Vacation rentals with a pool in Wisconsin

Find and book unique homes with a pool on Airbnb

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Popular amenities for Wisconsin rentals with a pool

House rentals with a pool

Superhost
Home in Lake Geneva
4.94 out of 5 average rating, 16 reviews

Woodhaven, a Luxury Lake Geneva HotTub-Pool Estate

SuwanRating, 5 stars4 months ago
“We had a fantastic two-day stay at Ellen’s place place! The home was exactly as described—spotlessly clean, comfortable, and well-equipped with everything I needed. The location was perfect, close to lake Geneva downtown which made exploring the area so easy. Ellen was incredibly welcoming and responsive, offering helpful tips about the area and making sure I felt right at home. The thoughtful touches, like the warm fireplace on arrival, towels in each room made my stay even more enjoyable. The hot tub was very comfortable this time of the year. I would absolutely stay here again and highly recommend it to anyone looking for a cozy and hassle-free getaway!”
Guest favorite
Home in Hager City
5 out of 5 average rating, 16 reviews

MINNeSTAY* Riverfront Inn | Hot tub

MaggieRating, 5 stars4 months ago
This place was absolutely perfect for our family at Christmas time. It felt so magical , cozy & quiet. The host was very responsive , the house was clean and had all the amenities we needed.
Guest favorite
Home in Wisconsin
4.95 out of 5 average rating, 22 reviews

Draft Day Stay | 25 Mins to Green Bay | Hot Tub

AdolfoRating, 5 stars1 month ago
House was amazing! Host was great! Will be back soon! everything is accurate as shown and in top condition looking forward to come back when the weather is nicer!
Guest favorite
Home in Lake Geneva
5 out of 5 average rating, 9 reviews

Elssys Ranch 80 Acre Lake Geneva Retreat

AlexisRating, 5 stars1 month ago
We had an amazing time at this property! Nick was a fantastic host—super responsive and quick to answer any questions we had. The property itself is beautiful with plenty of space for kids to run around and play. The kitchen was well-equipped with lots of utensils and dishes, making it so convenient to cook and eat at the house. The fire pit and grill outside were a wonderful addition to our stay! The location is perfect too! It’s near a charming Boxed & Burlap coffee shop, and just a short 5-mile drive to downtown Lake Geneva. Downtown offers parks, a public library, great shopping, and stunning views of the lake with walking trails. We can’t wait to return and stay again! Highly recommend!
Guest favorite
Home in Prairie du Chien
4.99 out of 5 average rating, 121 reviews

Ohio Street Retreat- hot tub, massage chair, pool

KristinRating, 5 stars1 month ago
The is is the 2nd time we’ve stayed here, my son says it’s a “tradition”. The space was great to hangout with older kids, everyone has space yet we’re all still together. A perfect home base for exploring as well.
Superhost
Home in Newton
4.88 out of 5 average rating, 8 reviews

Country Cottage Indoor Pool HOT TUB NFL Draft ava

CassandraRating, 5 stars8 months ago
Great stay! My group loved it and had a blast. House was Beautiful & Host was GREAT, was very understanding and helpful. DEFINITELY recommend and would love another stay sometime.
Guest favorite
Home in Plymouth
4.97 out of 5 average rating, 33 reviews

Private Home 4 BR+2Ba, Heated Pool by Road America

FrancoisRating, 5 stars3 months ago
Very nice house, ideal for us coming to town. We were 2 families with 4 kids and the place was the perfect size and convenient for all. The hot tub is a great addition, right next to the backdoor deck, very close actually from the house. Very clean and very flexible hosts, kitchen was great and the large dining table is perfect for 8 guests.
Guest favorite
Home in Madison
4.9 out of 5 average rating, 263 reviews

Luxurious BBQ and Pool House

BrettRating, 5 stars3 weeks ago
Amazing place and such a nice area. The back yard was beautiful and close to all the perks of Madison.

Condo rentals with a pool

Guest favorite
Condo in Egg Harbor
4.89 out of 5 average rating, 154 reviews

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

JessicaRating, 5 stars3 weeks ago
Our stay was great overall. If I had to pick something to change, I'd want the outside front entrance light to work. That's really it. :)
Superhost
Condo in Bayfield
4.81 out of 5 average rating, 277 reviews

One Minute Walk to Lake Superior. Brookside #3

NicholasRating, 5 stars6 months ago
Great location just outside of downtown Bayfield. Quiet and peaceful. The unit was clean and plenty of amenities (plus extra). Perfect 1 bedroom.
Guest favorite
Condo in Wisconsin Dells
4.96 out of 5 average rating, 238 reviews

Serene Riverfront 1BR • Jacuzzi • Pool & Hot Tub

JereRating, 5 stars1 month ago
I absolutely loved this place. It was quiet and cozy. I will definitely book again when I’m in the Dells.
Top guest favorite
Condo in Wisconsin Dells
4.97 out of 5 average rating, 473 reviews

COZY, Lakefront, Fireplace, Free Kayaks

StephanieRating, 5 stars3 weeks ago
Jody & Jana were responsive, helpful, and inviting. Their condo is in a beautiful location.
Superhost
Condo in Egg Harbor
4.89 out of 5 average rating, 81 reviews

Spacious Private Condo + Indoor/Outdoor Pool!

MaryRating, 5 stars7 months ago
For a condo it was very spacious and comfortable . It was nice to have the indoor pool available in cooler weather when the other pool is closed. There were no dishcloths and rags available for handwashing dishes, even though it was labeled in the cupboard. For the amount of people that can stay at the condo. There were a lack of available washcloths.Adequate parking for 4 vehicles. Leah was quick and easy to communicate with. Great location not far to navigate around the entire peninsula. Would stay here again
Superhost
Condo in Wisconsin Dells
4.83 out of 5 average rating, 231 reviews

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

KathrynRating, 5 stars3 weeks ago
Really nice apartment in a beautiful location right on the river. So peaceful in the morning. Very easy to find and get into. Exactly as described. Coffee pot with coffee bags, sugar and creamer including microwave popcorn and chocolate biscuits. Nice welcome pack. Lots of cutlery crockery and pans but didn’t see any oil or condiments. If you are going to cook you’d need to bring some. Had problems with the tv instructions but after contacting Ashley somebody came to the condo within 15 mins and sorted out for us. May need to update instructions or check settings haven’t been touched to save inconvenience. Just to note the smaller bedroom has the boiler in it which is very noisy. We had ear plugs so was ok for us but if you come in the cold weather and need heating you would need to bear in mind. Overall a lovely stay in a quiet area of town within a short walk to all amenities. Would recommend.
Superhost
Condo in Egg Harbor
4.85 out of 5 average rating, 53 reviews

Updated Townhouse Condo with Indoor Pool & Hot Tub

ElizabethRating, 5 stars1 month ago
Wonderful Hosts! The condo was beautiful with modern updates and very comfy furniture. Loved the fact that it has two living spaces! Our kids could go play their video games in the upper living area while the adults hung out in the downstairs living room. This condo is a real gem in Door County and we can't wait to stay there again.
Top guest favorite
Condo in Lake Geneva
4.97 out of 5 average rating, 148 reviews

Magnificent waterfront views & cozy fireplace

xueRating, 5 stars3 days ago
"5-star stay! Clean, convenient, and great value. Would book again!"

Destinations to explore