Long before Door County was a top Wisconsin tourist destination, it was apple country. The county’s rocky soil and temperate climate weren’t ideal for growing crops like corn or soybeans, but they were perfect for growing apple trees. More than a century ago, small orchards began popping up all over the Door County peninsula, and the county became a top producer of fresh and delicious apples. There are still plenty of orchards around, and you can also see remnants of early orchards surrounding older Door County homes. The Orchard House is a unique, historic VBRO rental that will allow you to stay near the action while also surrounded by some old apple trees and lush flower gardens. It’s a charming farmhouse rental with modern amenities that you’ll want to make your next getaway.
The Orchard House is located in a perfect location for exploring Door County – it’s in Baileys Harbor, so it's not far from the beauty of Lake Michigan.
The home is a great base camp for any kind of Door County vacation. You can walk to shops and restaurants in town and it’s a short drive from brew pubs, wineries, and a distillery. It’s also close to golf courses and beaches, and it's an easy drive from many other galleries and parks.
The spacious home has some beautiful antique pieces and it feels just like an old Door County farm. It’s perfect for a family or a group of friends – it can sleep up to eight people and it has four bedrooms, plus plenty of space to relax outside!
The home is right in town and it has a small apple orchard as well as lush, beautiful gardens. If you want to experience a slower, timeless stay in Door County, this is the spot!
At the end of a Door County vacation day, the home offers the perfect place to relax near the apple trees – the porch is waiting for you! Pour yourself a perfect beverage and enjoy a Door County vacation like no other!
If you’re searching for some things to do in the area, check out this YouTube video by Shore Me Some More highlighting some cool ideas.
https://youtu.be/8mFHByWgK4I
Learn more about the Orchard House and book a stay at this amazing home on its VBRO listing. The county’s vacation rentals fill up quickly – you may want to book early! Once you have your vacation lodging set, here are some of the other wonderful villages nearby you can plan to explore.
Wisconsin has a lot to offer family vacationers, outdoor adventurers, and cabin-on-the-lake enthusiasts. Whether it’s scenic views of Lake Michigan in the Door County Peninsula near Green Bay, a stay at a boutique hotel after a Packers game at Lambeau Field, or even a family-friendly resort in Wisconsin Dells with an indoor waterpark, there are rental properties for every occasion and preference. Let’s get right to it and show off a few of the best places to stay in Wisconsin.
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Best Affordable Places to Stay in Wisconsin
The beautiful thing about a Midwest vacation in Wisconsin is that you can find some amazing rentals that are very affordable. Here are two of the best places to stay in Wisconsin if you want to save a little green.
What a beautiful lakefront gem! This 2,500-square-foot home sits on Slaughter Bay (not as ominous as it sounds). With floor-to-ceiling windows, you have stunning views of bald eagles flying over the lake and breathtaking sunsets. Bring your dog to take part in the family fun with this luxurious, but affordable Wisconsin lake views getaway.
Amenities: Free Wi-Fi, TV, full kitchen, washer & dryer, grill, wood-burning fireplace, patio, fire pit with cooking grate, dock, boat lift, pontoon rental available
Ratings: 10 / 10 stars
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[affiliatelink url="https://www.vrbo.com/2185155?dateless=true"]More Info and Photos[/affiliatelink] Experience cabin living at its best on beautiful Butternut Lake, a 983-acre lake that is one of the best muskie fishing lakes around. Enjoy sunsets right off the lake while you light a fire and sit back in your Adirondack chair ready to toast s'mores.
Amenities: Wi-Fi, TV, full kitchen, heat & air conditioning, washer & dryer, grill, fire pit, arcade, yard games, private deck
Rating: 4.92 / 5 stars
[affiliatelink url="https://airbnb.pvxt.net/c/4195550/567379/4273?u=https://www.airbnb.com/rooms/740070243718742779?adults=2&sharedid=best-places-to-stay-in-wisconsin"]More Info and Photos[/affiliatelink] This delightful A-Frame cabin will treat you to views of Lake Winnebago while charming you with its beautifully laid-out interior. If you love outdoor adventures, High Cliff State Park is your go-to spot for hiking, fishing, kayaking, biking, and snowshoeing. Whether you are looking for a romantic getaway or a fun time with family, this is the perfect place to enjoy a Wisconsin getaway.
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Best Places to Stay in Wisconsin for Families
If you are wondering where to stay in Wisconsin for a family getaway (and the previous two didn't have you running to pack your bags), here are a couple more delightful properties that are just perfect for a family vacation in Wisconsin.
Amenities: Free Wi-Fi, multiple TVs, full kitchen, washer & dryer, grill, gas fireplace, fire pit, hot tub
Ratings: 10 / 10 stars
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[affiliatelink url="https://www.vrbo.com/1857197?dateless=true"]More Info and Photos[/affiliatelink] Amazing views of the Mississippi River await at this luxury family cabin surrounded by nature. Settle down in this quiet location to enjoy some time away. Sit out on the large wrap-around deck, fire up the grill, and enjoy an evening campfire. Or send the kids out to play in the yard while you and your spouse enjoy some relaxing "me time" in the hot tub. The area offers plenty of outdoor activities like hiking trails, biking, boating, and fishing, or skiing and snowshoeing in the winter.
If you prefer a lakeside getaway with the family, Lake Pepin is the perfect spot. The Villa Serra lake house has panoramic views of the lake with gorgeous sunsets over the water. Pepin Marina is close by as well as a public beach so you can enjoy boating, kayaking, jet skiing, and all the water activities you can handle. Everything you need is within walking distance.
Amenities: Wi-Fi, full kitchen, grill, washer & dryer
Rating: 10 / 10 stars
[affiliatelink url="https://www.vrbo.com/3356280?dateless=true"]More Info and Photos[/affiliatelink] This fantastic modern home is one of the coolest rentals in Milwaukee. With multiple decks and balconies to enjoy the sights and sounds of the city, and the ultimate rooftop patio to relax and grill out, your family vacation will be memorable. The Milwaukee River and the Riverwalk Plaza is a short walk away as are restaurants, theaters, and art museums. Enjoy a nature walk at Lake Park or swim at Bradford Beach only a short drive or 15-minute walk away as well.
Amenities: Wi-Fi, full kitchen, game room, movie room, bunk-bed room, washer & dryer, grill, fire pit, hot tub, yard games, kayaks, fishing pier
Rating: 5 / 5 stars
[affiliatelink url="https://airbnb.pvxt.net/c/4195550/567379/4273?u=https://www.airbnb.com/rooms/936454164366334184?adults=2&sharedid=best-places-to-stay-in-wisconsin"]More Info and Photos[/affiliatelink] This picture-perfect lakeside retreat is ready to welcome your family for the ultimate lake vacation. Just one look at the photos showing the super cool woodsy backyard filled with everything you need for a fun getaway will have you vibrating with excitement. And the basement game room slash movie room gives you plenty to do if the weather doesn't cooperate. If your family is outdoorsy, you will love this lakeside rental.
Best Romantic Places to Stay in Wisconsin for Couples
There is nothing more romantic than a cabin or cottage in Wisconsin on the lake, or a secluded spot surrounded by nature. Here are two unique accommodations in Wisconsin we think will inspire a little couple’s adventure.
Amenities: Free Wi-Fi, TV, updated kitchen, grill, gas fireplace, fire pit, deck, hot tub, pet-friendly
Ratings: 9.8 / 10 stars
[affiliatelink url="https://www.vrbo.com/1811330?dateless=true"]More Info and Photos[/affiliatelink] Cho-choo choose this one for a romantic getaway with that special someone. It's like tiny house living with an interesting twist. A caboose converted to a cozy and romantic spark-inducing little cabin surrounded by a wild and wonderful wilderness. But not as wild as your weekend will be. Rawr.
Amenities: Free Wi-Fi, TV, full kitchen, grill, washer & dryer, fireplace, fire pit, screened-in porch, hot tub
Ratings: 10 / 10 stars
[affiliatelink url="https://www.vrbo.com/871417?dateless=true"]More Info and Photos[/affiliatelink] A secluded log cabin with your own private stream and 10 acres of land to explore. Enjoy nature walks as the sun sets then enjoy a soak in the hot tub under the big open sky full of stars. This rustic cabin has been beautifully updated with the utmost attention to detail to make you feel like you are on a luxurious getaway in the beautiful Driftless Area near the Mississippi River and Rush Creek State Nature Preserve.
Amenities: Wi-Fi, TV, full kitchen, heat & air conditioning, washer & dryer, wood burning fireplace, grill, fire pit, EV charger, pet-friendly
Rating: 5 / 5 stars
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[affiliatelink url="https://airbnb.pvxt.net/c/4195550/567379/4273?u=https://www.airbnb.com/rooms/898048618089550409?adults=2&sharedid=best-places-to-stay-in-wisconsin"]More Info and Photos[/affiliatelink] Spend a weekend at Owl's Rest Cabin with your lovey-dovey and we are pretty sure sparks will fly. Everything about this cabin has been designed with love to create a quiet and romantic vibe. Light a fire in the large stone fireplace while cuddling up on the couch enjoying movie night or sitting out on the patio by the fire pit surrounded by nature. You are only about a four-minute drive from Lake Mary and downtown Twin Lakes or 15 minutes from Lake Geneva for Winterfest if you visit in February. No matter what time of year you visit, this is one of the best Airbnbs in Wisconsin to ignite a little romance.
Best Places to Stay in Wisconsin Dells
Wisconsin Dells is the ultimate family getaway in Wisconsin. Some even call it the waterpark capital of the world. With over 20 different water parks in the area both indoor and outdoor, it's a title they can probably lay claim to. Let's find you a cool place to stay in Wisconsin Dells, shall we?
Amenities: Free Wi-Fi, TV, full kitchen, spa whirlpool, washer & dryer, patio, grill, fitness center, indoor pool, outdoor pool
Ratings: 9.8 / 10 stars
[affiliatelink url="https://www.vrbo.com/4616871ha?dateless=true"]More Info and Photos[/affiliatelink] This 3-bedroom condo at the Spring Brook Resort is the perfect home base for all of your Wisconsin Dells adventures. Right across the street from the Spring Brook Sports Bar & Grill for great food, the indoor and outdoor pools, the fitness room, and the golf course. Sit out on the patio and enjoy wide open views of the course and natural landscape away from the chaos of waterpark hotels, but close enough to get in on the action.
Amenities: Free Wi-Fi, multiple TVs, full kitchen, Jacuzzi tub, gas grill, washer & dryer, stone fireplace, large living room, game room, covered porch, deck, fire pit, hot tub
This beautiful home is the perfect multi-family getaway in Wisconsin Dells. Large enough for 2-3 families to share, this luxury home has everything you need for everyone in the family. Only 2.5 miles from the heart of Wisconsin Dells this lovely home is situated right off the 4th hole fairway of the Spring Brook Resort golf course. You'll also have access to the fitness room and indoor and outdoor swimming pools at the resort. Only a few miles to Christmas Mountain Village which is amazing for skiing and snowboarding in the winter and golf in the warmer months.
Amenities: Wi-Fi, full kitchen, grill, washer & dryer, bicycles, kayak, fire pit
Rating: 10 / 10 stars
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[affiliatelink url="https://www.vrbo.com/4944648ha?dateless=true"]More Info and Photos[/affiliatelink] The Barn House is a delightful vacation home about 11 miles from Wisconsin Dells right on Lake Mason. This wonderful sandy bottom lake is great for swimming, fishing, and boating. The home itself is a true gem having been custom-built with a combination of rustic lake cabin and modern amenities. You will be all set up with everything you need for fun family time whether you chill inside with board games, or head outside to enjoy the lake and a game of corn hole. Of course, everything you know and love about the Dells is a short drive away.
Amenities: Mini fridge, coffee maker, heat & air conditioning, grill, fire pit, kayak & boat rental, boat slip
Rating: 5 / 5 stars
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[affiliatelink url="https://airbnb.pvxt.net/c/4195550/567379/4273?u=https://www.airbnb.com/rooms/877046015955678166?adults=2&sharedid=best-places-to-stay-in-wisconsin"]More Info and Photos[/affiliatelink] This super cool glamping dome looks like an alien space pod that has crash-landed on Earth in one of the most beautiful woodsy areas of Wisconsin. If you are looking for a unique Airbnb in Wisconsin for your Wisconsin Dells getaway this is it. Dome camping is incredibly romantic with just enough amenities to feel like you are enjoying a luxurious vacation. The Sandstone Rustic Retreat offers several glamping domes so you can bring a bunch of friends or the entire family.
Best Places to Stay in Madison
There is a lot to do in Madison, Wisconsin, from checking out the many unique breweries, the botanical garden, zoos, farmer's markets, and the bars, restaurants, and shops on State Street by the Capitol. Setting up a home base in one of these cool rentals will put you right next to the action.
Amenities: Wi-Fi, full kitchen, fireplace, grill, fire pit, kayak, boat slip
Rating: 4.95 / 5 stars
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[affiliatelink url="https://airbnb.pvxt.net/c/4195550/567379/4273?u=https://www.airbnb.com/rooms/871732664620741491&sharedid=best-places-to-stay-in-wisconsin"]More Info and Photos[/affiliatelink] This wonderful lake home is a breath of fresh air for your next Wisconsin vacation. The attention to detail and design elements are just about perfect making you feel right at home. Light and bright and full of life! Step out into the back yard and you are greeted with a wonderful outdoor space right on Lake Monona. You even have your own boat slip for heading out on the lake for fishing and cruising until the sun sets. You are also only five minutes from Madison for restaurants, entertainment, and nightlife activities. Then again, with the fully-stocked kitchen, you can whip up whatever gourmet meals you desire without taking a step out the door.
Amenities: Free Wi-Fi, TV, full kitchen, washer & dryer, fireplace, board games
Ratings: 9.8 / 10 stars
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[affiliatelink url="https://www.vrbo.com/2787319?dateless=true"]More Info and Photos[/affiliatelink] Five minutes from the airport and only 10 minutes to the action in downtown Madison sits this lovely 1923 duplex that has been wonderfully renovated with lots of light and love. It's a tranquil space that makes a nice weekend getaway for spending time in Madison with all of its wonderful restaurants, bars, casinos, events, lakes, and botanical gardens.
Amenities: Wi-Fi, TV, full kitchen, heat & air conditioning, washer & dryer, grill, fire pit
Rating: 4.98 / 5 stars
[affiliatelink url="https://airbnb.pvxt.net/c/4195550/567379/4273?u=https://www.airbnb.com/rooms/3942355?adults=1&sharedid=best-places-to-stay-in-wisconsin"]More Info and Photos[/affiliatelink] This cute casita is right behind the Shipley-Shuttleworth House - a historic brick home that was built in 1855. You'll enjoy a relaxing quiet neighborhood for your couples getaway. The interior of the Boutique Eco Hideaway is simply delightful with clean and bright Eco-chic decor. Draw a hot bath in the antique roll-top clawfoot tub and enjoy a moment of peace. Then, walk to Willy Street where you will find charming shops, cafes, and restaurants like the Batch Bakehouse and the Marigold Kitchen. Grandpa's Pizza is another one of our favorites.
Now that you have seen some of the best places to stay in Wisconsin, which one will you choose first? A nice getaway to see the bluffs near La Crosse, or is the action around the University of Wisconsin in Madison more your thing? Whether your style falls along the lines of a luxury hotel or resort, a cozy cabin in the Northwoods, or a family getaway to the Dells, there is plenty to do and see in the great state of Wisconsin.
If you still need more ideas, how about these bed and breakfasts with on-site meals to make you feel at home?
Spring weather brings new travel opportunities in the Badger State. It’s a time to celebrate blooming flowers and longer, warmer days. With so many places to take in the beauty of spring in Wisconsin, it's time to plan an adventure. If you've been longing for warmer days to explore the great outdoors, why not consider booking one of these fantastic Airbnbs for a spring getaway in Wisconsin.
Head to the Driftless Area to find this Spring escape. Richland Center is an under-appreciated gem of a destination – it’s trully beautiful. The Water Villa offers everything you need for a quiet escape, including a rainfall shower and gas fireplace.
If you’re looking for some room to fully enjoy the season, look no further than this secluded luxury cabin. This gem of a property is located on 115 organic acres, and it even has a hot tub and outdoor shower!
Spring is in the air, and you can be too at this unique getaway. While it’s not technically built in the trees, this unique treehouse getaway will make you think you’ve climbed a ladder to arrive – it’s unique and wonderful.
Enjoy a bit of England in southwestern Wisconsin. This English-style cottage offers gorgeous views and a beautiful landscape that’s home to a herd of highland cows. Take your time exploring the Cottage at Streamwalk’s miles of private walking trails.
See spring arrive in the Northwoods in this 60’s-style cabin that’s right on the water. The Nest on Bird Lake has everything you need for a comfortable stay and dogs are welcome!
Across the bay from Door County, this lakefront home offers a quieter escape. Grab a perch on the pier and see the lakefront come to life – the Shore Thing is all about the stunning view.
Spring passes too quickly - be sure to make your travel plans, as these and other nice Airbnb properties fill up very quickly. Need some more Wisconsin vacation inspiration? Here’s where to find some great Wisconsin adventures.
