Compare Southwest Wisconsin Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in Southwest Wisconsin

Little Bluff Inn
11451 Main St, Trempealeau, WI
Guests of Little Bluff Inn enjoy access to free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you drive, put free parking to good use. Front-desk staff can assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a meeting room, a library, and express check-out.
Pet friendly
Parking included

Mendota Lake House Inn
704 East Gorham, Madison, WI
$175 nightly
The price is $202 total per night
$202 total
Oct 21 - Oct 22
Total with taxes and fees
At Mendota Lake House Inn, guests have access to free WiFi in public areas, coffee in a common area, and a computer station. Limited parking is available. A multilingual staff is on hand to help with concierge services, and offer sightseeing advice. Other amenities at this historic guesthouse include a library, a TV in a common area, and a garden.
Breakfast included
Free WiFi

A TOUCH OF COUNTRY LIVING Minutes from Madison
This guesthouse offers a water park, an arcade/game room, and laundry facilities. Other amenities at this family-friendly guesthouse include barbecue grills and a garden.
Free WiFi
Air conditioning

Log Gables - Lake Front
31 Canyon Rd., Wisconsin Dells, WI
Guests staying at Log Gables - Lake Front enjoy free WiFi in public areas, laundry facilities, and barbecue grills. If you plan to drive, free parking is available. Friendly staff can provide tour or ticket assistance, and also offer advice about sightseeing. This smoke-free guesthouse also has a picnic area.
Pet friendly
Parking included

Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard
N4376 Friedel Ave, Lake Ripley, Cambridge, WI
Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard features free WiFi in public areas, meeting rooms, and coffee in a common area. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, a refrigerator in a common area, and express check-out.
Parking included
Free WiFi

Explore the heart of the driftless area! The Carriage House awaits your arrival!
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Free WiFi
Air conditioning

The Speckled Hen Inn B&B
5525 Portage Rd, Madison, WI
Guests of The Speckled Hen Inn B&B enjoy access to free WiFi in public areas, coffee in a common area, and microwave in a common area. Free parking is available if you drive. Other amenities at this adults-only guesthouse include a refrigerator in a common area, a fireplace in the lobby, and a garden.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Southwest Wisconsin
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Southwest Wisconsin

The Madison Concourse Hotel and Governor's Club
1 W Dayton St, Madison, WI
$139 nightly
The price is $161 total per night from Oct 26 to Oct 27
$161 total
Oct 26 - Oct 27
Total with taxes and fees
9.4/10 Exceptional! (3,219 reviews)

Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr, Madison, WI
$66 nightly
The price is $77 total per night from Oct 26 to Oct 27
$77 total
Oct 26 - Oct 27
Total with taxes and fees
8/10 Very Good! (1,041 reviews)

Natura Treescape Resort
400 County Road A, Wisconsin Dells, WI
$65 nightly
The price is $73 total per night from Oct 31 to Nov 1
$73 total
Oct 31 - Nov 1
Total with taxes and fees
8/10 Very Good! (1,123 reviews)
Southwest Wisconsin Guest Houses essential information
Accommodation | 7 Guest Houses |
---|---|
Lowest Price | $73 |
Highest Price | $202 |
Popular accommodation | Little Bluff Inn, Mendota Lake House Inn, A TOUCH OF COUNTRY LIVING Minutes from Madison, Log Gables - Lake Front, Lake Ripley Lodge w Lake Front Rooms, Grand Porch, Kayaks & Paddleboard, Explore the heart of the driftless area! The Carriage House awaits your arrival!, The Speckled Hen Inn B&B |
More to Explore
- 4 Star Hotels in Hillsboro
- Kid Friendly Hotels in Hillsboro
- Hotels with Pool in Hillsboro
- Loganville Hotels
- Chalets in Sextonville
- Hotels near Spring Green Preserve State Natural Area
- Cheap Hotels in Spring Green
- Hotels with Pool in Spring Green
- Spring Green Hotels
- 5 Star Hotels in Blue River
- Blue River Hotels
- Farmstay in West Lima
- B&B in West Lima
- Cottages in West Lima
- Boaz Hotels
- Rv Parks in Boaz
- Viola Hotels
- Hotels near A.D. German Warehouse
- Cabin Rentals in Lone Rock
- La Valle Hotels
- Lodges in La Valle
- Motels in La Valle
- Apartments in Muscoda
- Cabin Rentals in Muscoda
- Cottages in Muscoda
- Hotels with Pool in Muscoda
- Motels in Muscoda
- Vacation Homes in Muscoda
- Cottages in Hub City
- Vacation Homes in Hub City
- B&B in Cazenovia
- Casino Resorts & in Reedsburg
- Hotels with Pool in Reedsburg
- Hotels with Hot Tubs in Reedsburg
- Hotels with an Indoor Pool in Reedsburg
- Luxury Hotels in Reedsburg
- Ski Resorts & in Reedsburg
- Spa Resorts & in Reedsburg
- Reedsburg Hotels
- 5 Star Hotels in Plain
- Rv Parks in Plain
- 5 Star Hotels in Gotham
- Apartments in Gotham
- B&B in Gotham
- Gotham Hotels
- Lodges in Gotham
- 3 Star Hotels in Avoca
- Cabin Rentals in Avoca
- Cottages in Avoca
- Avoca Hotels
- Lodges in Avoca
- Apartments in Richland Center
- B&B in Richland Center
- Cabin Rentals in Richland Center
- Condo Rentals in Richland Center
- Business Hotels in Richland Center
- Historic Hotels in Richland Center
- Hotels with Bar in Richland Center
- Hotels with Hot Tubs in Richland Center
- Hotels with an Indoor Pool in Richland Center
- Hotels with Restaurants in Richland Center
- Richland Center Hotels
- Lodges in Richland Center
- Motels in Richland Center
- Rv Parks in Richland Center
- Hotels near Eagle Cave
- Flights from Chicago to Spring Green
- Flights from Blue River
- Flights from Viola
- Flights from Wonewoc
- Flights from La Valle
- Flights from Muscoda
- Flights from Ironton
- Flights from Reedsburg
- Flights to Richland Center
- Flights from Atlanta to Richland Center
- Flights from Charlotte to Richland Center
- Flights from Cleveland to Richland Center
- Flights from Denver to Richland Center
- Flights from St. Louis to Richland Center
- Flights from Richland Center
- Flights from Roanoke to Richland Center
- Flights from Rochester to Richland Center
- Flights from Sheridan to Richland Center
- Flights from Myrtle Beach to Richland Center
- Flights from Richmond to Richland Center
- Flights from Milwaukee to Richland Center
- Flights from Rochester to Richland Center
- Flights from Oklahoma City to Richland Center
- Flights from Mobile to Richland Center
- Flights from Asheville to Richland Center
- Flights from Bend to Richland Center