Holiday houses in Cherryville

Cozy Cabin with fishing pond!

Escape to this charming loft-style log cabin featuring a full kitchen and bathroom, comfortably sleeping up to 5. Perfect for relaxing indoors or soaking up the outdoors. Guests can also enjoy a private fishing pond, offering a peaceful spot to unwind, cast a line, and enjoy the view. Spend your days floating at nearby resorts, exploring caves at Onondaga State Park, hiking in the beautiful Huzzah National Forest, or browsing antique shops and visiting the historic Route 66 - just minutes away!

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.

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.

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

Cozy Steelville Getaway!

Unwind at this cozy Steelville getaway after a day on the river. This charming house nestled on three acres is minutes from multiple river resorts (including Bass and Huzzah), shops, restaurants, hiking and parks. The house sleeps up to 7 people (1 queen, 1 full, 3 twin), and has a TV, wifi, full kitchen, washer & dryer, firepit area, multiple patios, and basketball hoop. It is a great choice for a family or a group of friends. The property has 3 outdoor cameras for additional security.

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.

The Den at Dittmer Hollow

Newly Updated** Enjoy the lovely setting of this romantic spot in nature, with a semi-primitive, modern cozy secluded treehouse in the woods! Explore 10 acres or wind down on the deck before relaxing in the *NEW* hot tub. The cabin inside has a very minimalistic design featuring on the first floor an electric fireplace, air conditioner, table, refrigerator, leather futon couch, kitchenette with a hand crank water pump sink, axe throwing and porta-potty bathroom.

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.

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 .

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 😉

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.

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!