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Vacation rentals with a pool in Columbia County

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Top-rated rentals with a pool in Columbia County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
The exterior of the resort is showcased, featuring a blend of rustic and modern architecture. Lush grass and well-maintained landscaping surround the entrance. A clear blue sky and subtle clouds highlight the inviting atmosphere of the complex.
Condo in Wisconsin Dells
5 out of 5 average rating, 17 reviews

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

I am a Wyndham owner & rent some rooms. Includes wristbands & use of waterparks at Wilderness Resort. There are 3 Indoor Waterparks and 4 outdoor. Confirmation RCO0027280018BR Let me know how many rooms & nights you would like. You will receive up to 10 wristbands. The 3 bedroom sleeps 10. Please send an inquiry before booking as inventory is constantly changing to check availability. Presidential units may be available Contact for a discount at six zero ate for eight seven six to six three

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
Cabin in Lodi
4.98 out of 5 average rating, 52 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 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, 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 .

Guest favorite
The spacious living area combines a fully equipped kitchen with a dining space and comfortable seating. A stone fireplace adds warmth, while large windows allow natural light to fill the room. Pendant lights hang above the bar-height countertop, enhancing the modern design.
Condo in Sauk County
4.9 out of 5 average rating, 10 reviews

Wyn Glacier Canyon, 2 BR, 8 FREE WaterPark Passes!

At Club Wyndham Glacier Canyon you’ll get *FREE ACCESS* to four indoor & four outdoor waterparks. There are an astounding 500,000 square feet of indoor and outdoor water parks throughout The Wilderness Territory! You’ll also be able to choose from optional-fee amenities like indoor/outdoor go-kart courses, video arcades, zip lines, laser tag, laser mazes, and walking trails. Guests may arrive at the resort as early as 12 PM on their check-in day to start using the onsite water parks.

Guest favorite
Condo in Wisconsin Dells
4.84 out of 5 average rating, 307 reviews

Williamson Family Condo at Lighthouse Cove

NO SMOKING Upgrade to our Noah's Ark package after booking! This ground floor unit at Lighthouse Cove on Lake Delton is located in the heart of the Dells. Enjoy access to our private beach, in & outdoor (seasonally) pools w/ hot tubs, and convenient parking. With just a 5-10 minute walk to Noah's Ark, the older kids can wander to and from while you take a much-deserved time out. The sidewalk in front of the condo goes nearly around the entire lake for you morning exercise types.

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.

Superhost
A comfortable family room is presented, featuring a spacious gray sofa paired with a glass coffee table. A fireplace is centrally located, accompanied by an overhead ceiling fan. Natural light brightens the area through the windows, while decorative wall art adds a touch of style.
Condo in Wisconsin Dells
4.8 out of 5 average rating, 59 reviews

Dells Suite Dreams - Jacuzzi, Pool & Hot Tub

GIFTS FOR THE GUESTS: 1. TWO MT. OLYMPUS WATER PARK PASSES INCLUDED WITH A MINIMUM OF 4 NIGHT STAY. 2. TWO SPLASH PASSES INCLUDED WITH EACH STAY, BUY 1 GET 1 DEAL FOR NATURA WATER PARK PASSES & MORE. EXCLUSIVE DISCOUNTS FOR GOLF, ADVENTURES, WATER PARKS, RESTAURANTS & THEATER Dells Suite Dreams is located in the Lighthouse Cove Condominiums. Relax with family at this peaceful place. This 1-bedroom & 1-bathroom condominium is steps away from Lake Delton.

Guest favorite
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.

Superhost
An expansive lobby features a warm wooden design with high ceilings and a large chandelier. Winding stairs lead to upper levels. Comfortable seating areas invite relaxation, while decorative plants enhance the welcoming environment.
Apartment in Baraboo

Glacier Canyon Resort 2 Bedroom

Reconnect with loved ones in this family-friendly place. Tucked away in the natural beauty of the Wisconsin wilderness, Glacier Canyon is connected to nine waterparks and four arcades. When you're not busy tubing and sliding, you can enjoy a variety of local attractions including wineries, casinos, golf courses, wildlife parks, hiking trails, horseback rides, horse-drawn carriage tours, and family fun like zip lining, go-karts, and magic shows.

Guest favorite
A cozy living room features two sofas, a lounge chair, and a stone-surrounded gas fireplace. Natural light filters in through a nearby window, creating a warm ambiance. Open shelving displays decorative items, and the kitchen area is visible in the background with modern appliances.
Villa in Wisconsin Dells
4.84 out of 5 average rating, 38 reviews

Ground level Poolside Villa on Lake Delton

Step out from your private screened in porch to soak up some sun on the pool deck or enjoy some time on one of the 2 private beaches! The property sits on 15 acres of tall pines for beautiful seclusion while boasting a large heated swimming pool, 2 private beaches, a kid’s playground, volleyball court, horseshoe pits, & private dock. This peaceful space is private when needed, yet only minutes from all the Wis Dells attractions!

Guest favorite
The image displays a scenic view of a riverfront condo complex with balconies overlooking the water. A red boat is docked nearby, reflecting blue skies and clouds. Below, a cozy interior is showcased with a queen bed, a television, and a seating area featuring a fireplace and large windows for natural light.
Condo in Wisconsin Dells
4.93 out of 5 average rating, 276 reviews

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

Hello, Welcome to our home! Relax in our cozy 1BR condo (688 sq ft), steps from downtown. Sleeps 4—queen bed with in-room Jacuzzi and a pull-out queen sofa bed. 📍 Ideal Location: Near downtown fun! 🌅 Peaceful Retreat: Serene river views! 🍽️ Convenience: Full kitchen & outdoor grill! 🏊 Clubhouse: Pools, hot tub & sauna! 🚤 Private boat slip included (please contact host) Book your getaway today!

Popular amenities for Columbia County rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

A spacious living area is presented with plush seating, including a light-colored sofa and an armchair, complemented by a coffee table. Natural light enters through large windows, illuminating the soft carpet. Additional furniture and decor items add a cozy touch to the inviting space.
Home in Wisconsin Dells
4.67 out of 5 average rating, 12 reviews

2BR Waterfront Condo | Pool | Hot Tub | Sauna

Guest favorite
A comfortable living area features wooden ceilings and stone accents. Two sofas and an armchair are arranged around a coffee table. A television is mounted on the wall, while a dining area with wooden chairs and a table is visible in the background.
Home in Wisconsin Dells
4.91 out of 5 average rating, 67 reviews

Cozy Cabin at Island Pointe

Guest favorite
A spacious living area features a leather sectional sofa positioned near a stone fireplace. A wooden dining table with eight chairs is visible in the background, along with a modern kitchen equipped with wood cabinetry. Natural light floods the space through a skylight.
Home in Wisconsin Dells
4.8 out of 5 average rating, 251 reviews

Tree House Home

A two-story home is depicted, surrounded by a well-manicured lawn and various shrubs. The inviting entrance features a porch with white railings. A spacious driveway leads to a garage, and trees dot the landscape, offering a sense of openness in the rural setting.
Home in Poynette
4.81 out of 5 average rating, 47 reviews

Your Home Away From Home!

A unique foam home is showcased with a curved roof and large windows, blending into the wooded surroundings. A small patio area is visible, with two chairs and a barbecue grill. Lush green grass and trees frame the outdoor space, enhancing the serene atmosphere.
Home in Wisconsin Dells

Xanadu Retreat @ Sherwood Forest

Condo rentals with a pool

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, 106 reviews

Lakefront Luxury for Families or Couples

Guest favorite
A cozy family room features a comfortable sofa and a chair beside a large window offering views of the lake. A flat-screen TV is mounted above a white fireplace, which is non-functional. Natural light fills the room, enhancing the warm wood accents on the wall.
Condo in Wisconsin Dells
4.94 out of 5 average rating, 50 reviews

Sandy Toes at Lighthouse Cove

Top guest favorite
Condo in Wisconsin Dells
4.92 out of 5 average rating, 13 reviews

Dells Lakefront Luxe - A Waterfront Property

Guest favorite
The family room features a comfortable sofa with decorative pillows facing a large 58" Roku TV mounted on a wooden accent wall. An electric fireplace adds warmth, while a coffee table occupies the center space. Large windows allow natural light and open to a door leading outside.
Condo in Wisconsin Dells
4.87 out of 5 average rating, 320 reviews

The Docksider for Couples & Young Families

Guest favorite
Condo in Wisconsin Dells
4.97 out of 5 average rating, 129 reviews

The Dockview on Lake Delton - Pickleball & Pools

Guest favorite
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

The resort exterior is reflected in the calm waters of a nearby pond, surrounded by lush greenery and trees. The multi-story building features wooden accents and large windows, harmonizing with the serene landscape under a clear blue sky.
Condo in Baraboo

Family Fun! Waterparks with Passes Included!

Top guest favorite
A modern kitchen features wooden cabinetry, stainless steel appliances, and a spacious countertop with an island on wheels. The backsplash is adorned with a mosaic pattern, and ample lighting is provided by stylish overhead fixtures, enhancing functionality.
Condo in Wisconsin Dells
4.98 out of 5 average rating, 167 reviews

The Williamson's Waterfront Condo - Pickleball

Other vacation rentals with a pool

Guest favorite
A spacious living area features a large sectional sofa and two cozy armchairs. Natural light filters through the sliding glass doors, revealing a view of the lake. Decorative wall art and a ceiling fan enhance the inviting atmosphere.
Condo in Wisconsin Dells
5 out of 5 average rating, 21 reviews

Julie's Lakefront Retreat at Delton Grand

Guest favorite
A spacious living area is accentuated by large sliding doors leading to a private balcony, offering views of the lake. Comfortable seating includes a dark sofa and two accent chairs. A modern ceiling fan and artwork complete the inviting space, with natural light enhancing the ambiance.
Condo in Wisconsin Dells
4.95 out of 5 average rating, 41 reviews

Beachview Twin #1 at Delton Grand (428)

Guest favorite
The living room is designed with a blend of modern and cozy elements. A large sectional sofa and two armchairs are arranged around a glass coffee table. A ceiling fan and wall-mounted TV enhance comfort, while a sliding door leads to a balcony overlooking the scenic outdoors.
Condo in Wisconsin Dells
4.75 out of 5 average rating, 48 reviews

Josie's On The Bay - Waterfront, Fireplace, Roku

Superhost
The resort's entrance showcases a large, welcoming facade with a steeply pitched roof and wooden beams. The exterior blends warm colors with stone accents, surrounded by well-maintained greenery and trees. Evening light casts a serene glow, enhancing the inviting atmosphere.
Guest suite in Wisconsin Dells
4.77 out of 5 average rating, 44 reviews

2 BEDROOM PRESIDENTIAL SUITE ✦6 Water-Park Passes!

Superhost
A spacious family room features a cozy seating area with a gray sofa and patterned armchair. A wooden dining table with four chairs is positioned nearby. The room is brightened by large windows and includes an electric fireplace beneath a mounted television.
Condo in Wisconsin Dells
4.82 out of 5 average rating, 49 reviews

Dells Lake Lookout - Jacuzzi, Pool & Hot Tub

Guest favorite
A spacious resort entrance features a large wooden awning, welcoming guests. Surrounding landscaping includes neatly trimmed trees and shrubs, with a pathway leading to the entrance. The building showcases a combination of stone and earth-toned exterior, with multiple levels visible under a clear blue sky.
Guest suite in Wisconsin Dells
4.8 out of 5 average rating, 240 reviews

✦ Glacier Canyon Resort ✦ 3 Bedroom Deluxe Suite✦

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
4.85 out of 5 average rating, 601 reviews

Spacious 2 Bedroom - 8 Complimentary Park Passes!

Top guest favorite
A nighttime view of the serene Wisconsin River is captured from the patio. Soft illumination reflects off the water, while lush trees line the shoreline. A boat is visible, docked nearby, alongside a well-lit riverside area, creating a tranquil atmosphere.
Condo in Wisconsin Dells
4.95 out of 5 average rating, 76 reviews

Upper Dells River Walk [2BR]

Destinations to explore