Holiday houses in Cherryville

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Top-rated holiday rentals in Cherryville

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

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Top Guest favourite

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

4.98 out of 5 average rating, 171 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.

ValueFamilyAmenities

Top Guest favourite

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, 111 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.

LocationFamilyGetting around

Guest favourite

A covered patio area is illuminated by soft twinkle lights, creating a welcoming ambiance for evening gatherings. Comfortable seating and a dining table provide space for relaxation and meals. The surrounding lawns and trees offer a tranquil rural setting.

Cabin in Steelville

4.95 out of 5 average rating, 140 reviews

Cabin with Private River Access and Hot Tub

🏡 Country Cabin Relaxed Farm Stay | Hot Tub, Open Space & Country Charm Country Cabin is a laid-back retreat set on a 300-acre century cattle farm in the Meramec River Valley, offering wide-open space, peaceful surroundings, and an authentic Ozark farm experience. Surrounded by pasture and woods, this cabin is perfect for guests who want to slow down, enjoy the outdoors, and experience life on a working farm—while still having easy access to Meramec River adventures through 4J Vacation Rentals

ValueLocationBarbecue

Guest favourite

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 St. James

4.84 out of 5 average rating, 179 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

ValueFamilyWalkability

Top Guest favourite

The cabin's exterior features warm wooden logs with a green roof, complemented by a covered porch. A charcoal grill is situated on the porch, with steps leading down to a grassy area. Surrounding landscapes include open fields and distant trees.

Cabin in Bourbon

4.93 out of 5 average rating, 507 reviews

Log Cabin at Meramec Farm

A warm, pine honeymoon cabin surrounded by pastoral Ozark countryside. The Meramec River flows through this seventh generation family farm. Cozy interior includes a kitchenette, dining area, and double bed on main level. All your cooking intensils are provided with coffee, tea, and paper products. DVDs and books available await you up the spiral staircase in the loft. Full bed on main level and two singles bed upstairs. Expansive view from your front porch of the highest bluffs on the Meramec.

ValueLocationLong stay

Guest favourite

A private yurt is situated on lush green grass, illuminated by warm string lights along the wraparound deck. The yurt features a central entrance, framed by a tranquil natural environment, with trees surrounding the space, creating a serene outdoor atmosphere.

Yurt in Salem

4.93 out of 5 average rating, 200 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.

LocationFamilyOutdoor spaces

Top Guest favourite

The exterior of a modern cabin is showcased, featuring a dark facade with a metal roof. A spacious front porch is lined with comfortable seating, while lush green grass surrounds the structure, enhancing the serene and natural setting among the trees.

Cabin in Houston

4.97 out of 5 average rating, 182 reviews

2 bedroom cabin nestled in the Shady pines

Take it easy at this unique and tranquil getaway. This newly built Cabin with a loft sits on 3 wooded acres overlooking a small stocked pond. Just minutes from Big Piney River, Mark Twain national Forest, and Ozark National scenic River ways! Nestled in the pines on the outskirts of town you will think you are hours from anyone! Sit around the fire pit by the pond and enjoy the sights and sounds of nature! Piney River Brewery is just minutes away with River access in almost every direction!

FamilyValueQuiet

Top Guest favourite

The charming exterior of the house is framed by lush greenery and features a covered porch with colorful chairs. Well-maintained landscaping includes stone accents and flower pots, enhancing the inviting entrance. A concrete pathway leads to the front door, providing a welcoming approach.

Home in Steelville

4.97 out of 5 average rating, 59 reviews

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.

LocationValueHospitality

Top Guest favourite

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, 166 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.

FamilyValueNearby

Guest favourite

The secluded treehouse is elevated among trees, featuring a wooden exterior with a pitched roof. A set of stairs leading to the entrance is visible. Surrounding foliage creates a natural and serene environment, while sunlight filters through the leaves.

Treehouse in Dittmer

4.83 out of 5 average rating, 186 reviews

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.

LocationFamilyBathroom

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

4.87 out of 5 average rating, 190 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.

ValueFamilyDecor

Guest favourite

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, 230 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 .

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