
Guesthouse holiday rentals in Wisconsin
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Top-rated Guesthouses in Wisconsin
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wisconsin guesthouses
Family-Friendly guesthouses

Guesthouse in Cashton
4.97 out of 5 average rating, 332 reviewsEnjoy your space at the Mielke Way!

Guesthouse in Stoughton
4.94 out of 5 average rating, 357 reviewsCountry cabin, birders paradise.

Guesthouse in Milwaukee
4.95 out of 5 average rating, 257 reviewsThe Carriage House in Sanger House Gardens

Guesthouse in Maiden Rock
4.97 out of 5 average rating, 29 reviewsCozy Guest House Getaway

Guesthouse in Earl
4.99 out of 5 average rating, 160 reviewsEarl Eddy

Guesthouse in Milwaukee
4.86 out of 5 average rating, 288 reviewsCozy Brewer's Hill Coach House

Guesthouse in Mount Horeb
4.96 out of 5 average rating, 589 reviewsCool, Scenic Country Art Studio

Guesthouse in Pepin
4.83 out of 5 average rating, 6 reviewsHarbor Hill Inn - Carriage House
Guesthouses with a patio

Guesthouse in Stratford
5 out of 5 average rating, 23 reviewsCozy Cabin | Pond View | 30 min from Granite Peak

Guesthouse in Ashland
4.88 out of 5 average rating, 43 reviewsBeach Front Hideaway

Guesthouse in Waupaca
5 out of 5 average rating, 17 reviewsSilver Lake Studio

Guesthouse in Baileys Harbor
4.87 out of 5 average rating, 30 reviewsJack's Little House

Guesthouse in La Crosse
4.94 out of 5 average rating, 77 reviewsMississippi River - cozy 1 bedroom

Guesthouse in Mequon
4.96 out of 5 average rating, 54 reviewsHistoric 1-bedroom guesthouse w/ indoor fireplace

Guesthouse in Lake Nebagamon
4.79 out of 5 average rating, 29 reviewsThe Beach House on Lake Nebagamon.

Guesthouse in Manitowoc
5 out of 5 average rating, 26 reviewsMallard Manor - Adorable 2 b/r guest house.
Guest house rentals with a washing machine and dryer

Guesthouse in West Bend
5 out of 5 average rating, 74 reviewsWilderness Retreat*Private Deck*Gazebo*Fireplace

Guesthouse in Sturgeon Bay
5 out of 5 average rating, 14 reviewsSpacious 2BR guest house with full kitchen

Guesthouse in Ashland
4.99 out of 5 average rating, 352 reviewsNorrsken Scandinavian Cottage

Guesthouse in De Pere
5 out of 5 average rating, 7 reviewsGuesthouse on the water 3.9 miles to Lambeau

Guesthouse in Somerset
5 out of 5 average rating, 9 reviewsSomerset “Casita”in the Pines & Peacocks

Guesthouse in Ojibwa
4.97 out of 5 average rating, 33 reviewsClub Suite Recreational Retreat

Guesthouse in Westby
5 out of 5 average rating, 42 reviewsThe Honey Haven

Guesthouse in Baileys Harbor
4.94 out of 5 average rating, 54 reviewsLighthouse Lookout
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