Holiday rentals in Lake Madison

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Top-rated holiday rentals in Lake Madison

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Guest favourite
A garden area features a decorative trellis adorned with soft lights, providing a warm glow in the evening. Lanterns are placed along the pathway, contributing to a serene atmosphere. The well-maintained grass and greenery create a welcoming outdoor space.
Home in Sioux Falls
4.92 out of 5 average rating, 12 reviews

Relaxing Retreat with Cozy Patio

Welcome to your perfect Sioux Falls getaway! This spacious home offers 2 fully equipped kitchen, ideal for family meals or entertaining. Relax in the stylish theater room for movie nights or cozy up by the fireplace upstairs. Outside, enjoy the patio with fireplace, outdoor grill, and plenty of space for gatherings. Perfect for family get-togethers or friends' hangouts, whether for work or fun. Enjoy all the comforts and amenities for a memorable stay. Book now and experience Sioux Falls! Enjoy

Guest favourite
Home in Madison
5 out of 5 average rating, 5 reviews

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

Top guest favourite
A single-story house with a modern design is situated in a grassy area. The exterior features windowed front panels and a covered porch adorned with two white chairs. Surrounding trees provide a natural backdrop, and the sky transitions from daylight to twilight.
Cabin in Alexandria
4.92 out of 5 average rating, 85 reviews

Beautiful Cozy Country Cabin

Kick back and relax in this calm, stylish space where you’ll feel right at home. The charming bedroom has a comfortable king sized bed and the living room has a queen size pull out couch. The kitchen is well stocked and has everything you’ll need. The bathroom has a walk in shower with toiletries. I put in a lot of effort to keep this space clean so that your stay is as comfortable as possible! Two miles from I 90. Lots of parking space. Cabin will be unlocked upon arrival.

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 Wentworth
4.93 out of 5 average rating, 111 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
The spacious great room features a cozy sectional couch arranged around a central coffee table. A stone fireplace serves as a focal point, with a television mounted above it. Large windows allow natural light to fill the room, highlighting the neutral color scheme.
Cabin in Wentworth
5 out of 5 average rating, 29 reviews

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.

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, 112 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.

Guest favourite
A wooden dock extends over the calm surface of Lake Madison, with two chairs positioned at the end. A single, fluffy cloud reflects in the water, complementing the serene blue sky and the tranquil surroundings.
Home in Wentworth
4.95 out of 5 average rating, 37 reviews

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)

Top guest favourite
Guest suite in Sioux Falls
4.98 out of 5 average rating, 248 reviews

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.

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, 403 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.

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, 226 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
Guest suite in Madison
4.98 out of 5 average rating, 48 reviews

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.

Guest favourite
A cabin with a spacious deck overlooks a green lawn and is surrounded by mature trees. A stone border delineates the garden area in the foreground. Several outdoor chairs are positioned on the deck, inviting relaxation in a natural setting.
Cabin in Brookings
5 out of 5 average rating, 16 reviews

Terry's Place Retreat - Lake Campbell Cabin

Relax on the deck facing Lake Campbell and take in a beautiful sunset - go fishing off the dock or stroll along the two acre property with cattails at the back of the property. Ideal for ice fishing in the winter and fishing, boating, kayaking, swimming and water sports in the summer. Walking distance from public beach and Kattails Resort (bar, restaurant, convenience store). 2 kayaks are available for use. Close to public boat access.

Popular amenities for Lake Madison holiday rentals

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  4. Lake County
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