Vacation rentals in Cherryville

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Top-rated vacation rentals in Cherryville

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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, 158 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.

Guest favorite
The cabin exterior is presented with a dark wood facade, featuring yellow shutters that contrast with the dark tones. A concrete path leads to the front door, surrounded by a natural landscape of trees and shrubs, creating a serene entrance.
Cabin in Rolla
4.87 out of 5 average rating, 199 reviews

Jaded Glamping

Quaint + cozy 2 bed/1 bath cabin, sitting on 40 acres, on Lane Springs Rd. Cabin has been completely updated & is perfect if you're wanting to camp with convenience. All of the furniture & bedding is new, making it as comfortable as it is cute! ML features one bed, with a loft & 2nd bedroom upstairs. You'll enjoy a kitchen & W/D..making it feel like home. There's a spacious back deck that walks off the DR, & leads to the fire-pit & trail. Looking for more adventure, head down to Lane Springs!

Superhost
A charming log cabin is set amidst lush trees, featuring a green metal roof and a welcoming porch. Stone pathways guide to an outdoor seating area with a picnic table, complemented by a fire pit surrounded by natural stones, creating an inviting outdoor environment.
Cabin in Lesterville Township
4.87 out of 5 average rating, 347 reviews

Black River Cozy Cabin

This quaint cozy cabin offers a retreat from life's hustle and bustle with breathtaking views and a serene environment. The Black River Cozy Cabin is perfect for family vacations or a romantic get-away. With a secluded lake out the back door and two fire pits for roasting marshmallows and hot dogs, there are plenty of outdoor activities without even leaving the property. Of course, there is always more to explore in the area as well; including the Black River, which is just a short hike away.

Guest favorite
Cabin in Salem
4.89 out of 5 average rating, 157 reviews

Unique Emerald Gabel Cabin

Crafting an Experience - Welcome to Emerald Gabel Cabin. Tucked away between the Rolla & Salem, MO area, the 12 acre woodland is a Ozark retreat awaiting the magical feel of a log cabin. Explore the region including Montauk State Park, Fugitive Beach & hidden small town gems for a day of exploring. Have a family outdoor movie night on the projector screen or sip your locally brewed coffee watching wildlife on the porch. At night, sit around the fire pit and listen to the sounds of the Ozark.

Superhost
The cabin's exterior is framed by trees, illuminated by soft, colorful lights outlining the porch. A metal roof and red siding provide a rustic look, while large windows and a welcoming door suggest a cozy interior.
Cabin in Bourbon
4.8 out of 5 average rating, 100 reviews

Cabin in the woods 3

2 bedroom cabin with queen size beds, full kitchen & bathroom, private hot tub & shared pool (pool is shared between 3 cabins). Price of $135 per night is based on up to 2 people; additional people ages 8 & older $25 extra per person per night. *Hot tub & Pool:we reserve the right to close the hot tub or pool for any mechanical issues that may occur and that is beyond our control. Any type of parties must be pre-approved. We now offer 5 mile float trips! **float trip is additional cost

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, 143 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.

Top guest favorite
An original-brick archway frames a wooden sliding door crafted from repurposed floor joists. To the right, a modern kitchen features wood cabinetry and stainless-steel appliances. A small dining table with wooden chairs sits in the center, accompanied by a decorative flower arrangement.
Apartment in Saint James
4.97 out of 5 average rating, 263 reviews

Journal Stay at The Old Opera House

Nestled in the heart of the Ozarks, this completely renovated 1900s property has been restored into a charming AirBNB stay. This property is perfect for business travel, couples, and small families. Guests will enjoy their stay at this quiet one bedroom apartment located in Historic St. James, adjacent to Route 66. This property is within walking distance to local favorites including Rich's Famous Burgers, Historic Johnnie’s Bar, and a short drive to Sybil’s for fine dining.

Guest favorite
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
4.81 out of 5 average rating, 164 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.

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, 183 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.

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
4.9 out of 5 average rating, 207 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
4.98 out of 5 average rating, 195 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 😉

Superhost
A spacious deck offers a scenic view of Sayersbrook lake, framed by tall trees. A swing chair provides a relaxing spot to enjoy the outdoors, while the warm tones of the wooden deck contrast with the greenery and water beyond.
Treehouse in Potosi
4.86 out of 5 average rating, 153 reviews

Tree House #3 "The Chateau" with private hot tub!

Relax in this amazing custom built Tree House right on Sayersbrook lake. You’ll have a private hot tub, fireplace, fully furnished kitchen, beautiful handmade furniture, huge deck, and yes, those views of the Sayersbrook lake! You wont feel cramped in this 2bedroom Treehouse, It is spacious and well suited for families with kids! The master has a luxury king bed and the guest room has a queen/twin bunk combo!

Popular amenities for Cherryville vacation rentals

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