Vacation rentals in Cherryville

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Top-rated vacation rentals in Cherryville

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

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Top guest favorite
A single-story home features a light grey exterior and a gabled roof. Two large windows allow natural light, and a small porch is flanked by flower planters. A well-maintained lawn with scattered shrubs and flowers surrounds the house.
Home in Cuba
4.94 out of 5 average rating, 198 reviews

Cozy Corners

Cozy Corners, built in 1945, offers approximately 900 sq. ft. You, my guests, are recipients of the wall verses that I put on the walls while I was living there, before I knew the house's future occupation. Due to my personal life style and choices, I do not provide TV, but I am now offering WiFi. Pets (pet fee applies) and children are welcome, but no additional supplies are provided at this time. A Ring doorbell monitors both outside doors. Come enjoy my favorite home town known as mural city.

Top guest favorite
A rustic home built of natural wood is framed by blooming pink trees and lush green grass. The structure features a spacious porch with seating, while large windows allow views into the inviting interior.
Farm stay in Steelville
4.99 out of 5 average rating, 167 reviews

Yeary Farms Milt's Place with Private Beach!

An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

Top guest favorite
A unique outdoor structure with an arched wooden door is surrounded by lush greenery. The landscape features manicured grass and stone walls, with decorative plants hanging near the entrance. Lawn games are set up nearby, providing recreational options in a tranquil natural setting.
Tiny home in Steelville
4.95 out of 5 average rating, 100 reviews

The Hobbit Hideaway

Have you ever wanted to live the simple laid back life of a Hobbit? Well,here is your chance. You will walk through the round wooden doors into the partial underground home,feeling more like a Hobbit with each passing moment. This beautiful tiny home is very private,sitting in the woods,while still having convenient access off Rte.8. Wether it's relaxing watching the deer,rabbits and squirrels play or rafting one of the nearby rivers with a local outfitter you will find this a great getaway.

Top guest favorite
A charming cabin exterior is framed by trees showing autumn leaves. A welcoming porch features wooden steps, outdoor seating, and decorative lighting. The cabin's natural wood siding and metal roof blend harmoniously with the surrounding landscape.
Cabin in Saint James
4.85 out of 5 average rating, 176 reviews

Hawks Ridge Cabin

Hawk Ridge is a stunning custom 1.5 story with 3 bedrooms and 2.5 baths, handicap accessible situated on 14 private acres. It is minutes from St. James, Meramec Springs State Park with trophy trout fishing, wineries, hiking and golfing. Canoeing, kayaking, rafting, zip-lining and horseback riding are only 10 short miles away. This location has something for every. 41 miles from Ft. Leonard Wood 17 miles from Fugitive Beach 17 miles from Steelville (floating) 3 miles from Maramec Springs Park

Top guest favorite
A circular yurt is situated on a green lawn, featuring a wooden wraparound deck and a shaded area with a blue canopy. A stone fire pit is visible next to a picnic table and two adirondack chairs. Lush trees are seen in the background.
Yurt in Salem
4.98 out of 5 average rating, 209 reviews

Entire private Glamping Yurt next to forest

Pet friendly glamping in 1 of 2 private yurts next to the Mark Twain National Forest, is the perfect place to escape! Relax to all the sounds of nature the Mark Twain National Forest has to offer. Take in the stunning 360° views & peaceful surroundings from the 30'X30' wraparound deck! Spend your days hiking, kayaking, & all the things the area has to offer & your evenings around the campfire, watching the sunset & star gazing. If you love camping & modern amenities, you will love this place.

Top guest favorite
A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.
Cabin in Leasburg
4.99 out of 5 average rating, 162 reviews

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

Guest favorite
The cabin's exterior features a rustic log design with a welcoming front porch. Two black chairs are positioned on either side of a small table. A wreath hangs on the door, accompanied by a decorative sign. Surrounding vegetation adds a natural setting.
Cabin in Cuba
4.99 out of 5 average rating, 70 reviews

Cabin at Besmer

GET AWAY FROM IT ALL! This Cabin was built in 2017. It is an open floor plan with Flat screen TV, a queen bed, sofa that has a fold out twin bed and a lounge chair that has a fold out single bed. There are also 2 cots if needed for additional guests! Awesome view of food plot with lots of wildlife. It has a fully equipped kitchen With everything you will need to cook Your meals before a day of fishing and the bathroom with it’s big walk in shower with dual shower heads

Superhost
The cabin exterior features natural stone walls and a blue metal roof. Surrounded by large trees, the cabin is set against a grassy backdrop. A gravel driveway leads to the entrance, enhancing the rustic charm of the property.
Cabin in Davisville
4.88 out of 5 average rating, 186 reviews

Peaceful cabin by the Huzzah and Mark Twain Forest

This Cabin is located 15 minutes out of town on a 300 acre cattle farm. If your looking to get away from everyday life and come to the country to relax you have found the perfect place. We are located 6 miles from two river resorts where you can swim or float the river. The amazing Mark Twain Forest is all around us if you enjoy hiking. Build a fire and enjoy your evening on the patio while escaping from your everyday life and enjoy a quiet peaceful retreat.

Top guest favorite
An inviting interior view displays a cozy sleeping area featuring a quilted bedspread. A wood cabinet and a TV are visible, alongside a small dining set. An air conditioning unit provides comfort, while a coffee maker is positioned on a nearby shelf.
Tiny home in Salem
4.91 out of 5 average rating, 220 reviews

Delightful 1 bedroom peaceful tiny house

You won’t forget the peaceful surroundings of this rustic destination. Your stay with us is sure to bring you back to simplicity of life while comfortably cozy and relaxed . While TV and WiFi are available , you will find yourself content with viewing the activities of the surroundings and serene atmosphere. Just minutes away you’ll find exciting selections of activities , excellent dining , and friendly small businesses with a wide selection of interest .

Top guest favorite
The cozy bedroom features a large bed with a checkered blanket and natural wood walls. A fan provides airflow, while a window allows soft light to enter. A dark wooden dresser stands nearby, contributing to the rustic charm of the space.
Cabin in Saint James
4.99 out of 5 average rating, 221 reviews

Cedar Cabin-Angler’s Catch

Cedar Cabin w/King Bed, Fully Stocked Kitchen, Washer/Dryer, Walk-In Shower, Ramp Access, 2 Decks, Fire Pit, Grill, Free Parking, and 1.3 miles from Beautiful Maramec Spring Park. A trout fisherman’s catch or a couple’s cozy getaway. Close to several Ozark attractions including Maramec Springs Park, Montauk State Park, Current River, Huzzah River, and more. The cabin also has a love seat twin sofa sleeper and is 5 miles from town. Hope to see you soon 😉

Guest favorite
An aerial view captures a secluded retreat nestled within a dense forest. Lush greenery surrounds a small clearing, where a cabin is partially visible, emphasizing the property's serene and natural setting in the Ozark hills.
Cabin in Steelville
4.97 out of 5 average rating, 30 reviews

20 Acre Cabin Near River - Sleeps 7

Escape to 20 private wooded acres, minutes from the river. Kelly’s Cottage offers a quiet hilltop setting with forest views. Perfect for float trips, you’re 1 mile from Garrison River Outfitters (they offer pickup). Downtown Steelville is 4 miles away. Sleeps up to 7: Queen bedroom downstairs Queen bedroom upstairs Futon (1) Bunk beds (2, best for smaller guests) Pet-friendly (2 pets under 60 lbs, $35 each). Children under 18 stay free.

Top guest favorite
Cabin in Steelville
5 out of 5 average rating, 5 reviews

Crooked Creek Cabin

Come visit our unique and tranquil getaway. Nestled on the bank of Crooked Creek, this cabin is a gem, cozy and comfortable. Sit on the front porch sipping coffee or your favorite beverage and listen to the water rush by. Take time to relax by the water and bbq, build a campfire or watch for wildlife. Plenty to see and do with just a short 10/20 minute drive. Floating, wineries, music and more. Don’t miss out on this opportunity!

Popular amenities for Cherryville vacation rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Crawford County
  5. Cherryville