Holiday houses in Highlandville

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Top-rated holiday rentals in Highlandville

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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, 181 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
A rural landscape reveals a green pasture populated by several grazing farm animals. A mixture of cows and goats can be seen, framed by a backdrop of trees in various shades of green. A simple white building stands to the left.
Cottage in Crane
4.97 out of 5 average rating, 200 reviews

Cottage at Old Wire

A private cottage situated on 22 acres. Perfect retreat for a getaway, bedroom has a jacuzzi tub and king bed. High-speed internet at over 100mbps! This is a farm setting with animals and a beautiful view of the Ozarks. The cottage is separate but is on a hilltop next to an 8,000 square foot home. The acreage adjoins Old Wire Conservation Area, an 800 acre Missouri Conservation area with hiking trails. The cottage is conveniently located near Branson where there are a ton of attractions.

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
4.85 out of 5 average rating, 409 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, 137 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
Barn in Ozark
4.86 out of 5 average rating, 148 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 and couches 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, 153 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.

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.
Guesthouse 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 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, 227 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, 547 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

Top Guest favourite
A modern kitchen features dark cabinetry and stainless steel appliances, including a refrigerator and stove. A dining table with tall chairs is surrounded by natural light from a nearby window, while decorative flowers add a subtle touch to the space.
Home in Springfield
4.92 out of 5 average rating, 318 reviews

Cozy 2 Bed in South Springfield On Over an Acre

This cozy home is located on a partially wooded 1+ acre lot on the south side of Springfield. There is a lot of green space to enjoy the outdoors, as well as, a 50'' TV and Wi-Fi if you'd rather stay in. We are close to all the essentials; groceries, gas, restaurants, shopping, and entertainment. Also, it's just 40 mins from Branson. Book your stay today! We look forward to hosting you!

Top Guest favourite
A modern kitchen features a spacious bar counter with three light-colored stools. The area is illuminated by two pendant lights hanging from the ceiling. Behind the bar, white cabinetry contrasts with the exposed brick wall, creating an appealing visual element.
Home in Ozark
4.97 out of 5 average rating, 121 reviews

Ozark Bungalow

This bungalow is completely remodeled adding light and clean charm. Beautiful 1880’s exposed brick and high ceilings give it a loft-like feel. The home will sleep 4-5 guests. Includes spacious kitchen, large tv’s, laundry room, and an outdoor fire pit area. Enjoy walking distance to great local food, drinks, venues, and boutiques. You'll enjoy your stay in this updated Ozark bungalow!

Top Guest favourite
The kitchen features a large island with seating for four, complemented by pendant lights. A modern stove is positioned beneath a wooden hood. Gray cabinetry lines the walls, with white tile backsplash adding brightness. Appliances, including a refrigerator and coffee maker, are also present.
Guesthouse in Nixa
4.97 out of 5 average rating, 310 reviews

Harvest Hill Hideaway

This 2 bedroom, 1 1/2 bath guesthouse is located on approx 8 acres in Nixa, MO. Stairs lead you up to this farmhouse style living space. Full kitchen, living area, laundry room, and desk space are just a few of the features you will love. Enjoy morning coffee on the back deck. Minutes from Springfield and just a short drive to Branson.

Popular amenities for Highlandville holiday rentals