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 $101 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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Top Guest favourite
Apartment in Wisconsin Dells
5.0 out of 5 average rating, 18 reviews

Family-Friendly Lakefront Condo in WI Dells

Escape to your lakeside retreat in Wisconsin Dells! This stunning condo offers breathtaking lake views and direct access to the water, perfect for a relaxing getaway. Enjoy a spacious apartment with modern amenities, including a fully equipped kitchen, comfortable bedrooms, and a cozy living area. Take a dip in the indoor or outdoor pool, or explore the nearby water parks and attractions that Wisconsin Dells is famous for. With its prime location and family-friendly atmosphere, this condo is the

Guest favourite
A modern kitchen features wooden cabinetry and a spacious butcher block island. Stainless steel appliances include a refrigerator and stove. A dining area with a light wood table and four stools is present. Decorative plants and a colorful rug add subtle warmth to the space.
Holiday home in Wisconsin Dells
4.88 out of 5 average rating, 196 reviews

Grace-Jo Vacation Home at Tamarack

NON-SMOKING The Grace-Jo vacation home is a beautifully updated property at the Tamarack and Mirror Lake Resort. We offer plenty of amenities to keep travelers of all ages busy and are conveniently located near all of the attractions the Wisconsin Dells is known for. The condo is attractive, clean and includes a well-equipped kitchen, comfortable beds, and smart TV's for the rainy days. This property is great for families, couples, or that golf trip you and your friends take each year!

Guest favourite
Cabin in Wisconsin Dells
4.96 out of 5 average rating, 47 reviews

Juniper Motel & Resort: King Cabin

Disconnect from technology and enjoy a simpler pace in our cozy king cabin. Featuring one comfortable king bed, these cabins are petite by today’s standards, retaining their original, compact footprint and rustic character. This cabin is designed for guests seeking a peaceful retreat and quality time away from screens and daily distractions. All guests have access to our outdoor, sauna, fitness studio, community spaces, and heated swimming pool. PLEASE NOTE: We have a strict no pets policy.

Superhost
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
4.81 out of 5 average rating, 95 reviews

Spacious Condo at Chula Vista! 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, fireplaces, and jacuzzi. Condo rental includes use of outdoor condo pools (open seasonally) and sand volleyball court & bocce ball courts (bring your own ball). While condo is located at Chula Vista Resort, it is privately owned and operated.

Top Guest favourite
Apartment in Wisconsin Dells
5.0 out of 5 average rating, 10 reviews

Cozy Haven-A 2 story Condo by Lake Delton

Summer Special: Get free one-day passes to Land of NATURA Outdoor Waterpark with a minimum of 3 night stay. 2-Story Condo By the Lake, a vacation rental located in the picturesque Lighthouse Cove on Lake Delton. A perfect getaway. Imagine waking up to the sound of waves crashing on the sandy beach, strolling through scenic trails, and taking a refreshing swim in the crystal-clear lake. And that's just the beginning. A spacious condominium, an ideal vacation spot for families and friends.

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, 212 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 .

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, 269 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
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
5.0 out of 5 average rating, 43 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 sandy beach area stretches along the tranquil shore of Lake Delton. White lounge chairs are arranged in neat rows, facing the calm water. Gentle waves lap at the edge of the shore, bordered by lush greenery and a stone embankment.
Condo in Wisconsin Dells
4.9 out of 5 average rating, 124 reviews

Lakefront Condo - Private Beach | Indoor 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.

Superhost
Condo in Wisconsin Dells
4.76 out of 5 average rating, 141 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!

Guest favourite
Condo in Wisconsin Dells
5.0 out of 5 average rating, 6 reviews

River View Condo- Top Floor- Pools- Pet Friendly!

WATERPARK GIFT CARDS PROVIDED FOR OFF-SEASON TRAVELERS! This specious 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 furry loved ones!) to “Riverbend Retreat” where you can enjoy the classic Wisconsin Dells experience. Whether you're looking for adventures in the Dells or just to relax, you have found the perfect retreat!

Superhost
Home in Wisconsin Dells
4.85 out of 5 average rating, 131 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.

Popular amenities for Wisconsin Dells rentals with a pool

When is the best time to visit Wisconsin Dells?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$416 NZD$341 NZD$346 NZD$324 NZD$346 NZD$439 NZD$590 NZD$539 NZD$434 NZD$414 NZD$414 NZD$421 NZD
Avg. temp-9°C-6°C0°C8°C14°C19°C21°C20°C16°C9°C1°C-5°C

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