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
Flat in Wisconsin Dells
5 out of 5 average rating, 7 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

Top guest favourite
Apartment in Wisconsin Dells
4.95 out of 5 average rating, 38 reviews

Dells Lakefront Luxe - A Waterfront Property

Upgrade to the Noah's Ark Waterpark Package after booking! See below for details. 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. A perfect place for a couples weekend, business travelers, girls trip, golfers or family gatherings. Lakefront Luxe provides the ideal blend of comfort, luxury and convenience for your stay.

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.

Superhost
Apartment 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 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.
Apartment in Wisconsin Dells
4.84 out of 5 average rating, 260 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, 58 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.
Apartment in Wisconsin Dells
4.97 out of 5 average rating, 196 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.
Apartment in Sauk County
4.93 out of 5 average rating, 14 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.
Apartment 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
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 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
Home in Portage
5 out of 5 average rating, 17 reviews

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

The perfect place to relax, play and explore. Three levels of luxury and drenched with natural light. Wolf/Sub Zero/Miele kitchen. Kohler fixtures and spacious tiled showers for self pampering. Restoration Hardware furniture & two 77” TV's 5 Deck Areas: sip coffee, sun bathe, read, yoga sessions * Pickleball * Clearlight Infrared 4 person Sauna * 9 Person Hot Tub * In-ground Pool 48' x 24' with Sun Deck * 13 acres * Nearby ski, golf, Wis. Dells, Madison

Guest favourite
A serene night view of the Wisconsin River is captured from a patio. The calm water reflects lights from nearby buildings and trees along the shore. A boat is moored nearby, enhancing the tranquil riverside ambiance.
Apartment in Wisconsin Dells
4.93 out of 5 average rating, 68 reviews

Upper Dells River Walk [1BR]

Wisconsin Dells offers plenty of year-round activities for you and your family. Sunset Cove is located only a few blocks from downtown. The River Walk is a safe, scenic walk to get you to all the Dells has to offer in shopping, dining, sporting events and attractions. Book this recently updated one bedroom condo for your next riverside vacation and soak up the beautiful views of the Wisconsin River.

Popular amenities for Columbia County rentals with a pool