Holiday rentals with a pool in Wisconsin Dells

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Wisconsin Dells

  • Total holiday rentals

    Explore 610 holiday rentals in Wisconsin Dells

  • Nightly prices starting at

    Wisconsin Dells holiday rentals start at $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 16,840 verified reviews to help you choose

  • Family-friendly holiday rentals

    370 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    550 of Wisconsin Dells holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wisconsin Dells rentals

  • 4.6 Average rating

    Wisconsin Dells stays receive an average rating of 4.6 out of 5 from guests

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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Superhost
Condo in Wisconsin Dells
5 out of 5 average rating, 3 reviews

Top Floor Overlooking the River - Pet Friendly!

This top-floor condo is set high on a bluff and overlooks the Wisconsin River, along with offering beautiful sunsets! View the picturesque riverwalk and wave pool from the home. Bring your family and friends (and your furry loved ones!) to our spacious condo—“Riverbend Retreat”—where you can enjoy the classic Wisconsin Dells experience. There are so many things to do on site, including restaurants and bars, 18-hole golf course, spa, zipline, sand volleyball court and 3 private outdoor pools.

Guest favourite
A spacious dining area features a large wooden table surrounded by eight chairs. Natural light fills the room from nearby windows, highlighting a stone fireplace and a flat-screen television mounted above the mantel. Comfortable seating is visible in the adjoining living area.
Apartment in Wisconsin Dells
4.79 out of 5 average rating, 63 reviews

First Floor Condo at Chula Vista! Pet Friendly!

Relax with the whole family at this peaceful place! This beautiful two bedroom condo includes a king suite w/ full bath, two queen sized beds and a second full bath, and sofa beds. Also included is a fully equipped kitchen, spacious living room, fireplaces, and jacuzzi. Condo rental includes use of outdoor condo pools (open seasonally) as well as sand volleyball court & bocce ball courts (bring your own ball). While condo is located at Chula Vista Resort, it is privately owned and operated.

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, 113 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.

Top Guest favourite
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
4.84 out of 5 average rating, 265 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 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, 207 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
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 out of 5 average rating, 39 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.

Guest favourite
A spacious living area features a large sectional sofa and a round coffee table. A modern indoor jacuzzi is positioned nearby, with a charming wooden accent wall illuminated by 'River Roost' signage. Natural light filters in through sliding glass doors that lead to an outdoor space.
Apartment in Wisconsin Dells
4.97 out of 5 average rating, 34 reviews

Riverfront Getaway | Mins to Waterparks/Downtown

Please Note: This property is a condo conveniently located at the Chula Vista Resort. Indoor water park passes are not included, but you will enjoy guaranteed first floor accommodation, 2 porches, a personalized experience, game room, new fireplace & jacuzzi, 2 porches, and nature-inspired decor. - Discounted summer deals and 3+ night stays - First floor condo = convenience with 2 porches - No resort fees - Comforts of home, excitement of a resort, and the serenity of the river

Superhost
Condo in Wisconsin Dells
4.78 out of 5 average rating, 134 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!

Superhost
Home in Wisconsin Dells
4.87 out of 5 average rating, 127 reviews

Dells Retreat - Sleeps 8 + Jacuzzi | Waterpark

LAND OF NATURA VOUCHERS INCLUDED $25 OFF/Per Person. Memorial Day - Labor Day Perfect for families & groups! This spacious condo sleeps 8 with a king master suite + private bath and a second bedroom with two queens. Enjoy new LVP floors, Roku Smart TVs, a fully stocked kitchen, and a relaxing in-suite jacuzzi tub. Snap fun photos at the neon green accent wall before exploring Wisconsin Dells attractions just minutes away. 🌊 Water park passes not included.

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
4.82 out of 5 average rating, 57 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.

Guest favourite
A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.
Condo in Wisconsin Dells
4.9 out of 5 average rating, 128 reviews

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

Upgrade to the Noah's Ark & Land Of NATURA Waterpark Packages after booking! See below for details. Welcome to Dells Retreat, your ultimate vacation destination in the heart of Wisconsin Dells Nestled in the picturesque Tamarack Resort, our property offers a serene and scenic setting for your vacation. With endless amenities and attractions just minutes away from the downtown and Lake Delton. A perfect escape for travelers of all ages.

Superhost
Cabin in Wisconsin Dells
5 out of 5 average rating, 7 reviews

Juniper Motel & Resort: King Cabin

Disconnect from technology and enjoy a simpler pace in our cozy king cabin. Featuring one comfortable king bed, this cabin is designed for guests seeking a peaceful retreat focused on relaxation, nature, and quality time away from screens and daily distractions. All guests have access to our outdoor, six-person sauna, a 24-hr fitness studio, community spaces, and our brand-new swimming pool. PLEASE NOTE: We have a strict no pets policy.

Popular amenities for Wisconsin Dells rentals with a pool

When is the best time to visit Wisconsin Dells?

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Avg. price$421 NZD$346 NZD$351 NZD$346 NZD$394 NZD$480 NZD$598 NZD$546 NZD$440 NZD$420 NZD$420 NZD$426 NZD
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