Holiday rentals 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, 178 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.

Guest favourite
A serene sunrise is captured over a misty valley, with the sun emerging on the horizon. Lush greenery frames the scene, and soft clouds hover among the treetops, creating a tranquil atmosphere that showcases the natural beauty of the surrounding landscape.
Guest suite in Spokane
4.91 out of 5 average rating, 195 reviews

Charming guest suites with magnificent views

Located halfway between Branson and Springfield, it is the perfect location,convenient to both areas. After a day of fun, head upstairs to your suite,or out to the porch and relax. Views are spectacular! This is the entire second floor with your own entryway. The spacious rooms, decorated in a charming turn of the century motif each have their own sitting area. In addition, there is a living room and kitchenette with all you need to prepare quick meals. Spacious private bathroom with shower.

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, 398 reviews

Ivory Gabel Cabin

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. Unique cabinlife stay. *TRIP 101 AWARDED BEST SECLUDED CABIN

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, 179 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.

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, 136 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
An open living area features a charcoal sectional sofa arranged around a circular wooden coffee table. A flat-screen television is mounted on the exposed brick wall, and a sleek kitchen area with modern bar seating is visible in the background.
Loft in Downtown Springfield
4.85 out of 5 average rating, 158 reviews

Beautiful historic Loft

Come stay with us in this beautifully restored historic loft with upscale amenities. Located in the heart of Downtown Springfield. This luxury loft was once a historic building dating back to 1920’s and still boasts the exposed brick and original hardwood floors. This loft will sleep 4 with a king bed, futon, and pull out couch. There is one bathroom and a wash room with washer and dryer. The loft is Walking distance from fine dining, breweries, night clubs, coffee shops, and so much more!

Guest favourite
A well-appointed bedroom features a spacious bed with a decorative blue and white patterned bedspread. Large windows, dressed with sheer curtains, allow natural light to fill the room. A dark wood dresser and mirror complement the decor, enhancing the overall aesthetic.
Home in Springfield
4.93 out of 5 average rating, 327 reviews

Shadowood Suites - East

Location! Location! Location! Our completely private, remodeled duplex is located just south of Hwy 60 in Springfield, MO. We are only a couple minutes from the closest grocery stores, restaurants, and shopping centers. The Battlefield Mall, Bass Pro Wonders of Wildlife, Cox and Mercy hospitals are all under 10 minutes away, and Downtown Springfield is a short 15 minute drive. If our East unit is a bit too small for your group, you can combine your booking with our West unit if available!

Top guest favourite
Barn in Ozark
4.86 out of 5 average rating, 139 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, 143 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
4.92 out of 5 average rating, 236 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 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, 535 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

Guest favourite
A large, rectangular building features a white exterior with blue accents and shuttered windows. A red picnic table with an umbrella is placed on a concrete patio surrounded by trees, complemented by gravel landscaping. The entrance is marked by a white door.
Flat in Ozark
4.96 out of 5 average rating, 160 reviews

Cute secluded shouse minutes from Ozark-Sanitized

This private space is 600 square feet of adorableness! King-size bed, full kitchen, gas grill, and a country atmosphere just minutes from downtown Ozark. Rules: No pets allowed Complimentary: Netflix WiFi Coffee Snacks This apartment is conveniently located minutes away: Shopping Kayak Boating Lambert's Restaurant Walmart Finley Farms Branson, MO Springfield, MO Table Rock Lake Bull Shoals Lake

Popular amenities for Highlandville holiday rentals