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, 191 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.

Top guest favourite
Flat in Wisconsin Dells
5.0 out of 5 average rating, 18 reviews

Family-Friendly Lakefront Condo in WI 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
Cabin in Wisconsin Dells
5.0 out of 5 average rating, 10 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
4.85 out of 5 average rating, 27 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, 85 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
A quaint cabin features a weathered wood exterior and a welcoming porch with railing. Surrounded by lush green pine trees, the setting offers a natural and peaceful atmosphere. A picnic table and grill are positioned nearby for outdoor activities.
Cabin in Baraboo
4.72 out of 5 average rating, 32 reviews

Tranquil Trails Cabin 87

BRING LINENS, TOWEL and Pillows. 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. Outside has a picnic table, fire pit, and charcoal grill. This cabin has a small kitchenette, a 2 burner stove top (NO OVEN), a microwave, a sink, an apartment-sized fridge, a coffee maker( pods provided), a toaster, some pots, and pans. TV-DVD movies only.

Guest favourite
Cabin in Wisconsin Dells
4.96 out of 5 average rating, 47 reviews

Juniper Motel & Resort: King Cabin

Disconnect from technology and enjoy a simpler pace in our cozy king cabin. Featuring one comfortable king bed, these cabins are petite by today’s standards, retaining their original, compact footprint and rustic character. This cabin is designed for guests seeking a peaceful retreat and quality time away from screens and daily distractions. All guests have access to our outdoor, sauna, fitness studio, community spaces, and heated swimming pool. PLEASE NOTE: We have a strict no pets policy.

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, 213 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
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, 270 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.

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, 124 reviews

Lakefront Condo - Private Beach | Indoor 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.

Top guest favourite
A comfortable living area features a spacious sectional sofa and a glass coffee table atop a decorative rug. A large TV is mounted above a gas fireplace, while a sliding glass door allows natural light and offers views of the outdoor seating area.
Apartment in Wisconsin Dells
4.95 out of 5 average rating, 101 reviews

Harrison's Hideaway at Tamarack - Great Location!

Harrison's Hideaway is perfect for a family summer getaway or a winter escape with the ladies. Located at the beautiful Tamarack & Mirror Lake Resort, this condo is attractive, clean and includes a well-equipped kitchen, comfortable beds, and Roku TV's for the rainy days. The resort has both indoor and outdoor pools, indoor tennis and pickleball courts, a racquetball court, a fishing pond with peddle boats, horseshoe pits, an outdoor play gym, bicycles, a game room and more!

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, 133 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