Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Guest favourite
A spacious living area is highlighted by a large sectional couch and a matching ottoman. A flat-screen television is mounted on the wall, displaying an image of elephants. The open layout leads to a kitchen area, creating a seamless flow throughout the space.
Flat in Sioux Falls
4.85 out of 5 average rating, 189 reviews

The Elephant Suite

Welcome to this one-of-a-kind, majestic elephant themed stay! Newly remodeled, this apartment features a spacious floorplan and inviting atmosphere adorned with subtle elephant motifs. Enjoy lounging on the large sectional couch or a restful night's sleep on the comfy king-sized bed! Conveniently located blocks away from downtown, there are many local attractions, restaurants, and shops within a 5-minute drive. Offering the perfect blend of comfort and convenience for your next Sioux Falls Stay

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.
Flat in Sioux Falls
4.97 out of 5 average rating, 150 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 spacious bedroom features a large bed with a navy blue comforter and yellow throw pillows. Nightstands with lamps are placed on either side. A red area rug adds warmth to the wood-style flooring, while a blue accent wall complements the neutral tones.
Guest house in Sioux Falls
4.96 out of 5 average rating, 287 reviews

Downtown Cozy Basement Aparment with King Bed

Welcome to our freshly remodeled cozy basement apartment located near downtown Sioux Falls! Our primary goal is to offer you an impeccably clean, comfortable, and thoroughly enjoyable stay. This one-bedroom, one-bathroom basement apartment is the perfect place for couples or solo travelers looking to experience the charm of our city. We're walking distance to Downtown Sioux Falls, beautiful McKennan Park, and Sioux Falls Co-op Grocery Store. Located between Sanford and Avera Medical Centers.

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.
Flat in Sioux Falls
4.93 out of 5 average rating, 542 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.

Top guest favourite
A spacious living area is furnished with a light brown couch adorned with red accent pillows, complemented by a wooden coffee table. The room features a dark accent wall, framed pictures, and ample natural light from a nearby window, creating a comfortable setting.
Flat in Sioux Falls
4.94 out of 5 average rating, 152 reviews

Suite Spot

Central location close to Avera, Sanford & VA Hospitals, Augustana & Univ of Sioux Falls, Midco Aquatics & Hockey Complexes, straight shot down Phillips Ave to Downtown, restaurants & Pavilion, close to grocery store, fast food restaurants, coffee shops, bakery & drug store. Quiet & safe neighborhood, driveway parking, private side entrance down 12 steps to lower level apartment with full windows. Perfect for visiting nurses & medical professionals. Hosts Iive on main level. Shared laundry.

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, 105 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, 193 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.

Superhost
A modern kitchen area showcases sleek cabinets and quartz countertops. Stainless steel appliances, including a refrigerator and microwave, are displayed. The open layout leads to a cozy living space featuring large windows and comfortable seating, creating a light-filled and inviting ambiance.
Home in Sioux Falls
4.83 out of 5 average rating, 162 reviews

Blue Haven | 2 bed 1 bath | 5 mins to Sanford

New life is brought into this 100 year old place! Featuring niceties such as expansive 9 foot ceilings, an electric fireplace to cozy up with and quartz countertops in the kitchen. Outfitted for a comfortable stay, we include many amenities. 3 Roku (Smart) TVs with guest login Keurig coffee and K-Cups Creamer and sugar Paper Towels Washer and Dryer Ironing Board Towels, wash clothes, hand towels Dishwasher and detergent Ceiling fans (2) Queen beds (1) Full Pull-Out bed Mirrors

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, 361 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, 366 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 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, 661 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