10 Best Cabins With Pool In Wisconsin, USA - Updated 2024

Nicole
Nicole 
Updated
| 5 min read

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.

Stayed at this property?
Genoa City, Wisconsin, United States
163.41 km (101.6 mi) from Ho-Chunk Gaming Wisconsin Dells
31 reviews   Wifi Available
Entire cabin 9 Beds 10 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Cleanliness:
we loved our stay here the house was large and very clean
Host:
beautiful home and wonderful hosts we will definitely be staying here again
Read more reviews

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.

Stayed at this property?
Jim Falls, Wisconsin, United States
206.31 km (128.2 mi) from Ho-Chunk Gaming Wisconsin Dells
60 reviews   Wifi Available
Entire cabin 5 Beds 15 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 15

Top guest reviews
Amenities & Room:
house was incredible pool and patio were so cool
the outdoor kitchen is so nice to grill out and sit by the river
the home was beautiful the pool was great & warm and the views were amazing
loved this space for our staff team connection time large spacious rooms were comfortable outdoor spaces beautiful
tons of spaces - living room movie room games area bar - to spread out and enjoy
Cleanliness:
the house stays super clean because of that
cabin was super clean and beautiful we had zero issues while there
check-in & out was simple decor and cleanliness was great
everything was clean and the kitchen was stocked with all cooking tools we needed
the house itself is roomy comfortable and clean with plenty of areas for relaxing mingling eating etc
Host:
this could be a really awesome place if the host can work out the issues with her management company
Location:
location was great for a weekend getaway
really great location and large space with plenty of room
the location was beautiful and pool was perfect with kids
great location lots of room nice backyard
excellent location excellent place and hospitable host
Read more reviews

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.

Stayed at this property?
Wisconsin Dells, Wisconsin, United States
10.78 km (6.7 mi) from Ho-Chunk Gaming Wisconsin Dells
cabin 12 Guests 6 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
the wrap around deck with all the various swinging beds and chairs was amazing
the bar room was awesome with lots of games to entertain everyone
Host:
i can tell you this it’s true this home is one of a kind
the maintenance guy tom was very nice and helpful as well
Read more reviews
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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.

Stayed at this property?
Newton, Wisconsin, United States
174.33 km (108.4 mi) from Ho-Chunk Gaming Wisconsin Dells
PRIVATE VACATION HOME 20 Guests 8 Bedrooms 6 Bathrooms

Top guest reviews
Amenities & Room:
the pool was great for the kids heated
Host:
the owners were warm friendly and made sure that we had an exceptional time
the property managers were extremely kind and helpful
Read more reviews
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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.

Stayed at this property?
Green Bay, Wisconsin, United States
174.47 km (108.5 mi) from Ho-Chunk Gaming Wisconsin Dells
PRIVATE VACATION HOME 14 Guests 6 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
we enjoyed the large heated pool fun arcade games and appreciated the tea/coffee station
the pool was super warm and there were various water toys and floaties
huge living room for gatherings and games
the beds were extremely comfortable and the family area was spacious enough for everyone
the kitchen allowed for family cooking and the area also includes a good selection of deliver-in options
Cleanliness:
home was very clean and had sanitizing and cleaning supplies available
the pool is awesome: clean not heavily chlorinated lots of fun toys
rooms are on all 3 floors and were clean with ample linens
home was clean has open floor plan and lots of sunlight
Host:
we all had a great time thanks tom for hosting us
Read more reviews
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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.

Stayed at this property?
Krakow, Wisconsin, United States
182.16 km (113.2 mi) from Ho-Chunk Gaming Wisconsin Dells
PRIVATE VACATION HOME 10 Guests 5 Bedrooms 5 Bathrooms

Top guest reviews
Amenities & Room:
the beds were very comfortable
quiet secluded getaway with comfortable beds and linens with a perfect pool and hot tub
Cleanliness:
it was clean welcoming and spacious
Host:
ava was quick to respond to our concerns and seemed very kind
Read more reviews
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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.

Stayed at this property?
Madison, Wisconsin, United States
61.55 km (38.3 mi) from Ho-Chunk Gaming Wisconsin Dells
PRIVATE VACATION HOME 15 Guests 5 Bedrooms 3 Bathrooms

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 fun
the house is very clean and spacious
the house is beautiful clean spacious and everything we had hoped for
the pool and hot tub were very clean and well heated
Host:
the owners are lovely and walked us through everything
this home had everything owners were wonderful and property was spotless
julie the host is very nice and extremely responsive
hosts were great and the home was clean and had pretty much anything you would need
owners were great and the home was clean and organized
Location:
walking distance to a great park
nice home good communication and very close to epic
great property great hosts we really enjoyed our time here the pool was great and the location convenient to everything
everything in place for a perfect family stay
Read more reviews
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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.

Stayed at this property?
Madison, Wisconsin, United States
60.65 km (37.7 mi) from Ho-Chunk Gaming Wisconsin Dells
221 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 10 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
wifi was strong and we had many people on with cell phones and computers with minimal slow down
satellite internet available everything was great spacious home with lots of beds and bathrooms
beds were super comfy and gas stove was a bonus as most rentals have electric
the pool and jacuzzi were both open and clean
bedrooms are nice big space and were very comfortable
Cleanliness:
very clean and roomy
there was great communication and the house was very clean
house is clean and well-kept
the house was clean and tidy
awesome and clean place would stay again
Host:
host are super nice and are there for any questions or concerns
host messagedto ensure all was good after check in which was appreciated
natalie was extremely friendly and welcoming
the hot tub was a nice feature and the hosts provided lots of towels to use
our host was great about communication as well 10/10 would recommend
Location:
great central location 10-15 mins from most downtown madison restaurants and activities
the location was great because we weren't in town but it was a short drive to downtown
wonderful secluded location but still convenient to lots of madison’s best places and food
great place to get away with the family
great location close to madison but also a private feel surrounded by woods
Read more reviews

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.

Stayed at this property?
Sussex, Wisconsin, United States
134.94 km (83.9 mi) from Ho-Chunk Gaming Wisconsin Dells
80 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 12 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the size of the pool was amazing
my family had fun in the pool and the game room was fun as well
Cleanliness:
the house was amazing clean and a great place to stay
the house was clean and ready when we arrived
the project by the pool was beyond perfect and the rooms were ready and clean
Host:
thomas was very professional helpful and quick with answering and assisting me
thomas was prompt friendly and very accommodating to any issues we had
Location:
the location is good with plenty of food options
Read more reviews

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.

Stayed at this property?
Spring Green, Wisconsin, United States
47.41 km (29.5 mi) from Ho-Chunk Gaming Wisconsin Dells
112 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
nice place with good wifi
weather prevented us from enjoying the lovely outdoor space of covered patio and swimming pool
the generous bedrooms large bathroom and living space were comfortable
great place everything you need comfortable beautiful pool and deck area
beautiful setting comfortable and with all the necessities
Cleanliness:
very clean well supplied
nice place clean and comfortable
very clean well decorated and equipped
clean well equipped kitchenette
clean comfortable and cozy sum up her b&b
Host:
friendly helpful host would definitely stay again
ruth and fred were responsive answering our questions
ruth is friendly and inviting and the home is beautiful
this place was amazing the hosts were so helpful and accommodating during our stay
they are great host and very responsive to their guest but will give you your space
Location:
great location
the location is beautiful
lovely location and secluded yet close to everything we wanted
great location to town and activities
great place to stay beautiful location close to town
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Nicole, a writer and traveler, also identifies herself as a free spirit with a wild heart. She is dedicated to telling authentic stories in a relatable manner. Nicole also enjoys exploring new,...Read more

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