Columbia County Holiday Rentals

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Featured Columbia County Holiday Rentals

Dining
Downtown-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court

Holiday Home in Downtown Wisconsin Dells

2.0 star property
9.8 out of 10, Exceptional, (23)
"Great stay with my extended family. Lots of room and entertainment for kids!"
United States
Matthew B.
The price is HK$2,328
HK$5,191 total
includes taxes & fees
9 Dec - 10 Dec
Downtown-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court
Smart TV, books
House minutes away from downtown Dells

Holiday Home in Downtown Wisconsin Dells

2.0 star property
9.2 out of 10, Wonderful, (16)
"Nice place to stay. "
United States
Doug M.
The price is HK$2,662
HK$4,876 total
includes taxes & fees
9 Dec - 10 Dec
House minutes away from downtown Dells
Dining
Vintage Home in Portage, WI

Holiday Home in Portage

10.0 out of 10, Exceptional, (17)
"Sarah's house was clean, comfortable, and conveniently located. She was a really communicative host and we would definitely stay here again."
United States
Katy S.
The price is HK$2,639
HK$4,383 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vintage Home in Portage, WI
Terrace/patio
Robin's Roost - A Lofted Condo on the Wisconsin River

Condo in Poynette

9.6 out of 10, Exceptional, (19)
"Very comfortable accommodations and an absolutely beautiful setting right on the Wisconsin River"
United States
Denise B.
The price is HK$1,541
HK$2,718 total
includes taxes & fees
14 Dec - 15 Dec
Robin's Roost - A Lofted Condo on the Wisconsin River
Fridge, microwave, oven, stovetop
Spacious 6 Bedroom less than 10 min walk to Downtown WI Dells! Sleeps 20+!

Holiday Home in Wisconsin Dells

2.0 star property
10.0 out of 10, Exceptional, (23)
"Owners were very responsive, the property was clean and the location was perfect! "
United States
Alicia G.
The price is HK$3,261
HK$7,681 total
includes taxes & fees
9 Dec - 10 Dec
Spacious 6 Bedroom less than 10 min walk to Downtown WI Dells! Sleeps 20+!
Fridge, microwave, oven, stovetop
Field House | Game Room | DOWNTOWN Dells | Basketball Court| Arcade

Holiday Home in Downtown Wisconsin Dells

10.0 out of 10, Exceptional, (149)
"Great location for a fun weekend away. Great location, nice amenities, and the garage was a nice bonus to keep us all entertained. "
United States
Bryan M.
The price is HK$1,829
HK$4,166 total
includes taxes & fees
14 Dec - 15 Dec
Field House | Game Room | DOWNTOWN Dells | Basketball Court| Arcade
Indoor pool, a heated pool
Josie's On The Bay - Waterfront, Fireplace, Roku

Condo in Wisconsin Dells

9.6 out of 10, Exceptional, (82)
"Great location with gorgeous views of the river "
United States
Elizabeth B.
The price is HK$708
HK$2,394 total
includes taxes & fees
9 Dec - 10 Dec
Josie's On The Bay - Waterfront, Fireplace, Roku
Terrace/patio
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat

Condo in Wisconsin Dells

9.8 out of 10, Exceptional, (170)
"Great location. "
United States
Penny M.
The price is HK$833
HK$2,351 total
includes taxes & fees
9 Dec - 10 Dec
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
Smart TV, books
Lakeview Cabin > Unique Mid-Century Tucked in Bluff

Cabin in Merrimac

9.8 out of 10, Exceptional, (21)
"Everything was exactly as listed and the property was so beautiful. Came with some friends and will definitely try to come back soon! "
United States
Paul G.
The price is HK$1,226
HK$2,919 total
includes taxes & fees
9 Dec - 10 Dec
Lakeview Cabin > Unique Mid-Century Tucked in Bluff
Exterior detail
THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells

Holiday Home in Downtown Wisconsin Dells

10.0 out of 10, Exceptional, (44)
"Wonderful property - clean, comfortable, great location, and well maintained. We had a great vacation in the Dells because this place was so perfect! The host was so hospitable and made sure we had all we needed to enjoy our stay. We will definitely be back again! "
United States
Maricay W.
The price is HK$1,226
HK$3,054 total
includes taxes & fees
9 Dec - 10 Dec
THE WASHINGTON HOUSE - A 4-Bedroom Home 1 Block from Downtown Wisconsin Dells
Indoor pool, a heated pool
Steph's Waterfront Retreat

Condo in Wisconsin Dells

9.8 out of 10, Exceptional, (84)
"Nice place, great location, easy check-in"
United States
Stacy W.
The price is HK$566
HK$1,571 total
includes taxes & fees
9 Dec - 10 Dec
Steph's Waterfront Retreat
Outdoor dining
Country home with flowing river

Holiday Home in Pardeeville

9.0 out of 10, Wonderful, (159)
"Everything was excellent! Extremely clean. We were in town to visit family and it was perfect for our needs. Nice little bench next to the river."
United States
Kristen G.
The price is HK$1,082
HK$1,306 total
includes taxes & fees
9 Dec - 10 Dec
Country home with flowing river
Fridge, microwave, oven, stovetop
Quiet home. 10 minutes from waterparks.

Holiday Home in Downtown Wisconsin Dells

10.0 out of 10, Exceptional, (5)
"We liked the location because we could walk to all downtown shopping."
United States
Kari A.
The price is HK$1,576
HK$4,522 total
includes taxes & fees
10 Dec - 11 Dec
Quiet home. 10 minutes from waterparks.
Interior
1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

Apartment in Wisconsin Dells

The price is HK$652
HK$1,790 total
includes taxes & fees
9 Dec - 10 Dec
1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub
6 bedrooms, desk, travel cot, free WiFi
1880s Beauty! Family Fun. Walk to Downtown Green Lake, Heidel House & Golf!

Holiday Home in Green Lake

10.0 out of 10, Exceptional, (34)
"Excellent, Excellent, Excellent! Property was clean and well stocked! Excellent host replies! She thought of everything including everything I needed for my dog! Plenty of room for everyone! Enjoyed the deer in the back yard daily! Would definately stay again! Thanks for making my daughters wedding weekend so much less stressful!"
United States
Kristine
The price is HK$2,919
HK$7,006 total
includes taxes & fees
12 Dec - 13 Dec
1880s Beauty! Family Fun. Walk to Downtown Green Lake, Heidel House & Golf!
Interior entrance
The Dylin by Mint House

Aparthotel in Tenney-Lapham

4.0 star property
9.4 out of 10, Exceptional, (120)
"Great stay at the Dylin"
United States
Lauri
The price is HK$791
HK$914 total
includes taxes & fees
23 Dec - 24 Dec
The Dylin by Mint House
Property grounds
A Pleasant Retreat- No Cleaning Fee & New Discounts

Holiday Home in Sun Prairie

10.0 out of 10, Exceptional, (260)
"A great stay! A wonderful location and excellent property, along with kind and warm hosts. Thank you. "
United States
Rachel Z.
The price is HK$2,141
HK$2,741 total
includes taxes & fees
1 Jan - 2 Jan 2026
A Pleasant Retreat- No Cleaning Fee & New Discounts
Interior
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Condo in Sun Prairie

9.8 out of 10, Exceptional, (31)
"Everything about our experience staying here was excellent! Communication, very clean, nicely decorated, and in a great neighborhood with amenities close by."
United States
Nancy R.
The price is HK$2,919
HK$4,887 total
includes taxes & fees
9 Dec - 10 Dec
Capital PrimeTime - 6 Miles from Madison w/ fireplace
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife

Cottage in 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$728
HK$1,770 total
includes taxes & fees
9 Dec - 10 Dec
RiverFront Cottage>Private Pier>Firepit & Wildlife
Fridge, microwave, oven, stovetop
Hot Tub - King Suite - Game Room - Large Groups

Holiday Home in Sun Prairie

10.0 out of 10, Exceptional, (15)
"We had a great visit "
United States
Jennifer D.
The price is HK$1,331
HK$4,647 total
includes taxes & fees
9 Dec - 10 Dec
Hot Tub - King Suite - Game Room - Large Groups
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 Columbia County Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Great room, very efficient check in"
Vincent 1-night trip
Posted 2 days ago
The Madison Concourse Hotel and Governor's Club