Southwest Wisconsin Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Holiday Rentals in Southwest Wisconsin

Our top choices for Southwest Wisconsin holiday rentals

The Dylin by Mint House
Interior entrance

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (87)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin by Mint House
Kokomo Cabin: Campfires, Family Fun & Pickleball
Terrace/patio

Kokomo Cabin: Campfires, Family Fun & Pickleball

10.0 out of 10, Exceptional, (31)
"Perfect for me and my friends for a golf and casino weekend. The family visited from a couple miles away and really enjoyed the yard games and the beach. Kayaks and fishing were great for the kids. Plenty of room for all four couples, everyone had their own space. Firewood was provided, fantastic views for the fires at night. What a gorgeous home, we will be back! "
Kokomo Cabin: Campfires, Family Fun & Pickleball
Bonanza Camping Resort
Seasonal outdoor pool

Bonanza Camping Resort

2.5 star property
7.8 out of 10, Good, (104)
"We enjoyed the overall experience."
Bonanza Camping Resort
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, (970)
"Great place to stay "
Tamarack Wisconsin Dells a Ramada by Wyndham
Bluegreen Odyssey Dells
Water park

Bluegreen Odyssey Dells

3.5 star property
9.4 out of 10, Exceptional, (152)
"Love this resort! We stay here every year. "
Bluegreen Odyssey Dells
Arrowhead Resort Campground
Free WiFi

Arrowhead Resort Campground

2.0 star property
7.8 out of 10, Good, (42)
"Clean with super friendly staff. "
The price is HK$944
HK$995 total
includes taxes & fees
15 Sept - 16 Sept
Arrowhead Resort Campground
Thunderbird Resort Condo
Dock

Thunderbird Resort Condo

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very well located, exactly as described. "
Thunderbird Resort Condo
Caribbean Club Resort
Exterior

Caribbean Club Resort

3.0 star property
8.0 out of 10, Very good, (357)
"We were really happy about our stay. The staff was great and the condo was better than we expected and the views were gorgeous. We would like to go back again."
Caribbean Club Resort
Wisconsin Dells Cabin in the Woods
Property grounds

Wisconsin Dells Cabin in the Woods

9.8 out of 10, Exceptional, (73)
"The host keeps it in great shape. Nice location. You can fish Dell Creek."
The price is HK$905
HK$2,110 total
includes taxes & fees
9 Sept - 10 Sept
Wisconsin Dells Cabin in the Woods
Downtown-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court
Dining

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

2.0 star property
9.8 out of 10, Exceptional, (20)
"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 HK$2,332
HK$5,243 total
includes taxes & fees
8 Sept - 9 Sept
Downtown-ULTIMATE Fam & Friend Getaway - Arcade GameRoom- Basketball Court
Spacious 6 Bedroom less than 10 min walk to Downtown WI Dells! Sleeps 20+!
Fridge, microwave, oven, stovetop

Spacious 6 Bedroom less than 10 min walk to Downtown WI Dells! Sleeps 20+!

2.0 star property
10.0 out of 10, Exceptional, (18)
"The place was clean, and my family had a wonderful time during our stay."
The price is HK$3,267
HK$7,693 total
includes taxes & fees
10 Sept - 11 Sept
Spacious 6 Bedroom less than 10 min walk to Downtown WI Dells! Sleeps 20+!
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
Indoor pool, a heated pool

*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat

9.8 out of 10, Exceptional, (165)
"Cute small condo super clean nice porch view close to all the excitement of the wisconsin dells."
The price is HK$819
HK$2,346 total
includes taxes & fees
8 Sept - 9 Sept
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
Condos at 530 E. Hiawatha
2 bedrooms, individually decorated, individually furnished, desk

Condos at 530 E. Hiawatha

4.0 star property
9.0 out of 10, Wonderful, (79)
"We were there for a concert with another couple. The condo was great for our needs. And very close to the Crystal Grand Theatre. We had a very nice couple of days. "
Condos at 530 E. Hiawatha
Cozy 4-bedroom cabin with WiFi, AC in fabulous Wisconsin Dells
Microwave, oven, stovetop, dishwasher

Cozy 4-bedroom cabin with WiFi, AC in fabulous Wisconsin Dells

Cozy 4-bedroom cabin with WiFi, AC in fabulous Wisconsin Dells
Large Home w/ Indoor Basketball Court + Game Room!
Interior

Large Home w/ Indoor Basketball Court + Game Room!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Every year our family picks a new destination to spend a few days together after Christmas. This year we picked Wisconsin Dells. When I came across this home, I never imagined how absolutely perfect it would be! So roomy and clean, the basket ball and game area was so fun! Great location! Very safe neighborhood. Was welcomed with a care basket of local goodies. Mary is a great communicator. She answered all my questions promptly. Highly recommend this home! You won’t be disappointed!"
Large Home w/ Indoor Basketball Court + Game Room!
Elegant country retreat near Spring Green w expansive views of Driftless Region
Smart TV, DVD player, books

Elegant country retreat near Spring Green w expansive views of Driftless Region

10.0 out of 10, Exceptional, (56)
"The property and house are breathtaking. We particularly loved the Tea House. Gorgeous, clean and the host was wonderful and responsive. A great place to stay!"
Elegant country retreat near Spring Green w expansive views of Driftless Region
All Decked Out | Arcade Games | Amazing 5 BR | Huge Deck | Fire Pit | Close to Everything WI Dells
Outdoor dining

All Decked Out | Arcade Games | Amazing 5 BR | Huge Deck | Fire Pit | Close to Everything WI Dells

9.8 out of 10, Exceptional, (118)
"Super clean, convenient location, many thoughtful amenities. Two bathrooms may be tough for a larger group, but our group of 5 fit perfectly. Would definitely recommend! "
The price is HK$1,910
HK$4,322 total
includes taxes & fees
9 Sept - 10 Sept
All Decked Out | Arcade Games | Amazing 5 BR | Huge Deck | Fire Pit | Close to Everything WI Dells
Cabin In The Middle Of 72 Acres ~ Private Swim Pond ~ Memorial Day to Labor Day
Games room

Cabin In The Middle Of 72 Acres ~ Private Swim Pond ~ Memorial Day to Labor Day

9.6 out of 10, Exceptional, (282)
"It was a great stay. "
Cabin In The Middle Of 72 Acres ~ Private Swim Pond ~ Memorial Day to Labor Day
Spacious water front property located on Big Green Lake
Fridge, microwave, oven, stovetop

Spacious water front property located on Big Green Lake

9.6 out of 10, Exceptional, (54)
"Great location!"
Spacious water front property located on Big Green Lake
Adventure Trails
Exterior

Adventure Trails

10.0 out of 10, Exceptional, (41)
"This was quiet and the perfect size for our family of 4. Very clean, and had everything we needed. Would book again!"
Adventure Trails
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

Find out more about Southwest Wisconsin

Find out more about Southwest Wisconsin

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