Vacation rentals in Greenville

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Top-rated vacation rentals in Greenville

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Top guest favorite
A beautifully restored stone castle sits amidst a backdrop of autumn foliage. The structure features tall windows and a distinctive tower, with greenery surrounding the gently sloping lawn that leads to a set of stone steps.
Castle in Ironton
4.99 out of 5 average rating, 93 reviews

Historic Goulding Castle circa 1846

***Please do not send any messages asking about weddings or events*** Amazingly restored Castle built by TR Goulding in the 1800’s. This unique and majestic property sits on 9 acres of Shepherd Mountain and connects to over 600 acres of hiking and biking trails on Shepherd Mountain. Enjoy beautiful views and a forest setting while still being minutes from restaurants and town. The property boasts priceless statuary, a rebuilt grotto, beautiful interior and the most peaceful grounds to enjoy.

Superhost
A 20-foot yurt is situated among bare trees, surrounded by nature. A spacious wrap-around deck enhances outdoor living. The structure features a circular design with a clear dome top and a single door visible. Nearby, a separate area can be seen, possibly for cooking or relaxation.
Yurt in Fredericktown
4.87 out of 5 average rating, 126 reviews

St Francis River: The Blue Yurt and Hot Tub

Let your adventure begin inside the tranquil experience of this 20 ft yurt. Don't let the space fool you, the uniquely curved walls give ample space for a romantic getaway or a relaxing time with friends. The clear dome top provides a magical viewing experience from the queen size bed. The yurt is nestled in the heart of the Ozark Mountains. The expansive, romantically lighted, wrap-around deck provides a panoramic view of the St. Francis River where you can immerse yourself in the hot tub.

Top guest favorite
A lakeside view showcases calm waters reflecting morning light. The home’s exterior features gray siding and white shutters. A grassy lawn is observed, bordered by a large tree. The scene captures the peaceful surroundings, inviting guests to experience the tranquil setting.
Home in Fredericktown
4.94 out of 5 average rating, 166 reviews

The GooseNest • HOT TUB • Lake View

Enjoy a comfortable stay at this unique lakeside retreat. This home offers two bedrooms and one bathroom. Start your day with coffee and a view of the lake. You’ll stay a short drive from several surrounding conservation sites. Bring your fishing pole and kayak! End your day relaxing by the fire pit and watching the sunset on the lake. We now offer event rentals for elopements, small wedding receptions, and small family reunions up to 18 people for an additional fee (message for details).

Top guest favorite
Treehouse in Greenville
5 out of 5 average rating, 378 reviews

Treehouse Escape• Secluded•Hot Tub year around

"The Roost" is a modern treehouse 2 hrs south of St Louis near Wappapello Lake. Yes it has indoor plumbing & running water. Accommodates two adults, has a fully equipped kitchen, and breakfast items are provided for you to cook. Surrounded by thousands of acres of national forest. Observe wildlife sightings from the deck while soaking in the private hot tub, sleep comfortably in a queen size pillowtop Serta bed on a Motion Air base, and relax as you enjoy the ambience of the fireplace.

Top guest favorite
Treehouse in Perryville
4.95 out of 5 average rating, 206 reviews

Rustic reTREEt Treehouse Getaway

This treehouse features a gorgeous floor-to-ceiling stone indoor/outdoor fireplace, vaulted ceiling, and many large windows which provide natural light and beautiful views. The interior design fuses natural elements of wood and stone, with a more refined and polished urban country look. A partition wall creates intimate spaces w/in this large (950 sq.ft.) open floor plan. Highlights: king size bed, corner claw tub, rainfall shower, reading area, 65" TV, large deck,BBQ grill and WIFI.

Guest favorite
The scenic view captures the winding Black River surrounded by lush greenery, with sandy banks visible along the water's edge. The landscape is characterized by rolling hills under a partly cloudy sky, highlighting the natural beauty of the Ozark Mountains.
Cabin in Redford
4.94 out of 5 average rating, 137 reviews

The Cabin ❤️ at Black River View

Come experience total seclusion listening to the rapids of the Black River below 37 acres in the heart of the Ozark Mountains. If you like bonfires at night and having the place to yourself including plenty of side by side trails and a gun range to enjoy, you’ve found your place to get away. Overlooking the Black River and in site of the highest elevation point in Missouri this newly built in 2016 state of the art cabin has everything you need to entertain your family and friends.

Top guest favorite
Tiny home in Patterson
4.94 out of 5 average rating, 33 reviews

Rustic Tiny Home

Get away from it all when you stay under the stars. This sweet little accommodation is rustic on the inside and nestled in the Missouri Southeast close to the historic Sam A. Baker State Park. Two full hook up RV sites are on either side of the tiny home, allowing for camping of family or friends. Your host is close by in a home next door allowing us to quickly meet needs that may surface during your stay. The unit does have a washer/dryer as well. Note: RV rental is separate.

Guest favorite
A covered porch offers expansive views of rolling hills and a glistening pond. A swing chair is positioned to the side, inviting relaxation, while flower beds with vibrant blooms border the entrance. Sunlight illuminates the landscape, enhancing the natural beauty of the surroundings.
Cabin in Fredericktown
4.96 out of 5 average rating, 344 reviews

Cabin on the farm

The Space Rustic charm meets the serene beauty of the Ozarks in this magical setting overlooking our farm, offering a perfect retreat for rest or a base camp for your next adventure. Inside, you'll find a cozy living space decorated with modern farmhouse charm, complete with a warm electric fireplace. Relax in the comfortable king-size bedroom after a day of exploring. The cottage also includes a well-appointed bathroom and a functional kitchenette for your convenience.

Top guest favorite
Cabin in Williamsville
4.97 out of 5 average rating, 118 reviews

Cypress Bend cabin w/hot tub on Black River

Cozy new built cabin on a bend of the beautiful Black River. You’ll walk up the 14 stairs to a large screened in covered deck with hot tub and sitting area, and gas grill. The glass doors and windows allow you views of the river. The theme throughout is Indian-Aztec. Accommodates only two adults. If you’re looking for a peaceful/romantic get away this is the perfect place. Located approximately 2 hours south of St. Louis, and less than 15 minutes from Poplar Bluff, MO.

Guest favorite
The cabin exterior showcases a unique combination of stone and siding with a gently sloped roof. A small wooden deck leads to the front door, while a gravel driveway offers ample parking space. Surrounding trees provide a natural backdrop.
Cottage in Wappapello
4.92 out of 5 average rating, 62 reviews

Ridge Road Casita

Welcome to Ridge Road Casita near beautiful Wappapello Lake. Take time to unwind and enjoy the lake life and all it has to offer in our one bedroom, quaint and cozy cabin. Within minutes from Peoples Creek and Sundowner Marina. We have plenty of space to park a boat and vehicle. The Camp is approximately 8 miles away, if you’re in the area to catch a live band. There is a Dollar General close by and a variety of restaurants within the Wappapello area to enjoy!

Guest favorite
A cabin with a red metal roof is framed by lush greenery and a gravel driveway. The stone chimney adds texture to the facade, while potted plants line the entrance, creating an inviting approach.
Cabin in Wappapello
4.94 out of 5 average rating, 190 reviews

Crooked Paddle

Welcome to the Crooked Paddle at Wappapello, MO. This vacation getaway is located just minutes away from Peoples Creek and Sundowner Marina Boat Launches, if you desire fishing or watersports. If hunting is your desired use, this getaway is close to Duck Creek Conservation Area, Otter Slough Conservation Area, and Mingo National Wildlife Refuge Visitor Center. Whether you want a couples retreat, hunting lodge, or family getaway this cabin will meet your needs.

Superhost
Cabin in Patterson
4.73 out of 5 average rating, 11 reviews

Hideaway #1

Kick back and relax in this calm, stylish newly built cabin. We are located next door to Wally B's Seafood & Steakhouse restaurant & bar, we are 4.2 miles from Sam A Baker state park, 14 miles from Clearwater Lake, Dollar General within a mile for your connivence, Saint Francis River is within 5 miles, catch and release fishing on premises in designated area (children must be accompanied by an adult) firewood is available.Big parking lot if pulling trailer

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