Holiday Homes in Southern Wisconsin

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Southern Wisconsin and around

Tamarack Wisconsin Dells a Ramada by Wyndham
Indoor pool, seasonal outdoor pool

Tamarack Wisconsin Dells a Ramada by Wyndham

3.0 star property
9.2 out of 10, Wonderful, (962)
"Was in great shape "
Tamarack Wisconsin Dells a Ramada by Wyndham
Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect
Microwave, oven, stovetop, dishwasher

Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect

2.0 out of 10, (2)
"Host never showed up to let us in the property and still has not reimbursed me "
Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect
Two bedroom suite with city views in the heart of downtown Madison
Fridge, microwave, oven, stovetop

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (29)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is €402
includes taxes & fees
30 Jul - 31 Jul
Two bedroom suite with city views in the heart of downtown Madison
Baraboo Retreat near Wisconsin dells, Ho Chunk Casino and Devils lake!
Interior

Baraboo Retreat near Wisconsin dells, Ho Chunk Casino and Devils lake!

9.0 out of 10, Wonderful, (10)
"Very nice and comfortable house with everything we needed!"
The price is €340
includes taxes & fees
27 Aug - 28 Aug
Baraboo Retreat near Wisconsin dells, Ho Chunk Casino and Devils lake!
Charming 5-bedroom house in Cedarburg
Dining

Charming 5-bedroom house in Cedarburg

10.0 out of 10, Exceptional, (4)
"Great property in the heart of Cedarburg. Loved walking to all the local restraunts."
The price is €410
includes taxes & fees
29 Jul - 30 Jul
Charming 5-bedroom house in Cedarburg
Cozy Boutique Motel on the Lake Delton Strip
Outdoor pool

Cozy Boutique Motel on the Lake Delton Strip

9.0 out of 10, Wonderful, (24)
"Accurate to listing and nice affordable place to stay at!"
The price is €114
includes taxes & fees
25 Aug - 26 Aug
Cozy Boutique Motel on the Lake Delton Strip
Peaceful retreat on Fawn Lake, local Winery, & minutes from the Dells!
Fridge, microwave, oven, stovetop

Peaceful retreat on Fawn Lake, local Winery, & minutes from the Dells!

2.5 star property
10.0 out of 10, Exceptional, (13)
"Great location, was just 10-15 minutes away from everything we wanted to do in the Dells. We loved being a bit removed from the main attractions of downtown, but being close enough to easily go experience them. Beautiful property and we had a great time!"
Peaceful retreat on Fawn Lake, local Winery, & minutes from the Dells!
Unique, Vintage, and updated motel!
Outdoor pool

Unique, Vintage, and updated motel!

8.8 out of 10, Excellent, (13)
"The motel was a nice inexpensive option to stay in the dells."
The price is €100
includes taxes & fees
4 Aug - 5 Aug
Unique, Vintage, and updated motel!
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Fridge, microwave, oven, stovetop

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

10.0 out of 10, Exceptional, (38)
"Beautiful house and wonderful host. Close to downtown where all the fun is!"
The price is €365
includes taxes & fees
29 Jul - 30 Jul
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (67)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is €205
includes taxes & fees
30 Jul - 31 Jul
Three bedrooms upstairs
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Interior

Two Bedroom with views of Lake Monona in the heart of downtown Madison

10.0 out of 10, Exceptional, (5)
"We loved everything about this property. Would definitely stay there again."
The price is €426
includes taxes & fees
30 Jul - 31 Jul
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Captain Cook: Walk to Lake, Hot Tub, Sleeps 9
Exterior

Captain Cook: Walk to Lake, Hot Tub, Sleeps 9

10.0 out of 10, Exceptional, (23)
"Everything clean and neat, beautifully decorated! Lots of games and things to do too."
Captain Cook: Walk to Lake, Hot Tub, Sleeps 9
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

2.0 star property
9.4 out of 10, Exceptional, (8)
"Such a charming property in a great town. Close to so many things. Comfy, well appointed."
The price is €468
includes taxes & fees
1 Aug - 2 Aug
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
3-bedroom vacation home just a short walk to Lake Michigan
Terrace/patio

3-bedroom vacation home just a short walk to Lake Michigan

9.4 out of 10, Exceptional, (26)
"Great location close to the water cute house clean comfortable. Host was very accommodating to my allergy. Needs really enjoyed our stay highly recommend."
The price is €232
includes taxes & fees
11 Aug - 12 Aug
3-bedroom vacation home just a short walk to Lake Michigan
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Fridge, microwave, oven, stovetop

#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE

10.0 out of 10, Exceptional, (24)
"lovely 4 bedroom rental with things for all of us to do! Arcade, darts and a nice quiet patio to read a book!"
The price is €507
includes taxes & fees
29 Jul - 30 Jul
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Green bean casserole
Private kitchen

Green bean casserole

Green bean casserole
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Exterior

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (29)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is €200
includes taxes & fees
10 Aug - 11 Aug
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is €216
includes taxes & fees
30 Jul - 31 Jul
Quiet House
THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells
Exterior detail

THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells

10.0 out of 10, Exceptional, (39)
"Everything was great!!! I think the only thing I would recommend changing is the shower head. This place is in the perfect location and it was clean and had everything we needed. Also were able to take advantage of the fire pit!"
The price is €498
includes taxes & fees
25 Aug - 26 Aug
THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells
Downtowm-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court
Dining

Downtowm-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court

2.0 star property
9.8 out of 10, Exceptional, (15)
"The Downtowner is clean & spacious in a quiet neighborhood. It is perfect for a family with young kids. The kids especially enjoyed the game room. We would stay here again! "
The price is €585
includes taxes & fees
11 Aug - 12 Aug
Downtowm-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court
Lowest 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Wisconsin Hotel Reviews

Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

10/10 Excellent
"Organized and clean with events for the kids. Could use a better check in procedure."
Jeff 1-night trip
Posted 5 hours ago
Great Wolf Lodge Wisconsin Dells