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Vacation 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 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, 117 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!

Top guest favorite

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

4.91 out of 5 average rating, 170 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.

Top guest favorite

A wood-paneled living area features a stone fireplace as a focal point. Comfortable seating surrounds a dark coffee table, with soft textures provided by throw pillows and blankets. Natural light filters through double windows, offering views of the outdoors.

Cabin in Nekoosa

4.97 out of 5 average rating, 143 reviews

Hot Tub | Fire Pit | Smart TV | Fireplace| BBQ

Explore everything beautiful Rome has to offer in this 4BR, 3BA log cabin with a firepit, BBQ and smart TV. Cozy up to the fireplace or relax in the hot tub to end your day! Custom designed with thoughtful touches, this vacation home in Central Wisconsin easily fits up to 10 guests in 6 comfortable beds. Guests have nearby access to 5 golf courses, hiking trails & the resort amenities of Lake Arrowhead including private beaches and an outdoor pool! This space has everything for a memorable stay.

An inviting outdoor space showcases a wooden deck with two striped chairs positioned beside a large double door. A barbecue grill rests nearby, and a sign reading 'Hammer Hideaway' is mounted on the wall. Lush greenery and a clear sky provide a relaxed atmosphere.

Farm stay in Germantown

4.97 out of 5 average rating, 113 reviews

Lace & Woods Farm "Hammer Hideaway"

HEATED POOL MAY-SEPT FOR ADDITIONAL CHRG. Cozy designer custom built guest house nestled amongst a 10 acre hobby farm. come for a relaxing getaway. This home is an artistic gem! Boasting an open concept, with a queen bed on main level and twin mattress underneath , a full kitchen, cozy living area, wood burning fireplace. The loft has extra sleeping with a double bed and twin bed.Custom designed. Great location winter and summer, enjoy snowmobiling trails and skiing near by or beaches & hiking

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, 149 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 so all you need are your food, drinks and ingredients. Full 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).

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, 117 reviews

River Run Ridge 5 bed/4 bath w/ hot tub & pool!

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 favorite

Condo in Wisconsin Dells

4.99 out of 5 average rating, 245 reviews

Penthouse, Pickleball, Pontoon Ride No Resort Fees

NO RESORT FEES + FREE PONTOON RIDE + KAYAKS AND STAND UP PADDLE BOARD Penthouse with AMAZING VIEW Nestled in the heart of Wisconsin Dells, this condo offers breathtaking views of Lake Delton. Newly furnished with comfortable and stylish furniture, this condo ensures a cozy stay with smart TVs, jacuzzi tub, fireplace and functional furniture. This condo is just steps from the beach and centrally located in Wisconsin Dells, just blocks away from Noah’s Ark Waterpark and other businesses.

An indoor pool area is featured with large windows allowing for ample natural light. Two separate outdoor seating areas overlook the water, with patio chairs positioned along the poolside and balcony. A comfortable living room setup includes a sofa, coffee table, and window view of the surroundings.

Condo in Wisconsin Dells

4.83 out of 5 average rating, 248 reviews

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

INDOOR & OUTDOOR POOL ACCESS| DISCOUNTED ATTRACTION TIX | WATERFRONT The Riverwalk Retreat is the perfect spot to enjoy your next WI Dells trip with friends or family. This cozy vacation rental is located at the Sunset Cove Condo complex just 2 blocks off of Broadway & overlooks Crandalls Bay. Enjoy your morning coffee with a spectacular view of the WI River & the adjoining bay. This central location provides easy access to the area’s many athletics venues, nightlife, dining, & shopping.

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, 173 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 .

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

4.78 out of 5 average rating, 180 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. *There is a 2nd villa right next door to us that sleeps 10 if you have a large group and need 2 villas* New furniture in living room. 50 inch TV w/Ruko 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.

A family room showcases a comfortable seating area with a large sofa and armchair. A stone fireplace is positioned beneath a mounted television. Natural light is provided through the window that offers a view of the outside, while a wooden coffee table sits centrally.

Condo in Wisconsin Dells

4.97 out of 5 average rating, 125 reviews

The Dockview on Lake Delton - Pickleball & Pools

Upgrade to our Noah's Ark package after booking! NON-SMOKING The Dockview is located in a quiet neighborhood that is just blocks away from all the attractions on Wisconsin Dells Parkway. Situated on beautiful Lake Delton with a very large 2nd floor balcony, our guests will love relaxing and watching as life on the lake flows by. We have indoor and outdoor (open seasonally) pools and hot tubs, a beach that is exclusive to the neighborhood, and patios equipped with gas grills.

Top guest favorite

A two-story house is set on a spacious lawn, framed by trees exhibiting autumn colors. The exterior features a welcoming porch with white railings. A paved driveway leads to a garage, and a privacy fence encloses the backyard, contributing to a tranquil environment.

Home in Spring Green

4.96 out of 5 average rating, 133 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

Vacation rentals for every style

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Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Wisconsin River rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

The front of the house is framed by a well-kept lawn, featuring a wide concrete walkway that leads to the entrance. A circular seating area with chairs surrounds a fire pit, enhancing the outdoor space. Tall trees border the property, providing a natural backdrop.

Home in Nekoosa

4.94 out of 5 average rating, 16 reviews

Entire Lakehouse with Game Room on Lake Arrowhead

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.

Home in Montello

4.81 out of 5 average rating, 48 reviews

3bed lake house, private pool near WI Dells

Top guest favorite

A spacious lake house is situated among lush greenery, featuring large windows that reflect the surrounding trees. A heated pool is visible in front, accompanied by lounge chairs and an umbrella. The expansive deck leads to a screened-in porch, enhancing outdoor living options.

Home in Chippewa Falls

4.95 out of 5 average rating, 42 reviews

Dockside at Wissota

Top guest favorite

A single-story home is set against a backdrop of autumn foliage. The structure features a covered front porch with two columns. A two-car garage is visible on the left side, and a well-maintained lawn leads to the driveway.

Home in Nekoosa

5 out of 5 average rating, 43 reviews

Be Blessed at Kinship Casa in Rome, WI

Top guest favorite

A covered deck overlooks a lush golf course, furnished with a table and chairs under a shaded umbrella, providing a perfect outdoor relaxation space. The kitchen features modern appliances and ample counter space, seamlessly integrating functionality and style.

Home in Nekoosa

5 out of 5 average rating, 32 reviews

Tranquil Retreat on Lake Arrowhead Golf Course

The living room features a comfortable leather sofa adorned with plush throw pillows, complemented by a wooden coffee table. Natural light floods in through large windows, blending with the rustic stone fireplace and wooden ceiling, creating a cozy and inviting ambiance.

Home in Nekoosa

4.89 out of 5 average rating, 18 reviews

Stylish Cabin-Hot Tub Game Room Near Sand Valley

A spacious deck surrounds a large above-ground pool, featuring a safety railing and a shaded area from a large sun sail. Lounge chairs are positioned nearby, inviting relaxation in a peaceful outdoor setting.

Home in Onalaska

4.8 out of 5 average rating, 30 reviews

Secluded home w/pool, hot tub, cold plunge & sauna

The exterior of a log home and guesthouse is depicted, showcasing natural wood finishes and stone accents. A spacious wrap-around deck offers seating areas and views of lush greenery. Two garage doors are visible beneath the main structure, complemented by a gravel path leading to the home.

4.84 out of 5 average rating, 25 reviews

The Shack

Condo rentals with a pool

The living area features comfortable plaid sofas and a wooden coffee table, complemented by a plush area rug. A ceiling fan provides ventilation. The open space extends into the dining area, where wooden chairs surround a large table, and the kitchen is visible in the background.

Condo in Arkdale

4.94 out of 5 average rating, 31 reviews

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

The outdoor water park features multiple waterslides and a spacious pool area. Sun loungers and umbrellas are arranged around the pool, alongside playful water attractions. The lodge-style buildings are visible in the background, enhancing the resort atmosphere under a blue sky with scattered clouds.

Condo in Baraboo

4.91 out of 5 average rating, 11 reviews

Wyndham Glacier Canyon |1BR/1BA King Suite w/ Balc

The spacious living area features a comfortable seating arrangement, including a sofa and striped armchairs. A wooden coffee table sits in the center, with a ceiling fan overhead. The dining area, visible in the background, is furnished with a large table surrounded by matching chairs.

Condo in Arkdale

5 out of 5 average rating, 17 reviews

3BR/2BA Northern Bay Condo - Golf Lake Pool Fun

A view from a balcony overlooks a sandy beach framed by palm trees. The scene includes a pool area and lush landscaping, with a pathway leading toward the beach. The sky is cloudy, adding a soft light to the environment.

Condo in Cartagena, La Boquilla

5 out of 5 average rating, 7 reviews

Exclusive beachfront, pool & jacuzzi. VIP.

The main room features a spacious sectional couch and a separate sofa bed, arranged around a wooden coffee table. A stone gas fireplace adds warmth, while large windows provide natural light. Two additional chairs complement the seating area, creating an inviting space for relaxation.

Condo in Arkdale

4.96 out of 5 average rating, 28 reviews

Updated 1st Floor Northern Bay Retreat!

A serene waterfront scene captures a marina lined with boats, reflecting vibrant orange and pink hues from the sunset. Lush green trees surround the area, while soft lighting illuminates the water. Well-maintained shrubbery frames the foreground, enhancing the tranquil atmosphere.

Condo in Wisconsin Dells

5 out of 5 average rating, 6 reviews

NEW! Canoe Bay Riverwalk Retreat- Waterfront/Pool

A spacious studio condo is showcased with two queen beds, a cozy sitting area, and a fully equipped kitchenette. A flat-screen TV is mounted on the wall, while a high-top table for two is featured in the background, providing a functional living space.

Condo in Elkhart Lake

5 out of 5 average rating, 17 reviews

The Lake Street Kickback in Elkhart Lake!

The resort's main entrance is framed by a large wooden awning and features windows that reflect the evening sky. Landscaping includes trees and shrubs, enhancing the outdoor area. The Wyndham and Glacier Canyon signs are prominently displayed, welcoming guests to the property.

Condo in Sauk County

5 out of 5 average rating, 9 reviews

Wyn Glacier Canyon, 2 BR, 8 FREE WaterPark Passes!

Other vacation rentals with a pool

A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable chair sits beside a small side table. Soft lighting is provided by lamps on either side of the bed, and a window allows natural light to fill the room.

Apartment in Middleton

4.96 out of 5 average rating, 25 reviews

Private yet close to everything!

Home in Saukville

5 out of 5 average rating, 3 reviews

Lighthouse | 9BR Resort · Pool · Arcade · Hot Tub

An outdoor deck features a wooden dining table surrounded by six chairs, ideal for family meals. A charcoal grill sits nearby, and tall trees frame the view of the Upper Iowa River, enhancing the natural setting of the cabin.

Cabin in Dorchester

4.89 out of 5 average rating, 36 reviews

The Log Cabin @UpperIowaResort

A rustic log cabin is surrounded by greenery, featuring wooden walls and a peaked roof. A picnic table and flower planter are positioned in front of the cabin. A neighboring RV is visible in the background, integrating outdoor living with nature.

Cabin in Montello

4.95 out of 5 average rating, 20 reviews

The Rabbit Retreat #1

A cozy living room features two sofas, a lounge chair, and a stone-surrounded gas fireplace. Natural light filters in through a nearby window, creating a warm ambiance. Open shelving displays decorative items, and the kitchen area is visible in the background with modern appliances.

Villa in Wisconsin Dells

4.83 out of 5 average rating, 36 reviews

Ground level Poolside Villa on Lake Delton

A rustic cabin is set amidst a green lawn, framed by tall trees. Two all-terrain vehicles are parked in front, flanking a small outdoor table and a single chair. The cabin features wooden siding and a pronounced gabled roof.

Cabin in Warrens

4.88 out of 5 average rating, 86 reviews

Lazy Bear Cabin-No Cleaning Fee

Top guest favorite

A living area is presented with a combination of comfortable seating options, including a spacious recliner and a cozy sofa. A dining table with several chairs is visible in the background, alongside large windows that allow natural light to fill the space. Rustic wooden accents define the room.

Cabin in Warrens

4.95 out of 5 average rating, 38 reviews

Unique Privately Owned - Near UTV trails/waterpark

An indoor hot tub is positioned under a ceiling lined with wooden beams, featuring steps leading into the water. Natural light filters through large windows, illuminating the stone fireplace and warm wooden accents throughout the space.

Cabin in Markesan

4.99 out of 5 average rating, 77 reviews

Adeline's House of Cool, The most fun Airbnb in WI

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