Vacation rentals with a pool in Wisconsin

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wisconsin

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1

Top guest favorite

A log cabin-style home features a wide front deck with sturdy railings, complemented by large windows that allow natural light to flood the interior. A stone chimney and well-maintained landscaping add to the inviting exterior.

Cabin in Nekoosa

4.9 out of 5 average rating, 138 reviews

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

FamilyValueGetting around

Guest favorite

A spiral staircase provides access to the lofted area, featuring a seating arrangement with a wicker chair. The main level includes a well-equipped kitchen area with a sleek countertop and modern fixtures, framed by rustic wooden beams and a welcoming entry door.

Home in Danbury

4.86 out of 5 average rating, 105 reviews

Tall Moon Cabin

Welcome to Tall Moon Timber House! Our beautiful 2-level cabin is located in Danbury, Wisconsin. Relax in our 4 bed, 1 bath cabin nestled within Voyager Village. This gives our guests access to the golf course, beaches, indoor swimming pool*, bocce ball, tennis and pickle ball courts, basketball courts, and other recreational activities! All of this and just 2 hours outside the Twin Cities. Please see the amenities section below for a full list. *Closed in early January for annual maintenance

LocationFamilyCheck-in

Guest favorite

A welcoming living area features a comfortable sectional sofa facing a gas fireplace and a 65" Smart TV mounted on the wall. Sliding glass doors provide access to the outdoor patio, allowing natural light to fill the space. A decorative wreath adorns the door.

Condo in Lake Geneva

4.91 out of 5 average rating, 127 reviews

Lake Geneva Retreat, Fireplace, Pool, WiFi

Your cozy getaway begins in a newly redesigned condo with patio (there are stairs to get to villa), conveniently located between Lake Como and Lake Geneva in Interlaken Resort! Just a short peaceful walk to lake, restaurants, pool, tennis, volleyball, boat launch, small craft rentals, & more! The resort community is located by Lodge Geneva National, which adds additional restaurants and available amenities at an additional charge. Many local areas to explore & visit will await your arrival.

LocationValueView

Guest favorite

A spacious deck offers a relaxing outdoor seating area with four chairs and a table, set against the backdrop of the Mississippi River and rolling hills. The sky is filled with clouds, reflecting various shades as the sun sets over the water.

Cabin in Lynxville

4.91 out of 5 average rating, 138 reviews

River Run Ridge - HOT TUB- river view - sleeps 16

Come enjoy the breathtaking views all around the living and dining area of this beautiful home located in Lynxville. This upgraded home with 5 bedrooms and 3 baths, can accommodate up to 14 people . Spacious dining/living area for family gatherings, bonus projector room in lower level and large deck to sit and enjoy the view of the Mississippi, be it day or night while grilling out in a summer night. Fully stocked for your getaway. Close proximity to many local attractions and boat ramp.

FamilyValueKitchen

Top guest favorite

Home in Hartland

5 out of 5 average rating, 31 reviews

2-acre retreat steps from Nagawicka Lake

Private Lake Country Retreat on 2 Acres | Pool, Park & Prime Location Relax at this private Lake Country retreat on 2 secluded acres surrounded by mature trees. Enjoy a private outdoor pool, spacious yard, and peaceful setting just steps from a county park with trails and a public beach. A nearby boat launch makes lake days easy, while shopping, restaurants, and coffee spots are only minutes away. Perfect for families, couples, or extended stays seeking privacy with convenience.

FamilyLocationComfort

Guest favorite

A modern one-story home is set in a wooded environment, featuring large windows that allow for ample natural light within. The exterior showcases a combination of stone and sleek lines. A gravel pathway leads to the entrance, surrounded by landscaped areas still in progress.

Home in Hudson

4.85 out of 5 average rating, 53 reviews

Modern River Getaway- with pool & hot tub!

Modern home located right near the St. Croix River, with a public boat launch and beach just steps away. Perfect home for hosting, family vacations, or just a weekend getaway. Enjoy our deck featuring a hot tub and fire pits for a cozy evening in beautiful Hudson, Wisconsin. Our pool opens for the season at the end of May! PLEASE NOTE BEFORE BOOKING *landscaping outside the home is in the works* *staircase inside the home being redone- simply cosmetic they are fully functional*

FamilyLocationGetting around

Superhost

Condo in Wisconsin Dells

4.78 out of 5 average rating, 133 reviews

Luxurious Chula Vista Retreat

No resort fees! Experience all the Wisconsin Dells has to offer while staying in this luxurious condo, located inside the action-packed Chula Vista Resort! Enjoy the resort's restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Mt. Olympus, Noah's Ark and hiking trails! Then relax in our Jacuzzi tub, cozy up to our two fireplaces, hang out in our spacious living room or cook a family meal in our full-size kitchen!

ValueLocationHeating

Top guest favorite

Home in Nekoosa

5 out of 5 average rating, 19 reviews

Lake/Pool Access, Worldclass Golf & Sleeps 10+

Golf ⛳, BBQs 🍔, lake days 🌊, or weekend escapes—this place is built for it all! Escape to your modern Northwoods retreat designed for groups (sleeps 10+) 🌲🔥 Open-concept living, a massive kitchen island perfect for shared meals and game nights, and a private backyard built for relaxing around the smokeless fire pit. Just minutes from Sand Valley Golf Resort and Lake Arrowhead 🎉 Perfect for families and friends to unwind, connect, and make lasting memories 💛

ValueFamilyCondition

Guest favorite

An indoor space features a pool surrounded by comfortable seating arrangements, with soft lighting enhancing the atmosphere. A digital fireplace display is mounted against the wall, and the fully-equipped kitchen area is visible in the background.

Cabin in Maiden Rock

4.94 out of 5 average rating, 54 reviews

Lake Pepin Cabin | Indoor Pool w/ Theater & Arcade

Welcome to The River Pools Cabin one of a kind retreat near beautiful Lake Pepin, where unforgettable memories await. Sleeping up to 16 guests, this unique smart home features a private indoor pool, hot tub, theater style 16-foot TV screen, arcade games, gaming console, outdoor kitchen, fire pit, and much more. Perfect for families, friends, reunions, and Twin Cities getaways. A rental agreement will be sent for electronic signature after booking.

LocationValueKitchen

Top guest favorite

A cozy bedroom features a plush king-sized bed with a light-colored duvet and decorative cushions. Natural light enters through large windows adorned with soft curtains. A comfortable bench sits at the foot of the bed, alongside a dark wood dresser and a small television.

Condo in Lake Geneva

4.97 out of 5 average rating, 148 reviews

The Landis, elegant condo w/ king bed & fireplace!

Kick back and relax in this calm, elegant one bedroom Villa with a KING size bed. This vacation rental is in a quiet area of Lake Geneva, but just minutes from all the vibrancy of downtown Lake Geneva or Williams Bay. It is within walking distance to Mars Resort, The Getaway or The Lodge Geneva National. This is a perfect spot for couples looking for a relaxing getaway. Local laws require all guests names and address be provided prior to check in.

FamilyValueCheckout

Guest favorite

An open kitchen area is showcased with a wooden dining table and two white chairs. Modern appliances, including a microwave and a decorative wall with floral wallpaper, add a touch of charm. An oversized clock hangs above, contributing to the inviting ambiance.

Condo in Lake Geneva

4.9 out of 5 average rating, 126 reviews

LG Quaint Condo on Lakeshore Dr.

Charming 1+1 condo off Lakeshore Blvd, just minutes from downtown Lake Geneva. A perfect blend of quaint and modern, with a full coffee and tea station and a fully equipped kitchen. Stroll to the lake, take a boat ride, or enjoy a scenic drive to downtown. Experience the peaceful charm of Lake Geneva with the convenience of being close to all its attractions. Book this condo alone or with another in the same building for extra space.

ValueFamilyCleanliness

Top guest favorite

A clear view of the in-ground swimming pool is framed by lush greenery and a well-maintained lawn. The sliding glass doors of the home are visible in the background, leading to a serene indoor-outdoor space with bay views.

Home in Oconto

4.97 out of 5 average rating, 145 reviews

Luxury Lakefront Home with Pool and Fire Pit

Welcome to our recently renovated Bay Getaway! We hope you can enjoy some slow paced time away and enjoy all that our Bay Getaway has to offer. The home offers panoramic views of the bay and all wildlife the bay brings, large heated in ground pool, hot tub, 125 inch theater quality 4k projector and screen w/ a Klipsch surround sound system, along with a fully stocked open concept kitchen to entertain large groups.

LocationFamilyCheckout