Holiday houses 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, 142 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.

Top Guest favourite
An open living space is observed, featuring a cozy seating area with a sofa and large wall-mounted television. A round wooden dining table with four chairs is positioned next to a well-equipped kitchen. Natural light filters through two windows, highlighting the rustic decor.
Guest suite in Astoria
5 out of 5 average rating, 55 reviews

Sokota Suite in the Country

Our suite is located on our peaceful farm.We are just a 10 minute drive to 2 lakes, Lake Cochrane, and Lake Hendricks and a 2 minute drive to Fish Lake. We have 5 different golf courses within a 20 minute drive and they are all open to the public ! We are located 30 miles, an easy country drive, to Brookings/SDSU.Our farm is on a paved highway and you can enjoy a quiet walk to a beautiful country church just 1/8 mile away. We have an unattached garage that you can have access to use for a fee,

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
4.95 out of 5 average rating, 37 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.

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, 79 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 Saint Leo
4.94 out of 5 average rating, 105 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
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, 99 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 paddle boat 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
4.89 out of 5 average rating, 140 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
4.89 out of 5 average rating, 135 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.

Top Guest favourite
A charming cottage is situated amidst lush green lawns. The front porch features two outdoor chairs and is surrounded by well-maintained flower beds. A walkway made of pavers leads to the entrance, with a decorative oval door framed by large windows.
Cottage in Ortonville
4.99 out of 5 average rating, 146 reviews

Entire residential home-Cozy Cottage

Adorable one bedroom cottage with an additional full-size sofa sleeper. Year-round rental house located on the inside of the peninsula. Because the Cozy Cottage is located on the inside of peninsula, there is no direct access to the lake; however, there is a public dock and lake access approximately two blocks away. Big Stone Lake has something for everyone.

Top Guest favourite
An open space features a spacious bed dressed in light bedding next to a cozy leather couch. A simple wooden coffee table sits on a decorative rug, while the two windows allow natural light into the room. A clothing rack and wall-mounted TV are also present.
Guesthouse in Dawson
4.98 out of 5 average rating, 94 reviews

The Loft

Come enjoy The Loft, a private space located above a detached garage with its own entrance. Appreciate the high end appliances and sunken shower big enough for two before falling into a cozy leather couch. This space provides a convenient location perfect for a solo traveler or a couple looking for a clean, comfortable, and stylish place to stay.

Guest favourite
A modern kitchen is equipped with stainless steel appliances, ample cabinetry, and a kitchen island with seating. Natural light fills the space through large windows, illuminating the polished wooden floors. Kitchenware is neatly arranged on the countertops, creating an inviting atmosphere for meal preparation.
Home in Marshall
4.94 out of 5 average rating, 133 reviews

Cozy Lodge - 4 bedroom, 2 bath, sleeps 11 guests

Are you looking to spend time around or near Marshall, MN? Whether you are in town for college games, family events, or just looking to get away, Mustang Lodge is a peaceful home away from home. This cozy 4 bedroom, 2 bathroom, full kitchen, with a fenced-in yard and furnished patio is perfect for you and your guests!

Top Guest favourite
A modern living area features a comfortable light-colored sofa with assorted decorative pillows. A wooden coffee table sits in front, while an open kitchen is visible in the background, showcasing stainless steel appliances and a curated countertop. Natural light fills the space from multiple windows.
Apartment in Marshall
5 out of 5 average rating, 27 reviews

2 Bedroom Apartment - Downtown

Enjoy easy access to everything the Marshall area has to offer! Conveniently located within a few blocks of multiple bars, restaurants, unique shops, and entertainment options. This place is comfy and very clean and is great for those traveling for work or visiting family.

Popular amenities for Madison holiday rentals