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, 187 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.

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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, 172 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.

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Guest favourite

A spacious studio condo is shown, featuring natural wood paneling and beams. A king-sized bed is positioned beside a large jetted tub. A cozy seating area includes a recliner and a sofa, with floor-to-ceiling windows offering views of the waterfront.

Condo in Wisconsin Dells

4.84 out of 5 average rating, 115 reviews

Beachfront Condo Retreat at Delton Grand

Upgrade to our Noah's Ark package after booking! NO SMOKING This waterfront studio condo at Delton Grand is a perfect getaway spot for any couple. Our guests enjoy waterfront views and all of the amenities at Delton Grand, including indoor and outdoor (seasonal) pools, indoor hot tub, 2 beaches, fishing docks, gas grills, and fire pits. Being within walking distance to Del-Bar, Embers, and Summer House makes this property ideal for couples coming to enjoy the areas finest restaurants.

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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

4.9 out of 5 average rating, 143 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!

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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

4.98 out of 5 average rating, 210 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 .

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Top Guest favourite

Cabin in Lodi

4.98 out of 5 average rating, 64 reviews

Modern Cabin with pool, hot tub and outdoor sauna

Forget your worries in this spacious and serene space. Secluded yet close to a big city (Maddison and Wisconsin Dells) and lots of entertainment! 20 min away from 2 ski resorts, an amazing winery and distillery, spas, restaurants, casino! 3 mile away from lake Wisconsin. Hiking trailers, 24 hour ferry service across the lake and more. This luxurious villa combines comfort and style, you won't want to leave it, but the area is full of enviting places to go to, so plan for a few extra days!

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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, 68 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.

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Top Guest favourite

Home in Adams

5.0 out of 5 average rating, 24 reviews

Pinecone Getaway: Heated Pool • Hot Tub • Fire Pit

Welcome to Pinecone Getaway Tucked away in a peaceful pine forest, this brand new, spacious retreat is the perfect escape for family gatherings, group trips, or a cozy getaway with friends. Huge, beautifully finished basement designed for comfort, fun, and relaxation. Fully equipped kitchen and living area with a stunning fireplace- the perfect spot to relax, cook, and unwind together. Enjoy nearby ski resorts: Cascade Mountain (25min) Devil's Head (1hr) Granite Peak (1hr25min)

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Condo in Wisconsin Dells

4.75 out of 5 average rating, 138 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!

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Superhost

The charming cabin is set amid lush greenery, featuring a wooden exterior with a sloped roof. A spacious driveway leads to the entrance, offering accessibility. Surrounding trees and foliage contribute to a serene environment, complemented by a clear blue sky and scattered clouds.

Cabin in Lansing

4.81 out of 5 average rating, 164 reviews

Edgewood Lodge - hot tub & pool!

Charming cabin nestled in the hills of NE Iowa, just south of Lansing with brand new outdoor hot tub. Only a short drive to the Mississippi River, Yellow River Forest & Effigy Mounds. Indoor wood burning stove and pool table in entertainment room. Open upper level loft area with 3 queen beds plus 2 bedrooms on main floor. 35 min drive to Prairie Du Chien, Mcgreggor and Marquette. Large patio and outdoor fire pit. Perfect for entertaining or a getaway with the family.

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Superhost

A circular, above-ground swimming pool with clear, inviting water is visible, surrounded by lush greenery. The pool deck features wooden planks, and a set of steps leads into the water, creating easy access. The tranquil lake can be seen in the background.

Cottage in Montello

4.84 out of 5 average rating, 61 reviews

Lakefront Escape, Exclusive Pool, near WI Dells

Ideally located 30 minutes from the Wisconsin Dells and about 20 minutes from Cascade Mountain. Experience refined relaxation with family and friends at this peaceful lakeside residence, complete with a private pool. From your sunrise coffee to glowing sunsets and fireside s’mores, every moment is designed for relaxation. We created this home for memorable getaways, it delivers a variety of experiences and activities for guests of every generation.

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Top Guest favourite

Home in Mauston

5.0 out of 5 average rating, 41 reviews

Revilo Moose Ridge (Private Pool-20 mins to Dells)

🍂 Fall Escape in the Heart of Wisconsin! 🍁 Cozy up in our 3,000 sq ft Amish-crafted lodge nestled on 15 private acres of stunning fall beauty! Sleeps 10 (12 on request). Hike trails ablaze with golden and crimson foliage, sip something warm on the porch, or gather around the fire pit under a canopy of stars. 🔥 Just 20 min to Wisconsin Dells, 10 min to Castle Rock Lake, 40 min to Cascade or Devils Head. Book before the season fills up! 🍎

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