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Vacation rentals with a pool in Wisconsin Dells

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Wisconsin Dells

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

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Top guest favorite

A sparkling heated swimming pool is surrounded by a fenced area, featuring several lounge chairs. The clear water reflects sunlight, and a person is seen relaxing on a float in the pool. Green trees provide a backdrop against a bright blue sky.

Cabin in Nekoosa

4.89 out of 5 average rating, 113 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 log cabin features a warm wooden exterior with large logs and a symmetrical roofline. A three-car garage is attached to the front, and a well-maintained driveway leads to the entrance. Surrounding trees and blue skies create a serene outdoor atmosphere.

Cabin in Nekoosa

4.97 out of 5 average rating, 141 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.

The family room features a comfortable sofa with decorative pillows facing a large 58" Roku TV mounted on a wooden accent wall. An electric fireplace adds warmth, while a coffee table occupies the center space. Large windows allow natural light and open to a door leading outside.

Condo in Wisconsin Dells

4.87 out of 5 average rating, 309 reviews

The Docksider for Couples & Young Families

NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

Condo in Wisconsin Dells

4.83 out of 5 average rating, 247 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.

Top guest favorite

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, 170 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 .

Condo in Wisconsin Dells

4.79 out of 5 average rating, 145 reviews

Beautiful Condo at Chula Vista!

Bring your family or friends to this lovely condo where you can enjoy a classic Wisconsin Dells experience. Everything is available at your fingertips, including restaurants & bars, golfing, spa, Chula Vista's indoor/outdoor waterpark, (waterpark passes not included with your booking) and more! This top floor condo is spacious, private, and has everything for your group to relax. Enjoy amazing sunset views over the Wisconsin River, or head down to one of the complimentary outdoor pools!

Condo in Wisconsin Dells

4.89 out of 5 average rating, 108 reviews

Lakefront Condo - Private Beach | Boat Slip| Pool

Experience lake life at our luxury, lakefront condo. Wake up to morning coffee on the balcony with breathtaking views of Lake Delton. Our spacious 2 bedroom, 2 bathroom condo features a beautiful master suite with a king bed, en suite bathroom complete with a jetted massage tub and walk in shower with 3 directional shower heads. It is the perfect escape for those who want to feel like they are a world away, but are also minutes from all the fun and excitement of the Dells.

Home in Wisconsin Dells

4.89 out of 5 average rating, 224 reviews

Spacious Pine Cabin at Island Pointe

Relax on Lake Delton and escape to fresh air, calm waters, and beautiful sunsets. Lake Delton is minutes away from Wisconsin Dells so you can enjoy all the activities at the waterparks. Nestled on fifteen acres of towering pines with two private sandy beaches, you’ll feel far from the commotion of the Dells, yet just minutes away. Once you’re here you can enjoy the many amenities we have on-site, such as a heated outdoor pool, playground, picnic area, and two sandy beaches.

This vibrant indoor water park features several water slides of varying heights and twists, surrounded by playful structures. Shallow pools for children and lounging areas are visible, while guests engage in water activities. Lush tropical landscaping enhances the fun environment.

Condo in Wisconsin Dells

4.79 out of 5 average rating, 94 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 waterparks, restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including 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!

An aerial view of the Glacier Canyon Resort showcases a sprawling layout featuring the water parks, landscaped grounds, and accessible parking areas. Multiple buildings accommodate guests, while green spaces surround the resort, enhancing the inviting atmosphere of this family-friendly destination.

Guest suite in Wisconsin Dells

4.84 out of 5 average rating, 390 reviews

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.

Top guest favorite

An outdoor pool is surrounded by lounge chairs and shaded by trees, creating a relaxing environment. A few red umbrellas are positioned near the poolside, offering spots for shade. The pool's clear water reflects the sky, inviting guests for a refreshing swim.

Condo in Wisconsin Dells

4.97 out of 5 average rating, 497 reviews

COZY, Pickleball, Fireplace, Devils Lake

NO RESORT FEES, WATERFRONT Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

A circular pool featuring crystal-clear water reflects the surrounding trees and evening sky. Sunlight filters through the forest, creating a serene and peaceful atmosphere. The pool deck offers easy access to the refreshing water.

Cabin in Lyndon Station

4.97 out of 5 average rating, 33 reviews

Cozy Boho Cabin w/ POOL!!

Nestled on 26 acres in the beautiful countryside, this is the perfect retreat for your Wisconsin Adventure! Fantastic location minutes from all this area has to offer and located directly off 90/94. From the house you will find: Downtown Wisconsin Dells - 10 miles Wisconsin Dells Racetrack - 4 miles Christmas Mountain Ski & Golf - 8 miles Trappers Turn Golf Course - 9 miles Rocky Arbor State Park - 8 miles Castle Rock Lake - 15 miles

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Popular amenities for Wisconsin Dells 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

Top guest favorite

Home in Mauston

5 out of 5 average rating, 18 reviews

Revilo Moose Ridge Mauston

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

Home in Nekoosa

5 out of 5 average rating, 43 reviews

Be Blessed at Kinship Casa in Rome, WI

Top guest favorite

Home in Nekoosa

5 out of 5 average rating, 31 reviews

Tranquil Retreat on Lake Arrowhead Golf Course

Top guest favorite

The great room is defined by a high, vaulted ceiling and features a spacious seating area with a light grey sectional sofa. Open sightlines lead to the dining area with a wooden table, and a fully equipped kitchen is visible in the background, enhancing the welcoming layout.

Home in Nekoosa

5 out of 5 average rating, 41 reviews

Luxury 4BR – Game Room, Theater, Near Golf & Lake

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

5 out of 5 average rating, 3 reviews

Brown Bear Cottage - Pet Friendly Home

A modern multi-level home is shown from the exterior, with a large deck extending from the second floor. A swimming pool is visible in the foreground, surrounded by a grassy area. The backdrop features a wooded landscape under a clear blue sky.

Home in Portage

5 out of 5 average rating, 11 reviews

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

Condo rentals with a pool

Condo in Arkdale

4.94 out of 5 average rating, 31 reviews

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

An outdoor area features a small fenced pool surrounded by neatly trimmed grass and shrubbery. Wooden structures with stone accents provide a rustic touch, while a tree-lined backdrop enhances the natural setting.

Condo in Wisconsin Dells

4.51 out of 5 average rating, 73 reviews

Wyndham Chula Vista Resort Villa w/Free Water Park

Condo in Wisconsin Dells

4.79 out of 5 average rating, 28 reviews

Riverview Big Family Condo 3 bedroom/3 bath for 16

An outdoor heated swimming pool is surrounded by lounge chairs and colorful umbrellas, offering a relaxing space for recreation. Lush trees form a backdrop, while a soft glow from the setting sun enhances the serene atmosphere.

Condo in Arkdale

5 out of 5 average rating, 15 reviews

Northern Bay 3 bedroom Condo on Castle Rock Lake

Condo in Wisconsin Dells

4.85 out of 5 average rating, 162 reviews

Mel’s Marina, on the River, walk downtown.

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

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!

Top guest favorite

The exterior of the building is highlighted by a combination of natural wood and stone finishes, with a sloped roof and large overhangs. Surrounding trees and landscaped areas create a welcoming entrance to the resort.

Condo in Wisconsin Dells

5 out of 5 average rating, 19 reviews

2 bedroom Deluxe Wyndham Glacier Canyon WI Dells

Other vacation rentals with a pool

Top guest favorite

A spacious game room features a hockey table with blue pucks and a television mounted on the wall. A bar-style table with stools is positioned nearby, while a mini putting green and a net for a ball game are visible in the background.

Home in Nekoosa

4.96 out of 5 average rating, 23 reviews

Lake Arrowhead Retreat. Game Room, VIP Pool Access

A scenic outdoor area features a winding pool surrounded by lush greenery. Sunlight filters through the trees, illuminating the pool deck. A rustic building offers refreshments, with seating and lounging areas visible around the pool, inviting relaxation amidst nature.

Loft in Wisconsin Dells

4.82 out of 5 average rating, 38 reviews

Wisconsin Dells Resort Condo: Golf Course On-Site

A welcoming exterior features a modern house with wooden siding, set amidst lush greenery. Large glass doors offer a view into the inviting interior. A spacious patio area is visible, complemented by a simple seating arrangement and landscaping, while a fenced yard provides an added sense of privacy.

Home in Wisconsin Dells

4.79 out of 5 average rating, 244 reviews

Tree House Home

A large outdoor swimming pool is surrounded by lounge chairs, offering ample space for relaxation under a cloudy yet bright sky. Lush greenery borders the area, enhancing the serene atmosphere, and a few umbrellas provide shade for guests.

Cottage in Wisconsin Dells

4.85 out of 5 average rating, 54 reviews

Enjoy Fun & Relaxation This Summer in Wis. Dells!

An expansive indoor pool area is illuminated by natural light filtering through large windows. Water features, such as slides and shallow sections, create a playful environment. Surrounding seating is available, enhancing the space for relaxation and leisure activities.

Cabin in Wisconsin Dells

4.76 out of 5 average rating, 83 reviews

Cottage in a fantastic resort

A rustic log cabin is situated in a natural setting, surrounded by trees. A picnic table is placed in the foreground, complemented by a flower barrel. A trailer can be seen in the background, indicating a camping environment.

Cabin in Montello

4.83 out of 5 average rating, 6 reviews

The Rabbit Retreat #4

Cottage in Wisconsin Dells

4.76 out of 5 average rating, 67 reviews

Christmas Mountain Village - 2BR Cottage 3

A charming wooden cabin sits surrounded by lush greenery. A small porch features two adirondack chairs, inviting relaxation. Nearby, a picnic table is positioned on a gravel surface, ideal for outdoor dining. The natural setting provides a serene backdrop for the cabin.

Cabin in Baraboo

4.75 out of 5 average rating, 8 reviews

Forest Nook Cabin 79

Quick stats about vacation rentals with a pool in Wisconsin Dells

Total rentals
210 properties
Nightly prices starting at
G$10,458 GYD before taxes and fees
Total number of reviews
6.3K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace

Destinations to explore