Guesthouse vacation rentals in Wisconsin
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Top-rated guesthouse rentals in Wisconsin
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wisconsin guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Cashton
4.97 out of 5 average rating, 328 reviewsEnjoy your space at the Mielke Way!
Guesthouse in Milwaukee
4.95 out of 5 average rating, 257 reviewsThe Carriage House in Sanger House Gardens
Guesthouse in Hudson
4.95 out of 5 average rating, 175 reviewsCottage in historic Hudson, 5 blocks from DT
Guesthouse in Spring Green
4.94 out of 5 average rating, 109 reviewsTeacher’s Lounge
Guesthouse in Maiden Rock
5 out of 5 average rating, 21 reviewsCozy Guest House Getaway
Guesthouse in Earl
4.99 out of 5 average rating, 158 reviewsEarl Eddy
Guesthouse in Milwaukee
4.86 out of 5 average rating, 287 reviewsCozy Brewer's Hill Coach House
Guesthouse in Pepin
4.83 out of 5 average rating, 6 reviewsHarbor Hill Inn - Carriage House
Guest house rentals with a patio
Guesthouse in Hayward
4.95 out of 5 average rating, 37 reviewsThe Brook Cottage
Guesthouse in Stratford
5 out of 5 average rating, 18 reviewsGolden Pond Cabin | Sleeps 4
Guesthouse in Milwaukee
4.92 out of 5 average rating, 119 reviews1-bedroom guest house with river & city views
Guesthouse in Lake Nebagamon
4.89 out of 5 average rating, 37 reviewsCozy & Charming Guesthouse
Guesthouse in Ashland
4.9 out of 5 average rating, 40 reviewsBeach Front Hideaway
Guesthouse in Waupaca
5 out of 5 average rating, 17 reviewsSilver Lake Studio
Guesthouse in La Crosse
4.96 out of 5 average rating, 76 reviewsMississippi River - cozy 1 bedroom
Guesthouse in Horicon
5 out of 5 average rating, 9 reviewsBoathouse Bungalow
Guest house rentals with a washer and dryer
Guesthouse in West Bend
5 out of 5 average rating, 73 reviewsWilderness Retreat*Private Deck*Gazebo*Fireplace
Guesthouse in Egg Harbor
4.98 out of 5 average rating, 41 reviewsVillage Tree House, chill setting walkable to town
Guesthouse in Ladysmith
4.97 out of 5 average rating, 34 reviewsThe Bunkhouse, a Northwoods Escape
Guesthouse in Mount Horeb
5 out of 5 average rating, 13 reviews2 bedroom condo in Mt. Horeb
Guesthouse in Algoma
4.97 out of 5 average rating, 140 reviewsCountry Farmhouse living
Guesthouse in Land O' Lakes
4.93 out of 5 average rating, 70 reviewsNorth Woods Pristine Lake Paradise!
Guesthouse in Hixton
4.96 out of 5 average rating, 113 reviewsCountry Retreat. Beautiful sunsets and sunrises.
Guesthouse in Onalaska
4.87 out of 5 average rating, 31 reviewsWaterfront
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