Holiday rentals in Highlandville

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Top-rated holiday rentals in Highlandville

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Top guest favourite
The exterior of a historic brick building is showcased, featuring a steeply pitched roof and a tall spire. Stained glass windows are visible, adding an ornate touch to the architecture. A wooden door is situated at the front, framed by decorative elements.
Place to stay in Ozark
4.97 out of 5 average rating, 192 reviews

Historic Morgue and Paranormal Investigation!

Welcome to the Historic Morgue! An eerie ambience greets you upon arrival..the history runs deep for this building. This antique, nationally recognized, historic building offers antique decor with a modern twist! Morgue decor throughout, rightly so..paying homage to its dark history. This is a loft setting offering a king bed, full size bed, twin and an antique settee(possibly suited for a small child). A large kitchen with small breakfast seating as well as a large table! And that bathroom!

Superhost
The cabin's exterior showcases a rustic design surrounded by trees, highlighting the expansive porch supported by wooden posts. Soft lighting illuminates the structure, inviting relaxation amidst the natural landscape. A stone path leads up to the cabin, blending harmoniously with the forest floor covered in leaves.
Cabin in Crane
4.84 out of 5 average rating, 412 reviews

Ivory Gabel Cabin - Top Midwest Stays

Crafting an Experience - Welcome to Ivory Gabel Cabin. Tucked between the Springfield & Branson area, this unique designed woodland cabin is a getaway awaiting. Explore nearby hiking & walking distance to Hootentown Canoe Rental. A cabin highlight is the large panoramic porch view, perfect for relaxing & sipping your morning coffee. At night, enjoy the outdoor movie theatre experience around the fire listening to the Ozarks wildlife. Lavender Falls open! *TRIP 101 AWARDED BEST SECLUDED CABIN

Top guest favourite
The exterior of the green house displays a modern design with a metal roof and large windows. A covered porch extends from the front, featuring railings and outdoor seating. Lush greenery surrounds the structure, enhancing the natural setting.
Holiday home in Highlandville
4.99 out of 5 average rating, 138 reviews

Two Rivers Guest House (no cleaning fee)

Please read thoroughly: Bike to Two Rivers Mountain Bike Park for a morning ride or relax in a comfortable space after a late evening at Greenhouse Two Rivers. Our place is perfectly situated between the two! This newly constructed private retreat space is conveniently located between between Springfield and Branson. Enjoy relaxing on the spacious deck overlooking the woods, book a blacksmithing or enameling class with us, or use our place as a base while you explore Springfield or Branson.

Guest favourite
Two rustic wooden chairs are positioned on a deck, offering a view of a serene pond surrounded by trees. The landscape features soft grass and bare branches, creating a peaceful setting reflective of the natural surroundings.
Farm stay in Fordland
4.93 out of 5 average rating, 231 reviews

Rustic home w/hot tub on peaceful goat farm

Come enjoy a peaceful stay in our unique country home, located on our goat cheese dairy in the Missouri Ozarks. Visit with the goats, soak in the hot tub, walk down by the creek, sip your coffee on the gazebo by the pond or the deck, stream a movie on WIFI, get some work done in a calm environment, do it all, or just get a good night's sleep! Our 45 acre farm is only 3 miles from Fordland and 25 miles from Springfield, MO. There are many hiking trails, creeks, rivers and lakes in the area.

Guest favourite
A modern container unit is set within a lush outdoor space, surrounded by trees. The covered patio features a stone seating area with a table and chairs, complemented by a wooden deck. Large glass doors offer a view into the interior, inviting natural light.
Tiny home in Springfield
4.89 out of 5 average rating, 174 reviews

Modern Glamping Container Close To Springfield

Create a new fun getaway experience in the air conditioned modern converted container on 3 private acres just minutes from food, shopping, and the Wilson’s Creek civil war battlefield. Enjoy the sunset views from the covered porch or curl up next to a fire under a blanket while you taste our gourmet s’mores options. The Greenway trail is an easy walk or rent our bikes for a fun ride on the Ozark trail. The unit has a private bath house with a shower and compost toilet. King bed.

Top guest favourite
The exterior of the cottage presents a clean facade with a central door, flanked by a red bench and two chairs. A paved driveway leads to the entrance, with a grassy area in front. A pergola is visible in the background, providing outdoor shelter.
Guest house in Ash Grove
4.95 out of 5 average rating, 136 reviews

Ash Grove home with a Zen feel

We are located in a quiet neighborhood only 15 minutes from Springfield international airport, 20 minutes from Stockton Lake for fishing boating and recreational beaches also 30 minutes from world-renowned Bass Pro Shops. You can get to Branson Missouri in 45-65 minutes take in the show or cruise Branson Belle or visit Silver Dollar City. then come back to your quaint cottage and relax and rest for the rest of the evening. You can see Nathan boone cabin and explore local history

Top guest favourite
A wooden yurt features a unique, geometric design with a circular shape and diamond-patterned windows. The exterior is crafted from natural wood, complemented by a chimney structure. Surrounding greenery adds to the serene forest setting, providing a peaceful and secluded atmosphere.
Yurt in Galena
4.92 out of 5 average rating, 262 reviews

Forest Garden Yurts

Glamping at its finest! Forest Garden Yurts are wooden yurts designed and built by Bill Coperthwaite in the 1970s for Tom Hess and Lory Brown as home and pottery studio. Tucked away in 4 acres of Ozark forest, the yurts are simple in nature yet abound with artistic details. The home yurt has a kitchen, bedroom, and a nook living room. The bathroom yurt is separate but has a covered walk. Unconventional and unique, with hobbit hole doors and low clearances in places.

Top guest favourite
A serene sunset view is captured behind a large tree, with vibrant colors illuminating the sky. A weathered barn is positioned to the right, creating a rustic backdrop against the expansive rural landscape.
Home in Ozark
4.99 out of 5 average rating, 161 reviews

The Farmhouse at Ten 64, Great Location in Ozark

Step into the past and experience farmhouse living in this completely remodeled 100+ year 2 story, which was the homestead for a Missouri Century Farm. Country enough but really close in to appreciate all that the Ozarks has to offer. 15 min. to Finley Farms and Ozark Mill, 20 min. to Bass Pro Shops and Wonders of Wildlife, 45 min. to Branson, 5 min. to Lamberts Cafe. If you just want to stay in, enjoy the awesome sunset views from under the covered side porch.

Top guest favourite
A spacious property is surrounded by lush green grass and trees, showcasing the inviting exterior of a yellow house with a gabled roof. The sky is partly cloudy, contributing to a serene atmosphere in the yard.
Guest house in Ozark
4.98 out of 5 average rating, 123 reviews

Ozark Loft Home with a View, Privacy, Open Space

Enjoy your own private building "The Loft" which can be configured with movable screens to provide privacy, or left open to enjoy games, family time, and meals. One mile to Smallin Civil War Cave, close to Ozark and Finley Farms. Springfield is 10-15 minutes away and Branson 25-30 minutes away. Custom-built, architect-designed open layout space with beautiful views and rustic detailing. Private entry. Perfect for families or good friends to be together.

Top guest favourite
A modern cabin features a wooden deck with a railing, set against a backdrop of trees. A six-seater UTV is parked in front, showcasing its utility for outdoor activities. The exterior is designed with a combination of dark wood and large windows, enhancing natural light.
Cabin in Strafford
4.99 out of 5 average rating, 290 reviews

River Cabin/UTV/Trails/Kayaks/HotTub/OutD Shower/

The James River Cabin is a luxurious secluded cabin nestled among the trees on 90 acres of river front property. It is just 10 short miles from Springfield, MO (Buc-ee’s and Bass Pro) less than an hour from Branson, MO. On-site activities are numerous and include bicycling, trail hiking, utv trail riding, kayaking, fishing, hot tubbing, and swimming in your own personal paradise. The river access is a short but fun two minute utv drive from the cabin.

Top guest favourite
A spacious living area showcases wooden beams and walls, creating a warm atmosphere. Large, angled windows provide views of surrounding trees. Comfortable seating arrangements include a white sofa and two armchairs on a textured rug, complemented by a natural stone fireplace offering a rustic touch.
Treehouse in Ozark
4.97 out of 5 average rating, 231 reviews

Treehouse in the Ozarks w/Hot Tub, on 2 Acres

Escape the hustle and bustle and retreat to our cozy treehouse nestled in the Ozark wilderness. Our one-of-a-kind cabin features 4 decks, 2 electric fire places, 1 wood stove, spiral staircase, indoor rock waterfall and hidden reading/painting nook. Enjoy the outdoors while relaxing in the hot tub taking in the serene view. Within 30 minutes of dining, bars, entertainment, Table Rock Lake, amusement parks and more!

Top guest favourite
A charming farmhouse exterior is showcased, featuring stone accents and a welcoming covered porch with seating. A landscaped path leads to a spacious patio deck, which offers shaded seating under an umbrella. Lush greenery surrounds the property, enhancing its natural appeal.
Home in Ozark
4.97 out of 5 average rating, 548 reviews

Farmhouse at The Venue

Rustic decor with high end touches. Open floor plan, kitchen is stocked with all essentials needed to cook your favorite meal Eating space at granite island, or in dining area. Quiet, Comfortable bedroom. Large utility with washer and dryer You will love the bathroom with the oversize shower. Enjoy grilling on the large deck. Flat screen TV in the living room and bedroom Gas fireplace in the living room

Popular amenities for Highlandville holiday rentals