Wisconsin has a lot to offer when it comes to family vacations, outdoor adventures, 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.

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.

  1. Butternut Lake Cabin Management/VRBO Management/VRBO Location: Ashland County, WI Size: 2 bedrooms (sleeps 4), 2 baths Price: $140/night Amenities: Free WiFi, TV, full kitchen, washer & dryer, grill, wood-burning fireplace, patio, fire pit with cooking grate, dock, boat lift, pontoon rental available Ratings: 5.0 stars 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. Ashland County, WI, USA 2. Bayside Secret Management/VRBO Management/VRBO Location: Phelps, WI Size: 4 bedrooms (sleeps 13), 3 full baths Price: $114/night Amenities: Free WiFi, flat-screen TV, full kitchen with bar, washer & dryer, grill, fireplace, fire pit, private dock, three kayaks, pet-friendly Ratings: 4.9 stars 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. Phelps, WI 54554, USA

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.

Management/VRBO

Location: Ashland County, WI Size: 2 bedrooms (sleeps 4), 2 baths Price: $140/night Amenities: Free WiFi, TV, full kitchen, washer & dryer, grill, wood-burning fireplace, patio, fire pit with cooking grate, dock, boat lift, pontoon rental available Ratings: 5.0 stars 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.

Ashland County, WI, USA

Location: Phelps, WI Size: 4 bedrooms (sleeps 13), 3 full baths Price: $114/night Amenities: Free WiFi, flat-screen TV, full kitchen with bar, washer & dryer, grill, fireplace, fire pit, private dock, three kayaks, pet-friendly Ratings: 4.9 stars 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.

Phelps, WI 54554, USA

  1. Sun Set Haven Cabin Management/VRBO Management/VRBO Location: Ferryville, WI Size: 3 bedrooms (sleeps 8), 2 baths Price: $223/night Amenities: Free WiFi, multiple TVs, full kitchen, washer & dryer, grill, gas fireplace, fire pit, hot tub Ratings: 5.0 stars 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. Ferryville, WI 54628, USA 4. Villa Serra Management/VRBO Management/VRBO Location: Pepin, WI Size: 3 bedrooms (sleeps 6), 2 full baths Price: $150/night Amenities: Free WiFi, TV, full kitchen, washer & dryer, grill, kids games Ratings: 4.9 stars 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. Pepin, WI 54759, USA

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.

Location: Ferryville, WI Size: 3 bedrooms (sleeps 8), 2 baths Price: $223/night Amenities: Free WiFi, multiple TVs, full kitchen, washer & dryer, grill, gas fireplace, fire pit, hot tub Ratings: 5.0 stars 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.

Ferryville, WI 54628, USA

Location: Pepin, WI Size: 3 bedrooms (sleeps 6), 2 full baths Price: $150/night Amenities: Free WiFi, TV, full kitchen, washer & dryer, grill, kids games Ratings: 4.9 stars 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.

Pepin, WI 54759, USA

  1. 1954 Red Railroad Caboose Management/VRBO Management/VRBO Location: Crawford County, WI Size: 1 bedroom (sleeps 4), 1 bath Price: $190/night Amenities: Free WiFi, TV, updated kitchen, grill, gas fireplace, fire pit, deck, hot tub, pet-friendly Ratings: 4.8 stars 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. Crawford County, WI, USA 6. Walnut Creek Cabin Management/VRBO Management/VRBO Location: Ferryville, WI Size: 2 bedrooms (sleeps 6), 1 full bath Price: $199/night Amenities: Free WiFi, TV, full kitchen, grill, washer & dryer, fireplace, fire pit, screened-in porch, hot tub Ratings: 5.0 stars 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. Ferryville, WI 54628, USA

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?

Location: Crawford County, WI Size: 1 bedroom (sleeps 4), 1 bath Price: $190/night Amenities: Free WiFi, TV, updated kitchen, grill, gas fireplace, fire pit, deck, hot tub, pet-friendly Ratings: 4.8 stars 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.

Crawford County, WI, USA

Location: Ferryville, WI Size: 2 bedrooms (sleeps 6), 1 full bath Price: $199/night Amenities: Free WiFi, TV, full kitchen, grill, washer & dryer, fireplace, fire pit, screened-in porch, hot tub Ratings: 5.0 stars 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.

  1. Spring Brook Resort Condo Management/VRBO Management/VRBO Location: Spring Brook, WI Size: 3 bedrooms (sleeps 14), 3 full baths Price: $249/night Amenities: Free WiFi, TV, full kitchen, spa whirlpool, washer & dryer, patio, grill, fitness center, indoor pool, outdoor pool Ratings: 4.9 stars 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. Spring Brook, WI, USA 8. Champagne Chalet Management/VRBO Management/VRBO Location: Spring Brook, WI Size: 6 bedrooms (sleeps 18), 3 full baths Price: $529/night Amenities: Free WiFi, multiple TVs, full kitchen, jacuzzi tub, gas grill, washer & dryer, stone fireplace, large living room, game room, covered porch, deck, fire pit, hot tub Ratings: 4.9 stars 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. Spring Brook, WI, USA

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, farmers markets, and the bars, restaurants, and shops on State Street down by the Capitol. Setting up a home base in one of these cool rentals will put you right next to the action.

Location: Spring Brook, WI Size: 3 bedrooms (sleeps 14), 3 full baths Price: $249/night Amenities: Free WiFi, TV, full kitchen, spa whirlpool, washer & dryer, patio, grill, fitness center, indoor pool, outdoor pool Ratings: 4.9 stars 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.

Spring Brook, WI, USA

Location: Spring Brook, WI Size: 6 bedrooms (sleeps 18), 3 full baths Price: $529/night Amenities: Free WiFi, multiple TVs, full kitchen, jacuzzi tub, gas grill, washer & dryer, stone fireplace, large living room, game room, covered porch, deck, fire pit, hot tub Ratings: 4.9 stars 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.

  1. Unique A-frame House Management/VRBO Management/VRBO Location: Madison, WI Size: 3 bedrooms (sleeps 6), 2 full baths Price: $197/night Amenities: Free WiFi, multiple TVs, full kitchen, washer & dryer, two fireplaces, screened-in porch, patio, gas grill, sauna Ratings: 4.9 stars What a unique rental in the heart of Madison, Wisconsin. This A-frame home has so many cool features it’s like an adventure around every corner. A spiral staircase with mood lighting, a giant map of the world on the wall, and a sanctuary of plant life that keeps the air crisp and clean for your whole family. Located right in the action of one of the coolest cities in Wisconsin with bike and walking trails, the UW arboretum, and only five miles to downtown Madison and State Street. Madison, WI, USA 10. Updated Madison Duplex Management/VRBO Management/VRBO Location: Madison, WI Size: 2 bedrooms (sleeps 4), 2 full bath Price: $232/night Amenities: Free WiFi, TV, full kitchen, washer & dryer, fireplace, board games Ratings: 5.0 stars 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. Madison, WI, USA

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.

Location: Madison, WI Size: 3 bedrooms (sleeps 6), 2 full baths Price: $197/night Amenities: Free WiFi, multiple TVs, full kitchen, washer & dryer, two fireplaces, screened-in porch, patio, gas grill, sauna Ratings: 4.9 stars What a unique rental in the heart of Madison, Wisconsin. This A-frame home has so many cool features it’s like an adventure around every corner. A spiral staircase with mood lighting, a giant map of the world on the wall, and a sanctuary of plant life that keeps the air crisp and clean for your whole family. Located right in the action of one of the coolest cities in Wisconsin with bike and walking trails, the UW arboretum, and only five miles to downtown Madison and State Street.

Madison, WI, USA

Location: Madison, WI Size: 2 bedrooms (sleeps 4), 2 full bath Price: $232/night Amenities: Free WiFi, TV, full kitchen, washer & dryer, fireplace, board games Ratings: 5.0 stars 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.

If you still need more ideas, how about these bed and breakfasts with on-site meals to make you feel at home?

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The OIYS Visitor Center

More Of The Best Places To Stay In Wisconsin December 20, 2022 Chris Muras What are the best unique hotels in Wisconsin? From historical buildings, themed hotels, and treehouse rentals to train cars made into rooms you can book, there are some very unique Wisconsin hotels. And they make some of the best vacation rentals in Wisconsin. Here are a few of the most memorable and best hotels in Wisconsin that are better than any Best Western:

Don Q Inn: Dodgeville, WI Steampunk Manor: Spring Green, WI Brewhouse Inn: Milwaukee, WI Lodge Kohler: Green Bay, WI The Spooner Train: Spooner, WI Iron Horse Hotel: Milwaukee, WI Canoe Bay: Chetek, WI The Charmant Hotel: La Crosse, WI

  If you want a closer look at some of these and more unique places to stay in Wisconsin, check out this article. Where are the most unique getaways in Wisconsin? There are many unique getaways in Wisconsin from cabins in state parks to historic mansions, and even a lighthouse you can stay in. Wisconsin is also filled with charming small towns like Baraboo or Lake Delton, which make for nice places to stay for a weekend getaway. Here are a few unique getaways in Wisconsin:

  1. The Bent Beam Barn: Wisconsin Dells, WI
  2. Saint Kate: The Arts Hotel: Milwaukee, WI
  3. The Lighthouse Inn: Two Rivers, WI
  4. Anaway Place: Richland Center, WI
  5. The Bernard Schwartz House: Two Rivers, WI
  6. Hotel Marshfield: Marshfield, WI
  7. The Apostle Islands: Bayfield and Ashland County, WI
  8. The Maxwell Mansion: Lake Geneva, WI Each of these unique places to stay is located in some equally unique towns in Wisconsin. Here is a list of seven cool small towns for your next weekend getaway in Wisconsin.

The OIYS Visitor Center

More Of The Best Places To Stay In Wisconsin

December 20, 2022

Chris Muras

What are the best unique hotels in Wisconsin? From historical buildings, themed hotels, and treehouse rentals to train cars made into rooms you can book, there are some very unique Wisconsin hotels. And they make some of the best vacation rentals in Wisconsin. Here are a few of the most memorable and best hotels in Wisconsin that are better than any Best Western:

Don Q Inn: Dodgeville, WI Steampunk Manor: Spring Green, WI Brewhouse Inn: Milwaukee, WI Lodge Kohler: Green Bay, WI The Spooner Train: Spooner, WI Iron Horse Hotel: Milwaukee, WI Canoe Bay: Chetek, WI The Charmant Hotel: La Crosse, WI

  If you want a closer look at some of these and more unique places to stay in Wisconsin, check out this article. Where are the most unique getaways in Wisconsin? There are many unique getaways in Wisconsin from cabins in state parks to historic mansions, and even a lighthouse you can stay in. Wisconsin is also filled with charming small towns like Baraboo or Lake Delton, which make for nice places to stay for a weekend getaway. Here are a few unique getaways in Wisconsin:

  1. The Bent Beam Barn: Wisconsin Dells, WI
  2. Saint Kate: The Arts Hotel: Milwaukee, WI
  3. The Lighthouse Inn: Two Rivers, WI
  4. Anaway Place: Richland Center, WI
  5. The Bernard Schwartz House: Two Rivers, WI
  6. Hotel Marshfield: Marshfield, WI
  7. The Apostle Islands: Bayfield and Ashland County, WI
  8. The Maxwell Mansion: Lake Geneva, WI Each of these unique places to stay is located in some equally unique towns in Wisconsin. Here is a list of seven cool small towns for your next weekend getaway in Wisconsin.

The OIYS Visitor Center

The OIYS Visitor Center

From historical buildings, themed hotels, and treehouse rentals to train cars made into rooms you can book, there are some very unique Wisconsin hotels. And they make some of the best vacation rentals in Wisconsin. Here are a few of the most memorable and best hotels in Wisconsin that are better than any Best Western:

  • Don Q Inn: Dodgeville, WI
  • Steampunk Manor: Spring Green, WI
  • Brewhouse Inn: Milwaukee, WI
  • Lodge Kohler: Green Bay, WI
  • The Spooner Train: Spooner, WI
  • Iron Horse Hotel: Milwaukee, WI
  • Canoe Bay: Chetek, WI
  • The Charmant Hotel: La Crosse, WI

 

If you want a closer look at some of these and more unique places to stay in Wisconsin, check out this article.

Where are the most unique getaways in Wisconsin?

There are many unique getaways in Wisconsin from cabins in state parks to historic mansions, and even a lighthouse you can stay in. Wisconsin is also filled with charming small towns like Baraboo or Lake Delton, which make for nice places to stay for a weekend getaway. Here are a few unique getaways in Wisconsin:

  1. The Bent Beam Barn: Wisconsin Dells, WI
  2. Saint Kate: The Arts Hotel: Milwaukee, WI
  3. The Lighthouse Inn: Two Rivers, WI
  4. Anaway Place: Richland Center, WI
  5. The Bernard Schwartz House: Two Rivers, WI
  6. Hotel Marshfield: Marshfield, WI
  7. The Apostle Islands: Bayfield and Ashland County, WI
  8. The Maxwell Mansion: Lake Geneva, WI

Each of these unique places to stay is located in some equally unique towns in Wisconsin. Here is a list of seven cool small towns for your next weekend getaway in Wisconsin.