
Vacation rentals in Wisconsin
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Top-rated vacation rentals in Wisconsin
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Private vacation rentals in Wisconsin

7 Pines La Pointe on Madeline Island
Paul was great. Super friendly. Our kids enjoyed the wooded area, roasting marshmallows on the fire, playing Uno on the deck while listening to music. No TV and WiFi was perfect to disconnect and enjoy hiking and the sandy beaches! Thanks for the great experience.

Hussienda
Wonderful place to get away and relax. They have more than enough utensils, pans, etc. to cook with which was a plus because I did not bring any and I cooked all our meals at “home”. Deerskin Rd was pretty quit as far as traffic (average 1 or 2 cars or ATVs a day) so we enjoyed a lot of long walks with the dogs. The guest book was fun to read. We’d certainly stay again.

Retreat on the Beach! EV Friendly! Hot tub!
Our family of eight adults, a toddler and two infants greatly enjoyed a very comfortable stay at Jeff’s lake home in May. Despite some cooler temps, we had a wonderful time utilizing the gathering space on the balcony, fire pit and hot tub and a couple of us even ventured out on the lake on the stand up paddle boards. We were able to buy groceries on our way up about 30 minutes from the lake house and were able to prepare all our meals in the well-stocked kitchen. Our adult kids found it very easy to go the Dell’s that was only about 30 minutes away for an afternoon of fun activities too. I enjoyed being able to take walks around the lake and on the trail down by the very scenic Yellow River which was only about a half mile away and there were a lot of interesting birds there too. We created a lot of wonderful memories for our family and Jeff was an amazing and responsive host. Looking forward to a return visit! 💜

Cedarburg 2 br Apartment on prime Washington Ave
Loved our stay. The home is lovely and perfectly located for easy strolls through downtown. The hosts were amazing; I told them I was coming with my 5 year old daughter and they had pink and unicorn pillows on her bed when we arrived. Made her excited to sleep after a long day of travel, a gift for me for sure! Highly recommend and hope to stay again someday!

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage
We were there for about ten days for the HRC International Grand. Hosts were always responsive to my messages or calls. They tried to meet any special requests. Home is a simple older house but very clean and comfortable. Beds were very comfortable and bathroom very clean. Kitchen had basics and they even bought a crock pot when I asked if one was available. I do advise if you like to cook to take your own prep knives as theirs are the typical dull ones in a rental. I also carried a couple of favorite cookware pieces as I always do. Washer and dryer were a great convenience due to length of stay. Very private at end of long driveway and so peaceful with the ponds and wildlife. Nice walking trails which we really enjoyed. If I have to go back to the area I will definitely stay here again.

Beautiful, secluded home on 35 acres.
The pictures do not do this place justice. It was absolutely beautiful! Everything was very clean and fresh. The view is amazing and the property is so private. We loved the screened in porch and the fireplace. Very comfortable furniture and beds. Our pup loved running around and going out on the dock. The location was just what we wanted, centrally located between the bike trails in Boulder Junction and Lac Du Flambeau, and the convenience of Woodruff and Minocqua where there are many good restaurants and Dan's Minocqua Fudge where they make their own excellent ice cream and candy. We also took a nice walk on the Bearskin State Trail out of Minocqua. I highly recommend Christine's place and we will definitely be back!

Secluded Spread Eagle Sanctuary
I’ve been to dozens upon dozens of Airbnb‘s. Michelle and Dave’s place was hands-down my favorite. Wonderful family, and a beautiful pair of dogs to love as well! My daughter’s and I absolutely loved our stay. We will definitely be back.

Updated luxury country getaway short walk to lake!
Shari’s property was that rare thing on Airbnb, of being exactly as advertised. If her property advert appeals to you then you will not be disappointed. The little welcome selection was a nice touch & it really is the perfect restful location especially if you have come from Chicago. I wish my daughter had been old enough or I was young enough as the bunk beds looked super cute & fun. If I was going to pick an area for improvement it would be to replace the shower head/unit. That is aside, if I can make time for skiing in the winter I would definitely look to stay here again.
Family friendly vacation rentals in Wisconsin

Hot tub getaway Extra Large capacity home
We had an amazing stay! The place is beautiful & looked exactly like the pictures. We would highly recommend staying here.

Cozy, dog friendly, cabin, Castle Rock Lake area.
A perfect winter getaway! Cozy, especially with the fireplace, and homey. Plenty of space for a family get together - good communal spaces while also enough room for individual retreat. All the amenities one could need are provided. SO grateful for a place that allows dogs. The owner is timely in response and kind. Understandably so due to environment but there were some insects in the home and dead bugs in some area (ladybugs, flies, etc). Overall, a great stay and wonderful place - would recommend.

Cabin Retreat / License#76713/Permit LUP45487
The house was incredibly comfortable with multiple outdoor options from the front porch to the back porch, garage with pool table and other games, dock, swing, and fire pit. The beds were all comfortable and there were extra sitting areas inside that made it seamless to have the whole family there for the weekend.

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown
Really nice apartment in a beautiful location right on the river. So peaceful in the morning. Very easy to find and get into. Exactly as described. Coffee pot with coffee bags, sugar and creamer including microwave popcorn and chocolate biscuits. Nice welcome pack. Lots of cutlery crockery and pans but didn’t see any oil or condiments. If you are going to cook you’d need to bring some. Had problems with the tv instructions but after contacting Ashley somebody came to the condo within 15 mins and sorted out for us. May need to update instructions or check settings haven’t been touched to save inconvenience. Just to note the smaller bedroom has the boiler in it which is very noisy. We had ear plugs so was ok for us but if you come in the cold weather and need heating you would need to bear in mind. Overall a lovely stay in a quiet area of town within a short walk to all amenities. Would recommend.

Cozy cottage in historic downtown Hudson!!
Walking into this adorable cottage and being welcomed by a most pleasant scent and soft music in the background was the beginning of a perfect long weekend at Matthew's place. This home is absolutely immaculate and so comfortable. Actually this is the nicest home we've stayed in with Airbnb. The personal touches are evident in every room and very much appreciated! We visit our son in North Hudson a couple of times a year and this will definitely be our 'go to' place when planning our trips. Trust me, you won't be disappointed staying in Matthew's cottage.

Spacious Pine Cabin at Island Pointe
Cute little cabin near a lake in the WI Dells. It was too cold to use the lake or the pool but they were both very convenient.

Beachfront getaway in Sheboygan
To find a place in the middle of Sheboygan and right on the beach was fantastic. We loved the location but everything about the house was really perfect. Easy, super clean, and comfortable in every way.

Family Friendly Retreat in the Heart of Sister Bay
We had a last minute problem with our reservation at a nearby place and made a last minute request to stay at Pam's. She responded within minutes and we were on our way. Pam's place is in a great location, is very spacious and was perfect for our needs. The place is very clean, very nicely decorated and well maintained. We would love to stay here again.
Home rentals in Wisconsin

Maple Magic
Maple Magic was a wonderful place to stay for my group of 5 adults. The kitchen was fully, I mean, fully equipped. There were real sheets on the beds! So many places use microfiber now and I am not a fan. It was definitely an elevated experience. Michelle was very clear in her communications and helpful. Sturgeon Bay is a great jumping off point for all that Door County has to offer. Enjoy!

Hayward House
A great place just on the edge of town. Easy to ride bike to trails and bars. Cool small fire pit out back and a large living room, kitchen, dining area. We easily gathered and played cards, cooked, watched TV together.

Lovely Waterfront Two Bedroom House
Jordyn’s place is fantastic and she is an excellent host. The house has everything you need and is well organized. Jordyn is very proactive, communicative, and considerate. Highly recommend this stay!

Fully Furnished Cozy Nest! Long or Short Term
It was a nice place for our weekend trip. It is an older house with a nice remodel. The stairs are steep because it's old, but otherwise a great place.

Newly Renovated House Steps from Downtown and Lake
great home for a group. safe and comfortable. we enjoyed our stay!

Spacious Private Suite w/kitchen, Marshfield
Nice quiet and private location. Spacious (rented entire house). Good communication with Host.

King Bed, Quiet Area, Central Location
Lovely home with very comfortable beds! The neighborhood was quiet and easily accessible to everything. We loved our stay and would happily come back.

Root River Home - Waterfront property - Sleeps 8+
The house was beautiful with a lot to do very clean and wonderful location right off the lake. Mindy was very helpful friendly and responsive even allowed an early check in! I would recommend Mindy’s place for a peaceful get away.
Your guide to Wisconsin
Welcome to Wisconsin
Wisconsin offers some of the most varied and beautiful terrain in the Midwest. People from outside the Great Lakes states are always surprised to discover that the eastern edge of Wisconsin is America’s third coast, with dramatic bluffs over Lakes Superior and Michigan, massive ships docked at the ports, and placid beaches. The Northwoods, a region stretching across the top third of the state, is a stunning expanse of pines and maples riddled with freshwater lakes. In the southwest, rocky buttes and rolling hills cover the Driftless Area. There’s a reason outdoor activities such as hiking, fishing, ATV riding, and cross-country skiing are so big here.
But the landscape isn’t the only appeal. Milwaukee buzzes with energy and creativity. In Madison, the state’s food-obsessed capital, the glorious farmers’ market supplies world-caliber restaurants. Whether you’re passing through tiny towns tucked amid the cornfields or eating Friday night fish fry at a lakeside supper club, it’s hard not to fall in love with Wisconsin.
The best time to stay in a vacation rental in Wisconsin
Wisconsin’s four seasons shout at you in all caps. In winter, there are snowdrifts that reach your shoulder and temperatures below the freezing point making it a good time to cozy up in your cabin rental. But Wisconsinites make the most of the season with activities such as the annual snow sculpting competition in Lake Geneva, ice fishing in the middle of the massive Lake Winnebago, or weekly snowshoe baseball games in the villages of the Northwoods. Summer is just as dramatic, a time of year when Wisconsinites spend as little time as possible indoors. You’ll find arts festivals and farmers’ markets all summer long in the cities and fishing boats on every lake. Nearly every Native American tribe hosts a powwow that brings people from all over for dancing, singing, and food.
The farther north you go, the shorter the spring and fall. That doesn’t make either season any less lovely. Every plant in the state rushes to put out its leaves and flowers in April and May. Fall comes on fast in a glorious profusion of reds and yellows — not to mention Oktoberfest celebrations all over the state.
Top things to do in Wisconsin
Milwaukee
Milwaukee has spectacular views of Lake Michigan, ornate factories and churches, and a thrumming nightlife scene. With a new symphony hall, improvements to the Milwaukee Art Museum and America’s Black Holocaust Museum, and a patio-lined Riverwalk through the heart of town, the city grows more charming every year. You can stroll along the shore at Lakeside Park, kayak on the Milwaukee River, tour houses designed by famous architects, or spend the day boutique-hopping. Milwaukee’s old nickname, Brew City, endures in the dozens of microbreweries and pubs all over town.
Door County
Just north of Green Bay, a pointy little finger of land juts into Lake Michigan. That’s Door County, whose rugged coasts and 35 islands are a popular summer destination for city-dwelling Wisconsinites. The area is rural enough to have preserved the architecture and culture of its Belgian and Scandinavian settlers. Check out the Sturgeon Bay lighthouse, the Belgian roadside chapels (and rice pie) surrounding Brussels, the old harbor at Ephraim, and the Stavkirke, a breathtaking recreation of a Nordic church, on Washington Island.
Driftless Area
If you’re accustomed to the Midwestern plains, the limestone towers and undulating hills of the Driftless Area may cause a shock: The glaciers that flattened the center of North America missed this 24,000-square-mile region. In the Wisconsin stretch, the winding Kickapoo River and the wide Mississippi have carved out their own valleys. Tucked amid the bluffs are thousands of farms, settled by the Amish and hippie back-to-the-landers. You can spend days meandering around towns such as Viroqua and Prairie du Chien, hiking and fishing for trout on the streams, and stopping to taste local wines and cheeses.
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