Holiday rentals in Madison

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

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

Walk to the Lake 2 Bedroom. 2 Bath.

Relax with the whole family at this peaceful retreat. This 2 bedroom, 2 bath will be your home away from home. Fully stocked and ready for your stay! This peaceful home is located so close to so much...You cannot be bored. Unless you want to be! Grab a book and hit the hammock, or drop your boat into beautiful Lake Madison, just a half mile away. Whatever you may choose to do, we'll be ready for you! Please note: This home is not directly on the water. We are a 3 minute walk away.

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.

Lakeside getaway on Lake Madison

Escape to our serene lakeside retreat on Lake Madison! Enjoy fishing, boating, and relaxing by the water. Our cozy house offers 2 bedrooms (sleeps 5), a spacious living room, and a four seasons room with stunning views. Conveniently located near local attractions, it's the perfect getaway for unforgettable memories! SUMMER BOOKINGS include a detached garage with kitchenette, full bathroom, 3 additional beds (sleeps additional 4 people), a game table, and living space! (AC only)

Luxury Suite • Private Yard • Hot Tub • King Bed

Welcome to The Chic Suite — a fully private, luxury guest suite designed for rest, convenience, and quiet comfort. Featuring a plush king bed, rainfall tile shower, secluded fenced yard, and your own hot tub, this space is perfect for business travelers, quick overnight stays, and couples looking for a peaceful retreat in northwest Sioux Falls. Tucked behind the main home garage with its own entrance, walkway, and outdoor space — you’ll have complete privacy during your stay.

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.

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.

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!

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 a 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 space provides a peaceful home base for your adventures.

Salty Pirate Cabin on Lake Madison

Welcome to The Salty Pirate, a cozy year-round lakefront cabin on beautiful Lake Madison. Enjoy stunning water views, a fully equipped kitchen, washer and dryer, and comfortable furnishings. Relax on the private deck, grill on the patio, or gather around the fire pit in the spacious yard. Perfect for fishing trips, family getaways, or peaceful weekends on lake time.

Skeet’s Retreat: Lake Herman Madison, SD Sleeps 8

Relax at Skeet’s Retreat, a remodeled lakefront getaway on Lake Herman near Madison, SD. Sleeps 8 with beautiful lake views, spectacular sunsets, direct shoreline access, a fire pit, Blackstone grill, seasonal dock, and 300 feet of shoreline. Close to Lake Herman State Park, DSU, Lake Madison, local events, fishing, hunting, and Madison-area attractions.