Holiday houses in Billings

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Top-rated holiday rentals in Billings

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

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Top Guest favourite
Home in Republic
4.91 out of 5 average rating, 106 reviews

Primrose Retreat l Fun, Cozy, & Chemical-Free

Primrose Retreat is a restful, chemical-free home perfect for reconnecting with family and friends. Bond while watching movies and playing a variety of puzzles and games (Mexican Train Dominoes, Connect Four, SkipBo, playing cards and more) in two spacious living areas. Sip fresh coffee or tea on the patio before heading to explore the Republic pool (walking distance; towels & wagon provided), Wilson's Creek National Battlefield, Wonders of Wildlife Museum & Aquarium, Fantastic Caverns & trails.

Guest favourite
The living area features a spacious sectional sofa, a coffee table, and a dining table illuminated by overhead lights. Large windows with shades allow natural light to filter in, while potted plants add a touch of greenery to the space.
Home in Republic
4.99 out of 5 average rating, 103 reviews

Secluded Midcentury Modern Home

Situated on over a half-acre at the end of a dead-end road, this Midcentury Modern Home has flair and charm—plus a number of amenities. The space is designed to comfortably accommodate up to two guests. If you have more, please message me, and we can discuss arrangements. It is one bedroom/one bathroom. Queen-sized bed, 75-Inch TV with Sonos sound system, patio, deck, fire-pit, huge fenced-in backyard. Watch as the train across the field passes through town (note: its horn can be a bit noisy)

Top Guest favourite
The exterior of a spacious cottage is presented, featuring a welcoming porch with decorative railings. The lawn is well-maintained, surrounded by colorful shrubs. Sunlight filters through the trees, highlighting the cottage's inviting façade and peaceful setting.
Cottage in Billings
5.0 out of 5 average rating, 144 reviews

Pickerel Creek Cottage Country Setting on 20 Acres

Experience Ozark country life firsthand. Explore wooded trails with 22 species of trees, look for deer, wild turkey, blue heron, raccoons, and colorful songbirds. Stroll by tranquil ponds with fish, turtles and frogs. Gather around the fire pit beneath a canopy of stars. Fall asleep to the gentle echo of a distant train whistle. Pickerel Creek Cottage offers a charming, cozy, and immaculate retreat on twenty picturesque acres in the Ozarks. Come experience this unique natural sanctuary.

Top Guest favourite
A single-story house is presented with a brick exterior and a gray shingle roof. The front features two symmetrical garage doors with decorative wooden accents. A well-maintained lawn extends along the property, and a curved driveway leads to the entrance, enhancing the home's curb appeal.
Home in Springfield
4.92 out of 5 average rating, 133 reviews

Golf Getaway-Book Now For Christmas!

Welcome to our beautiful, kid‑friendly home located on a quiet cul‑de‑sac overlooking a public golf course. There is no cleaning fee, and the home features a spacious split‑floor layout that’s perfect for families and groups. A brand‑new HVAC system was installed in April 2025, ensuring comfort year‑round. From the back patio, you can relax and enjoy watching golfers as they pass by. We’re also conveniently located just eight minutes from Allison Sports Town, and 15 min from the airport!

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, 439 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
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
4.96 out of 5 average rating, 261 reviews

Cottage at Old Wire

Early check-in and late check-out are offered for a fee. The fee for an early check-in is $15. The fee for a late check-out is $15. For both the total is $30. 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 acreage adjoins Old Wire Conservation Area, an 800 acre Missouri Conservation area with hiking trails.

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, 287 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.

Guest favourite
A single-story home features a well-kept front yard with lush green grass. The exterior presents a mix of white siding, wooden shutters, and a paved driveway leading to a two-car garage. The front porch is accessible via a set of steps.
Home in Nixa
4.91 out of 5 average rating, 101 reviews

Nixa’s Nook-Hot tub + Walk to 14 Mill and Downtown

Enjoy a stylish experience at this centrally-located home in Nixa, MO! Walking distance from the 14 Mill Market and downtown Nixa and just a few minutes away from Nixa's Aetos Center, Sports Complex and Springfield! This home has been tastefully updated, features all the needed essentials and is ready for you and your guests to come stay and relax! The backyard is fully fenced for your furry friends that are welcome (fees apply)! We look forward to hosting you!

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, 178 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
The house is surrounded by a verdant lawn and tall trees, with blooming dogwood flowers in the foreground. The stone-exterior home features a sloped roof and a welcoming porch, creating a serene atmosphere in the countryside setting.
Home in Mount Vernon
4.99 out of 5 average rating, 179 reviews

Erin's House: A Countryside Oasis

Welcome to Erin's House! This wooded, peaceful family home is located 1 minute off I-44, only 30 minutes from Springfield or Joplin and 1 hour to Branson. Wake up with a complimentary coffee or tea, sit on the back porch swing and relax looking over the picturesque green fields that cover the 100 acres this countryside oasis sits on. Enjoy the sound of the Ozarks, take a walk through the water garden and relax in front of the expansive wood burning fireplace.

Guest favourite
The exterior of a single-story brick home features a neatly landscaped front yard with manicured grass and a concrete driveway leading to a clean two-car garage. Large trees provide shade, and a welcoming entryway is visible.
Home in Battlefield
4.93 out of 5 average rating, 245 reviews

Battlefield Place 3 BR/2 BA King Bed, Sleeps 10

This comfortable three bedroom two bathroom home is located in the southwest Springfield area. It is in a quiet suburban neighborhood with easy access to all Springfield has to offer, including Bass Pro Shops, Wonders of Wildlife National Museum and Aquarium, Hospitals, Missouri State University, Drury University, Downtown Springfield, the Springfield Cardinals Stadium, and numerous other activities. The home has a clean two car garage for your use.

Top Guest favourite
Home in Republic
4.95 out of 5 average rating, 114 reviews

Cozy 2BR/2BA Home

Relax with the whole family Welcome to your home away from home in the heart of Republic, Missouri! This charming 2-bedroom, 2-bathroom house is tucked into a quiet, safe neighborhood—perfect for families, couples, or business travelers looking for comfort and convenience. Whether you’re here for a weekend getaway, a work trip, or to explore southwest Missouri, our Republic home offers the comfort and convenience you need.

Popular amenities for Billings holiday rentals