With Lake Superior and Lake Michigan’s coastlines, Wisconsin is a fabulous destination for sun-seekers and water sports enthusiasts. You can admire the beauty of the state capitol’s architecture while sailing the waters of Lake Monona. Traveling to Door County for the summer? You can base your holiday on Washington Island and fall in love with the beauty of Schoolhouse Beach, adorned with limestone rocks and spectacular views. If you seek sandy shores, Peninsula State Park’s Nicolet Bay Beach and Milwaukee’s Bradford Beach are the destinations for you. Wisconsin also offers accommodation that provides guests with their swimming playground, so you won’t have to travel to the beach every time you desire a sunny oak. If you’re interested in properties with swimming facilities, browse through this list of the best cabins with pool in Wisconsin, USA.
We handpicked these listings carefully, considering (wherever possible) host 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. Charming log cabin on Lake Powers, Genoa City (from USD 357)
Located on Lake Powers, this Airbnb is within walking distance of the beach and a nearby boat launch. Guests arriving with a boat can take advantage of available storage space on the premises. If you’re not a fan of swimming in the open water, you can dip in the private outdoor pool, which has floaters for added fun. Additionally, there’s a picnic table on the back deck, parallel to the soaking facility.
As per house rules, kids should be supervised at all times when playing outdoors, especially in the pool area. Swim diapers are insisted on non-toilet-trained little ones. Additionally, food, drinks, glassware, and tobacco are not allowed in the swimming play area. Accidents due to incompliance with the house rules will not be answered by the hosts.
Top guest reviews
Cleanliness:
we loved our stay here the house was large and very cleanRead more reviewsHost:
beautiful home and wonderful hosts we will definitely be staying here again
2. Guiness Stilt Lodge, Jim Falls
Guiness Stilt Lodge boasts an idyllic setting, surrounded by lush greens and blessed with dreamy water views. The rustic retreat also features a massive space that can fit big groups and complete amenities that will make your stay worthwhile and worry-free. In addition to standard home fittings, from the chef’s kitchen to WiFi, the property offers resort-inspired facilities, including a private sauna and an outdoor pool.
The in-ground swimming pool has a lovely free-form aesthetic with a built-in hot tub, swim-out features, and a cute little slide. Everyone in your group may have fun in this leisure amenity. The host only asks that children be supervised at all times.
Jim Falls, Wisconsin, United States
206.31 km (128.2 mi) from Ho-Chunk Gaming Wisconsin DellsAccommodates: 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
3. Luxurious and well-maintained property, Wisconsin Dells (from USD 613)
Make Lake Puckaway your home for the holidays when you book this rustic lake house for your next Wisconsin getaway. It is a luxurious, well-maintained property with a fully furnished concept and resort-inspired amenities.
Vacationers can expect a game room and an expansive custom-built hot tub, with 20 ft (6 m) long and 6 ft (1.8 m) deep measurements that allow it to be used as a swimming pool. Since it nestles indoors, you can enjoy refreshing soaks away from too much UVA.
Top guest reviews
Amenities & Room:
the wrap around deck with all the various swinging beds and chairs was amazingthe bar room was awesome with lots of games to entertain everyoneRead more reviewsHost:
i can tell you this it’s true this home is one of a kindthe maintenance guy tom was very nice and helpful as well
Other accommodations with pool in Wisconsin, USA
4. Sophisticated house with a plethora of entertainment facilities, Sheboygan (from USD 2126)
Unforgettable memories are made in this sophisticated house on Lake Michigan. It has all the ingredients for a blissful and soulfully relaxing holiday, from a scenic setting with colorful flora and stunning lake views to a multitude of entertainment facilities. One of the property’s most prized possessions is the waterfront outdoor pool, accentuated with sprinklers, a slide, a basketball ring, and rich vegetation. The pool area is also furnished with sun beds and al fresco dining, handy for cookouts.
The best part? This not-so-humble retreat also has an indoor pool with a basketball ring for guests’ enjoyment. Not only that, but there’s a playground, a fire pit area, sports courts, and more.
Top guest reviews
Amenities & Room:
the pool was great for the kids heatedRead more reviewsHost:
the owners were warm friendly and made sure that we had an exceptional timethe property managers were extremely kind and helpful
5. Modern haven with an action-packed game room, Green Bay (from USD 417)
This modern retreat invites tourists to a comfortable and fun-filled Green Bay holiday. Here, you can unleash your culinary skills in the well-appointed kitchen while the kids enjoy their favorite arcade games in the game room.
A bonding time in the heated indoor pool sounds enticing, as well. The accommodation’s swimming facility is housed in a minimalist room with ornamental plants and natural light, bringing life into the simple room. Floaters are available should you wish to amp up the activity with your loved ones.
Top guest reviews
Amenities & Room:
we enjoyed the large heated pool fun arcade games and appreciated the tea/coffee stationthe pool was super warm and there were various water toys and floatieshuge living room for gatherings and gamesthe beds were extremely comfortable and the family area was spacious enough for everyonethe kitchen allowed for family cooking and the area also includes a good selection of deliver-in optionsCleanliness:
home was very clean and had sanitizing and cleaning supplies availablethe pool is awesome: clean not heavily chlorinated lots of fun toysrooms are on all 3 floors and were clean with ample linenshome was clean has open floor plan and lots of sunlightRead more reviewsHost:
we all had a great time thanks tom for hosting us
6. Upscale house with a sauna, Krakow (from USD 599)
Escape the hustle and bustle of the metro life even for a while when you seek refuge in this tranquil and scenic house, surrounded by Mother Earth’s beauty. From the idyllic setting to the custom-designed aesthetics with visually pleasing architectural finishes, exciting things are in store for vacationers in this classy rustic retreat. In addition to a yoga sun room, a sauna, and a hot tub, the property is home to an indoor pool where you can enjoy morning, afternoon, and evening laps.
The pool is adorned with stones, greens, and plenty of natural light, giving the best of indoor and outdoor feels.
Top guest reviews
Amenities & Room:
the beds were very comfortablequiet secluded getaway with comfortable beds and linens with a perfect pool and hot tubCleanliness:
it was clean welcoming and spaciousRead more reviewsHost:
ava was quick to respond to our concerns and seemed very kind
7. High-end haven with a fire pit, Madison (from USD 1017)
You are invited to a holiday of a lifetime in this spacious Airbnb with exciting amenities that will turn your vacation into an action-packed one. The high-end property has all the necessary amenities, from kitchen equipment to high-speed internet. It also affords holidayers a deck with barbecue equipment, a fire pit area, and a year-round hot tub.
Wrapping it all up is a huge outdoor in-ground pool the whole pack will love, especially the kids. The heated soaking facility is private, fenced, and equipped with a slide and diving board. Sunbeds are situated on one side of the pool area, inviting you to relax after hours of laps.
Top guest reviews
Amenities & Room:
the pool is amazing (and doesn't have the harsh chlorine - huge bonus)Cleanliness:
we didn’t use the pool but it looked clean and funthe house is very clean and spaciousthe house is beautiful clean spacious and everything we had hoped forthe pool and hot tub were very clean and well heatedHost:
the owners are lovely and walked us through everythingthis home had everything owners were wonderful and property was spotlessjulie the host is very nice and extremely responsivehosts were great and the home was clean and had pretty much anything you would needowners were great and the home was clean and organizedRead more reviewsLocation:
walking distance to a great parknice home good communication and very close to epicgreat property great hosts we really enjoyed our time here the pool was great and the location convenient to everythingeverything in place for a perfect family stay
8. Fun-filled retreat with outdoor amenities, Madison (from USD 174)
If your idea of a perfect vacation home is one with a swimming pool, you have found the right accommodation in this luxurious house. It boasts up-to-date indoor appliances, a deck with al fresco dining and gas grill, and a swimming pool as the outdoor’s main attraction. While the private pool is seasonally open, the hot tub is a year-round facility, so guests will always have a soaking play area no matter their season of visit.
Since there’s no lifeguard during guests’ stay, vacationers are reminded to supervise their kids at all times and to avoid diving, running around, and consuming food and beverages in the facility. Also, the use of glassware and alcoholic drinks in the pool is strongly prohibited.
Top guest reviews
Amenities & Room:
wifi was strong and we had many people on with cell phones and computers with minimal slow downsatellite internet available everything was great spacious home with lots of beds and bathroomsbeds were super comfy and gas stove was a bonus as most rentals have electricthe pool and jacuzzi were both open and cleanbedrooms are nice big space and were very comfortableCleanliness:
very clean and roomythere was great communication and the house was very cleanhouse is clean and well-keptthe house was clean and tidyawesome and clean place would stay againHost:
host are super nice and are there for any questions or concernshost messagedto ensure all was good after check in which was appreciatednatalie was extremely friendly and welcomingthe hot tub was a nice feature and the hosts provided lots of towels to useour host was great about communication as well 10/10 would recommendRead more reviewsLocation:
great central location 10-15 mins from most downtown madison restaurants and activitiesthe location was great because we weren't in town but it was a short drive to downtownwonderful secluded location but still convenient to lots of madison’s best places and foodgreat place to get away with the familygreat location close to madison but also a private feel surrounded by woods
9. Fabulous accommodation with a game room, Sussex (from USD 750)
This Airbnb is an action-packed place where you can host a memorable holiday with your loved ones, housing comfortable rooms, an upscale kitchen with luxurious counter finishes and high-end appliances, and plenty of entertaining spaces. It boasts a bar, a game room with a pool table and arcade games, and an over-the-top private pool with fairy lights and a projector.
Since the heated soaking facility nestles indoors, guests can expect year-round water fun, cozy movie nights, and plenty of ping pong matches. The pool maintains an 87 °F (30.6 °C) warmth, which can be changed to your liking upon request. It is open 24 hours a day and includes pool toys.
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
10. Spring Green River Pines (from USD 125)
A quick peek at this Airbnb’s review section will delight you with testimonials from satisfied past guests. From the peaceful and beautiful countryside setting to the charming interiors with a well-furnished concept, everything about this guest suite screams comfort and convenience.
While here, patrons can enjoy outdoor barbecues and access a shared swimming pool. The seasonal outdoor pool is only available during warm months, especially in summer. Since there is no lifeguard to oversee the facility, adults are tasked to take care of their kids at all times.
Take note that the Olympic-sized pool is open from 9:30 am to 8 pm between June and September.
Top guest reviews
Amenities & Room:
nice place with good wifiweather prevented us from enjoying the lovely outdoor space of covered patio and swimming poolthe generous bedrooms large bathroom and living space were comfortablegreat place everything you need comfortable beautiful pool and deck areabeautiful setting comfortable and with all the necessitiesCleanliness:
very clean well suppliednice place clean and comfortablevery clean well decorated and equippedclean well equipped kitchenetteclean comfortable and cozy sum up her b&bHost:
friendly helpful host would definitely stay againruth and fred were responsive answering our questionsruth is friendly and inviting and the home is beautifulthis place was amazing the hosts were so helpful and accommodating during our staythey are great host and very responsive to their guest but will give you your spaceRead more reviewsLocation:
great locationthe location is beautifullovely location and secluded yet close to everything we wantedgreat location to town and activitiesgreat place to stay beautiful location close to town
Have a fun-filled summer holiday in Wisconsin
Wisconsin is an action-packed destination for adventure-seekers, especially water sports enthusiasts. It offers plenty of beaches and an abundance of activities to enjoy. You will also find excellent accommodations here that can be regarded as tourist destinations. Some have game rooms, chef’s kitchens, and swimming pools. If you seek the perfect home for your summer visit, choose your stay from this list of the best cabins with pools in Wisconsin.
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