Guesthouse accommodation & 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
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Popular amenities for Wisconsin guesthouses
Family-Friendly guesthouses
Guesthouse in Viroqua
4.87 out of 5 average rating, 224 reviewsThe Country Loft
1 – 8 Feb
Guesthouse in Cashton
4.97 out of 5 average rating, 310 reviewsEnjoy your space at the Mielke Way!
14 – 21 Feb
Guesthouse in Hudson
4.96 out of 5 average rating, 165 reviewsCottage in historic Hudson, 5 blocks from DT
11 – 18 Oct
Guesthouse in Oshkosh
4.95 out of 5 average rating, 170 reviewsCottage on Lake Winnebago
1 – 8 Jan
Guesthouse in Milwaukee
4.86 out of 5 average rating, 274 reviewsCozy Brewer's Hill Coach House
12 – 19 Apr
Guesthouse in Milwaukee
4.95 out of 5 average rating, 246 reviewsThe Carriage House in Sanger House Gardens
18 – 25 Nov
Guesthouse in Elkhorn
4.98 out of 5 average rating, 145 reviewsCamp Wandawega: Lakeview 3 Bedroom Cabin
4 – 9 Sept
Guesthouse in Hubertus
4.96 out of 5 average rating, 137 reviewsQuiet retreat-golf, bike, hike, motorcycle
23 – 30 May
Guesthouses with a patio
Guesthouse in Gays Mills
5.0 out of 5 average rating, 56 reviewsThe Bunkhouse on 80 acres, trails
24 June – 1 July
Guesthouse in Lake Nebagamon
5.0 out of 5 average rating, 13 reviewsCozy & Charming Guesthouse
3 – 10 Sept
Guesthouse in Solon Springs
5.0 out of 5 average rating, 31 reviewsHighland Hideaway
27 Oct – 3 Nov
Guesthouse in Kaukauna
4.94 out of 5 average rating, 36 reviewsA Sweet Suite in Freedom! Country Comfort!
30 May – 6 June
Guesthouse in West Bend
5.0 out of 5 average rating, 60 reviewsWilderness Retreat*Private Deck*Gazebo*Fireplace
2 – 9 Dec
Guesthouse in Amery
4.92 out of 5 average rating, 13 reviewsThe Madelyn- 1 br on River w/kayaks, SUPS & more
5 – 12 Apr
Guesthouse in Elk
4.98 out of 5 average rating, 45 reviewsBeautiful one bedroom carriage house
6 – 13 Mar
Guesthouse in Ashland
4.78 out of 5 average rating, 9 reviewsBeach Front Hideaway
22 – 29 Jan
Guest house rentals with a washing machine and dryer
Guesthouse in Hixton
4.96 out of 5 average rating, 102 reviewsCountry Retreat. Beautiful sunsets and sunrises.
7 – 14 Sept
Guesthouse in Madison
4.92 out of 5 average rating, 245 reviewsHistoric guesthouse near downtown, hospital and UW
21 – 28 Sept
Guesthouse in Cornucopia
4.9 out of 5 average rating, 264 reviewsWaterfront Lake Superior's South Shore, "Sky Fire"
18 – 25 Feb
Guesthouse in Land O' Lakes
4.92 out of 5 average rating, 60 reviewsNorth Woods Pristine Lake Paradise!
24 – 31 Mar
Guesthouse in Ladysmith
5.0 out of 5 average rating, 15 reviewsThe Bunkhouse, a Northwoods Escape
9 – 16 Aug
Guesthouse in Baileys Harbor
4.93 out of 5 average rating, 28 reviewsLighthouse Lookout
14 – 21 Apr
Guesthouse in Hudson
4.9 out of 5 average rating, 61 reviewsStay in the shed
21 – 28 May
Guesthouse in Bloomer
4.9 out of 5 average rating, 58 reviewsStart of the Northwoods Cottage
11 – 18 May
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