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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

Guest favorite
Home in Wisconsin
4.96 out of 5 average rating, 25 reviews

Sunny Days Await | Private Pool & Hot Tub Retreat

ShannonRating, 5 stars1 week ago
Thanks so much for a great stay!!! Beautiful house and fantastic property!! Our family of 19 had an amazing stay! Thanks so much for an incredible stay!!
Guest favorite
Home in Milwaukee
4.92 out of 5 average rating, 140 reviews

The Gem of Brewers Hill w/hot tub & seasonal pool

GerryRating, 5 stars1 month ago
Excellent location and plenty of beds and bathrooms.
Guest favorite
Home in Fontana-on-Geneva Lake
5 out of 5 average rating, 16 reviews

Abbey Springs Home! Hot Tub + Golf Cart

KathyRating, 5 stars2 months ago
A wonderful home that was well appointed, clean & a great location! We hosted Easter here with my adult Kids and grandson. We all enjoyed the beautiful surroundings and all the wildlife-many deer and even a coyote! So much room and a great layout for us to enjoy the home together!
Top guest favorite
Home in Oshkosh
4.98 out of 5 average rating, 65 reviews

Hickory on the LakeWaterfront Luxury on Winnebago

LaurenRating, 5 stars2 weeks ago
This place was perfect. It was very peaceful. We felt like we were on a mini-vacation even though we were attending our son's soccer tournament. Highly recommend.
Superhost
Home in Mauston
5 out of 5 average rating, 3 reviews

Revilo Moose Ridge Mauston

BrooklynRating, 5 stars1 week ago
Best stay I’ve been part of. Very accommodating hosts. Will stay again. Quick communication
Guest favorite
Home in Wisconsin Dells
4.91 out of 5 average rating, 82 reviews

Dells River Escape: Charming Condo on Wis. River

LisaRating, 5 stars3 days ago
Kurt’s place was impeccable. We unfortunately came at the busiest weekend ever so there was a tow wreckage convention going on and a wedding so parking was a problem. There were no luggage carts and only one elevator worked but other than that the trip was worth it. His place was very clean. We could walk around barefoot and not have black feet (I’ve stayed at places where your feet turn black 🤮). His pictures showed almost exactly what was there. The only thing was that I thought there was a patio because of the grill shown, but that’s okay. The weather was scorching hot so there was no way we would grill anyway. He had all the amenities but the only thing we used were the towels and linens. We brought disposables and extra toilet paper and paper towel. Probably the only criticism I have was that there were not enough garbage/recycling bags that we could find so we used some shopping bags instead. Other than that, I’d highly recommend. If you have a lot of stuff, bring a cart with yo
Guest favorite
Home in Danbury
4.94 out of 5 average rating, 31 reviews

Hangar House-Near the Clubhouse and Airstrip

SheilaRating, 5 stars2 days ago
Steve was so accommodating!! Allowed us to check in early and was very responsive to our request. The house is beautiful! Watched a doe with her 2 fawns out the living room window. Nice view of lake. Our son loved the golf simulator and our daughter loved the massage chair. Easy walk to the indoor pool for the grandkids. Such a great stay!
Guest favorite
Home in New Richmond
4.98 out of 5 average rating, 61 reviews

The Pool House - beautiful country farmhouse

BrianRating, 5 stars3 weeks ago
We used the Pool House for a leadership retreat. The accommodations were outstanding. The pool saw some use as one of the days was rainy and cool. The outdoor space was great for yard games and we made use of the tennis court. The house was spacious, clean, and items were easy to find. I would definitely recommend it for family vacations or a retreat.

Condo rentals with a pool

Guest favorite
Condo in Wisconsin Dells
4.91 out of 5 average rating, 97 reviews

Lakefront Condo - Private Beach | Boat Slip| Pool

KelseyRating, 5 stars1 week ago
Thank you Ben and Katy! We had the best time at your condo! The location was fantastic and the space was even nicer than the pictures! Plenty of room for our family! If we come back we will definitely try to stay here again!
Top guest favorite
Condo in Lake Geneva
5 out of 5 average rating, 21 reviews

Chic Condo in Lake Geneva.

MichaelRating, 5 stars3 days ago
Morgan's Chic Condo in Lake Geneva was perfect for our trip to attend a wedding in Lake Geneva. It was close enough to all of the venues and restaurants, but far enough away to be quiet and peaceful! We took a walk along the Lake Shore Path, which is a great feature of the area. We also appreciated the kitchen equipment, as well as complimentary coffee and basket of treats! I would definitely stay there again, if our travels take us to the area.
Superhost
Condo in Bayfield
4.8 out of 5 average rating, 361 reviews

One Minute Walk to Lake Superior. Brookside #11

SharonRating, 5 stars3 weeks ago
Comfortable, clean second floor condo a short drive from Bayfield with wooded view from kitchen window. Working jacuzzi and adequate cooking supplies. Jon was quick to respond to questions.
Guest favorite
Condo in Egg Harbor
4.94 out of 5 average rating, 185 reviews

DoorCo Happy Place @Landmark Resort

RoseRating, 5 stars2 weeks ago
Quiet, restful location. The little porch was a nice touch. On the small side. Perfect for a couple, as I can't imagine sharing the space with kids. The location is perfect for exploring the Door. We did not use the pools, but would have if we remembered our suits! Well stocked kitchen if you feel like cooking, but no salt/pepper could be found. A pleasant stay overall!
Superhost
Condo in Wisconsin Dells
4.83 out of 5 average rating, 233 reviews

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

MirenasRating, 5 stars3 weeks ago
Very cute corner unit. My dad would just sit out on the patio, watching people put their boats in the water and take their boat out of the water. Beds were very comfortable place was nice and clean. I would stay here again.
Guest favorite
Condo in Egg Harbor
4.83 out of 5 average rating, 161 reviews

[L a n d m a r k] condo! Spectacular Views!

DanRating, 5 stars1 week ago
I was very happy with my stay. Place was exactly as advertised, and loved the added amenity of a 24 hour (adults only) pool located just a short walk away. Location was prime for Door County, located right between Sturgeon Bay and Sister Bay, making it easily accessible and drivable for all the wineries and sight-seeing you want to do in the peninsula. Thank you Carrie!
Top guest favorite
Condo in Wisconsin Dells
4.91 out of 5 average rating, 151 reviews

2BR Serene Riverfront • Spacious • Pool & Hot Tub

BobRating, 5 stars4 days ago
Best place to stay in the Dells if you’re bringing a boat. Hosts are amazing, and responsive. We will keep coming back here as long as they own it.
Superhost
Condo in Bayfield
4.75 out of 5 average rating, 170 reviews

Superior Hideaway

MarcRating, 5 stars5 days ago
Sarah communicated well and followed up. we had one small problem with water pressure and she responded immediately and had the problem fixed right away.

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