Guest house holiday rentals in Wisconsin
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Top-rated guest house rentals in Wisconsin
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for guest house rentals in Wisconsin
Family-friendly guest house rentals
Guest house in Viroqua
4.87 out of 5 average rating, 224 reviewsThe Country Loft
2–9 Feb
Guest house in Cashton
4.97 out of 5 average rating, 310 reviewsEnjoy your space at the Mielke Way!
13–20 Dec
Guest house in Hudson
4.96 out of 5 average rating, 165 reviewsCottage in historic Hudson, 5 blocks from DT
21–28 Feb
Guest house in Oshkosh
4.95 out of 5 average rating, 170 reviewsCottage on Lake Winnebago
1–8 Jan
Guest house in Milwaukee
4.95 out of 5 average rating, 246 reviewsThe Carriage House in Sanger House Gardens
23–30 Dec
Guest house in Milwaukee
4.86 out of 5 average rating, 274 reviewsCozy Brewer's Hill Coach House
12–19 Apr
Guest house in Hubertus
4.96 out of 5 average rating, 137 reviewsQuiet retreat-golf, bike, hike, motorcycle
23–30 May
Guest house in Elkhorn
4.98 out of 5 average rating, 145 reviewsCamp Wandawega: Lakeview 3 Bedroom Cabin
4–9 Sep
Guest house rentals with a patio
Guest house in Lake Nebagamon
5.0 out of 5 average rating, 13 reviewsCozy & Charming Guesthouse
16–23 Apr
Guest house in Solon Springs
5.0 out of 5 average rating, 31 reviewsHighland Hideaway
14–21 Jun
Guest house in Gays Mills
5.0 out of 5 average rating, 56 reviewsThe Bunkhouse on 80 acres, trails
29 Aug – 5 Sep
Guest house in West Bend
5.0 out of 5 average rating, 60 reviewsWilderness Retreat*Private Deck*Gazebo*Fireplace
25 Aug – 1 Sep
Guest house in Elk
4.98 out of 5 average rating, 45 reviewsBeautiful one bedroom carriage house
6–13 Mar
Guest house in Ashland
4.78 out of 5 average rating, 9 reviewsBeach Front Hideaway
22–29 Jan
Guest house in Superior
4.97 out of 5 average rating, 61 reviewsStudio Apartment on St. Louis River
3–10 Nov
Guest house in Hayward
4.96 out of 5 average rating, 25 reviewsThe Brook Cottage
26 Jan – 2 Feb
Guest house rentals with a washing machine and dryer
Guest house in Hixton
4.96 out of 5 average rating, 102 reviewsCountry Retreat. Beautiful sunsets and sunrises.
7–14 Sep
Guest house in Cornucopia
4.9 out of 5 average rating, 264 reviewsWaterfront Lake Superior's South Shore, "Sky Fire"
1–8 Jan
Guest house in Madison
4.92 out of 5 average rating, 245 reviewsHistoric guesthouse near downtown, hospital and UW
14–21 Sep
Guest house in Hayward
5.0 out of 5 average rating, 105 reviewsSilent Sports Retreat in Seeley
Guest house in Land O' Lakes
4.92 out of 5 average rating, 60 reviewsNorth Woods Pristine Lake Paradise!
24–31 Mar
Guest house in Ladysmith
5.0 out of 5 average rating, 15 reviewsThe Bunkhouse, a Northwoods Escape
2–9 Nov
Guest house in Bloomer
4.9 out of 5 average rating, 58 reviewsStart of the Northwoods Cottage
3–10 May
Guest house in Egg Harbor
5.0 out of 5 average rating, 21 reviewsVillage Tree House, chill setting walkable to town
29 Dec – 5 Jan
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