Holiday rentals with a pool in Sauk County

Find and book unique homes with a pool on Airbnb

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, 183 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
Flat in Wisconsin Dells
5 out of 5 average rating, 13 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
A cozy family room features a stone fireplace and a mounted TV. Comfortable seating includes a small dining table with chairs and a lounge chair. Soft carpeting covers the floor, and natural light enters through nearby windows, illuminating the inviting space.
Apartment in Wisconsin Dells
4.89 out of 5 average rating, 160 reviews

Grace-Jo @ Tamarack Highland 5

Upgrade to our Noah's Ark package after booking! This home is a beautiful one-bedroom at the Tamarack and Mirror Lake Resort. We offer plenty of amenities to keep guests of all ages busy. Conveniently located near all of the attractions the Dells are known for. The condo is attractive, clean and includes a well-equipped kitchen, comfortable beds, and smart TV's for the rainy days. This property is great for a couple or a family and is near the included pools and activities at the resort.

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

Cozy Cabin on Lake Delton in Wisconsin Dells

🌲 Tucked among tall pines and just a short walk to the lake, this cozy cabin is the perfect spot for a peaceful family getaway. Enjoy quiet mornings or evenings by the trees & outdoor pool and easy access to local attractions. 🌊 Lake Delton is great for swimming, boating, & fishing! 🏡 Inside, you’ll find a warm and inviting space designed with families in mind. 🎡When you’re ready for adventure, Wisconsin Dells’ famous waterparks, restaurants, and family activities are just minutes away.

Guest favourite
Flat in Avoca
4.88 out of 5 average rating, 17 reviews

Farm in the Driftless | Private + Family-Friendly

Welcome to our working farm in the hills of Wisconsin’s Driftless region. This is a simple, rustic, and beautiful space designed for guests who value quiet, nature, and an authentic farm experience over luxury or polish. While the apartment is comfortable and thoughtfully set up, it is not a high-end or luxury Airbnb. You will notice the rhythms of farm life here—animals, people, and the occasional noise. If that sounds appealing, we think you’ll feel right at home. Great for runners/cyclists.

Superhost
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
4.85 out of 5 average rating, 82 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.

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.
Apartment 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
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
4.98 out of 5 average rating, 203 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, 51 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
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, 230 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, 8 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.

Superhost
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
4.9 out of 5 average rating, 127 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.

Popular amenities for Sauk County rentals with a pool