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.

Guest favourite
Guest house in Ontario
Rustic Spring Cabin at Echo Valley Farm
Next to a spring and gardens. Simple glamping with electricity, wood burning stove and water. Grill and fire pit available. Parking for 1 car at the cabin. Non chemical port-o-let toilet is a short walk. 3 miles from Wildcat Mountain State Park and 7 miles from the Kickapoo Valley Reserve. Great for hiking, getting "unhooked" and back to Nature. This cabin is located near another farm resident's cabin. Bakery's open on Sat.Sun, May - October or order in advance in off season. LGBTQ owned.
22–29 JulIndividual Host,
£64 per night
4.96 out of 5 average rating, 273 reviews
Guest favourite
Guest house in Mineral Point
Lumber Yard Cottage, a cozy retreat
The Lumber Yard Cottage is a cozy hidden retreat tucked away from the road. Within walking distance of all Mineral Point has to offer. Great restaurants on all sides of this property and wonderful shops are just up the road. The Cheese Trail and railroad museum are across the street. Enjoy the back porch with the wraparound stone wall or the lovely front porch and watch the world slowly drift by. There is a queen size bed, jacuzzi tub, gas fireplace, ac unit, full kitchenette, and wi-fi.
7–14 AprIndividual Host,
£91 per night
4.94 out of 5 average rating, 170 reviews
Guest favourite
Guest house in Ashland
Norrsken Scandinavian Cottage
The guest cottage is painted to resemble a Scandinavian retreat. Complete with separate bedroom, extra fold-out sofa queen bed, kitchenette, wood burning stove, WiFi (the best we can find but not great!!!) and large television (DirecTV), it is a great getaway for a couple or a family. Owners live on property if you need anything. If you are a bit adventurous, we can put up a tent right next to Lake Superior. The entire property is smoke free. For a quiet stay, no snowmobiles or ATVs.
14–21 DecIndividual Host,
£154 per night
4.99 out of 5 average rating, 306 reviews

Popular amenities for guest house rentals in Wisconsin

Family-friendly guest house rentals

Guest favourite
Guest house in Mount Horeb
Cool, Scenic Country Art Studio
16–23 MarIndividual Host,
£92 per night
4.96 out of 5 average rating, 533 reviews
Guest favourite
Guest house in Cashton
Enjoy your space at the Mielke Way!
23–30 JunIndividual Host,
£74 per night
4.97 out of 5 average rating, 306 reviews
Guest favourite
Guest house in Viroqua
The Country Loft
5–12 AprIndividual Host,
£94 per night
4.87 out of 5 average rating, 224 reviews
Guest favourite
Guest house in Elkhorn
Camp Wandawega: Lakeview 3 Bedroom Cabin
12–17 AprProfessional Host,
£619 per night
4.98 out of 5 average rating, 143 reviews
Guest favourite
Guest house in Hudson
Cottage in historic Hudson, 5 blocks from DT
13–20 SeptIndividual Host,
£118 per night
4.96 out of 5 average rating, 162 reviews
Guest favourite
Guest house in Earl
Earl Eddy
9–16 AprIndividual Host,
£164 per night
4.99 out of 5 average rating, 146 reviews
Guest favourite
Guest house in Oshkosh
Cottage on Lake Winnebago
31 Mar – 7 AprIndividual Host,
£134 per night
4.95 out of 5 average rating, 170 reviews
Guest favourite
Guest house in Hubertus
Quiet retreat-golf, bike, hike, motorcycle
5–12 OctIndividual Host,
£164 per night
4.96 out of 5 average rating, 133 reviews
Guest favourite
Guest house in Milwaukee
Cozy Brewer's Hill Coach House
19–26 FebIndividual Host,
£102 per night
4.86 out of 5 average rating, 272 reviews
Guest favourite
Guest house in Milwaukee
The Carriage House in Sanger House Gardens
20–27 FebIndividual Host,
£104 per night
4.95 out of 5 average rating, 246 reviews
Guest favourite
Guest house in Spooner
Secluded Northwoods Cabin
29 Oct – 5 NovProfessional Host,
£228 per night
4.96 out of 5 average rating, 76 reviews
Guest favourite
Guest house in Kaukauna
Country Sky Private Guest House (3 bedroom 1 Bath)
12–19 MarIndividual Host,
£177 per night
4.96 out of 5 average rating, 78 reviews

Guest house rentals with a patio

Guest favourite
Guest house in Fish Creek
Vintage Mod Cottage with fireplace & soaking tub!
8–15 OctIndividual Host,
£235 per night
4.97 out of 5 average rating, 149 reviews
Guest favourite
Guest house in Gays Mills
The Bunkhouse on 80 acres, trails
24 Apr – 1 MayIndividual Host,
£64 per night
5.0 out of 5 average rating, 51 reviews
Superhost
Guest house in Ashland
Beach Front Hideaway
3–10 DecIndividual Host,
£195 per night
4.75 out of 5 average rating, 8 reviews
Guest favourite
Guest house in West Bend
Wilderness Retreat*Private Deck*Gazebo*Fireplace
29 Apr – 6 MayIndividual Host,
£142 per night
5.0 out of 5 average rating, 56 reviews
Guest favourite
Guest house in Superior
Studio Apartment on St. Louis River
12–19 MarIndividual Host,
£86 per night
4.98 out of 5 average rating, 59 reviews
Guest favourite
Guest house in Elk
Beautiful one bedroom carriage house
22–29 JunIndividual Host,
£111 per night
4.98 out of 5 average rating, 43 reviews
Guest favourite
Guest house in Solon Springs
Highland Hideaway
14–21 MayIndividual Host,
£100 per night
5.0 out of 5 average rating, 30 reviews
Guest favourite
Guest house in Mequon
Historic 1-bedroom guesthouse w/ indoor fireplace
24–31 JanIndividual Host,
£144 per night
4.96 out of 5 average rating, 45 reviews
Guest favourite
Guest house in Washburn
Glamping Cabin at Whitecap Kayak Learning Center
5–12 MarIndividual Host,
£91 per night
4.89 out of 5 average rating, 9 reviews
Guest favourite
Guest house in Hayward
The Brook Cottage
14–21 JulIndividual Host,
£116 per night
4.96 out of 5 average rating, 25 reviews
Guest favourite
Guest house in Marshfield
Sunset Suite
19–26 AugIndividual Host,
£137 per night
5.0 out of 5 average rating, 49 reviews
Guest favourite
Guest house in Ojibwa
Club Suite Recreational Retreat
17–24 JanProfessional Host,
£122 per night
4.96 out of 5 average rating, 27 reviews

Guest house rentals with a washing machine and dryer

Guest favourite
Guest house in Cornucopia
Waterfront Lake Superior's South Shore, "Sky Fire"
23–30 JanProfessional Host,
£203 per night
4.9 out of 5 average rating, 259 reviews
Guest favourite
Guest house in Hixton
Country Retreat. Beautiful sunsets and sunrises.
28 Jul – 4 AugIndividual Host,
£125 per night
4.96 out of 5 average rating, 101 reviews
Guest favourite
Guest house in Madison
Historic guesthouse near downtown, hospital and UW
5–12 AugIndividual Host,
£146 per night
4.92 out of 5 average rating, 242 reviews
Guest favourite
Guest house in Land O' Lakes
North Woods Pristine Lake Paradise!
6–13 JanIndividual Host,
£109 per night
4.92 out of 5 average rating, 60 reviews
Guest favourite
Guest house in Westby
The Honey Haven
28 May – 4 JunIndividual Host,
£165 per night
5.0 out of 5 average rating, 15 reviews
Guest favourite
Guest house in Baileys Harbor
Lighthouse Lookout
31 Oct – 7 NovIndividual Host,
£198 per night
4.93 out of 5 average rating, 28 reviews
Guest favourite
Guest house in Three Lakes
Above the Books--2 bedroom Apartment
11–18 MarProfessional Host,
£104 per night
4.98 out of 5 average rating, 50 reviews
Superhost
Guest house in Stevens Point
Cozy Cabin in the Woods
8–15 MayIndividual Host,
£119 per night
4.82 out of 5 average rating, 38 reviews
Guest favourite
Guest house in Sturgeon Bay
Cozy 1 bedroom guesthouse with fireplace
25 Nov – 2 DecIndividual Host,
£155 per night
4.94 out of 5 average rating, 48 reviews
Guest favourite
Guest house in Milwaukee
Cozy Bayview Guest Cottage-Walk to coffee+brunch!
22–29 AprIndividual Host,
£133 per night
5.0 out of 5 average rating, 75 reviews
Guest favourite
Guest house in Prairie du Chien
Top View
17–24 AprIndividual Host,
£87 per night
4.95 out of 5 average rating, 37 reviews
Guest favourite
Guest house in Drummond
Bearadise a Secluded get-away.
30 Apr – 7 MayProfessional Host,
£266 per night
5.0 out of 5 average rating, 22 reviews

Destinations to explore