Wisconsin, which is home to beautiful, diverse landscapes, flaunts massive hill stretches, scenic lakes, and lowlands. Its year-round activities and attractions draw people from across the world. Outdoor adventures, water sports, shopping, art galleries, and museums abound here. In Milwaukee, the Harley-Davidson museum features over 450 classic motorbikes, and the iconic Milwaukee Art Museum displays 25,000 art pieces. It also hosts the world’s largest outdoor music festival. Meanwhile, Apostle Islands National Lakeshore in Bayfield is comprised of 21 islands and showcases beaches, sandstone cliffs, and sea caves. For a fun-filled family outing, you can also head to Wisconsin Dells, the world’s waterpark capital. But if you want accommodations with water facilities close to these thrilling attractions, read on and choose one of the best Airbnbs with pool in Wisconsin, USA.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 13, 2024.
1. Great Cedar Lodge, Merrimac (from USD 926)
Great Cedar Lodge is a 4,100-sq. ft. (380.9-sq m) rental affording an expansive grassy lawn. For quality family time, there are two spacious living rooms. Moreover, the vast indoor pool is heated and has a slide. Surrounded by windows, the stunning pool room receives abundant natural light, and guests can also jump in using the diving board for refreshing dives.
You can also cherish natural landscape views while soaking in the outdoor hot tub. There’s also a driveway with parking for six vehicles.
Top guest reviews
Host:
the house was amazing and our host (tim) was very responsive and helpful with our requestsRead more reviewsLocation:
location is great - away from everything yet close enough to a state park and local communities
Superhost
2. Spacious house with excellent amenities, Sussex (from USD 750)
This five-bedroom house in Sussex accommodates 12 guests and is only 30 minutes from downtown conveniences. Best of all, the heated indoor pool allows swimming in any season of the year. If you need to adjust the temperature, just tell the host. The expansive pool area also features a projector and a ping-pong table.
When you’re not unwinding in the pool or spacious family room with a wide-screen TV, fun awaits in the game room with a bar. Also, the grassy lawn with a firepit makes an ideal space to spend family time. Even better, this enormous home has parking spaces for up to six cars.
Top guest reviews
Amenities & Room:
the size of the pool was amazingmy family had fun in the pool and the game room was fun as wellCleanliness:
the house was amazing clean and a great place to staythe house was clean and ready when we arrivedthe project by the pool was beyond perfect and the rooms were ready and cleanHost:
thomas was very professional helpful and quick with answering and assisting methomas was prompt friendly and very accommodating to any issues we hadRead more reviewsLocation:
the location is good with plenty of food options
3. Gorgeous well-appointed cabin, Two Rivers (from USD 606)
This modern cabin in Two Rivers, Wisconsin, is ideal for 10 people. Nestled in lush surroundings, it offers peace and quiet away from busy city life. Its excellent amenities guarantee a comfortable stay. One of its highlights is the 1,200-sq. ft. (111.5-sq m) indoor pool with a dry spa and hot tub. Huge glass windows keep the pool area bright and afford stunning views of the woods. This extensive area also has a tiki bar, making it the perfect entertaining place.
Guests can also spend quality time in the rental’s open living area overlooking greenery. Moreover, the firepit makes a good story-telling spot over drinks. Whether you’re searching for areas for meditation, workouts, or arcade games, this place provides them all.
Top guest reviews
Amenities & Room:
great amenities for every age (pool hot tub sauna video arcade games exercise equipment kitchen…so many things )beautiful outdoor area as well with a fire-pit and very comfortable chairsthe pool and hot tub temps were perfectthe pool with equipped sound system through the house was highlight of the stayCleanliness:
very clean well managedvery clean and nice pool spacious bedrooms awesome outside areathis place is amazing it’s super clean and spaciousthe big attractions (pool hot tub) also don't disappoint are super clean and absolutely greatHost:
john was very responsive to any questionsjohn was a great host and easy to communicate withjohn is a great host and very responsivebook it you won't regret it john is a great hostjohn is an excellent host very attentive to our needsRead more reviewsLocation:
great location close to the beautiful beachthe location is easy to find and is surrounded by peaceful woodsthis was a great place to get away from the noise and large city area
4. Eccentric pet-friendly cabin, Markesan (from USD 611)
Enjoy your getaway in Wisconsin in this eccentric pet-friendly rental offering concierge services. Although the home’s unique decor and art pieces may steal the show, it does not compromise on amenities. A laid-back indoor pool awaits your relaxation. It is surrounded by a stone fireplace and windows to keep the room bright and airy. One side also has a lengthy nook to unwind in between laps.
Moreover, there’s a custom-made 20-ft (6.1-m) bar and a well-appointed game room for entertainment. Outside, the scenic and well-maintained lawn makes an ideal place for your furry friends to play as you sit in the hammock.
Do note that the rent differs depending on the season of your booking.
Top guest reviews
Amenities & Room:
the hot tub room stands out as the highlight of the houseRead more reviewsCleanliness:
there are 6 bedrooms and all very clean and comfortable
5. The Garden of Eden, New Berlin (from USD 1014)
If you’re looking for unique accommodations, Garden of Eden is for you. The house is nestled on a tree-filed property, flaunts plant-themed decor, and has a private lake. Its unique indoor pool has been renovated and is 5 ft (1.5 m) in depth. It’s heated and opens all year round. Swimming in the distinct cave-like pool room will transport you to a totally different place.
Other facilities will keep you entertained too. You can kayak, fish, jump on the trampoline, sunbathe, and more. For a mystical rest, head to the forest-themed living area. You can book this place long-term too if a few days aren’t enough.
Top guest reviews
Read more reviewsLocation:
wow most unique and special place we have stayedrain or shine this place is a perfect oasis for your next community event and get together
6. Huge mansion with home theater, Wrightstown (from USD 906)
This waterfront mansion between Green Bay and Appleton guarantees a memorable stay. The large outdoor pool area is well-appointed with sitting areas and sunbeds. Although it’s heated and has a diving board, the pool is only available from May to November. Score some points with the pool’s basketball hoop when you’re not lazing on a floaty.
For more outdoor recreation, there’s a basketball court and a trampoline. Additionally, the spacious deck overlooking the scenery makes an ideal entertaining place. You can also head to the gym if you’re seeking to shed vacation weight. With reclining massage chairs in the theater room, experience a luxurious way of movie-watching after a good workout.
Top guest reviews
Read more reviewsCleanliness:
- somewhat clean inside the house but could've been better
7. Condo by Lake Delton with private beach access, Wisconsin Dells (from USD 69)
This one-bedroom condo along Lake Delton is ideal for young adults, couples, and solo travelers. You can walk straight to the private beach area and enjoy quiet time in front of the lake. The property also has a shared indoor pool open year-round with a hot tub next to it. You can use it any time between 8am and 10pm. Outdoors, there’s another pool with sunbeds, sitting areas, and another hot tub. Avoid bringing glasses and any high-voltage equipment to the pools.
For laundry, there’s a free washer and dryer in the unit. One parking spot is also reserved in the front lot.
Top guest reviews
Amenities & Room:
clean comfortable and very relaxing with a great view of the lake loved itcondo was perfect with an amazing king bed that we sleep so peaceful at nightCleanliness:
place is very clean and organizedwould recommend for anyone was super clean and the host had great communication 10/10spotless and comfortable i would recommend it and we’ll stay againthe stay was great very clean and exactly what the description said it would begreat location the place was very clean and had a nice lake viewHost:
great place to stay on the water awesome hosts thank youeven the “neighbors” were pleasant and friendlygood communication with hostcommunication with the host was prompt and very helpfulchris was also super helpful and accommodating we will be coming backRead more reviewsLocation:
close to many dells attractionsgreat location and property for the pricegreat location very nice getaway spotsuch a perfect location if wanting to stay near the dells beautiful right on the lakethe location was surprisingly secluded for being so near all the fun and very beautiful
8. Renovated three-level house, Allouez (from USD 505)
This three-level house on a grassy hill has been recently renovated and showcases modern details. It allows parking for up to five cars and is close to conveniences, including the airport. The indoor heated pool is available year-round and found in a brightly lit room with a grass-covered wall. You can swim there any time of the day and enjoy the provided floaties.
Outdoors, the back lawn with a firepit and the spacious deck can be used for entertaining. Children will also enjoy the arcade game room with an array of games. You can spend fun family time in the cozy theater or the bright and spacious living room.
Top guest reviews
Amenities & Room:
amazing place with lots of space bedrooms and a poolthe arcade and huge pool is great for people of all ageswe loved the pool the massage chair and the arcade in the basementthe pool was much larger than we expected…lots of entertainment for everyonethe pool was nice and warmCleanliness:
the house was clean and spaciousthe house is clean and everything you need is availablehouse was clean and included all of the necessitiesthe house was so spacious and so cleanthe house is huge perfect for sharing with lots of people clean and tom was excellent with communicationHost:
the host was really responsivewe had a great staff retreattom the host is responsive and kindthe house was nice host was attentive and responsivewill definitely want to host another event thereRead more reviewsLocation:
good location near a ton of fun thingsthis place is great for families with kids or just to take an adult tripyou couldn’t ask for a better place than house whatever age
9. Tree Top House, Milton (from USD 215)
The pet-friendly Tree Top House spreads over 10.5 ac (4.2 ha) in Milton. The property offers three walking trails and is 3 mi (4.8 km) from shopping and dining options. After an adventurous day out, a relaxing mini pool indoors makes a beautiful retreat. It is heated and right next to a large window affording lush nature views. Ensure you attend to your children while they’re in the pool.
You can also use the sauna to relax. Meanwhile, the spacious furnished deck is perfect for long talks with your loved ones. Do note that this private and peaceful home does not offer Wi-Fi.
Top guest reviews
Amenities & Room:
the pool was honestly perfect for our 7 and 2 year oldthe deck is awesome after relaxing in the pool and saunajust as fantastic the second time around sub zero temperatures outside didn't keep us from being warm and cozythe sauna was a great addition for the adults and my toddler had a blast with the poolcomfortable and quiet bedroomsCleanliness:
comfortable and cleanit was extremely clean and well stocked with the necessitiesit was quiet and secluded and very cleanabsolutely beautiful home very clean and the sauna was such a treatan artful and peaceful retreat super clean and well-cared forHost:
host was great and communicated wellRead more reviewsLocation:
close to stores but secluded enough for a nice quiet getawaythis spot was the perfect location for a small getaway with friendsthis place was the perfect thanksgiving get away for the entire familyi’m sure this place is even more beautiful in the summer or warmer weatherwow this place is one of the most unique airbnbs i’ve ever stayed at
10. Guinness Stilt Lodge, Jim Falls
Guinness Stilt Lodge, built by a Guinness World Record holder, provides excellent amenities for a luxurious stay. Located near Lake Wissota, it will give you access to water adventures, including canoeing, kayaking, and boating. Trees surround the free-form outdoor pool, making it an excellent spot for chilling amid nature. It also has a slide so that you can splash into the water.
Moreover, you can enjoy the home theater during your downtime or use the sauna to sweat away your worries. The spacious deck on the upper level also affords beautiful views of the river and nature. While indoors, remember to keep your shoes off.
Jim Falls, Wisconsin, United States
208.09 km (129.3 mi) from Daggett MemorialAccommodates: 15
Top guest reviews
Amenities & Room:
house was incredible pool and patio were so coolthe outdoor kitchen is so nice to grill out and sit by the riverthe home was beautiful the pool was great & warm and the views were amazingloved this space for our staff team connection time large spacious rooms were comfortable outdoor spaces beautifultons of spaces - living room movie room games area bar - to spread out and enjoyCleanliness:
the house stays super clean because of thatcabin was super clean and beautiful we had zero issues while therecheck-in & out was simple decor and cleanliness was greateverything was clean and the kitchen was stocked with all cooking tools we neededthe house itself is roomy comfortable and clean with plenty of areas for relaxing mingling eating etcHost:
this could be a really awesome place if the host can work out the issues with her management companyRead more reviewsLocation:
location was great for a weekend getawayreally great location and large space with plenty of roomthe location was beautiful and pool was perfect with kidsgreat location lots of room nice backyardexcellent location excellent place and hospitable host
Fantastic Airbnbs for your getaway in Wisconsin
Enjoy your getaway in Wisconsin while living in a fantastic rental. Come home to a relaxing pool after a day filled with the experiential treasures of this beautiful state. Choose from one of the best Airbnbs with pool in Wisconsin, USA, above!
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