Holiday rentals with a pool in Wisconsin Dells

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Top-rated rentals with a pool in Wisconsin Dells

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Condo in Wisconsin Dells
4.78 out of 5 average rating, 164 reviews

Beautiful Condo in Wisconsin Dells!

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, and of course Wisconsin Dells waterparks, and more! (Chula Vista waterpark passes not included with your booking) This top floor condo is spacious, private, and has everything for your group to relax. Enjoy sunset views over the Wisconsin River, or head down to one of the complimentary outdoor pools!

Guest favourite
The open concept living area features a rich wood ceiling and warm-tone walls, with comfortable seating arranged near a fireplace. Large windows allow natural light to fill the space, and a dining area is visible alongside a well-equipped kitchen.
Cabin in Wisconsin Dells
4.89 out of 5 average rating, 76 reviews

Lakeview cabin on Lake Delton | Private Beach

You'll enjoy the serene views of Lake Delton while surrounded by 15 acres of tall pine trees from this newly remodeled 3 bedroom, 2 ½ bath private cabin. Sip coffee on the wrap-around deck on the early mornings and enjoy the beautiful sunset from the private beaches. You will have access to 2 sandy beaches, a large swimming pool, kids playground, fishing off the docks and volleyball court! This peaceful space is private when needed, yet only minutes from The Dells. Located right by Kalahari.

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
4.96 out of 5 average rating, 28 reviews

Family Fun Oasis | Mins to Water Parks & 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, a personalized experience, game room, new fireplace & jacuzzi, 2 porches, and nature-inspired decor. -Discounts- 20% off April & May :) 5% off for 3 nights or more On the Wisconsin River = stunning views First floor condo = convenience with 2 porches No resort fees Spacious rooms with area for each person

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, 258 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
Cabin in Lodi
4.98 out of 5 average rating, 57 reviews

Modern Cabin with pool, hot tub and outdoor sauna

Forget your worries in this spacious and serene space. Secluded yet close to a big city (Maddison and Wisconsin Dells) and lots of entertainment! 20 min away from 2 ski resorts, an amazing winery and distillery, spas, restaurants, casino! 3 mile away from lake Wisconsin. Hiking trailers, 24 hour ferry service across the lake and more. This luxurious villa combines comfort and style, you won't want to leave it, but the area is full of enviting places to go to, so plan for a few extra days!

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, 195 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
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
4.91 out of 5 average rating, 116 reviews

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

Noah's Ark Package Upgrade available after the booking!. 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, Dells Retreat is the perfect escape for travelers of all ages. Each stay at Dells Retreat also includes two free splash passes, providing access to even more attractions.

Guest favourite
A cozy family room features a large sectional sofa with decorative pillows, a wooden coffee table, and a stylish electric fireplace. A mounted television is displayed above the fireplace, while large windows provide natural light, illuminating the wood flooring.
Condo in Wisconsin Dells
4.92 out of 5 average rating, 113 reviews

Lakefront Luxury for Families or Couples

Upgrade to our Noah's Ark package after booking! The 2022 remodel of this property ensured it had every accoutrement a lakefront getaway in the Dells should. Situated on beautiful Lake Delton with 2nd & 3rd story balconies, our guests can relax and watch as life on the lake flows by. Located near all of the area attractions this property is perfect for families, couples, or that annual girl's getaway. In & outdoor pools with hot tubs and an exclusive beach will ensure year-round fun!

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, 28 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, 119 reviews

Lakefront Condo - Private Beach | 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.

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, 228 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.

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An indoor arcade area features a variety of brightly colored game machines. Flashing lights illuminate air hockey tables and claw machines, while a large ticket redemption game stands prominently in the back, creating a lively entertainment space.
Condo in Wisconsin Dells
4.79 out of 5 average rating, 123 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!

Popular amenities for Wisconsin Dells rentals with a pool

When is the best time to visit Wisconsin Dells?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$375 NZD$370 NZD$413 NZD$346 NZD$394 NZD$480 NZD$598 NZD$546 NZD$440 NZD$420 NZD$420 NZD$427 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 530 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 15,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wi-Fi availability

    510 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

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