Holiday houses in Madison

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Top-rated holiday rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Sioux Falls
4.96 out of 5 average rating, 280 reviews

Charming Cottage - by hospitals & universities

Enjoy a charming Cottage Christmas this year! Great location in a safe & quiet neighborhood by Augustana Univ & Sioux Falls Seminary & a short drive to Midco Aquatics Center, Univ of Sioux Falls, & Sanford & Avera Hospitals. Easy walk to Breadsmith, Bagel Boy, Caribou Coffee, Lewis Drug & HyVee Grocery. 2 bedrooms with comfy queen & standard beds. Large dining room. Deck with grille, patio set, fire pit & bistro lights. Nearby street parking. Dishwasher. Keurig coffeemaker. On-site free laundry.

Guest favourite
A cozy living room features a large leather sofa adorned with decorative pillows, complemented by a light wooden coffee table. Natural light fills the space through multiple windows, highlighting the textured area rug beneath. Decorative plants add a touch of greenery to the inviting atmosphere.
Guest suite in Sioux Falls
4.96 out of 5 average rating, 680 reviews

Casalona: Cozy Designer-Curated Central Retreat

Charming mid-century home in the heart of Sioux Falls, steps from Augustana and close to Sanford and downtown. Guests have private access to the front of the house, including two bedrooms, a spacious living room, and full bath. With natural light, cozy furnishings, and greenery, the space feels inviting. Styled with vintage, Moroccan, Japanese, and Scandinavian influences, this thoughtfully designed home offers a peaceful, inspiring place to stay for travelers seeking comfort, style, and home.

Guest favourite
Tiny home in Colton
4.73 out of 5 average rating, 134 reviews

The Historic Haunted Dairy Coach House (Sept/Oct)

During Sept/Oct we embrace local folklore and turn into the haunted dairy coach house ( enjoy our many creepy antiques) Centrally located in the sleepy town of Colton just minutes away from prime hunting and fishing and just a stones throw away from the biggest city in the state. The cabin sits on the same property as Tellberg's Gym LLC, which guests will also have access to. Forget some essentials for your trip? We are close to retailers. Need a bite to eat? There are several nearby places.

Top Guest favourite
Guest suite in Sioux Falls
4.93 out of 5 average rating, 121 reviews

Wildflower Suite w/ Full Kitchen close to Sanford

Arched windows, wrought iron railing & sandy colored stucco define this 1920's Spanish style 2-story bungalow where you have the entire main level. Hot water, cozy clean linens, & excellent WiFi are appreciated throughout this distinctive home on a peaceful side street. Close to Sanford USD Medical Center, USF & Augustana universities, FSD airport, golf course, Midco Aquatics, & Great Plains Zoo. Prime location near vibrant & expanding downtown with sculpture walk, breweries, & live music.

Superhost
The exterior of a rustic log cabin is presented, featuring a spacious deck with outdoor furniture. A manicured lawn extends in front, bordered by a line of smooth stones. Large windows reflect the surrounding greenery, while the driveway and garage are visible to the right.
Home in Madison
4.92 out of 5 average rating, 103 reviews

Black Bear Lodge Lake Madison

Rustic, cozy Log Cabin designed to accommodate larger families. Sleeps 15 No bachelor/bachelorette parties. House highlights: - Log Timber finishes - Gas Fireplace - Extra fridge/freezer space - Basement wet bar - Poker/Bumper pool table - Electric Fireplace - Garage Wet bar - Dart Board - Cornhole/Bean Bags - Tables w/ Benches and chairs - Concession bar to serve food and drinks to 1,000 square foot paver patio - Fire pit - Hot tub - Outdoor movie - Hammock - Swinging Chairs

Top Guest favourite
A spacious living area features polished cement flooring and features a wooden dining table with white chairs. A comfortable futon is positioned nearby with a soft blanket draped over it. Sliding barn doors add rustic charm, and a ceiling fan contributes to airflow.
Home in Sioux Falls
4.97 out of 5 average rating, 176 reviews

Secluded getaway, 10 min from SF

Get away from the busyness just outside of Sioux Falls. A full private apt in a new home in a country neighborhood. Parking spot and private walkway to a separate entrance on the lower level walkout. Relax with a split king adjustable bed and warm up with a steam shower for two. Full kitchen, Sitting area w/a futon bed, Carpet free, Polished cement with in-floor heat, Central Air & Ceiling Fans, Wooded backyard. Good Earth State Park 1/2 mile, Dntn Sioux Falls 10 miles, I-90 10miles.

Guest favourite
A shaded gazebo is featured with a circular fire pit at its center, surrounded by cushioned seating. The expansive deck offers a view of the lake, while the shoreline and water are visible in the background, providing a serene setting for relaxation.
Cabin in Wentworth
4.99 out of 5 average rating, 103 reviews

Intimate lake-side cabin with cozy outdoor space

Relax in this newly renovated, modern cabin. An easy 40 minutes from Sioux Falls, its truly lakeside location lets you wake up to the sound of crashing waves just outside your bedroom window. Enjoy a peaceful morning coffee on the deck, then explore the lake via kayak, and finish your day by coming up to a romantic fire under the gazebo. Perfect for a couple’s getaway. Convenience store and Hillside restaurant located within walking distance. Lakes Golf Course is 1.4 miles away.

Top Guest favourite
A private hot tub is surrounded by charming outdoor seating, with a ceiling fan above for comfort. Soft lighting illuminates the space, enhancing its inviting atmosphere. The entrance to an exterior patio is visible, providing easy access to the outdoors.
Home in Sioux Falls
4.97 out of 5 average rating, 393 reviews

Inspiration Ranch-HOT TUB/lower unit/SUPER CLEAN!!

PLEASE READ!! Welcome to Inspiration Ranch, located in a safe, new neighborhood with quick access to restaurants, shopping, and stores. This private lower unit has its own entrance via the garage stairs. Enjoy full access to the entire space featuring tall ceilings, large windows, and an open, inviting layout. You’ll feel right at home the moment you arrive—perfect for relaxing or exploring the area! Guests are always happy and comfortable here! ✨ PLEASE READ MY REVIEWS!

Guest favourite
The treehouse is elevated on a sturdy platform, surrounded by snow-covered landscape and trees. The structure features a wraparound deck with a metal railing and a sloped roof, allowing for unobstructed views of the environment. Morning light casts a soft glow over the scene.
Treehouse in Valley Springs
4.91 out of 5 average rating, 343 reviews

Lookout Loft Treehouse

Welcome to the Lookout Loft Treehouse! Find a retreat in this peaceful hilltop oasis just a short 20 min drive out of Sioux Falls, SD. Sleep in the clouds on your dreamy pillow top mattress, wake up to stunning 360 degree views overlooking the surrounding countryside. Enjoy a cup of coffee on the wraparound deck, a propane fire on the mid-level deck and a dip in the hot tub at ground-level. Space includes a kitchenette, bathroom, and sleeping quarters, with AC and heat.

Guest favourite
A comfortable living area is furnished with a patterned couch and a light-colored armchair. A wooden coffee table, styled as a trunk, is positioned in front of the couch. Two windows allow natural light to fill the space, and a television is placed on a round wooden stand.
Apartment in Sioux Falls
4.78 out of 5 average rating, 506 reviews

Terrace Park #3

The perfect place to stay for work or play (or a stopover through town)! Curl up in front of the fireplace on the full-sized couch and stream your favorite shows on the 48” LED TV (Netflix only, no cable) or take a break from relaxing and get some work done on the desk. Eat takeout on the high-top table in the kitchen or make your own meal with the full-sized kitchen. The place is fully stocked, from dishes and silverware, fresh towels and sheets, to soap and shampoo.

Superhost
The exterior of a barn-style building is presented, featuring a light grey facade with a metallic roof. Three large garage doors are visible, providing access to the lower level. A decorative quilt block hangs on the side, and a stone marker by the entrance displays 'Sunda Farm.'
Barn in Madison
4.89 out of 5 average rating, 109 reviews

Farm Barn Loft

Located in a farming community in Eastern South Dakota. Just a few minutes from Madison, stay in our barn loft. 1300 sq ft. space includes a private bedroom, bathroom, couch, bar area, and game table. You can also enjoy a game of ping pong, pool/snooker (adults only), and coin-operated pinballs. While on the farm you're welcome to see our animals. This is a working farm and you will get to experience the daily activities. Come see this unique setting.

Top Guest favourite
A cozy living area features a comfortable futon and a twin-sized bunk above, adorned with colorful patterned pillows. A television is mounted on a white media console, complemented by a decorative rug and vibrant curtains. Soft seating is provided by a beige armchair.
Guest suite in Brandon
4.97 out of 5 average rating, 655 reviews

Private Studio Apartment With Private Entrance

Private studio apartment with separate entrance 1/2 mile off I-90. NOTE: Busy street during business hours, but the apartment is quiet. Fast food, restaurants, grocery store nearby. Features Murphy queen bed, full futon with top bunk, kitchenette w/small sink, microwave, full fridge/freezer, Keurig, toaster, & induction stovetop. Separate bathroom, SMART TV, wifi, AC, heater, coffee and tea, as well as snacks. Towels, washcloths, and toiletries.

Popular amenities for Madison holiday rentals

  1. Airbnb
  2. United States
  3. South Dakota
  4. Lake County
  5. Madison