Vacation rentals in Madison

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Top-rated vacation rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy cabin exterior is featured, showcasing log siding and a green metal roof. A deck with outdoor seating is accessible, providing a relaxing space surrounded by lush grass and trees. Sunlight enhances the welcoming atmosphere of the outdoor area.
Cabin in Clinton
4.97 out of 5 average rating, 38 reviews

Relaxing Retreat and Sportman's Paradise in One.

Two bedroom / one bath cabin on 100 ft of shoreline. Two twin beds, one king bed, and two pull out couches. Air conditioned, fireplace, and Wi-Fi. Parking with boat and RV hookups, private V-Dock dock with 8x8 sundeck and swimming ladder, firepit, free firewood, charcoal grill, and spacious yard for activities. Incredible fishing, a complimentary canoe, kayaks, and swimming with beautiful view and sunsets. Big Stone Lake on one side and wildlife/farm fields on the other...remote and comfortable.

Top guest favorite
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, 145 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 favorite
The exterior of the cabin is presented, showcasing a well-manicured landscape with a circular gravel path. Two large stones are positioned at the entrance, and the structure features large windows that allow for natural light, with trees visible in the background.
Cabin in Gary
5 out of 5 average rating, 28 reviews

Shady Beach Retreat at Lake Cochrane

Bring the whole family - we have TWO en suites and 2 bunk rooms. Cabin is clean and freshly remodeled. Waterfront and includes private dock. On a paved road for easy access. Walking distance from the local restaurant/bar. All bedrooms have smart tv's and the kitchen is fully stocked with appliances, utensils and dishes, crock pot and coffee maker. The kids will LOVE the treehouse. Includes yard games and lake floats. Hunters and fisherman welcome! *dogs allowed for a $200 fee. Max 2.

Superhost
A private patio is displayed, featuring two comfortable chairs and a small table. The area is surrounded by a white picket fence, with a grassy landscape extending in the background. Soft golden light is emitted from a nearby wall sconce, complementing the serene atmosphere.
Cabin in Gary
5 out of 5 average rating, 3 reviews

Betty Helen's Cabin

Nature Lover's Paradise near Gary, SD. Stay in our charming one bedroom cabin, nestled in a serene valley by a tranquil creek. Perfect for a peaceful getaway from a fast paced world. Many guests have called Betty Helen's Cottage, one of the most beautiful cabins and locations in the Dakotas. We have been renting this cabin for many years, but are new to Airbnb. Many couples have spent their honeymoon night here, and hundreds of guests have loved this special place over the years.

Top guest favorite
A spacious living area features a light-colored sectional sofa and armchair, complemented by a large area rug. Natural light enters through large windows, illuminating the room's blue accent wall and wood-paneled ceiling. A dining area with wooden chairs is visible in the background.
Cabin in Glenwood
4.91 out of 5 average rating, 101 reviews

Cabin with private beach access to Lake Minnewaska

Take a break and unwind at this peaceful cabin. It is steps away from a privately owned beach for you to sit back, enjoy the sunrise/sunset with a firepit. 5 minute walk away from the well-known Barsness park. Also, 5 minute walk away from Lake Minnewaska public boat landing and public beach. Or enjoy a nice walk to go downtown Glenwood to enjoy all the city has to offer!! Not handicap accessible **Property is an approved short term rental and licensed with the City of Glenwood**

Guest favorite
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, 42 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 favorite
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
5 out of 5 average rating, 11 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 favorite
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
4.95 out of 5 average rating, 110 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 favorite
A spacious living room is showcased, featuring a large sectional sofa in rich black leather. Natural wood paneling creates a warm ambiance, complemented by two standing lamps and framed artwork on the walls. Light enters from the window, illuminating the soft area rug beneath.
Cabin in Estelline
4.97 out of 5 average rating, 150 reviews

3-Bedroom House on Lake Poinsett

Escape to the lake! Come out and relax with family and friends! Year-round enjoyment - swimming, open water fishing, kayaking, ice fishing, snowmobiling and more! You will have private access to the lake with a dock. The dock is generally in the water May through Labor Day. Note: There are several stairs required to get down to the dock. Boat ramp and shared public beach nearby. Inquire about floating water mat if interested (additional cost).

Top guest favorite
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, 145 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 favorite
Farm stay in Estelline
4.89 out of 5 average rating, 138 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 favorite
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, 154 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.

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