Holiday rentals with a pool in Sauk County

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Top-rated rentals with a pool in Sauk County

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

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Top guest favourite
A well-maintained home exterior is surrounded by a lush garden, featuring a variety of plants and shrubs. The entrance is framed by a decorative archway, and a large tree provides shade. An inviting walkway leads up to the front door, enhancing the overall charm of the property.
Guest suite in Spring Green
4.92 out of 5 average rating, 177 reviews

Spring Green River Pines

Spend a few days in the beautiful countryside. A private entrance to the lower level of home (completely separate from our home) that includes a central room, 2 bedrooms with kitchenette, & 1 lg bath. WiFi >500 Mbps speed. Smart 60" TV, Bluetooth Airplay/stream compatible. Parking on sight. Great location 5 min from beautiful downtown Spring Green. Close to APT, Taliesin/Frank Lloyd Wrights Home/School, House on the Rock, WI River, Gov. Dodge State Park and 1/2 hr to Devils Lake State Park.

Guest favourite
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.
Apartment in Wisconsin Dells
4.88 out of 5 average rating, 349 reviews

The Docksider for Couples & Young Families

NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

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, 262 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
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, 199 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 .

Superhost
Apartment in Wisconsin Dells
4.78 out of 5 average rating, 46 reviews

Waterfront Boho Retreat

Perfect for families or for a couples retreat, this rental offers all the comforts of home in a tranquil and upscale setting. Take a dip in the outdoor pool or hot tub, play a game of tennis/Pickle-ball, or explore the surrounding area for endless entertainment options. With its modern amenities and prime location, this is the perfect accommodation for your next getaway. Don't miss out on the opportunity to stay in this beautiful place. Book now and make your dream vacation a reality!

Superhost
Flat in Wisconsin Dells
5 out of 5 average rating, 4 reviews

Bluegreen Odyssey Waterpark

This 2 Bedroom unit comes with 6 waterpark passes to Mt. Olympus Waterpark and Theme Park. Mt. Olympus Water & Theme Park®, the largest of its kind in the Dells. Mt. Olympus features both indoor and outdoor parks with over 37 waterslides, 9 go-kart tracks, 7 roller coasters, 10 kiddie rides, 3 lazy rivers, 2 wave pools, whirlpools and more! Enjoy a comfortable stay in a 2-bedroom villa with all the comforts of home, including full kitchens and baths, fireplaces, balconies and more!

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.

Superhost
A rustic wooden cabin is surrounded by a lush green landscape, featuring a front porch with a simple railing. The door displays a diamond-shaped window, and sunlight filters through the trees, enhancing the serene outdoor setting.
Cabin in Baraboo
5 out of 5 average rating, 3 reviews

Woodland Oasis Cabin 81

BRING LINENS,TOWELS AND PILLOWS.Some pots & Pans are included, no dishes or utensils. You will need to bring your personal toiletries as well. You will receive wristbands for amount of people on reservation. It gives them access to all amenities, pool, aqua park, mini golf. If extra people stay in the cabin wristbands are 10.00 for the extras. This charming, aged cabin is nestled amidst a verdant canopy, offering tranquility and seclusion.

Guest favourite
A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.
Apartment in Wisconsin Dells
4.91 out of 5 average rating, 122 reviews

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

Upgrade to the Noah's Ark & Land Of NATURA Waterpark Packages after booking! See below for details. Welcome to Dells Retreat, your ultimate vacation destination in the heart of Wisconsin Dells Nestled in the picturesque Tamarack Resort, our property offers a serene and scenic setting for your vacation. With endless amenities and attractions just minutes away from the downtown and Lake Delton. A perfect escape for travelers of all ages.

Superhost
A spacious outdoor area features a uniquely shaped heated pool surrounded by smooth rocks and lush landscaping. Tables and chairs are arranged nearby for relaxation. The building in the background showcases large windows and a colored roof, integrating well with the surrounding greenery.
Cottage in Wisconsin Dells
4.66 out of 5 average rating, 97 reviews

Christmas Mountain Village - 2BR Cottage 1

**Please note: the resort will charge you a $145 housekeeping fee when you check in. Christmas Mountain Village is a four season resort. The resort offers a wide variety of amenities, including snow skiing, snow boarding, snow tubing, 27-hole golf courses, one indoor and four seasonal outdoor swimming pools, FREE miniature golf, tennis courts, workout facilities, sauna, fishing (no fishing license required), and FREE paddleboat use.

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
4.87 out of 5 average rating, 46 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 Sauk County rentals with a pool