Vacation Rentals

Discover the Perfect Wisconsin Vacation Rentals for Your Next Getaway 

Experience the natural beauty and warm hospitality of America’s Dairyland with our handpicked Wisconsin vacation rentals. From serene lakefront cottages to luxurious cabins nestled in the Northwoods, we offer accommodations that capture the essence of Wisconsin’s charm while providing all the comforts of home. Our Wisconsin vacation rentals showcase the best of every season. 

In summer, choose from properties with private docks on Lake Geneva, where you can spend sun-soaked days fishing, boating, or simply relaxing on the water. Winter enthusiasts will love our cozy cabins near top ski destinations like Cascade Mountain and Devil’s Head Resort, perfect for creating memories after a day on the slopes. Each of our luxury vacation rentals is thoughtfully equipped with modern amenities while maintaining authentic local character. From fully-stocked kitchens perfect for preparing fresh catches to spacious decks ideal for morning coffee or evening gatherings, every detail is designed to enhance your stay. 

 Whether you’re planning a summer beach vacation on Lake Michigan, a fall color tour in the Kettle Moraine State Forest, or a winter ski trip, our vacation homes & cabins provide the perfect home base. Book your stay today and discover why Wisconsin’s natural beauty and hospitality keep visitors returning year after year.

Properties Available 125 properties available
Calendar Free cancellation for 14 days prior to arrival.
Calendar Free cancellation before Nov 5.
The cottage features a large living room, formal dining room, and a screen porch. The property sleeps 14 in beds with 3 queen beds, and two twin over full bunk beds and 1 twin bunk bed. Enjoy the large country yard with a fire pit and plenty of parking. Spend all day enjoying the peninsula and then head back to the cottage to enjoy a relaxing eveni
Manistique Stone Cottage
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Manistique Stone Cottage
Fish Creek
$215.00 - $1,166.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 14 guests
Rating 4.6 (12)
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With 3 spacious bedrooms and 2 full bathrooms, Flint Ridge comfortably accommodates families, friends, or a weekend getaway with your favorite group of gals. This warm and inviting home features an open concept living area, loft overlooking the living room, fully equipped kitchen, vintage Nintendo, and cozy touches throughout. Step outside and expl
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Flint Ridge
Sister Bay
$200.00 - $1,167.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (13)
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This property is in the center of the peninsula providing the perfect opportunity to enjoy to serene and quiet 10 acres of beauty, yet only a few short miles to anywhere you would like to explore. With room to sleep up to 12 guests, 2-1/2 baths, and amenities for the entire family, this cozy haven offers an unforgettable experience in any season.
The Log Home of Fish Creek
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The Log Home of Fish Creek
Fish Creek Pet Friendly
$285.00 - $2,096.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 12 guests
Rating 4.5 (14)
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Ideal for multiple families, the second level has North and South 2 bedroom, 1 bathroom suites. A carpeted bonus room, located off the stairwell, is ideal for kids to play in and watch TV while the adults socialize downstairs. Enjoy the large grassy backyard playing yard games and sitting around the bonfire pit. This home has everything you're look
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B.A.R.C. Haus
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B.A.R.C. Haus
Sister Bay
$325.00 - $1,127.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 10 guests
Rating 5 (7)
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This beautiful waterfront home is equipped with space for the whole family, or families traveling together, capable of sleeping 13. This home boasts 4 bedrooms and 3.5 baths. The main level is open concept living with kitchen, dining, and living room with an electric fireplace. The kitchen and dining area opens to a second story screened in porch a
Maison Rouge
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Maison Rouge
Luxemburg
$216.00 - $1,709.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Bathrooms 1 Half bath
Guests 13 guests
Rating 4.7 (17)
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The sandy waterfront includes a long dock and is a perfect place for all guests, including children to enjoy swimming, fishing, or kayaking. Enjoy gorgeous sunsets, as the property faces west and then soak in the beauty sitting around the firepit near the water in the evening. Enjoy the cozy evenings together with a wood burning fireplace or the fu
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Kangaroo East Shore
Baileys Harbor
$445.00 - $2,077.00 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.2 (5)
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Tucked away on a private wooded lot in Baileys Harbor, this cozy retreat offers the perfect balance of relaxation, adventure, and modern comfort. Bring the whole family - dogs are welcome! - and unwind among the trees while still being just a short drive to Lake Michigan, beaches, restaurants, wineries, and charming coastal towns. Your furry friend
Chalet Cerise
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Chalet Cerise
Baileys Harbor Pet Friendly
$150.00 - $1,185.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 5 (7)
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Within a mile, lies the expansive Kettle Moraine State Forest Northern Unit, with an extensive network of hiking and horse trails, serene lakes, and inviting parks. The Ice Age National Scenic Trail, spanning over 1,100 miles of natural beauty. The access point to one of the nicest segments in the state is only 1 mile from the property.Looking to s
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Kettle Moraine Flat
Kewaskum
$90.00 - $353.00 / per night
Bathrooms 1 baths
Guests 2 guests
Rating 4.8 (8)
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Welcome to Fish Creek Pines, hosted by Simple Life Rentals! This home offers modern convenience and rustic appeal, boasting a newly constructed space made entirely out of repurposed shipping containers.With 2 bedrooms and 1 bath, this cozy getaway comfortably accommodates up to 6 guests. Whether you're on a family vacation, a group outing, or a pea
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Fish Creek Pines
Fish Creek Pet Friendly
$163.00 - $754.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 (19)
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The main level includes a full kitchen, 2-large bedrooms and a full bathroom. It also includes a living room with a beautiful fieldstone gas fireplace and raised hearth. The lower level includes a full bathroom with walk-in shower and family room with a Smart TV. The basement also has bedroom 3 with a queen bed, Smart TV, two closets, and mirror/ma
T&J Northwoods Cabin
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T&J Northwoods Cabin
Lakewood
$156.00 - $285.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (10)
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Enjoy home-cooked meals with a well-appointed kitchen accompanied by a dining table with seating for six. Unwind on the back patio, complete with a fire pit with seating. The outdoor space also includes a picnic table and ample parking. Located near Little Sweden and just minutes from downtown Fish Creek, Blue Bear Cottage is perfectly situated to
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Blue Bear Cottage
Fish Creek
$175.00 - $475.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.4 (11)
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Inside, you'll find the large, fully equipped kitchen with a quartz island with seating for 4. Kick back and unwind in front of the Smart TV with ROKU streaming, featuring Spectrum cable for your entertainment pleasure. Stay connected with the work space and enjoy cozy evenings with the gas fireplace. Relax in style on the screened-in porch, or unw
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Indigo Meadow at the Ridge
Egg Harbor Pet Friendly
$248.00 - $1,799.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (6)
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