Holiday houses in Madison

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Madison

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

%{current} / %{total}1 / 1
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, 212 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, 400 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!

Top 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, 379 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, 390 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
An outdoor seating area features a small patio with a table and two chairs, surrounded by planters of vibrant flowers. The entrance to the building is flanked by two large windows, providing natural light to the space. The grass offers a green backdrop.
Apartment in Sioux Falls
4.98 out of 5 average rating, 607 reviews

Private Home for your rest and leisure!

My place is close to the airport and right off of interstate I-90.. You’ll love my place because of the coziness, the location, and the family friendly neighborhood.. My place is good for couples, solo adventurers, families (with kids),I live in the country so my WIFI is a MIFI JET PACK .. so it’s not perfect so if you need to work or depend on wifi it may not be a good fit unless you have unlimited WIFI . and as of 2022 i am no longer allowing pets.

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, 218 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 spacious living room is showcased, featuring a large sectional sofa in rich black leather. Natural wood paneling creates a warm ambiance, complemented by two standing lamps and framed artwork on the walls. Light enters from the window, illuminating the soft area rug beneath.
Cabin in Estelline
4.97 out of 5 average rating, 144 reviews

3-Bedroom House on Lake Poinsett

Escape to the lake! Come out and relax with family and friends! Year-round enjoyment - swimming, open water fishing, kayaking, ice fishing, snowmobiling and more! You will have private access to the lake with a dock. The dock is generally in the water May through Labor Day. Note: There are several stairs required to get down to the dock. Boat ramp and shared public beach nearby. Inquire about floating water mat if interested (additional cost).

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!

Top Guest favourite
A spacious deck overlooks the serene lake, furnished with black seating arrangements and a patterned outdoor rug. Potted plants add a touch of greenery, while string lights hang overhead, creating a welcoming space for relaxation and gathering.
Home in Brookings
4.95 out of 5 average rating, 154 reviews

Lake Campbell Lake House

The perfect home for families and especially families with younger children. Child proof house making it easy on busy parents! We have four young children of our own so we understand the headache of vacation and staying in a non-kid friendly environment! No kids? That’s okay too! Come and live at the lake for the weekend! 5 bedroom home to accommodate all your needs! Only 10-15 miles from Brookings, SD!

Popular amenities for Madison holiday rentals

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