Holiday houses in Madison

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Top-rated holiday rentals in Madison

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Guest favourite
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
4.93 out of 5 average rating, 109 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
An inviting open space is shown, featuring a comfortable seating area with a chaise lounge and a light-colored futon. Natural light floods in through large windows, illuminating polished concrete floors. A modern kitchen and dining area can be seen in the background, enhancing the homey feel.
Home in Sioux Falls
4.97 out of 5 average rating, 210 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.

Top 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, 105 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.

Guest favourite
Guest suite in Sioux Falls
4.98 out of 5 average rating, 229 reviews

Luxury Suite • Private Yard • Hot Tub • King Bed

Welcome to The Chic Suite — a fully private, luxury guest suite designed for rest, convenience, and quiet comfort. Featuring a plush king bed, rainfall tile shower, secluded fenced yard, and your own hot tub, this space is perfect for business travelers, quick overnight stays, and couples looking for a peaceful retreat in northwest Sioux Falls. Tucked behind the main home garage with its own entrance, walkway, and outdoor space — you’ll have complete privacy during your stay.

Top Guest favourite
The exterior of a remodeled house features grey siding with white trim and a welcoming brown front door. Steps lead up to the entrance, flanked by large windows on either side. A manicured lawn surrounds the home, enhancing the inviting curb appeal.
Home in Madison
5 out of 5 average rating, 21 reviews

Enjoy Our Newly Renovated Home: Summit Splendor

Welcome to Summit Splendor, a splendid place to stay while in Madison, SD! This newly remodeled 3+-bedroom, 2 ½ -bathroom house is nestled in a quiet neighborhood, less than 5 minutes from downtown and just a few blocks from Dakota State University, making it a great base while exploring the Madison area. Whether you’re here for a quick getaway or an extended stay, you’ll find comfort and convenience in this charming house. Choosing the best in Madison is only a click 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, 397 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, 377 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.

Top Guest favourite
A spacious kitchen features modern appliances and white cabinetry, complemented by a large island with seating for six. Natural light filters through the window blinds, creating a warm ambiance. A cozy seating area is visible in the corner, enhancing the room's inviting layout.
Home in Harrisburg
4.95 out of 5 average rating, 224 reviews

Some Brothers House with SIX private bedrooms!

Every day is special at our spacious country getaway! Host your family, friends, reunion, or retreat! A beautiful place to experience one night or an extended stay! Enjoy the outdoors, or spread out inside! Our rustic, industrialist home boasts of cornfields, fire pit, stars, and minutes to venues Meadow Barn and Canton Barn, local grocery, and 10 minutes to Sioux Falls or Canton! Be sure to check out the Venue for your special events! airbnb.com/h/estatevenue

Top Guest favourite
The exterior of a ranch-style home is showcased, featuring a well-maintained lawn with green grass and decorative landscaping. A wide driveway leads to a two-stall garage with multiple windows. The house is framed by trees and shrubbery, offering a welcoming presence.
Home in Sioux Falls
4.97 out of 5 average rating, 388 reviews

3 Bed/2 Bath Southside executive manor

Welcome to your peaceful Southside retreat! This 1,488 sq ft ranch offers comfort and convenience with 2 king bedrooms, 2 baths, and a business suite with twin bed and Wi-Fi. Enjoy a cozy living room with 65” TV, fenced yard, deck, and 2-stall garage. Dogs welcome (max 2; see rules under "Other Details to Note"). Sleeps 5 max — 5th guest +$50/night. Ideal for families, professionals, and travelers seeking quiet relaxation near Sioux Falls attractions.

Top Guest favourite
A stack of dark blue plates is arranged neatly next to a rustic ceramic mug. The mug features an embossed design, highlighting the name 'RETRAT AT THE RIVER.'. The arrangement is placed on a wooden surface, providing a warm contrast.
Loft in Flandreau
4.95 out of 5 average rating, 217 reviews

Bend In the River AirBnB

A little rest, a little Rock & Roll. Historic Downtown Flandreau is in undergoing a series of renovations and reinvestments in properties, we are proud to be among them! Downstairs we are expanding The Merc - our boutique Mercantile, Taproom, Liquor Store, Coffee Shop and Live Music venue. Upstairs you'll find our historic 2-bedroom loft retreat a simple, clean, spacious, and fun place to stay. We hope you'll find it restful and inspiring as well!

Top Guest favourite
A well-appointed bedroom features a spacious bed with a padded headboard, flanked by two bedside tables with lamps. A decorative bench sits at the foot of the bed, and a soft area rug covers the floor. The walls are painted in a calming gray hue.
Home in Sioux Falls
4.95 out of 5 average rating, 273 reviews

The Cozy Place

Welcome to our Cozy Place, close to everything in Sioux Falls. When you step into this basement apartment style unit, you can’t help but appreciate the fresh and updated look with a warm and inviting feel. This house is built as a triplex therefore is separated into 3 apartments that operate as Airbnb stays. This listing is for the newly remodeled basement unit / apartment, and you will have your privacy and enjoy the comforts it provides.

Guest favourite
Guest suite in Madison
5 out of 5 average rating, 34 reviews

715 N Egan Residence

Welcome to your cozy retreat in the heart of Madison! This private entry/exclusive 1-bed, 1-bath unit offers a comfortable and convenient stay across the street from DSU. Private entry with code lock access ensures smooth check-in. Perfect for visiting parents, professors, or students. Snacks, coffee, and drinks included! Whether you’re here for a weekend visit or a long stay, this Airbnb provides a peaceful home base for your adventures.

Popular amenities for Madison holiday rentals

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