Holiday 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.

%{current} / %{total}1 / 1
Top Guest favourite
A scenic view of the outdoor pool area is displayed, with clear blue water surrounded by lush green trees. Guests are seen enjoying the pool, while the resort's lounging area is visible in the background, featuring wooden structures and sunlit spaces.
Condo in Wisconsin Dells
5 out of 5 average rating, 32 reviews

Spacious 3BR Condo Retreat

Escape to Riverfront Serenity Indulge in the beauty of Wisconsin Dells at our spacious 3BR, 3BA condo. Perfect for groups of up to 14, this cozy retreat offers stunning views and all the comforts of home. Relax and Unwind: * Spacious Living: Enjoy ample room to spread out and relax * Modern Kitchen: Cook up delicious meals in our fully-equipped kitchen * Indoor Jacuzzi: Soak away your stress in our private indoor jacuzzi Book your stay today and experience the ultimate riverfront getaway!

Guest favourite
An outdoor view of a two-story home features a large heated saltwater pool surrounded by a concrete patio. Several lounge chairs are positioned next to the pool. Mature trees and greenery create a natural backdrop, lending a sense of privacy to the space.
Home in Wisconsin Dells
4.87 out of 5 average rating, 31 reviews

Cozy Winter Retreat: Hot Tub & Family Fun

Welcome to Papas Pool House, your private winter retreat in Wisconsin Dells. Surrounded by serene nature, this 3-bedroom, 3-bath home offers the perfect combination of cozy comfort, family-friendly space, and memorable experiences. Whether you’re planning a romantic getaway, a festive holiday, or a family escape, our home invites you to relax and reconnect with lasting memories. Just minutes from downtown, ski hills, and Just A Game, you’ll have access to winter-friendly activities for all ages.

Guest favourite
A spacious living area features a plush gray sofa, accompanied by a glass coffee table and a side table. Soft lighting is provided by wall sconces. A dining table for four is visible near a large window, with a jacuzzi located nearby, creating an inviting setting.
Apartment in Wisconsin Dells
4.83 out of 5 average rating, 63 reviews

Spacious Condo at Chula Vista Resort-Pet Friendly!

Forget your worries in this spacious space! This beautiful two bedroom condo sleeps 8 with a king suite w/ full bath, two queen sized beds and a second full bath, and two pull out beds. Also included is a fully equipped kitchen, spacious living room, two fireplaces, and jacuzzi. Condo rental includes use of outdoor condo pools (open seasonally) as well as sand volleyball court and bocce ball courts (bring your own ball). Located at Chula Vista Resort, condo is privately owned and operated.

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, 251 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
4.97 out of 5 average rating, 181 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
Condo in Wisconsin Dells
4.93 out of 5 average rating, 15 reviews

Dells Lakefront Luxe - A Waterfront Property

A Luxe Retreat in the heart of Wisconsin Dells and situated right on beautiful lake Delton. Newly Remodeled 2-bedroom 2 -bathroom retreat offers stunning water views and a spacious patio where guests can relax, unwind, and soak in the scenery. A perfect place for a couples weekend, business travelers, girls trip, golfers or family gatherings. State of the art hot tub. This lakefront condominium provides the ideal blend of comfort, luxury and convenience for your Wisconsin Dells Stay.

Guest favourite
A warm and inviting living area features wood paneling and exposed beams. A spacious sofa, adorned with patterned throws, faces a large flat-screen TV. Natural light filters through sliding glass doors that lead to an outdoor space. A rustic stone fireplace adds a cozy touch.
Home in Wisconsin Dells
4.89 out of 5 average rating, 226 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.

Superhost
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
4.77 out of 5 average rating, 102 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!

Guest favourite
A welcoming living area with a spacious sofa and a wooden coffee table is presented. A modern ceiling fan is installed, and a large Roku TV is positioned on a console. The area also includes a dining table with chairs and access to a patio through glass doors.
Condo in Wisconsin Dells
4.86 out of 5 average rating, 170 reviews

Kate's Place - Newly Remodeled - Romantic

NO SMOKING Max Occupancy: 4 People (2 Adults) Upgrade to our Noah's Ark package after booking! Kate's Place is recently updated and located in Lighthouse Cove on Lake Delton in the heart of the Dells. Enjoy beach access, indoor & outdoor pools and hot tubs, and convenient parking. This condo is great for a couples or small families. The kitchen has all the tools you need to stay in, but the location is super close to great supper clubs for an evening out as well.

Guest favourite
Apartment in Wisconsin Dells
5 out of 5 average rating, 21 reviews

Mins to Indoor Waterpark/Downtown/Outdoor Oasis

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, a personalized experience, games and upgraded furniture, decor, and supplies. -Discounts- December Discounts 10% for 4 nights or more 20% for 7 days or more On the Wisconsin River = stunning views First floor condo = convenience + porches No resort fees Ideal for groups up to 12

Guest favourite
The exterior view showcases a modern multi-story building, featuring balconies with railings and stone accents. Lush greenery and decorative rocks landscape the property, creating a welcoming atmosphere. A paved road leads to the entrance, providing access to the well-maintained surroundings.
Guest suite in Wisconsin Dells
4.84 out of 5 average rating, 450 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 favourite
Home in Mauston
5 out of 5 average rating, 21 reviews

Revilo Moose Ridge Mauston

❄️ Smoky Mountain vibes meet Wisconsin winter magic! ❄️ Enjoy 3,000 sq ft of Amish-crafted coziness on 14 private, snow-covered acres—perfect for sledding, snowshoeing, and peaceful winter walks. Sleeps 10 comfortably with rustic charm and modern comfort. Just 20 min from Wisconsin Dells and 10 from Castle Rock Lake for ice fishing and winter fun. Gather by the fire pit, sip cocoa, and make unforgettable memories beneath starry winter skies.

Popular amenities for Wisconsin Dells rentals with a pool

When is the best time to visit Wisconsin Dells?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$383 NZD$377 NZD$421 NZD$353 NZD$402 NZD$489 NZD$610 NZD$557 NZD$449 NZD$410 NZD$379 NZD$383 NZD
Avg. temp-9°C-6°C0°C8°C14°C19°C21°C20°C16°C9°C1°C-5°C

Quick stats about holiday rentals with a pool in Wisconsin Dells

  • Total holiday rentals

    Explore 220 holiday rentals in Wisconsin Dells

  • Nightly prices starting at

    Wisconsin Dells holiday rentals start at $87 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    200 of Wisconsin Dells holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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

Destinations to explore