Holiday houses in Madison

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Top-rated holiday rentals in Madison

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Guest favourite
A studio apartment features a full-sized bed with a light blue comforter. A chair is situated beside the bed, and a small refrigerator is seen next to a television on a stand. Natural light enters through a window, highlighting the neutral-colored walls.
Apartment in Sioux Falls
4.91 out of 5 average rating, 127 reviews

Private Little Hideaway

Keep it simple at this peaceful and centrally-located hide-a-way. Be within walking distance from beautiful Downtown Sioux Falls and the Washington Pavillion, but far enough to get away from the hustle and bustle. Only 0.9 miles from Sanford Hospital, 2.0 miles from Avera Hospital, 1.7 miles from the Denny Sanford Premier/Convention Center, & 3.2 miles from the Regional Airport. The host offers transportation to & from the airport for a minimal fee, along with vehicle parking options while gone.

Top Guest favourite
A comfortable living area features a tufted gray sofa and a patterned ottoman. A lamp softly illuminates the space, complemented by a vibrant floral artwork on the wall. A cozy armchair and a Christmas tree add a touch of warmth, enhancing the welcoming ambiance.
Apartment in Sioux Falls
4.97 out of 5 average rating, 151 reviews

Cozy Flat - near hospitals & universities

Cozy, clean and chic apartment down a flight of stairs in lower level of triplex near Augustana University, University of Sioux Falls, North American Seminary, Sanford & Avera Hospitals, and Midco Aquatics Center. Centrally located close to downtown & an easy drive to Empire Mall & Great Plains Zoo. Electric fireplace. Access to deck with bistro lighting and fire pit in backyard. Clean and safe neighborhood. Same floor laundry access. WiFi and ChromeCast streaming. On street parking available.

Top Guest favourite
A well-maintained house features a gray exterior with a welcoming red front door. Colorful flower boxes adorn the windows, and a tidy garden path leads to a gated entrance. Lush greenery and blooming flowers create an inviting landscape around the home.
Apartment in Sioux Falls
4.93 out of 5 average rating, 544 reviews

McKennan Park Cottage/Patio fireplace and hot tub.

We offer you a beautiful garden cottage setting with a guest apartment (w/ private access) in the lower level of our home. Guests have private access to hot tub, fire place and backyard garden patio until 11 pm. Walking distance to downtown. Our home is a safe space for folks from all minority and marginalized groups. We welcome guests of all races, faiths, genders, and sexual orientations. ***Note that we only accept guests with good reviews/no red flags from previous AirBnB hosts.

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, 107 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
4.98 out of 5 average rating, 201 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 newly renovated cabin is framed by tall trees and lush green grass, showcasing a vibrant red roof. The exterior features large windows and double doors that provide a welcoming entrance. The landscape reflects a tranquil setting in a peaceful neighborhood.
Holiday home in Lake Preston
4.97 out of 5 average rating, 109 reviews

Peaceful and quiet small town cabin

Come and enjoy our freshly renovated cabin located in the peaceful little town of Lake Preston, SD. We are located right in the heart of pheasant country! Our cabin is a wonderful base for your fishing outings. Lake Whitewood - 3 miles away; Lake Thompson - 4 miles; L. Poinsett - 20 miles; L. Henry- 21 miles; Dry Lake #2 - 27 miles. We have plenty of room for your boat/camper. Laura Ingall's Wilder's home is 9 miles away. Enjoy a very peaceful spot with the amenities of a small town.

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
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, 395 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
4.9 out of 5 average rating, 368 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, 381 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, 216 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!

Guest favourite
A compact kitchen features light blue cabinetry and a white gas stove. A full refrigerator stands beside a small wooden table on wheels. The floor is covered with light-colored wooden planks, and a framed artwork hangs on the wall.
Tiny home in Sioux Falls
4.75 out of 5 average rating, 689 reviews

The Doll House

Your own little house. The perfect size for someone in town for business or a couple visiting for a few days. Furnished with all you would need if you plan to spend a full week or month in town.. Gas stove, full fridge, microwave, ect. Washer and dryer in the house. Queen bed, couch and love seat. Wireless internet and a smart TV for streaming, no cable. Located in the center of town (a few blocks from Augustana and USF, 1 mile to Sanford Hospital).

Popular amenities for Madison holiday rentals

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