Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Top guest favorite

A framed sign is displayed on a wall, indicating the entrance to the laundry room. The text reads 'Laundry Room' at the top, followed by instructions to 'Give a firm push to open - Thank you!' in a clear, legible font.

Apartment in Sioux Falls

4.97 out of 5 average rating, 135 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.

Guest favorite

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, 503 reviews

McKennan Park Cottage/Patio fireplace and hot tub.

We offer you a beautiful garden cottage setting with a guest apartment in lower level of our home. Guests will have private access to hot tub, fire place and backyard garden patio, with private entrance for guests. Walking distance to downtown Sioux Falls. 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 who have good reviews from previous AirBnB hosts.

Top guest favorite

An inviting corner of the studio features a wooden piano against a wall adorned with framed sheet music. A door with a decorative image leads outside, while a nearby window is dressed with patterned curtains. A round area rug adds texture to the hardwood floor.

Guest suite in Brandon

4.97 out of 5 average rating, 619 reviews

Private Studio Apartment With Private Entrance

Private studio apartment with separate entrance 1/2 mile off I-90. NOTE: DETOUR for I-90 EAST IS IN EFFECT. 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.

Guest favorite

A well-organized kitchen corner features a coffee maker and an assortment of coffee pods in a clear container. Several decorative mugs rest on a wooden shelf above, while a sign humorously states, 'coffee is the answer, I just don't remember the question.'

Home in Sioux Falls

4.84 out of 5 average rating, 353 reviews

Cozy Chalet without the Mountains

Have you ever heard the phrase, "Tiny, but Mighty"? That is this house! The bedroom is an open loft that can be found at the top of the spiral staircase on the 2nd floor. There is fast wifi, off street parking for 2 vehicles, a fireplace, desk and washer/dryer combo. We are centrally located near downtown shopping and nightlife, 7 minutes from the airport, 3 minutes to Sanford PREMIER Center, and under 10 minutes from both hospitals. The house has all you need...you may never want to leave!

Top guest favorite

The entrance showcases a welcoming porch illuminated at night. A mixture of comfortable seating and decorative elements, including an American flag and star accents, complements the stone facade. The pathway is lined with lush green plants and fresh mulch, enhancing the inviting atmosphere.

Home in Sioux Falls

4.97 out of 5 average rating, 381 reviews

Inspiration Ranch-HOT TUB/lower unit/SUPER CLEAN!!

PLEASE READ!! Inspiration Ranch is nestled in a safe, new neighborhood w/quick & easy access to restaurants, shopping malls, convenience & grocery stores. This is the LOWER UNIT with complete privacy!! Access via the garage stairs, where you'll feel right at home the moment you step inside. You have FULL access to the ENTIRE lower unit with an open concept feel thanks to the tall ceilings & large windows. With a warm, welcoming feeling, you won't want to leave! PLEASE READ MY REVIEWS

Superhost

A woman stands on a wooden walkway that extends over calm waters. The scene is framed by a covered structure, with reflections of trees and a colorful sky visible in the water. The serene atmosphere is enhanced by the surrounding nature.

Home in Hartford

4.89 out of 5 average rating, 126 reviews

Lakeside Getaway Just West of Sioux Falls

A hidden gem tucked into the inlet of Wall Lake, just 10 minutes west of Sioux Falls, SD! Not only a fishermen’s paradise, it’s also great for a calm kayak or paddle board ride, or venture straight out into the lake to enjoy a swim. At night enjoy roasting marshmallows by the fire and lounging in a hammock. The sunsets over the farmland will take your breath away. In the winter, enjoy your own private ice skating rink. The perfect getaway for a family and stocked with baby gear if needed.

Guest favorite

The treehouse features a distinct green metal roof and multiple windows for natural light. Surrounding wooden decks offer various viewing levels, providing a panoramic view of the snowy landscape. The structure is elevated on stilts, surrounded by trees, enhancing the sense of seclusion.

Treehouse in Valley Springs

4.9 out of 5 average rating, 295 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.

Superhost

A bar area features a natural wood countertop and high-backed black bar stools. A wall adorned with horizontal wooden planks highlights a flat-screen TV mounted above. Under-cabinet lighting provides illumination, creating a functional space for relaxation and socializing.

Barn in Madison

4.91 out of 5 average rating, 103 reviews

Farm Barn Loft

Located in a farming community in Eastern South Dakota. Just a few minutes from Madison, stay in our barn loft. 1300 sq ft. space includes a private bedroom, bathroom, couch, bar area, and game table. You can also enjoy a game of ping pong, pool/snooker (adults only), and coin-operated pinballs. While on the farm you're welcome to see our animals. This is a working farm and you will get to experience the daily activities. Come see this unique setting.

Guest favorite

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

4.94 out of 5 average rating, 196 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 favorite

The exterior of the cottage features a unique door with intricate design, framed by large windows. The outdoor seating area includes a bench and two wooden chairs. Lush greenery surrounds the property, contributing to a serene setting.

Cabin in Bridgewater

4.94 out of 5 average rating, 308 reviews

Bridgewater’s Cottage @ the Park

This is a private Cottage Cabin, adjacent to the City Park in Bridgewater. This Cottage has character with a vintage rustic feel while offering all the amenities of a modern day residence. The cottage has a kitchen with full size fridge and full bath with an oversized shower. It is set up as a studio living space with areas connected. Front window views are of a beautiful open lot with trees. This lot is available to guests for their use.

Guest favorite

An open-concept living space features a spacious dining area with wooden tables and chairs. Natural light fills the room, highlighting the warm wood tones and high ceilings. A staircase leads to the upper level, while a vintage cabinet adds character to the space.

Home in Volga

4.9 out of 5 average rating, 102 reviews

4 bedroom vineyard home near Brookings, SD

Enjoy a get-away in a vineyard home. Beautifully decorated inside and out! Walk through the grape vines, sample the grapes, taste the wine and relax! The spacious 4 bedroom home has plenty of room for large groups. Open concept and multiple levels allow for your guests to come together and enjoy meals and conversation. A huge 800 sq ft patio makes for amazing outdoor entertaining. Enjoy the sunset over the vines.

Guest favorite

A green storage bin contains a variety of children's toys, including stuffed animals, soft blocks, and a brightly colored learning phone. A storybook is visible, along with different plush toys, providing a playful assortment for young guests.

Tiny home in Colton

4.72 out of 5 average rating, 129 reviews

The Historic Dairy Coach House

Centrally located in the sleepy town of Colton just minutes away from prime hunting and fishing and just a stones throw away from the biggest city in the state. Our "Dairy Coach House" sits on the same property as Tellberg's Gym LLC, which guests will also have access to. Forget some essentials for your trip? We are close to retailers. Need a bite to eat? There are several nearby places.

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Popular amenities for Madison vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Madison

Guest favorite

A two-story gray house is visible, featuring symmetrical windows with black shutters and a welcoming front porch. Lush green grass surrounds the walkway, which leads to the entrance. Tall trees and manicured shrubs frame the property, contributing to a serene neighborhood setting.

Apartment in Sioux Falls

4.89 out of 5 average rating, 37 reviews

The Bird's Nest

JenniferRating, 5 stars2 weeks ago

Was great place for my husband to have peace and quiet after long classes for work travel.

Top guest favorite

An outdoor deck space is shown, featuring a seating area with blue chairs and a table. Adjacent to the deck, a charcoal grill is visible. A potted plant with pink flowers adds a touch of color to the setting, surrounded by a fenced backyard.

Home in Madison

5 out of 5 average rating, 11 reviews

Enjoy Our Newly Renovated Home: Summit Splendor

MegRating, 5 stars3 weeks ago

Jeanne and Mark were welcoming and responsive. The home appears to be recently redone and the craftsmanship and attention to detail were amazing. Our family felt right at home! Thanks for the impeccable hospitality, Jeanne!

Top guest favorite

A seating area features two black adirondack chairs positioned on a pebble-strewn shore, accompanied by two small round tables. Lush green grass provides a backdrop, and a house is visible in the distance, surrounded by trees.

Guest suite in Hendricks

4.98 out of 5 average rating, 47 reviews

Lakeview cabin in the country

NicoleRating, 5 stars2 weeks ago

This place was just what we were looking for. It was quiet, peaceful, clean and comfortable. The sitting areas outside looking at the look were comfortable and relaxing. The cabin was cozy and clean. The sheets on the bed were amazing!!! We will be back!! Emmit and Ann were great hosts! Thank you for the great weekend away!

Superhost

A calm lake view is presented from a dock leading into the clear water. Stone borders frame a grassy area, while steps descend to the dock. The surrounding trees reflect in the tranquil surface, creating a serene atmosphere.

Home in Chester

4.87 out of 5 average rating, 53 reviews

Lakeside Oasis on Brant Lake

McKenzieRating, 5 stars1 month ago

We had such a great stay at this cozy lakefront property! The huge kitchen table was perfect for board games and late-night laughs on rainy days, and the picture windows in the kitchen and living room gave us front-row seats to the most incredible sunrises. The house is stocked with everything you need, and the outdoor setup is just as amazing—seated paddle boards were such a fun surprise, and the huge fire pit overlooking the lake was the perfect spot to end each day. The dock was great for lounging and launching water toys… next time, we’re definitely bringing our fishing poles! Highly recommend for anyone looking for a peaceful spot with all the fun extras. We’re already talking about our next trip back!

Top guest favorite

A coffee maker is positioned on a wooden countertop, showcasing a sleek design in black and silver. A glass container for coffee pods is visible nearby, alongside electrical outlets on the wall.

Vacation home in Lake Preston

4.97 out of 5 average rating, 99 reviews

Peaceful and quiet small town cabin

MichaelRating, 5 stars3 weeks ago

Stayed here a few times now for a fishing trip. Quiet and peaceful. Always seems well kept.

Guest favorite

A hot tub is positioned on a spacious wooden deck, offering views of open fields. The exterior of the house is clad in dark siding, with multiple windows reflecting natural light. The well-maintained stone pathway leads to the gravel driveway.

Home in Baltic

4.91 out of 5 average rating, 58 reviews

Ranch House: 70 Acres, Horses, Hot tub, Sleeps 15

Barbara MRating, 5 stars6 days ago

The stay was wonderful. Lots of room to play inside and outside. It was really nice to watch the horses roam and the house was set up so everyone had privacy when they needed it. We had a couple of questions and we received immediate responses from the host! Definitely recommend it for a get away.

Top guest favorite

Home in Larchwood

5 out of 5 average rating, 50 reviews

A River House Near Sioux Falls

MrsRating, 5 stars2 weeks ago

My siblings and I take a trip every year, they really love fishing so I had to reserve a house on the lake. Fishing was great, some fish weighed 8 to 10 pounds; This was our biggest haul ever. We caught buffalo, carp, and of course, catfish. It was like heaven. The Home was beautiful, beds were comfortable, plenty of extra lien and everything was clean. The kitchen was a common area, we cooked every day, breakfast and dinner. The island sat 8 to 10 People marble countertops, with great lighting that led into the living room. The open space allowed everyone to be seen collectively. We ate dinner at the dining table nightly, the eight seats accommodated everyone. Bedrooms were spacious, three full bathrooms, television’s everywhere all 4K. Did I say it was absolutely amazing. We are glad we selected this home and would love to revisit. Our host Holly gave great recommendations, guided us, responded expeditiously, and was very professional. I will give this 10 stars if I could.

Guest favorite

Cabin in Sioux Falls

4.95 out of 5 average rating, 42 reviews

Copper Cabin Cedar Lodge-unique retreat sleeps 1-6

CyndaRating, 5 stars2 weeks ago

Enjoyed our stay. Weather was beautiful so we enjoyed the out side patio area the most drinking our coffee! Close to everything we wanted to do and see. Thank you for sharing your home!

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Vacation rentals in Madison

Top-rated vacation rentals in Madison

Vacation rentals for every style

Popular amenities for Madison vacation rentals

Other great vacation rentals in Madison

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