Vacation rentals with a pool in Wisconsin Dells

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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 favorite
A log cabin-style home features a wide front deck with sturdy railings, complemented by large windows that allow natural light to flood the interior. A stone chimney and well-maintained landscaping add to the inviting exterior.
Cabin in Nekoosa
4.9 out of 5 average rating, 121 reviews

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

Top guest favorite
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, 33 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 favorite
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
4.88 out of 5 average rating, 32 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 favorite
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
4.84 out of 5 average rating, 37 reviews

First Floor Chula Vista Condo - Pet Friendly!

Relax with the whole family at this peaceful place to stay. 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, 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.

Top guest favorite
A wood-paneled living area features a stone fireplace as a focal point. Comfortable seating surrounds a dark coffee table, with soft textures provided by throw pillows and blankets. Natural light filters through double windows, offering views of the outdoors.
Cabin in Nekoosa
4.97 out of 5 average rating, 148 reviews

Hot Tub | Fire Pit | Smart TV | Fireplace| BBQ

Explore everything beautiful Rome has to offer in this 4BR, 3BA log cabin with a firepit, BBQ and smart TV. Cozy up to the fireplace or relax in the hot tub to end your day! Custom designed with thoughtful touches, this vacation home in Central Wisconsin easily fits up to 10 guests in 6 comfortable beds. Guests have nearby access to 5 golf courses, hiking trails & the resort amenities of Lake Arrowhead including private beaches and an outdoor pool! This space has everything for a memorable stay.

Guest favorite
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 favorite
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, 182 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 favorite
Condo in Wisconsin Dells
4.94 out of 5 average rating, 17 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 favorite
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, 107 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!

Guest favorite
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.

Guest favorite
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
4.78 out of 5 average rating, 103 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 favorite
The image captures a serene view of a resort building reflected in a calm pond, surrounded by lush greenery. Tall grasses and reeds frame the foreground, while soft pastel hues of sunset illuminate the sky, adding a tranquil ambiance to the scene.
Guest suite in Wisconsin Dells
4.84 out of 5 average rating, 605 reviews

Spacious 2 Bedroom - 8 Complimentary Park Passes!

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.

Popular amenities for Wisconsin Dells rentals with a pool

When is the best time to visit Wisconsin Dells?

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Avg. price€ 187€ 185€ 206€ 173€ 197€ 239€ 298€ 273€ 220€ 201€ 185€ 187
Avg. temp-9°C-6°C0°C8°C14°C19°C21°C20°C16°C9°C1°C-5°C

Quick stats about vacation rentals with a pool in Wisconsin Dells

  • Total vacation rentals

    Explore 220 vacation rentals in Wisconsin Dells

  • Nightly prices starting at

    Wisconsin Dells vacation rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 6,790 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    200 of Wisconsin Dells vacation 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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