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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Superhost
Home in Madison
5 out of 5 average rating, 4 reviews

3+ night special | King Bed | Dog friendly + Fence

Welcome to The Dakota – your home away from home in Madison! 3+ Night Specials Just blocks from DSU, our cozy dog-friendly home is perfect for families, fans, and alumni visiting for football, soccer, volleyball and E-Sports. Enjoy a fenced yard, fully stocked kitchen, free laundry, and comfy beds: King in primary suite, Queen in 2nd bedroom, and 3 Twins in kid space. Walkable to DSU and local amenities, The Dakota blends comfort, convenience, and Bulldog pride! Easy One level Living Kin

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.

Guest favourite
An airy living area showcases large windows that offer sweeping views of Lake Herman. A sleek sofa is positioned to provide comfort, while a modern chandelier hangs from the high ceiling, enhancing the open atmosphere. A stone fireplace adds a cozy touch to the space.
Home in Madison
5 out of 5 average rating, 8 reviews

Skeet's Retreat: Sleeps 8! Lake Herman Madison SD

Escape to our newly remodeled Lake Herman vacation home near Madison, SD. Enjoy stunning views and endless activities with your own beach! Features: 2 Bedrooms | 2 Baths Main Floor: Queen-over-queen and twin-over-full bunk beds Loft: Queen bed with lake views Full kitchen with air fryer and coffee bar 300 ft of shoreline, patio, firepit, Blackstone grill, and seasonal boat dock Nearby: Dakota State University, Prairie Villiage, Lake Herman State Park, fishing, hiking, golfing, & more!

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.

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.

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
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.

Top Guest favourite
A spacious townhome exterior is highlighted, showcasing a two-stall garage with a well-maintained facade. Lush green grass surrounds the home, complemented by decorative plants along the pathway. The sky displays soft hues of pink and orange, indicating either dawn or dusk.
Townhouse in Sioux Falls
4.97 out of 5 average rating, 462 reviews

The Marybeth - 2Bdrm/2Bath Townhouse w/Garage

Spacious 2BR/2BA townhome on the west side of Sioux Falls! Enjoy a large picture window overlooking the pond, a remote-controlled patio awning, and an exterior shade for added privacy. Kitchen offers plenty of counter and cabinet space. Master bedroom features a King bed, in-floor-heated bath, and walk-in closet. Second bedroom has a Queen bed with a nicely sized bath. Includes a two-stall garage and fenced backyard!

Popular amenities for Madison holiday rentals

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