Top 10 Vacation Rentals In Wisconsin, USA

Melanie
Melanie 
Updated
| 5 min read

Wisconsin is a state that has something to offer to everyone. Children, adults, nature lovers, and urban adventurers will find something to their liking when they spend a holiday here. Schlitz Audubon Nature Center, Cave of the Mounds, and Pattison State Park are only a few of the many places that you can check out if you want to bond with Mother Nature. If you’re looking for family-friendly attractions, head over to Wisconsin Dells, which is dubbed as “the Waterpark Capital of the World.“ Another point of interest you and your kids may want to check out is Racine Zoo. The state’s food and drink scene should also not be missed, especially by fans of dairy products — after all, Plymouth, the Cheese Capital of the World, is found here. Heading to this state? Read on for the top vacation rentals in Wisconsin, USA.

We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on November 24, 2023.

1. Wonderful property with lake views, Walworth County (from USD 500)

Lake Geneva is considered one of the most picturesque places in the state, and this rental gives you the opportunity to wake up to views of it during your stay. You will have access to a private beach with a pier — you can bring your own boat or rent one while here. The host, however, offers two kayaks and rafts if you want to have fun skimming the water. If you prefer land-based activities, there are games, such as bocce balls and corn holes, that are on the property.

Up to 12 people can fit in this property. Additionally, the house puts you just a short driving distance from shops, restaurants, and entertainment.

Stayed at this property?
211 reviews   Wifi Available
House 12 Guests 5 Bedrooms 2 Bathrooms

Accommodates: 12
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
very clean and comfortable beds
property was great - clean and we’ll maintained
the home was very clean and well stocked with paper products kitchen ware towels etc
had a great time clean well stocked home
we've stayed here before great house for a girl's weekend property is clean and well supplied
Host:
wendy is responsive and terrific to work with
Location:
amazing location and amazing outside space
the house is a great place for a family vacation with its private beach and beautiful lake front
comfortable beds well-stocked kitchen beautiful location
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2. 1976 home in a forest, Clyde (from USD 208)

This property will make you feel as though you have traveled back to the past. Aside from being situated in a hardwood forest, the home was built in 1976, offering a unique experience. Modern amenities, such as WiFi and satellite TV, can be found in this house alongside more traditional equipment, such as a wood stove.

Up to four people can stay in this pet-friendly rental, and it comes with two bedrooms.

Stayed at this property?
288 reviews   Wifi Available
House 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
birdwatching from the deck or living room was great was almost like being in a tree house
phyllis is a warm and accessible host and the cabin is stunningly warm light and cozy
it is the perfect cabin for 2 couples- so cozy and thoughtfully decorated
the cabin was very well maintained and had all the things we needed for a comfortable stay
the fireplace is cozy the beds are so comfortable and the setting is so peaceful
Cleanliness:
it’s a clean and lovely space to be in
great property cozy and clean loved the birds and watching out the window
the space is so clean airy and just beautifully designed to maximize the natural surroundings
it’s spotless comfortably and stylishly decorated and had everything we needed for a few days of relaxing
the home was beautiful clean well stocked and we had no complaints at all
Host:
she is a wonderfully thoughtful attentive but not at all intrusive host
house was great owner was a delight
the host makes this home immediately welcoming and comfortable equipped with everything we needed
the owner's attention to detail and comfort is outstanding
the host is fantastic super responsive and helpful and always welcoming
Location:
interesting places to explore that weren't too far away when we felt like exploring
the setting is beautiful and so close to many travelwisconsin
perfect all around super relaxing retreat with great touches and ideal quiet setting
we love watching the birds skiing in governor dodge state park and resting by the fire place
a hike around governor dodge state park was a highlight
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3. Hidden Bear Cabin, Egg Harbor (from USD 215)

Want to experience staying in the woods but don’t want to commit to camping? Consider staying at this rental. Located in Egg Harbor, this beautiful log cabin is surrounded by hardwoods.

While it’s rustic in appearance, it actually comes furnished with many modern amenities, including a fully equipped kitchen, a satellite TV, and even some DVDs. The basement has been converted to a game room that comes with a foosball table and some board games. If you’re traveling with small kids, there are toys and games suitable for their age.

Stayed at this property?
400 reviews   Wifi Available
cabin 8 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
you need more private rooms
Wonderfully appointed cabin that does not feel like a rental
but there was a full size fridge in the lower level that did
Everything was provided to make our stay relaxing and comfortable
The cabin had everything we could have needed
Cleanliness:
Check-in went smoothly and we were impressed with the spacious and clean interior
Exactly what I pictured and completely perfect
The interior is spotless and very nicely decorated in a cabin/woodsy decor
Host:
Well-stocked extremely clean great space
Hidden Bear cabin was a wonderful hideaway for reconnecting with friends and family
We enjoyed having a bonfire one night and appreciated the generous supply of firewood
Really close to the cabin and us by the nice fire pit Thanks for the generous supply of firewood
The check in and check out process was very easy and the owners were very responsive to our questions prior to our arrival
Location:
Beautiful cabin Enjoyed the whole setting
The steps to the loft are steep(beware of wearing socks)
Quiet beautiful place to relax Centrally located for all activities
We loved Hidden Bear Location feels very private but is very conveniently located just a short drive from Egg Harbor
two state parks and overall a good location
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4. Lion Downe Cottage, Maiden Rock (from USD 350)

This cottage is a great place to head to if you want to temporarily get away from it all. This property allows you to stay close to nature since it is located in a woodland area overlooking Lake Pepin. It also gives you the opportunity to pamper yourself by using a hot tub. One of the bathrooms also has a jetted tub.

Up to 13 people can be accommodated in this rental. The host provides free firewood that you can use to light up the fireplace.

Stayed at this property?
287 reviews   Wifi Available
cottage 13 Guests 2 Bedrooms 3 Bathrooms

Accommodates: 13
Minimum Nights: 2
Refund Policy :

Top guest reviews
Amenities & Room:
only con is only one bedroom is private
there is plenty of sleeping room and the beds are comfortable
the open kitchen/dining room is a wonderful space to cook meals and enjoy conversations together
well maintained, stocked with essentials (pots, pans, towels, a hot tub!)
the rear view of the lake was breathtaking
Cleanliness:
there were 10 of us and with 3 bathrooms it really worked out nicely
between the huge fireplace, hot tub, deck, and gourmet kitchen we felt right at home! what a place!! will return for sure in the summer!
Host:
everyone was very friendly and eagar to help us
he made himself available for any questions or needs
my encounter with the owner rob was always friendly and accomadating for all of us
wonderful bakeries, stores, winery/cidery, antiques, restaurants and more
a very nice personal touch
Location:
loved the 3 baths
the cabin is beautifulblog cabin
we experienced the eagles soaring over the house several times
there really isn't any type of "yard" to play yard games besides the parking area 2
the views from the deck are breathtaking and it is very relaxing to just sit with a cold drink and listen to nature
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

5. Spacious home with fire pit, Coon Valley (from USD 207)

Looking for family-friendly accommodations in Coon Valley? Consider renting this property. Spacious enough for 18 people, this rental is located in a secluded location that gives you views of the local greenery and wildlife, including deer and wild turkey.

When the weather is warm, you can explore the creek or traverse the logging trail. If you’re in the area for winter, your kids can use the sleds provided if they want to zoom down the hill. You can also pack your snowshoes or bring your snowmobile if you want to have a winter adventure here. The property is also close to the Mt. La Crosse ski area. However, the fire pit awaits you regardless of the season.

Stayed at this property?
271 reviews   Wifi Available
chateau / country house 18 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 18
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
everything was impeccably clean
very clean which is so appreciated and every detail taken care of
a large cozy clean house in the country in a beautiful valley
Host:
hosts were very friendly and responded promptly to questions
joan was very nice and was helpful with all the questions we had
this property is breathtaking the owners are beyond kind and the time spent here will not be forgotten
joan and jerry were very accommodating and helpful during check in and during our stay
joan was fantastic as a host
Location:
this location is one of the most beautiful places i have ever been
great place for a fall family getaway
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6. Relaxing waterfront retreat by Tichigan Lake, Waterford (from USD 168)

Consider booking this property if you seek rest and relaxation. This waterfront home will lull you to serenity and wake you up with views of Tichigan Lake. The property is a great mix of rustic and modern; the house has a pine finish and comes equipped with a wood-burning stove but it also features amenities, such as high-speed WiFi and satellite TV.

Two kayaks will be provided by the host at no additional charge.

Stayed at this property?
233 reviews   Wifi Available
House 11 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 11
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
very clean fully stocked kitchen
the house was well kept clean and very comfortable
Host:
we loved the lake house grant was a great host and was quick to respond
the owner was great though he was very helpful when the electric went out from a bad storm
the hosts were always responsive and the property was exactly as it was described online
we fell in love with this area and can't wait to come back incredible value and amazing host
Location:
the house location and stay was great
nice walking in the neighborhood
Read more reviews
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7. Unique vacation home with views, Madison (from USD 193)

This property is well-designed inside and out. It comes with practical features, such as a kitchen and laundry facilities, as well as add-ons, including several smart TVs around the house. High-speed WiFi and gorgeous views are also available here. Plus, you will have access to a patio with a grill.

With three bedrooms, this house sleeps six. Do be aware that you will need to navigate your way through a spiral staircase to get to the second level.

Stayed at this property?
95 reviews   Wifi Available
House 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
the house was super comfortable and had all the amenities one could ask for
as a retired chef i found the kitchen was nicely furnished
comfortable and the walks in the arboretum were lovely
the sofa was so comfortable that it hugged you when sitting on it
the entire space was warm and comfortable
Cleanliness:
the house was clean and the beds are comfortable
it was spacious clean and comfortable
easy peasy check in and communication- very clean and comfy
josh was very communicative place was clean and well kept and stocked
it was very clean upon arrival and instructions for the stay were clear
Host:
josh was a great host
the check in process was easy and the owner gave us all the information we needed
he was very responsive when i emailed him
we were all so impressed by the host josh and the property
the host is very sweet great with communication and detail
Location:
the location of the property and the access to activities made this an excellent place to stay
it was so spacious and was a great location near the campus
we also enjoyed how close the house was to the arboretum
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8. Beautiful log cabin for large group, Sauk County (from USD 438)

This rental is all about giving you an experience and not just a place to sleep. The eye-catching log cabin is furnished with custom-built furniture in practically every room. Kayaks and bikes are made available for your use. If you prefer to stay indoors, the property comes with its own game room that is equipped with a pool and ping pong tables. Toys for babies are also provided.

You can hang around the fire pit while enjoying the views. There’s also a hot tub on site that you can use if you need a little help relaxing. To top it all off, this cabin can accommodate as many as 15 people.

Stayed at this property?
baraboo, Wisconsin, United States
cabin 16 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Cleanliness:
house was very clean with perfect cabin feel
Host:
vladimir was very accommodating and made check-in/out easy
Location:
the location of this place is very near lots of fun locations baraboo
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9. Secluded abode with game room, Wisconsin Dells (from USD 460)

Looking for a place where you can have a tranquil retreat? Then this rental may be for you. This log cabin, which is good for 18 people, has a secluded location, allowing you to enjoy your privacy with your travel buddies.

Besides practical features, such as a kitchen and laundry facilities, this property is also loaded with bonuses such as a bar and a grill. There’s also a game room with a pool and air hockey tables that your group is welcome to use. What’s more, the rental is equipped with accessibility features such as an elevator and a full roll-in shower.

Stayed at this property?
225 reviews   Wifi Available
cabin 18 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 18
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
our teenage grandsons felt the loft sleeping air mattresses could have been more comfortable
we enjoyed the openness the outdoor activities the rec room and the sleeping arrangements
Cleanliness:
a very clean and well maintained property to relax and enjoy family time
lots of land to explore and the cabin was very clean
super clean and clear with lots of frogs and turtles to observe
Host:
nathan the owner also answered questions in an appropriate amount of time and was very kind
Location:
if you're looking for a place for your family to get away this is definitely a place to consider
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Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

10. Historic home designed by Frank Lloyd Wright, Milwaukee (from USD 231)

Check out this property if you’re an architecture or history fan. This property is a restored home designed by renowned architect, Frank Lloyd Wright. The three-bedroom house retained its original look but bears updated amenities, including WiFi, air conditioning, heating, laundry facilities, and a TV.

A minimum of two nights’ stay is required if you plan to book this property.

Stayed at this property?
171 reviews   Wifi Available
House 9 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 9
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the backyard has a very nice patio with small table and chairs
living room was terrific what you would want from a flw building
bedding and linens were comfortable and ample
Cleanliness:
the place was clean well maintained
a very clean convenient place to stay when visiting the area
this house is charming and clean
house has everything one needs and is clean and comfortable
everything was clean and functional and it is a dream staying in such a special place
Host:
the owners were responsive to our questions
hosts are welcoming and helpful
owners were very helpful informative
owners were very responsive & helpful
the owners were easy to contact and responded soon
Location:
location is great for seeing milwaukee
the location was excellent being close to downtown the airport and american family field
this place is a must stay for anyone with any interest in architecture
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Treat yourself to a holiday in Wisconsin

Wisconsin offers its visitors a variety of experiences that allow them to see the different faces of the state. Book one of these rentals if you want a place where you can get a good night’s rest after exploring the sights and attractions in the area.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Melanie is a freelance travel writer. She considers freelancing for Trip 101 to be a combination of two of the things she loves: writing and traveling. She has gone sightseeing with family,...Read more

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