Southwest Wisconsin Holiday Rentals

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Check prices for these dates

Tonight
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Southwest Wisconsin holiday rentals

Exterior
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
2.0 star property
Wild Rose
9.8 out of 10, Exceptional, (44)
"The staff was great and i enjoyed the entire stay."
United States
Wakeem
The price is HK$770
HK$1,184 total
includes taxes & fees
5 Jan - 6 Jan 2026
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
Property grounds
Tamarack Point Homestead

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (32)
"Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend."
United States
Luke H.
The price is HK$710
HK$913 total
includes taxes & fees
24 Dec - 25 Dec
Tamarack Point Homestead
Interior
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
2.0 star property
Edgerton
10.0 out of 10, Exceptional, (5)
"The feel was exactly what we were looking for! Great and very helpful staff!! Highly recommend and will more than likely stay again!!"
United States
Jeff M.
The price is HK$825
HK$2,027 total
includes taxes & fees
20 Dec - 21 Dec
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Interior entrance
The Dylin by Mint House

The Dylin by Mint House

The Dylin by Mint House
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (122)
"Great stay at the Dylin"
United States
Lauri
The price is HK$799
HK$923 total
includes taxes & fees
23 Dec - 24 Dec
The Dylin by Mint House
Dining
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lyndon Station
10.0 out of 10, Exceptional, (60)
"The place and hosts were stunning. Absolutely loved our stay there and cannot wait to go back. If your looking for a quiet get away close to the dells this is the place for you. Cannot recommend it enough will for sure return soon. "
United States
Derek W.
The price is HK$661
HK$2,036 total
includes taxes & fees
12 Jan - 13 Jan 2026
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (40)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is HK$625
HK$1,644 total
includes taxes & fees
22 Dec - 23 Dec
RiverFront Cottage>Private Pier>Firepit & Wildlife
Property grounds
Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is HK$661
HK$1,404 total
includes taxes & fees
20 Dec - 21 Dec
Log Cabin at Lake Koshkonong - “The Overlook”
Iron/ironing board, free WiFi, bed sheets
Lodges Of The Lakes

Lodges Of The Lakes

Lodges Of The Lakes
3.5 star property
Nekoosa
9.8 out of 10, Exceptional, (6)
"This is a great place to stay -- very clean and new and well equipped in the kitchen. Very close to golf --- easy access to get in the place and the owner was very accomodating"
United States
David
The price is HK$2,627
HK$2,982 total
includes taxes & fees
19 Jan - 20 Jan 2026
Lodges Of The Lakes
Fridge, microwave, oven, stovetop
Dreamy Dells Oasis for Families & Couples

Dreamy Dells Oasis for Families & Couples

Dreamy Dells Oasis for Families & Couples
Lake Delton
10.0 out of 10, Exceptional, (12)
"So clean and peaceful!"
United States
John B.
The price is HK$508
HK$1,505 total
includes taxes & fees
12 Jan - 13 Jan 2026
Dreamy Dells Oasis for Families & Couples
TV
A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (118)
"Great location two blocks off main street. Really neat old house with everything you need, we would definitely stay again!!"
United States
Jeff B.
The price is HK$1,296
HK$1,930 total
includes taxes & fees
20 Dec - 21 Dec
A Comfy Cozy Cottage on Clowney
1 bedroom, WiFi
Room 4, Kozy Rest Motel

Room 4, Kozy Rest Motel

Room 4, Kozy Rest Motel
Montello
9.4 out of 10, Exceptional, (6)
"Perfect location for our visit. Right down the road to a family party. Room was a little small but cozy & well maintained. Would stay again."
United States
Terri
The price is HK$778
HK$1,151 total
includes taxes & fees
24 Dec - 25 Dec
Room 4, Kozy Rest Motel
Fridge, microwave, oven, stovetop
Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi
Darlington
9.8 out of 10, Exceptional, (48)
"Close to town. "
United States
Juanita W.
The price is HK$693
HK$1,773 total
includes taxes & fees
31 Dec - 1 Jan 2026
Hamilton Goebel House 816 E Louisa St Darlington Wi
Property grounds
Williamson Family Condo at Lighthouse Cove

Williamson Family Condo at Lighthouse Cove

Williamson Family Condo at Lighthouse Cove
Lake Delton
9.6 out of 10, Exceptional, (122)
"Great place needs a washer and dryer for longer stays. "
United States
Gary H.
The price is HK$483
HK$1,468 total
includes taxes & fees
12 Jan - 13 Jan 2026
Williamson Family Condo at Lighthouse Cove
Exterior detail
Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot
Sun Prairie
9.8 out of 10, Exceptional, (42)
"Walkable restaurants. "
United States
Mike H.
The price is HK$988
HK$2,486 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cannery Square Short Term Rentals -104 by Patriot
Fridge, microwave, oven, stovetop
Kate's Place LHC 305 · Kate's Place - Newly Remodeled - Romantic

Kate's Place LHC 305 · Kate's Place - Newly Remodeled - Romantic

Kate's Place LHC 305 · Kate's Place - Newly Remodeled - Romantic
Lake Delton
10.0 out of 10, Exceptional, (64)
"Great family friendly space. "
United States
Tom L.
The price is HK$591
HK$1,598 total
includes taxes & fees
11 Jan - 12 Jan 2026
Kate's Place LHC 305 · Kate's Place - Newly Remodeled - Romantic
Exterior
Piers & Pines at Island Pointe

Piers & Pines at Island Pointe

Piers & Pines at Island Pointe
Wisconsin Dells
10.0 out of 10, Exceptional, (25)
"Wonderful stay. Perfect little cabin and hosts were very helpful."
United States
Alisia
The price is HK$593
HK$1,610 total
includes taxes & fees
12 Jan - 13 Jan 2026
Piers & Pines at Island Pointe
Indoor pool, a heated pool
Beachview Twin #2 at Delton Grand (429)

Beachview Twin #2 at Delton Grand (429)

Beachview Twin #2 at Delton Grand (429)
Lake Delton
9.6 out of 10, Exceptional, (19)
"We enjoyed our stay. Very clean place with a quiet atmosphere. "
United States
Jim O.
The price is HK$458
HK$1,500 total
includes taxes & fees
15 Jan - 16 Jan 2026
Beachview Twin #2 at Delton Grand (429)
Exterior
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
10.0 out of 10, Exceptional, (19)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is HK$856
HK$1,505 total
includes taxes & fees
28 Dec - 29 Dec
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Indoor pool, a heated pool
Top Floor Retreat at Delton Grand

Top Floor Retreat at Delton Grand

Top Floor Retreat at Delton Grand
Lake Delton
9.8 out of 10, Exceptional, (17)
"The view was amazing!"
United States
Jennifer
The price is HK$525
HK$1,591 total
includes taxes & fees
12 Jan - 13 Jan 2026
Top Floor Retreat at Delton Grand
Marina
Sparrow's Nest - Stay at the lake, walk to Noah's Ark!

Sparrow's Nest - Stay at the lake, walk to Noah's Ark!

Sparrow's Nest - Stay at the lake, walk to Noah's Ark!
Lake Delton
10.0 out of 10, Exceptional, (43)
"Great place to stay! Very clean and great amenities!"
United States
Emily P.
The price is HK$791
HK$2,512 total
includes taxes & fees
12 Jan - 13 Jan 2026
Sparrow's Nest - Stay at the lake, walk to Noah's Ark!
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

Atlantis Family Waterpark Hotel, an Ascend Collection Hotel

Atlantis Family Waterpark Hotel, an Ascend Collection Hotel

10/10 Excellent
"Friendly staff and great value for what I paid. I stayed during the off season so it was drastically discounted and a lot of the amenities were not available however it was everything I expected and needed it to be. Straight out of the 1990s this place is an adorable time capsule. Could use some refreshing but I loved it"
Robin 1-night trip
Posted 2 days ago
Atlantis Family Waterpark Hotel, an Ascend Collection Hotel

Find out more about Southwest Wisconsin

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