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