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31 Oct - 2 Nov
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21 Nov - 23 Nov
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19 Dec - 21 Dec

Cottages in Southwest Wisconsin

Exterior
Tiny House on the River
Tiny House on the River
10.0 out of 10, Exceptional, (76)
"Was very very cute. Would stay again."
United States
Teressa G.
The price is AED 496
AED 839 total
includes taxes & fees
3 Nov - 4 Nov
Tiny House on the River
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife
RiverFront Cottage>Private Pier>Firepit & Wildlife
10.0 out of 10, Exceptional, (38)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is AED 351
AED 846 total
includes taxes & fees
28 Oct - 29 Oct
RiverFront Cottage>Private Pier>Firepit & Wildlife
Property grounds
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
2.0 star property
9.4 out of 10, Exceptional, (3)
"Cute! Near winery and a supper club! "
United States
Juanita W.
The price is AED 281
AED 630 total
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior
A Comfy Cozy Cottage on Clowney
A Comfy Cozy Cottage on Clowney
9.6 out of 10, Exceptional, (117)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is AED 496
AED 763 total
includes taxes & fees
28 Oct - 29 Oct
A Comfy Cozy Cottage on Clowney
Property grounds
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
9.8 out of 10, Exceptional, (7)
"Becky has gone above and beyond,all you need is clothes and your food.The sunsets are breathtaking and all the amenities.And I am a big coffee drinker so to see how Becky had all that at the house was a big plus for me."
United States
Toni K.
The price is AED 385
AED 1,295 total
includes taxes & fees
27 Oct - 28 Oct
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
Exterior
Walleye Waters Cottage
Walleye Waters Cottage
10.0 out of 10, Exceptional, (6)
"Great place for a quick trip to Dells and Devils lake."
United States
Jim E.
The price is AED 397
AED 877 total
includes taxes & fees
26 Oct - 27 Oct
Walleye Waters Cottage
Exterior
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
9.6 out of 10, Exceptional, (35)
"We really enjoyed our stay!"
Netherlands
Constance S.
The price is AED 529
AED 1,166 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Terrace/patio
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
10.0 out of 10, Exceptional, (8)
"Well equipped and very comfortable!"
United States
Chris W.
The price is AED 551
AED 1,392 total
includes taxes & fees
29 Oct - 30 Oct
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Exterior
Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View
Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View
10.0 out of 10, Exceptional, (6)
"Was a great weekend getaway with my new fiancé, good communication with the manager and cabin was perfect for the two of us!"
United States
Caleb L.
The price is AED 763
AED 1,083 total
includes taxes & fees
26 Oct - 27 Oct
Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View
Exterior
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
8.0 out of 10, Very Good, (1)
"Owner accidently gave us the wrong door code, but mistakes happen and we problem solved.Inside was even nicer & updated from photos shown overall and the space was perfect for what we needed.I do not believe the description was fully complete. It said Bluff Views which I didn't see which was fine, but I was NOT expecting this tiny house to be in a parking lot adjacent of a bar/venue. The one photo of the ouside is clearly photoshopped into blue sky, but it is really a blue bar.Our stay was...
United States
Sheri M.
The price is AED 643
AED 1,062 total
includes taxes & fees
27 Oct - 28 Oct
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Exterior
Secluded luxury accommodations with woodland pond view and private hiking trails
Secluded luxury accommodations with woodland pond view and private hiking trails
10.0 out of 10, Exceptional, (26)
"The interior and exterior of this tiny home were cozy as well as stylish. The views of green and the pond below were stunning. Saw an outdoor fire pit that we didn’t have time to use, but looked like it’d be cozy. Had everything tidy and backup things that we forgot (ibuprofen). Super thoughtful host! Thank you "
United States
Sarah E.
The price is AED 763
AED 1,083 total
includes taxes & fees
26 Oct - 27 Oct
Secluded luxury accommodations with woodland pond view and private hiking trails
Exterior
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
9.8 out of 10, Exceptional, (36)
"We enjoyed our stay! Love the location of the property! Just a few minutes from the Dells, so out of the chaos of that area, but still very close by. Nice large yard and space for games and a bonfire! Would definitely recommend to others and stay again! "
United States
Miranda T.
The price is AED 711
AED 1,412 total
includes taxes & fees
25 Oct - 26 Oct
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Property grounds
Fall on the lake: hot tub, firepit & cozy nights
Fall on the lake: hot tub, firepit & cozy nights
10.0 out of 10, Exceptional, (12)
"Beautiful little gem on a gorgeous lake. House is cozy, but perfect for a couple or small family. Hot tub was amazing! Definitely will book here again! "
United States
Gail W.
The price is AED 973
AED 1,922 total
includes taxes & fees
30 Oct - 31 Oct
Fall on the lake: hot tub, firepit & cozy nights
Terrace/patio
Dog Friendly Sand Valley Lake Camelot
Dog Friendly Sand Valley Lake Camelot
10.0 out of 10, Exceptional, (5)
"Great spot to stay with friends close to sand valley. Plenty of space for our group and a very nice set up. "
United States
Justin L.
The price is AED 782
AED 1,896 total
includes taxes & fees
26 Oct - 27 Oct
Dog Friendly Sand Valley Lake Camelot
Exterior
Charming A-Frame Cottage, HOT TUB, Fire Pit, Near GOLF & Lakes, 35min to Dells!
Charming A-Frame Cottage, HOT TUB, Fire Pit, Near GOLF & Lakes, 35min to Dells!
10.0 out of 10, Exceptional, (2)
"Kathy’s house is just perfect - beautifully decorated, super cozy, and full of charm. Every detail feels intentional, from the comfy furniture to the stylish touches throughout. A peaceful, picture-perfect retreat you won’t want to leave!"
United States
Alexis L.
The price is AED 800
AED 1,520 total
includes taxes & fees
4 Nov - 5 Nov
Charming A-Frame Cottage, HOT TUB, Fire Pit, Near GOLF & Lakes, 35min to Dells!
Exterior
Mississippi River Front Property with amazing views!
Mississippi River Front Property with amazing views!
9.0 out of 10, Wonderful, (12)
"Awesome place good fishing"
United States
AJ O.
The price is AED 1,286
AED 2,094 total
includes taxes & fees
27 Oct - 28 Oct
Mississippi River Front Property with amazing views!
Exterior
Charming Cottage Two Blocks from Downtown
Charming Cottage Two Blocks from Downtown
10.0 out of 10, Exceptional, (157)
"We had a great experience staying at the cottage again. Great location for walking to town, short drive to golf, excellent hosts, and a spacious and comfortable home!"
United States
Chuck W.
The price is AED 1,432
AED 3,256 total
includes taxes & fees
11 Nov - 12 Nov
Charming Cottage Two Blocks from Downtown
House (2 Bedrooms) | Interior
Walk to Main St Fond du Lac: Retreat w/ Yard
Walk to Main St Fond du Lac: Retreat w/ Yard
3.0 star property
The price is AED 349
AED 729 total
includes taxes & fees
31 Oct - 1 Nov
Walk to Main St Fond du Lac: Retreat w/ Yard
Family Cottage, Park View | Terrace/patio
Big River Escape Parkside Bungalow
Big River Escape Parkside Bungalow
3.0 star property
The price is AED 628
AED 702 total
includes taxes & fees
26 Oct - 27 Oct
Big River Escape Parkside Bungalow
Exterior
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
9.0 out of 10, Wonderful, (21)
"Overall a nice stay. Had what we needed, and was an enjoyable time for our family. "
United States
Andrew W.
The price is AED 413
AED 1,253 total
includes taxes & fees
1 Nov - 2 Nov
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
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.
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Top Southwest Wisconsin Hotel Reviews

Tru By Hilton Wisconsin Dells

Tru By Hilton Wisconsin Dells

10/10 Excellent
"Awesome "
Maglis Helena 3-night trip
Posted 4 days ago
Tru By Hilton Wisconsin Dells

Frequently asked questions

How much do cottages in Southwest Wisconsin cost?
Cottages in Southwest Wisconsin range between and per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southwest Wisconsin?
Southwest Wisconsin has cottages to choose from. Select your travel dates, enter your destination and plan your next escape today.
Why book your cottage in Southwest Wisconsin with Expedia?
Expedia has some terrific cottages in Southwest Wisconsin, so start packing your bags for a memorable vacay close to nature. If you're sticking to a budget, select how much you're willing to spend and the star rating of your property. Or, use our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right digs whatever your trip looks like.
How can I find cheap cottages in Southwest Wisconsin?
With Expedia's helpful filter tool, booking cheap cottages in Southwest Wisconsin has never been easier. To discover properties that'll make your bank balance smile, refine your search results by star rating, budget and amenities.

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