Guesthouse vacation rentals in Wisconsin
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Top-rated guesthouses in Wisconsin
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Viroqua
4.87 out of 5 average rating, 227 reviewsThe Country Loft
Guesthouse in Oshkosh
4.95 out of 5 average rating, 171 reviewsCottage on Lake Winnebago
Guesthouse in Cashton
4.97 out of 5 average rating, 312 reviewsEnjoy your space at the Mielke Way!
Guesthouse in Hudson
4.96 out of 5 average rating, 165 reviewsCottage in historic Hudson, 5 blocks from DT
Guesthouse in Milwaukee
4.95 out of 5 average rating, 248 reviewsThe Carriage House in Sanger House Gardens
Guesthouse in Elkhorn
4.98 out of 5 average rating, 148 reviewsCamp Wandawega: Lakeview 3 Bedroom Cabin
Guesthouse in Milwaukee
4.86 out of 5 average rating, 275 reviewsCozy Brewer's Hill Coach House
Guesthouse in Earl
4.99 out of 5 average rating, 148 reviewsEarl Eddy
Guesthouses with a patio
Guesthouse in Fish Creek
4.97 out of 5 average rating, 163 reviewsVintage Mod Cottage with fireplace & soaking tub!
Guesthouse in Lake Nebagamon
4.94 out of 5 average rating, 17 reviewsCozy & Charming Guesthouse
Guesthouse in Freedom
4.95 out of 5 average rating, 38 reviewsA Sweet Suite in Freedom! Country Comfort!
Guesthouse in Solon Springs
5.0 out of 5 average rating, 34 reviewsHighland Hideaway
Guesthouse in Gays Mills
5.0 out of 5 average rating, 59 reviewsThe Bunkhouse on 80 acres, trails
Guesthouse in Hayward
4.96 out of 5 average rating, 26 reviewsThe Brook Cottage
Guesthouse in Sheboygan
4.98 out of 5 average rating, 42 reviewsMoonrise Kingdom surf shack. One block to beach.
Guesthouse in Ashland
4.8 out of 5 average rating, 10 reviewsBeach Front Hideaway
Guesthouse rentals with a washer and dryer
Guesthouse in Hixton
4.96 out of 5 average rating, 103 reviewsCountry Retreat. Beautiful sunsets and sunrises.
Guesthouse in Cornucopia
4.9 out of 5 average rating, 268 reviewsWaterfront Lake Superior's South Shore, "Sky Fire"
Guesthouse in Madison
4.92 out of 5 average rating, 246 reviewsHistoric guesthouse near downtown, hospital and UW
Guesthouse in Land O' Lakes
4.92 out of 5 average rating, 60 reviewsNorth Woods Pristine Lake Paradise!
Guesthouse in Ladysmith
5.0 out of 5 average rating, 18 reviewsThe Bunkhouse, a Northwoods Escape
Guesthouse in Egg Harbor
5.0 out of 5 average rating, 22 reviewsVillage Tree House, chill setting walkable to town
Guesthouse in Baileys Harbor
4.93 out of 5 average rating, 28 reviewsLighthouse Lookout
Guesthouse in West Bend
5.0 out of 5 average rating, 61 reviewsWilderness Retreat*Private Deck*Gazebo*Fireplace
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