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Holiday rentals with a pool in Wisconsin River

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wisconsin River

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

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Top Guest favourite
A well-maintained home exterior is surrounded by a lush garden, featuring a variety of plants and shrubs. The entrance is framed by a decorative archway, and a large tree provides shade. An inviting walkway leads up to the front door, enhancing the overall charm of the property.
Guest suite in Spring Green
4.92 out of 5 average rating, 192 reviews

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Guest favourite
A quaint blue house is shown from the side, surrounded by lush green grass. A wooden fence partially outlines the property, with a few flowering plants positioned along the edge. Clear skies and sunlight illuminate the exterior, highlighting its welcoming presence.
Home in Prairie du Chien
4.98 out of 5 average rating, 175 reviews

Ohio Street Retreat- hot tub, massage chair, pool

After a fun day in The Driftless Area, come relax and unwind in Prairie du Chien. Beautifully decorated 2 bedroom home with a spacious kitchen, large island, dishwasher, washer/dryer & 5' walk in shower. We supply all cooking/baking items/utensils. High-speed internet with smart TVs in both bedrooms and living room. Outdoor pool (seasonal), hot tub and massage chair. We love dogs too, so we provide a dog run (there is a pet fee). For our fishermen- there is off street parking for your boats.

Guest favourite
A log cabin exterior is softly illuminated by red lighting at night, showcasing a welcoming porch with a grill. A fire pit surrounded by wooden benches is positioned in the foreground, inviting gatherings. The faint glow from the cabin adds to the serene environment.
Cabin in Warrens
4.79 out of 5 average rating, 203 reviews

Villa Jellystone/3Bears - ATV Trails, Water Park

Our cabin is located next the Jellystone Yogi bear campground and Three Bears Lodge. Plenty of parking for ATV’S and trailers in the grass. New furniture in living room. 65 inch TV with Superbox. 2 private bedrooms with queen beds, on main floor. TVs in both rooms/w Ruko 5 twin beds and bathroom upstairs in the loft. 40 inch TV w/Ruko , DVD player Fully stocked kitchen. Washer/dryer. Grill for outdoor cooking. The villa next door may also be available if you have a group larger than 10 .

Guest favourite
The exterior of the home is depicted, set against a clear blue sky. A spacious lawn surrounds the house, with lush green grass and trees framing the property. A deck extends from the house, providing an inviting outdoor space.
Home in La Crosse
4.98 out of 5 average rating, 100 reviews

3BR 3BA w/ Hot Tub, near LaX' Top Rated Activities

There are so many things that make this home a wonderful place to stay when visiting La Crosse. There is the hot tub year round and private pool in the warmer months which everyone will love! The whirlpool bathtub off the master is an added bonus. You will be in a quiet and safe neighborhood yet only minutes from downtown La Crosse, the ski hill, numerous parks, and some of the best fishing the Midwest has to offer. The south side is great because there is no traffic to deal with, ever!

Guest favourite
Cabin in Wisconsin Dells
4.95 out of 5 average rating, 58 reviews

Juniper Motel & Resort: King Cabin

Disconnect from technology and enjoy a simpler pace in our cozy king cabin. Featuring one comfortable king bed, these cabins are petite by today’s standards, retaining their original, compact footprint and rustic character. This cabin is designed for guests seeking a peaceful retreat and quality time away from screens and daily distractions. All guests have access to our outdoor, sauna, fitness studio, community spaces, and heated swimming pool. PLEASE NOTE: We have a strict no pets policy.

Superhost
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
4.89 out of 5 average rating, 142 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.

Top Guest favourite
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
4.91 out of 5 average rating, 148 reviews

Brown Bear Lodge @ Lake Arrowhead Sand Valley GOLF

Minutes to Sand Valley & located in prestigious Lake Arrowhead! Play 4 championship golf courses, then unwind at Brown Bear Lodge—a cozy Northwoods retreat perfect for golf groups, families & friends. Enjoy a pool table, wet bar, stone fireplace, spacious gathering areas, firepit, fast Wi-Fi, fully equipped kitchen & comfortable beds. Lake Arrowhead offers private lakes, beaches, 2 seasonal pools, trails, pickleball, dining & endless year-round recreation. Book your unforgettable getaway!

Top Guest favourite
The living area showcases a spacious layout with a leather pullout couch and armchair, complemented by a modern coffee table. A smart TV is mounted on one wall, while an electric fireplace adds warmth. The kitchen features a bar with three stools, enhancing the inviting atmosphere.
Condo in Wisconsin Dells
4.97 out of 5 average rating, 213 reviews

The Wanderlust at the Sunset Cove

Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

Top Guest favourite
An outdoor dining area features a stone fireplace with light strings overhead, creating a cozy ambiance. A table surrounded by metal chairs is positioned on a concrete patio, with steps leading to a pool area in the background. Lush trees provide a natural backdrop.
Home in Nekoosa
4.96 out of 5 average rating, 73 reviews

Brown Bear Cottage - Pet Friendly Home

Our home offers a beautiful and clean house that provides a relaxing environment for guests, with a spacious interior for comfort. The place features a lovely outdoor area with a large yard suitable for pets and children, as well as a pool for fun. The well-stocked kitchen allows for convenient meal preparation for all your needs. The house is conveniently located near local events, beaches, and attractions, making it an appealing choice for visitors whatever you might be visiting for.

Guest favourite
A serene lakeside view is presented with two blue kayaks resting on green grass. A wooden dock extends into the calm water, framed by lush greenery. The horizon features soft hues of orange and blue as the sun sets, evoking a peaceful atmosphere.
Farm stay in Wisconsin Dells
5.0 out of 5 average rating, 43 reviews

Epic 6BR w/ Movie Theater + Pool + Dock Access

At this 6BR Wisconsin Dells countryside retreat, you can spend the day skiing, paddling, or riding waterslides—and still be home in time to feed the goats. Kids of all ages will head straight to the petting zoo or pool upon arrival, while grownups kick back in the 7 person hot tub, grill under the gazebo, or wind down in the private movie theater. A lake lot a mile away offers dock access, kayaks, and canoes, while the spacious home lets big groups spread out, reconnect, and have fun.

Superhost
Condo in Wisconsin Dells
4.76 out of 5 average rating, 141 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!

Top Guest favourite
Cabin in Lodi
4.98 out of 5 average rating, 66 reviews

Private Resort Cabin | Pool • Hot Tub • Sauna

Escape to your own private resort in the Wisconsin countryside. Set on 8.43 peaceful acres, Wanderlust Cabin brings together the warmth of a true log home with everything you need for an unforgettable getaway—private heated pool, 8-person hot tub, outdoor sauna, firepit, fireplace and beautiful spaces to gather. Secluded enough to truly unwind, yet just minutes from Lake Wisconsin, hiking trails and downtown Lodi, with skiing, wineries, dining and plenty to explore nearby.

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