unit!
Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (186)
"This was our first experience renting this home & we're definitely booking this home again next year. Everything from very attentive, kind renters, too extremely clean & renovated home, extremely comfortable beds & pillows. Not to mention the gorgeous & relaxing back yard. Perfect place to stay, for sure"
A Pleasant Retreat- No Cleaning Fee & New Discounts
Fridge, microwave, oven, stovetop
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (135)
"In Madison for a work event. Easy to get to and in a nice, quiet neighborhood. Comfy and clean."
Amazing townhouse, amazing attractions, amazing city!
Exterior
Country home with flowing river
9.0 out of 10, Wonderful, (117)
"It was super fun to get a group of guys to hang out, play football, darts, and a bunch of other games in a place so secluded. Definitely would love to come back"
The price is £119
includes taxes & fees
19 May - 20 May
Country home with flowing river
Outdoor dining
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, (132)
"Enjoyed our stay and are planning to return in October."
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
View from property
The Honey Haven
10.0 out of 10, Exceptional, (11)
"Had an excellent weekend get away! The Honey Haven is tucked away in an idyllic setting that is sure to recharge your soul. It is beautifully decorated, well thought out, and has a nice protective home energy. Add the charming local products, the sweetest welcoming dog, and the gorgeous stars above…and you can’t help but smile, breathe a sigh of relief while taking it all in. It is a much needed piece of heaven. Thank you!"
The price is £203
includes taxes & fees
22 May - 23 May
The Honey Haven
Exterior
Gorgeous 4 BDR Home in Popular Abbey Springs! Tons of Onsite Resort Amenities
Gorgeous 4 BDR Home in Popular Abbey Springs! Tons of Onsite Resort Amenities
Don't see what you're looking for?
See all available properties in Wisconsin
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.

Wisconsin Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Wisconsin?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Wisconsin?

Choose from 4062 beautiful holiday homes in Wisconsin for your getaway.


How much is a holiday home in Wisconsin?

You can find perfect holiday homes in Wisconsin for as low as £88 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Wisconsin?

Find the best deals on Wisconsin holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Wisconsin?

There’s no better way to spend your well-earned holiday than in a private, cosy Wisconsin holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Wisconsin.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Wisconsin holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Wisconsin—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Wisconsin car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Wisconsin Holiday Homes information

Number of reviews
1,600
Accommodation
4062 Holiday Homes
Lowest Price
£88
Highest Price
£277

Wisconsin Hotel Reviews
Expedia verified reviews

Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

5/5 Excellent
"Excellent service I’m really recommend "
A verified traveller stayed at Mt. Olympus Water & Theme Park Resort
Posted 2 days ago
Mt. Olympus Water & Theme Park Resort