Holiday 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 favourite
Apartment in Wisconsin Dells
5 out of 5 average rating, 12 reviews

Luxury Lakefront Condo in Wisconsin 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

Guest favourite
A spacious studio condo is shown, featuring natural wood paneling and beams. A king-sized bed is positioned beside a large jetted tub. A cozy seating area includes a recliner and a sofa, with floor-to-ceiling windows offering views of the waterfront.
Condo in Wisconsin Dells
4.84 out of 5 average rating, 110 reviews

Beachfront Condo Retreat at Delton Grand

Upgrade to our Noah's Ark package after booking! NO SMOKING This waterfront studio condo at Delton Grand is a perfect getaway spot for any couple. Our guests enjoy waterfront views and all of the amenities at Delton Grand, including indoor and outdoor (seasonal) pools, indoor hot tub, 2 beaches, fishing docks, gas grills, and fire pits. Being within walking distance to Del-Bar, Embers, and Summer House makes this property ideal for couples coming to enjoy the areas finest restaurants.

Top 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, 265 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, 62 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
4.98 out of 5 average rating, 202 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
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
4.94 out of 5 average rating, 16 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 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, 121 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
Condo in Wisconsin Dells
4.94 out of 5 average rating, 31 reviews

Family Staycation-Pool Beach Golf Pickle Ball

Upgrade to the Noah's Ark & Land Of NATURA Waterpark Packages after booking! See below for details. Immaculate 2-Bedroom 2-Bathroom condominium Optimally situated in Lighthouse Cove. This single-level, ground floor property offers comfort and style. Enrich your living experience being merely 40 feet away from a gorgeous outdoor pool, or simply take a quick stroll over to our indoor pool, situated 120 feet away. Beach lovers are less than 500 feet from sun-soaked paradise.

Superhost
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
4.88 out of 5 average rating, 229 reviews

Spacious Pine Cabin on Lake Delton

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 favourite
Cabin in Wisconsin Dells
5 out of 5 average rating, 6 reviews

Spacious Island Pointe Cabin in the Dells

Escape to this spacious 3 bedroom retreat that comfortably sleeps 8 to 10 guests. Perfect fort the whole family visiting Wisconsin Dells. The condo overlooks the pool and features a fully equipped kitchen with modern stainless steel appliances for easy meals and gatherings. Warm woodsy decor creates a cozy Northwoods atmosphere that makes you feel right at home. Relax after a day of adventure and enjoy the comfort, space, and scenic charm this getaway has to offer.

Guest favourite
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
4.85 out of 5 average rating, 515 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.

Guest favourite
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
4.88 out of 5 average rating, 48 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