Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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

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Guest favourite
A spacious brick home is set among trees, featuring a large wooden deck that wraps around its front. Expansive glass doors provide ample natural light, while the sloped roof adds a distinct architectural touch. The surrounding greenery enhances the home's tranquil outdoor environment.
Home in Big Stone City

Luxury Family 5BR Lakefront private boat launch

Welcome to your perfect lakefront escape! This 5-bedroom home features 300 ft of private shoreline, a personal boat launch, and a spacious deck ideal for entertaining. Relax on your private beach, take in stunning lake views, or enjoy water activities right from your doorstep. With plenty of space for family and friends, this serene retreat offers the ultimate blend of relaxation and outdoor fun. Whether boating, swimming, or soaking up sunsets, it's the perfect place for your next getaway! Duri

5.0 out of 5 average rating, 18 reviews
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

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.

4.98 out of 5 average rating, 164 reviews
Guest favourite
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

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!!

5.0 out of 5 average rating, 6 reviews
Guest favourite
A modern kitchen area features stainless steel appliances, including a stove, refrigerator, and dishwasher. A washer and dryer are situated near the entrance. Countertops provide ample workspace, while light wood flooring adds warmth. A rustic sliding door complements the contemporary design.
Home in Ortonville

The Mulberry House

Welcome to the Mulberry House created by Big Stone Development. Located off the south shore of Big Stone Lake and 2 blocks from downtown Ortonville and Artie's Bait Shop.This property is the ideal location for lake visitors. Ample parking for ice houses, boats, recreational vehicles etc. Three bedrooms: 4 Queen +1 Full bed; 1.5 baths. Newly renovated, all new furnishings, appliances, mattresses, and linens. Large stocked kitchen with utensils, dishes, cookware. High speed wireless internet.

4.92 out of 5 average rating, 62 reviews
Top 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

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.

4.96 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Madison

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.

5.0 out of 5 average rating, 23 reviews
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

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

4.94 out of 5 average rating, 121 reviews
Guest favourite
Home in Montevideo

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.

4.81 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in Ortonville

Big Stone Lake Family Cabin: Lakefront with dock!

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.

4.97 out of 5 average rating, 104 reviews
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

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.

4.91 out of 5 average rating, 161 reviews
Superhost
A charming two-story home is presented with a light brown exterior and white accents. The entrance features a white door with a light fixture overhead. Surrounding the house are trees and a grassy area, contributing to a peaceful outdoor setting.
Home in Ortonville

The Bluegill in Ortonville

Keep it simple at this peaceful and centrally-located place. Conveniently located on a large lot and blocks from main street. Close proximity to the grocery store, bar and grill, and the Ortonville boat ramp. This home offers 1 bedroom downstairs with a twin over full bunk bed and the loft upstairs offers comfortable sleeping with 2 twin beds. There is off the street parking and an outdoor outlet to charge your boat.

4.7 out of 5 average rating, 33 reviews
Top guest favourite
A charming turn-of-the-century house is showcased with a welcoming front porch and multiple windows. Lush greenery and flowering bushes frame the exterior, while a grassy area leads up to the home. The structure is set in a peaceful neighborhood, inviting relaxation.
Home in Madison

Century Inn

This has been a wonderful undertaking, preparing my rental house into an Airbnb. I saw lots of potential and need for guests to be able to have a clean, comfortable and super private, spacious living space for their stay while out and about on whatever they might be doing, whether it be visiting with family, out hunting, or on their road trip just exploring what Western Minnesota has to offer!

4.96 out of 5 average rating, 228 reviews

Popular amenities for Madison holiday rentals