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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, 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

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

LocationFamilyOutdoor spaces

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
4.96 out of 5 average rating, 69 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!

ValueFamilyCondition

Guest favourite
Condo in Wisconsin Dells
4.97 out of 5 average rating, 39 reviews

River Retreat | Game Rm | Mins to Parks/Town/Dome

Smart Traveler Advantage: Luxury & Space Without the Resort Fees! Please Note: This privately owned condo is located at the Chula Vista Resort. While indoor water park passes are NOT included with this unit, our guests enjoy huge nightly savings PLUS first floor accommodation, private game room, new fireplace & jacuzzi, and more. Chula Vista occasionally sells indoor passes to the public, but availability varies—please contact the resort directly to inquire about day-pass purchase options.

ValueFamilyTV

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, 198 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!

LocationValueComfort

Guest favourite
Cabin in Wisconsin Dells
4.93 out of 5 average rating, 60 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.

ValueFamilyParks

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, 96 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.

FamilyLocationComfort

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, 214 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 .

LocationValueRiver

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, 272 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.

FamilyValueHot tub

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, 44 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.

ValueLocationQuiet

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, 125 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.

ValueLocationParking

Superhost
Condo in Wisconsin Dells
4.76 out of 5 average rating, 143 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!

LocationValueView

Top Guest favourite
A dining area features a round wooden table surrounded by four metal chairs. A stone fireplace serves as a backdrop, with a television mounted above displaying a game. The warm orange walls and tasteful lighting contribute to a cozy ambiance.
Condo in Wisconsin Dells
4.94 out of 5 average rating, 79 reviews

Spacious Riverside Condo 10-14 ppl

Enjoy the natural beauty, water parks, and diverse attractions of WI Dells at our cozy yet spacious 3BR 3BA condo (sleeps 10-14). Perfect for multi-family or friend reunions, our welcoming retreat provides a stunning getaway with the amenities of home. You will love the: Contemporary kitchen equipped for preparing delicious meals Cozy, open living space for games, socializing, and relaxing Private fire-side jacuzzi Amenities to make your stay simple

LocationFamilyAmenities

Popular amenities for Wisconsin Dells rentals with a pool

When is the best time to visit Wisconsin Dells?

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Avg. price$423 NZD$348 NZD$353 NZD$330 NZD$353 NZD$447 NZD$601 NZD$549 NZD$442 NZD$422 NZD$422 NZD$428 NZD
Avg. temp-9°C-6°C0°C8°C14°C19°C21°C20°C16°C9°C1°C-5°C

Destinations to explore