Holiday rentals in Highlandville

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Top-rated holiday rentals in Highlandville

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

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Top guest favourite
A single-story brick home is positioned on a gently sloping green yard, surrounded by various trees and shrubbery. The roof features a sloped design, and a covered porch with steps leads to the entrance, partially sheltered by overhanging eaves.
Guest suite in Ozark
4.92 out of 5 average rating, 189 reviews

Quiet walkout suite in Country setting

This is a Christian home, located equal distance from Springfield, MO and Branson, with 30 minutes either direction. We are about 5 miles from Trail Springs mountain bike park. We are 15 minutes from Ozark Mill project and downtown area. We are 10 minutes from great hiking trails at Busiek State Park, (URL HIDDEN) and many other hiking opportunities within 30 minutes. For more description see accommo. No smoking, no pets and please no street shoes inside the house and absolutely no intoxication.

Top guest favourite
An open living area features modern furnishings, including a gray sofa, black dining table with chairs, and an armoire. The kitchen is equipped with silver appliances and gray cabinets. Natural light illuminates the space through the window, creating a bright atmosphere.
Home in Ozark
5 out of 5 average rating, 101 reviews

Little Touch of Nature

Peaceful and quiet cul-de-sac as you enjoy the morning and evening herds of deer pass by, from inside our little Studio or out on the 8’ x 42‘ deck. You feel as if you are in the middle of “nowhere” but are only 30 min from Branson and 30 minutes from Springfield. Only 3.5 miles (6 min) from the “Greenhouse Two Rivers” in Highlandville. All the amenities of home. Electric fireplace, queen size bed, a full size sofa bed with a full kitchen and a coffee bar. Sleeps 2 Adults&2 Kids, OR 3 Adults.

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
4.98 out of 5 average rating, 204 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!

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, 146 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.

Top guest favourite
A welcoming entrance is highlighted by a teal front door adorned with a wreath. Lush greenery and potted plants frame the entryway, while a clean path leads to the garage. Bright windows reflect a cheerful ambiance in this inviting space.
Townhouse in Ozark
4.93 out of 5 average rating, 371 reviews

The Southwest Place

Quiet comfort awaits you in this cozy home-away-from-home set in a beautiful country-like neighborhood in the heart of the Missouri Ozarks. Make yourself at home and use the fully stocked kitchen or the gas grill while enjoying the great scenery on the back patio. We have fast Wi-Fi internet and a desk if you need to get some work done. Log in to the smart TV and binge watch all your favorite shows before retiring to the very comfortable beds. I am always available if you need anything.

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, 430 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 Finley & James Co. 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 house is illuminated at night, showcasing a welcoming covered patio adorned with string lights. Two rocking chairs are positioned on the porch, with potted plants adding greenery to the scene. The entrance features a decorative door with a window.
Cottage in Ozark
4.94 out of 5 average rating, 233 reviews

The Little House on Lark, KING bed

Take it easy at this unique and tranquil getaway. Centrally located between Springfield and Branson in the quaint town of Ozark. We are located two minutes from the town square but you will enjoy our country setting. We are surrounded by woods and pastures so you can relax, unwind, enjoy nature, spot wildlife, and rest under our covered patio. We have a washer/dryer. King bed, Full bed, and sofa. Fully stocked kitchen. Plenty of outdoor seating. Fire pit to enjoy with wood provided.

Top guest favourite
Two friendly donkeys stand on lush green grass, their ears perked up and eyes curious. The backdrop features a serene wooded area with trees that provide a natural and peaceful setting.
Home in Nixa
5 out of 5 average rating, 101 reviews

The Cottage at Namaste Farms

We recently built our 900 sq. ft 1 bedroom, 1 ½ bath cottage for up to a two (2) guest to stay. This secluded & cozy home is located on our 3 acre property & backs up to a serene view of the woods. We usually have deer that visit, and two 6-year old donkey’s named Fizz & Rizzo who live on our property. If you want to meet them, just let us know! We are happy to share our little Namaste cottage with our guests, and hope you enjoy your stay, as much as we love living here.

Top guest favourite
Barn in Ozark
4.87 out of 5 average rating, 153 reviews

Barndominium at Moon Valley; Stylish Comfort

This classy and cozy space will set your imagination free. The unique mix of modern and rustic blend beautifully in this fully equipped Barndominium. The private backyard offers incredible views and the sunsets are not to be missed. Cook in the well stocked kitchen. Get cozy to watch a movie on the smart TV. The King bedroom is spacious and provides an amazing nights sleep with a guest favorite mattress! There is a twin bed in the main living room for more than 2 guests.

Top guest favourite
The exterior of the guesthouse is shown, featuring a light-colored façade with a red roof. A wooden deck with a pergola is visible, along with outdoor seating. Surrounding greenery enhances the rural setting, and a gravel pathway leads to the entrance.
Cottage in Ozark
5 out of 5 average rating, 171 reviews

Fresh Country Setting

Abba House, a clean and fresh farmhouse-style 2-bedroom 1-bath open-floor-plan guesthouse. Constructed (2019) with nicely furnished spaces. Country setting on an Arabian Horse Ranch off the beaten path, yet easy close access to Hwy 65 between Springfield and Branson. 5 minutes to The Finley River Historic District, including Finley Farms and The Ozark Mill. Ozark Downtown Square features famous local boutiques, eateries, shops, a Farmers' Market, and much more.

Guest favourite
A cozy living area is featured, furnished with a neutral-colored sofa, vibrant chairs with floral patterns, and a dark wood table. Soft lighting is provided by lamps, and artwork with warm tones decorates the walls, enhancing the inviting ambiance.
Guest suite in Nixa
4.93 out of 5 average rating, 257 reviews

A touch of nostalgia and comfort

This basement rental with a private entrance is located in a quiet area in reach of Springfield, Branson and surrounding areas. The kitchenette area decorated in a Coca-Cola theme provides a bit of nostalgia, adding to the cozy feel of the space. We desire to make your stay as comfortable as possible, providing local insights while also working hard to honor your privacy. A laundry room is a shared area, but we work hard to limit use while guests are here.

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
4.98 out of 5 average rating, 252 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!

Popular amenities for Highlandville holiday rentals