Vacation rentals in Milan

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Top-rated vacation rentals in Milan

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

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Top guest favorite
Cabin in Princeton
4.98 out of 5 average rating, 56 reviews

Blue Boar Inn

Escape to this charming 2-bed, 1-bathroom cabin in rural Missouri, ideal for hunters, families, or couples seeking tranquility. The cozy living area features an electric fireplace, while the fully-equipped kitchen invites home-cooked meals. Enjoy the private patio and countryside views, perfect for outdoor activities or starry nights by the fire pit. Nestled in a peaceful location, the cabin offers easy access to prime hunting grounds, making it the perfect home away from home for nature lovers.

Guest favorite
A living space featuring hardwood flooring and neutral-colored walls. A red door and large windows provide natural light. Seating is offered by a couch and armchair, while a dining table with black chairs stands nearby. A television unit is positioned against one wall.
Home in Kirksville
4.93 out of 5 average rating, 214 reviews

Silver Maple Guesthouse

This beautifully renovated house has modern conveniences and historic charm. Located on a quiet side street in central Kirksville, it is within walking distance of a grocery store, drugstore, playground, and Truman University. Two bedrooms each have their own private bathroom. Modern kitchen has island seating, and is fully equipped for cooking and entertaining. WIFI, Roku, and washer/dryer available. Smart locks and safe off-street parking plus toys, books, and games for the whole family.

Top guest favorite
Cabin in Novinger
4.98 out of 5 average rating, 111 reviews

Little Cabin in the Woods

Come check out this tranquil getaway located within 10-15 miles of Kirksville, 1000 Hillls State Park, Truman State/ATSU, and hundreds of acres of public hunting/conservation land. This little cabin is a one bedroom, one bath tiny home that is located off the beaten path and is tucked away in the woods. The space comfortably sleeps four people (with ability to sleep 6 with a pull-out couch). Enjoy the relaxing sounds of nature by sitting around the fire pit or relaxing in the hammock.

Guest favorite
A charming guest house features a welcoming porch and a landscaped yard with vibrant flower beds. Tall grasses surround the property, and a large tree provides shade in front. The building’s metal roof and large windows accommodate natural light, enhancing the peaceful country setting.
Guesthouse in Kirksville
4.92 out of 5 average rating, 93 reviews

Evergreen Cabin in Country Setting!

Take a break and unwind at this peaceful oasis. This is a guest house on our little farm in the country. Our house is right next door but we will give you all the privacy you want. Your stay will include homemade baked goods made by our family, Cold breakfast foods such as cereal and fruit will be available. There is a beautiful pine grove with a picnic area and a fire pit for your use. There is also a massage chair by the electric fireplace where you can relax those aching muscles.

Guest favorite
A wooden mantel with a built-in electric fireplace is positioned beneath a large flat-screen television. Rustic decor items are displayed on top of the mantel, and a pair of winter gear items hangs nearby, suggesting a warm and inviting living space.
Guesthouse in Greencastle
5 out of 5 average rating, 7 reviews

Zeke’s Retreat

Zeke’s Retreat offers the perfect blend of rustic comfort and hunter-friendly convenience. Whether you're tracking whitetail, turkey, or just looking to unwind in the great outdoors, this 3-bedroom, 1-bath retreat is your go-to basecamp. What sets us apart? A fully operating taxidermy shop right on-site, so you can start the process of preserving your trophy without ever leaving the property. Highlights: 3 bedrooms 1 full bathroom Kitchen Wi-Fi On-site taxidermy shop

Top guest favorite
A cozy living space features a dark leather sofa and a textured armchair, complemented by a small glass coffee table. Wall art adorns the light-colored walls, while a ceiling fan circulates air. A balanced arrangement of natural light streams through a window with patterned curtains.
Townhouse in Kirksville
4.97 out of 5 average rating, 114 reviews

The ideal location for your Kirksville stay!

Welcome to Happy Nomad—an easy, clean, and comfortable stay in South KV. You can walk to TSU. or be anywhere in town in mere minutes. Clean, cozy, and designed for a no-stress stay, the condo’s got 3 queen beds, two full baths, up & downstairs living spaces, on site laundry, off street parking, lovely outdoor space with private fenced back yard, seating, BBQ grill/available seasonally. Dogs are considered on individual basis! $100 non refundable pet deposit

Guest favorite
A comfortable seating area features two brown recliners and a matching couch, arranged around a coffee table. A colorful area rug adds warmth to the space. Nearby, a doorway leads to an open kitchen, visible through a neutral wall backdrop.
Cabin in Greentop
4.89 out of 5 average rating, 106 reviews

Hungry Hollow Happiness Home

Relax with the whole family at this peaceful place to stay. Rejuvenate, canoe, kayak, fish, boat and enjoy the wildlife. Newly updated, nicely decorated cabin walking distance to Hazel Creek Lake. 530-acre lake is less than 7 miles from stores and restaurants and popular with anglers and waterfowl hunters. Fishing includes muskie, crappie, bass, channel catfish, blue catfish, and carp. Deer and turkey are plentiful for viewing.

Top guest favorite
Cottage in Chillicothe
4.95 out of 5 average rating, 142 reviews

Meneely guest house/couples getaway

Reconnect and unwind at this eclectic mid-century retreat designed for couples. Relax in the private courtyard featuring a fire pit, BBQ grill, hammock, and outdoor dining area, or enjoy morning coffee and sunset views from the spacious deck. Sleep soundly in the ultra-comfortable bed, then explore Chillicothe—the Home of Sliced Bread—where historic downtown buildings showcase beautiful murals celebrating the town's rich heritage.

Top guest favorite
The charming exterior of the tiny home is showcased, featuring a white wooden façade and a sloped roof. A small porch steps lead to the front door, with a single white rocking chair positioned nearby. Lush green grass surrounds the home, providing an inviting outdoor space.
Tiny home in Kingston
4.94 out of 5 average rating, 172 reviews

Quilters Getaway

This dreamy tiny home is the perfect getaway. Located just 8 miles from the Quilt Town of Hamilton. Featuring a twin size daybed/sofa on the main level and a full size bed in the loft. Kitchenette with microwave, coffee pot and refrigerator. TV with DVD player (and movies to pick from) and a nice selection of books. Located on a 1/2 acre lot with a park across the street and library a block away.

Top guest favorite
Home in Milan
5 out of 5 average rating, 19 reviews

The Page Street Retreat | Quiet 3BR Home in Milan

This cozy short-term rental is positioned on a quiet dead-end street in Milan, Missouri. It is conveniently located within walking distance of the Sullivan County Memorial Hospital, 1 mile from Smithfield Foods, 2 miles from locust creek conservation area, and a short five minute drive from the Roy Blunt Lake Project. The house has fast fiber internet, and three brand new comfortable queen beds.

Top guest favorite
A welcoming sleeping area is structured with a spacious bed in the center, flanked by two sturdy bunk beds. Soft curtains frame the window, allowing natural light to fill the room. A simple rug lies on the floor, adding warmth to the modern wood-paneled interior.
Cabin in Trenton
5 out of 5 average rating, 25 reviews

The Cabin at the Orchard

Take it easy at this unique and tranquil getaway. Unplug and unwind in the heart of a peaceful, 1,200-tree working apple and peach orchard. Whether you're sipping coffee on the porch, wandering through rows of fruit trees, or just soaking up the quiet on the beach, this serene escape offers the perfect spot to slow down and recharge.

Guest favorite
The living room features comfortable seating with a plush sectional and a recliner, complementing the natural wooden walls. A television sits on a low console, and large windows bring in soft natural light. Houseplants add a touch of greenery to the inviting space.
Cabin in Novinger
4.92 out of 5 average rating, 12 reviews

Serene 4-bedroom cabin in rural Missouri

Escape to our spacious and secluded cabin nestled in the heart of rural Missouri. Perfect for a peaceful getaway, our private retreat offers the ultimate blend of comfort and natural beauty. Located far from the hustle and bustle, you’ll find tranquility surrounded by lush forests and rolling hills.

Popular amenities for Milan vacation rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Sullivan County
  5. Milan