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

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, 173 reviews

The Williamson's Waterfront Condo - Pickleball

NO SMOKING The 4th Williamson Family Condo is unit #410 at Lighthouse Cove. It is a waterfront unit situated on beautiful Lake Delton with a large 2nd floor patio allowing guests to relax and watch as life on the lake flows by. Ideally located near all of the attractions that the Dells has to offer, this 2 bed & 2 bath condo is perfect for a couple's weekend, golf trips, girls' weekend or a family getaway. The condo is beautifully appointed with comfortable beds & Roku TV's for rainy days.

Superhost
Condo in Baraboo
5 out of 5 average rating, 3 reviews

Luxury Family Getaway | 4BR Condo - Glacier Canyon

Wyndham Glacier Canyon – Spacious Resort Getaway in Wisconsin Dells Escape to the Wyndham Glacier Canyon Resort, perfectly located in the heart of Wisconsin Dells, the “Waterpark Capital of the World.” This spacious suite combines the comfort of home with resort-style luxury, giving your family or group everything needed for an unforgettable vacation. Whether you’re here for thrilling waterparks, natural beauty, or a relaxing retreat, Wyndham Glacier Canyon puts you at the center of it all.

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, 252 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, 53 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, 185 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
4.95 out of 5 average rating, 20 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 (One level and no stairs inside) 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. This lakefront Luxe provides the ideal blend of comfort, luxury and convenience for your Wisconsin Dells Stay.

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, 227 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
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, 461 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.

Top guest favorite
A welcoming living area is highlighted by a comfortable seating arrangement, featuring a leather sofa and accent chairs. Natural light pours in through the windows, illuminating the wood flooring and a stone fireplace. A large SMART TV is mounted on the wall, adding modern convenience.
Condo in Wisconsin Dells
4.97 out of 5 average rating, 499 reviews

COZY, Pickleball, Fireplace, Devils Lake

NO RESORT FEES, WATERFRONT Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

Guest favorite
A clear view of the outdoor pool area surrounded by tall pine trees. The pool is bordered by lounge chairs and has a red umbrella situated in the center. Nearby, several cabin-like structures are nestled among the trees, providing a natural setting.
Cabin in Wisconsin Dells
4.87 out of 5 average rating, 23 reviews

Cabin at Island Pointe

Our modern rustic cabin on the tranquil shores of Lake Delton is the ultimate escape. This inviting retreat seamlessly blends contemporary comforts with the timeless charm of a cabin in the woods. Inside, you’ll find an open-concept with a newly remodeled kitchen and a fireplace creating a cozy and inviting atmosphere. This modern rustic cabin promises a truly unforgettable getaway, where you can reconnect with nature in style and comfort.

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!

Popular amenities for Columbia County rentals with a pool