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 6 – 13
Guesthouse in Cashton
4.97 out of 5 average rating, 310 reviewsEnjoy your space at the Mielke Way!
Jun 24 – Jul 1
Guesthouse in Oshkosh
4.95 out of 5 average rating, 170 reviewsCottage on Lake Winnebago
May 29 – Jun 5
Guesthouse in Hudson
4.96 out of 5 average rating, 165 reviewsCottage in historic Hudson, 5 blocks from DT
Mar 21 – 28
Guesthouse in Milwaukee
4.95 out of 5 average rating, 246 reviewsThe Carriage House in Sanger House Gardens
Apr 14 – 21
Guesthouse in Milwaukee
4.86 out of 5 average rating, 274 reviewsCozy Brewer's Hill Coach House
Apr 14 – 21
Guesthouse in Hubertus
4.96 out of 5 average rating, 137 reviewsQuiet retreat-golf, bike, hike, motorcycle
Dec 10 – 17
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 Solon Springs
5.0 out of 5 average rating, 31 reviewsHighland Hideaway
Nov 22 – 29
Guesthouse in Lake Nebagamon
5.0 out of 5 average rating, 14 reviewsCozy & Charming Guesthouse
Sep 10 – 17
Guesthouse in Gays Mills
5.0 out of 5 average rating, 56 reviewsThe Bunkhouse on 80 acres, trails
Jan 11 – 18
Guesthouse in West Bend
5.0 out of 5 average rating, 60 reviewsWilderness Retreat*Private Deck*Gazebo*Fireplace
Aug 25 – Sep 1
Guesthouse in Kaukauna
4.94 out of 5 average rating, 36 reviewsA Sweet Suite in Freedom! Country Comfort!
May 9 – 16
Guesthouse in Elk
4.98 out of 5 average rating, 45 reviewsBeautiful one bedroom carriage house
Oct 18 – 25
Guesthouse in Ashland
4.78 out of 5 average rating, 9 reviewsBeach Front Hideaway
Jan 27 – Feb 3
Guesthouse in Superior
4.97 out of 5 average rating, 61 reviewsStudio Apartment on St. Louis River
Apr 18 – 25
Guest house rentals with a washer and dryer
Guesthouse in Hayward
5.0 out of 5 average rating, 105 reviewsSilent Sports Retreat in Seeley
May 17 – 24
Guesthouse in Hixton
4.96 out of 5 average rating, 102 reviewsCountry Retreat. Beautiful sunsets and sunrises.
Dec 13 – 20
Guesthouse in Cornucopia
4.9 out of 5 average rating, 265 reviewsWaterfront Lake Superior's South Shore, "Sky Fire"
Feb 28 – Mar 7
Guesthouse in Madison
4.92 out of 5 average rating, 246 reviewsHistoric guesthouse near downtown, hospital and UW
Sep 26 – Oct 3
Guesthouse in Ladysmith
5.0 out of 5 average rating, 15 reviewsThe Bunkhouse, a Northwoods Escape
Aug 4 – 11
Guesthouse in Land O' Lakes
4.92 out of 5 average rating, 60 reviewsNorth Woods Pristine Lake Paradise!
May 21 – 28
Guesthouse in Baileys Harbor
4.93 out of 5 average rating, 28 reviewsLighthouse Lookout
Jan 27 – Feb 3
Guesthouse in Hudson
4.9 out of 5 average rating, 61 reviewsStay in the shed
May 5 – 12
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