Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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Top guest favourite
A historic home with distinctive architectural features is showcased, featuring a broad wraparound porch and decorative gables. A fountain stands in the foreground amidst well-kept greenery, while tall trees provide shade around the property.
Guest suite in Marshall
4.99 out of 5 average rating, 150 reviews

Historic home, large private suite & hot tub

Enjoy the elegance of a timelessly beautiful era while staying in this National Register of Historic Places home. Also, the former hospital. This spacious 3rd level attic suite contains two large rooms (a bedroom and living space). The abundance of natural lighting, private porch, and private entrance (you will walk through host's kitchen) will make for a one-of-a-kind stay. The suite is located downtown within walking distance of great bars and restaurants. Note: There is a cat in the home.

Superhost
A single-story home is surrounded by trees and well-maintained grass. The entrance features a covered porch with seating, while a spacious driveway leads to an attached garage. Natural light filters through the foliage, casting soft shadows on the lawn.
Home in Milan
5.0 out of 5 average rating, 4 reviews

The Nordic Nest

Welcome to the Nordic Nest. A cozy abode nestled amongst the trees high on the hill in the quaint village of Milan. You are guaranteed peace & quiet here with an occasional relaxing hum of the train passing by. With 5+ acres you will have all the privacy you want & right down the hill is everything you need, including groceries & gas. The Nordic Nest offers comfort & simplicity aiming to enhance your pleasures of slowing down, enjoying fresh air & nature, & embracing good company. Velkommen!!

Guest favourite
The exterior of the home features a wooden deck leading to a door, framed by two windows on either side. A spacious lawn is surrounded by trees, providing shade, while a stone fire pit is visible on the grass.
Home in Ortonville
4.96 out of 5 average rating, 46 reviews

Little Mill Road House

Take it easy at this unique and tranquil getaway. You can jump on a bike or take a walk on the tarred path located right across the road that leads into the Big Stone Refuge. Ortonville has Big Stone Lake great for fishing and our area is also awesome for hunting. We do allow pets but if left by themselves in the house please kennel them. There is one bedroom with a queen size bed and a murphy bed and futon in the living room. Plenty of parking for boats, trailers, etc.

Superhost
A single-story home is viewed from the front, showcasing a welcoming entryway with a concrete path. A spacious yard is framed by trees, and a fenced area is visible beside the house. A garage stands in the background, adding to the property’s charm.
Home in Ortonville
4.77 out of 5 average rating, 13 reviews

SCL: Wild Turkey In Ortonville

Beautiful view and large backyard in a very quiet area make this home a great place to stay while visiting Ortonville/Big Stone Lake. The home gets it's name from the visiting groups of turkeys we often see in the backyard. This home offers 3 bedrooms and 1 bathroom and can comfortably accommodate 7 guests. There is off the street parking, outdoor outlets, and a fish and game cleaning area in the garage (We ask that you take your fish/game scraps with you for disposal).

Top guest favourite
Flat in Madison
5.0 out of 5 average rating, 12 reviews

Nordhaven

Welcome to Nordhaven — a Scandinavian-inspired retreat in the heart of western Minnesota. Designed with Nordic simplicity and Midwest warmth, this light-filled space offers cozy textures, natural wood tones, and peaceful comfort. Enjoy a fully equipped kitchen, comfortable bedrooms, spa-inspired bath, and strong WiFi. Whether you’re visiting family, working remotely, or seeking a quiet reset, Nordhaven is your calm place to land and recharge. A true hygge hideaway.

Guest favourite
A wooden deck is surrounded by lush green trees, providing a serene view of the water below. A single chair is positioned on the deck, which features light-colored siding and decorative bunting hanging along the railing, creating a welcoming outdoor space.
Cabin in Corona
4.95 out of 5 average rating, 87 reviews

Cozy 2 bedroom Cabin with beautiful lake views

Relax with the family at this peaceful cabin located right on the waters of Big Stone Lake. Access walking trails through Hartford State Park right from the cabin! Walking distance to 2 restaurants/bars. Enjoy all the activities of lake life in the summer with fire pit, patio and seating right on the water and docking for your boat and jet ski. Enjoy direct lake access for ice fishing in the winter months! High Speed Fiber Internet perfect for Remote Working.

Top guest favourite
A brown dog in an orange collar sits on a porch in front of a white door. Several colorful pheasants are arranged in front of the dog, showcasing shades of brown, green, and gold. The porch is made of wooden planks, enhancing the country setting.
Home in St. Leo
4.95 out of 5 average rating, 113 reviews

Dog friendly Leo Lodge Canby, MN Pheasant hunting

Smaller, older, 1 bedroom house being renovated for convenient country lodging. Room for 2 adults and possibly 2 kids. Experience country living in a quiet rural town with less than 100 residents. *** There is not a grocery store or gas station in town. The nearest full grocery, liquor, fast food, gas, etc. ~10mi away (Canby, MN) *** Perfect for: Pet friendly travelers Pheasant, duck & deer hunters Couples or solo travelers Small families Remote workers

Top guest favourite
Home in Montevideo
5.0 out of 5 average rating, 11 reviews

The 7th Street Charmer | Fully Remodeled

Stay in a fully remodeled story-and-a-half home in the heart of Montevideo, where classic charm meets modern comfort. Just over a mile from Walmart, 1/2 mile from downtown, and within walking distance of 4 local parks, this home offers both convenience and comfort. Perfect for work trips, family visits, or outdoor getaways, with Lac qui Parle Lake only 15 minutes away for fishing, hunting, boating, and enjoying everything western Minnesota has to offer.

Guest favourite
A campfire is set on the sandy beach, with flames flickering and casting warm light. The calm water reflects the colorful sky at sunset, with clouds gently fading into twilight. A sailboat is anchored in the distance, completing the serene lakeside scene.
Home in Ortonville
4.87 out of 5 average rating, 46 reviews

Family Cove Beach House

Stunning lakeside retreat with private beach access, boasting 4 bedrooms. Enjoy unparalleled views, a serene atmosphere, and convenient proximity to City Park. This home offers the perfect blend of nature and city living. Located on the North Side of the city of Ortonville you are steps away from Dowtown shop, bars, resturants and 1/2 mile from 18 hole golf course. all while enjopying the comfort of your own home on the Beautiful Big stone Lake.

Top guest favourite
The outdoor space features a well-maintained yard with a fire pit surrounded by four Adirondack chairs. A deck extends from the house, offering seating under a red umbrella. The home's exterior is composed of dark siding and large windows, allowing for natural light.
Cabin in Ortonville
4.97 out of 5 average rating, 100 reviews

Big Stone Lake Family Cabin: Lakefront

This adorable bungalow is situated on the shoreline of Big Stone Lake and captures amazing sunrises over the water. The open concept boasts beautiful lakefront views from the kitchen and living areas. Enjoy the comfort of the fireplace, dinner on the lakefront deck, a ride in the kayak’s or stoke up a bonfire as you listen to the waves on the shore and fish off the dock. Public boat ramp is directly next door for easy access to the lake.

Top guest favourite
A living area is showcased with a grand piano beside a cozy armchair. A fireplace with a stone surround is centered on a soft carpet featuring a decorative pattern. Large windows allow natural light to illuminate the space, complemented by a view of the outdoors.
Farm stay in Ortonville
4.9 out of 5 average rating, 151 reviews

Cozy prairie farmstead with indoor fireplace

Lovely farmhouse out on the Tallgrass Prairie, surrounded by prairie habitat and wetlands. Large kitchen, dining room, three bedrooms, pullout couch. Fireplace, firepit in the back, and known for the dark night sky and star gazing. Nearby bike trails and a water trail for kayaking / canoeing nearby. A known 'stepping stone' for migratory waterfowl across North America. Peaceful, quiet, wide open spaces and great kite flying.

Guest favourite
A cozy living area is present, featuring a spacious beige sofa with a decorative pillow, a comfortable armchair, and a wooden coffee table displaying magazines. A light-colored area rug covers the floor, while large windows allow natural light to fill the room.
Farm stay in Estelline
4.9 out of 5 average rating, 145 reviews

A Taste of Farm Living

A peaceful place in the country, yet only two miles from town. Twenty minutes from numerous lakes and many walk- in hunting areas. Not outdoorsy? Shopping and activities for the kids (Children's Museum, SDSU Ag Museum and Redlin Center) are close by in Watertown and Brookings. Or, hang out at the farm, watch the chickens peck in the grass, and roast marshmallows in fire pit.

Popular amenities for Madison holiday rentals