Vacation rentals in Cherryville

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Top-rated vacation rentals in Cherryville

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Guest favorite
A bright red tiny house is reflected in the calm water, surrounded by lush greenery. The property includes a private dock, equipped with a water slide and lounge chairs, enhancing the serene lakeside setting.
Tiny home in Rolla
4.95 out of 5 average rating, 573 reviews

Tiny Paradise on the Quarry

Come and enjoy the Tiny Paradise on the Quarry, as seen on HGTV's "Tiny Paradise" in 2017. House Beautiful Magazine's listed it as one of the TOP 50 Tiny Houses in the USA. Featured in People Magazine's HGTV special edition magazine. Missouri Life Magazine listed it as one of the top 9 gems in Missouri. Also featured as one of the four fall get-a-ways in 417 Magazine's. St. Louis Magazine listed it as the coolest Airbnb in their Aug/Sept 2019 issue. You are welcome to have more than two guest.

Guest favorite
A modern bathroom is shown, featuring a freestanding soaking tub illuminated by a pendant light. A spacious vanity with a marble countertop is visible, along with clean lines and minimalistic design elements. The door slides open to reveal additional space, contributing to a bright, airy atmosphere.
Farm stay in Rolla
4.9 out of 5 average rating, 81 reviews

Charming King&Queen Studio-Soaking Tub-Farm Views

Welcome toThe Blackberry Room at Prairie Base! Boasting panoramic views and all the comforts of home, this 1-bathroom studio vacation rental offers a quiet escape to a family cattle ranch between Rolla & St. James, Missouri just off I-44. You'll enjoy comforts like plush mattresses, soaking tub, kitchenette, & washer/dryer. Visit Missouri S&T, spend a day at Fugitive Beach, or sample local libations in St. James! After, enjoy the patio, relax by the fire pit, or cool off in the shared pool.

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, 168 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, 103 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 cabin exterior is framed by tall trees, featuring a welcoming porch with two red Adirondack chairs. A picnic table is visible nearby, and the ground is covered with gravel, creating a rustic setting. The cabin is built with warm wooden siding.
Cabin in Bourbon
4.91 out of 5 average rating, 92 reviews

Nostalgic Route 66 Cabin with River Access

Nostalgic Route 66 decorated 2-Queen bedrooms, 1 bath Cabin near Blue Springs Ranch on a private drive in a gated community. Right in the middle of Tall Oak Trees with a beautiful sunset from the porch. Unique 3 zoned heating and cooling controlled from each room. This is Cabin #2 of Rockwoods Ridge Cabins. Meramec River access for Rockwoods Ridge Cabins guests only by the New Heart of the Meramec River Cabin. We are also connected to Blue Springs Ranch, Blue Springs Creek and Onondaga Cave.

Top guest favorite
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
4.96 out of 5 average rating, 54 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.

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.

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, 187 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, 225 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, 224 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, 32 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.

Superhost
The exterior of a charming cottage is shown, featuring a red shingled roof and light-colored walls. The door is painted in a warm shade of red, framed by two inviting red chairs. Surrounding greenery enhances the peaceful setting.
Cottage in Steelville
4.7 out of 5 average rating, 23 reviews

Cheerful 1-Bedroom Cottage in the Ozarks

Take it easy at this unique and tranquil getaway. This Historical 1922 built cottage is the perfect couple's get-away! I sits above the Meramec River and makes for a perfect hike down to the river. This small and cozy hideaway is sister to the Clubhouse Villa and Boathouse which was built prior to the mother of all - Wildwood Springs Lodge; the Speakeasy of the Ozarks. There is so much history to discover right here in Steelville, MO.

Popular amenities for Cherryville vacation rentals

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