Holiday rentals 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
A charming log cabin is embraced by lush greenery, with a welcoming front porch featuring wooden steps. A gravel driveway leads to the cabin, framed by soft, grassy areas dotted with colorful flowers and trees, creating a peaceful natural setting.
Cottage in Ash Grove
4.97 out of 5 average rating, 217 reviews

Stonecrest Cottage - Country Farmhouse Style

Experience Ozark country life just minutes from a city. Explore our 1/4-mile wooded trail. Look for deer, wild turkey, and a variety of songbirds. Sit around the fire pit admiring a canopy of stars. Take advantage of the picnic and play area adjacent to the cottage. Fall asleep listening to the echo of a distant train whistle. Stonecrest Cottage was built in 2020 on 5 picturesque acres with AirBNB guests in mind. Come and experience this serene setting surrounded by Missouri Conservation Land.

Top guest favourite
The exterior of a historic bungalow features rich wood details and a stone foundation. Lush green grass surrounds the structure, with blooming trees in the foreground. Large windows invite natural light, and a welcoming yellow door is situated at the front.
Bungalow in Aurora
4.99 out of 5 average rating, 126 reviews

The Salon Bungalow

Our cozy historic bungalow, completely renovated with Airbnb guests in mind, is ideal for 1 or 2 people. You'll have the whole place to yourself. BATH: Heated floor and shower with endless hot water. BED: Comfy queen bed. ENTERTAINMENT: Fast Wifi. Roku 50" smart TV with over-the-air channels & streaming services. Bring your own accounts for streaming services. KITCHEN: Microwave, refrigerator, Keurig, mugs, coffee. PARKING: Off-street parking adjacent. EV CHARGING: NEMA 14-50R 240 volt plug.

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, 195 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.

Guest favourite
The living area presents a cozy seating arrangement with a mix of striped couches and a plush armchair, centered around a textured coffee table. A decorative black and white rug adds contrast to the hardwood floor. Natural light is filtered through checked curtains, illuminating the space.
Home in Springfield
4.9 out of 5 average rating, 273 reviews

Springfield Stay

Your family will be close to everything when you stay at this centrally-located place. Located in SW Springfield. Fenced backyard, pet friendly. Quiet neighborhood with walking trails, tennis court. 3 bedrooms- 1 king size bed, 1 queen, 1 full and a sofa bed. Can sleep 8. 6 miles from Cox Medical Center 8 miles from Mercy Hospital 20 min to downtown 15 minutes to Bass Pro/Wonders of Wildlife 20 minutes to the Springfield airport-13 miles 40 min to Branson 21 min to Ozark Empire Fairground

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, 407 reviews

Top Cabin on Midwest Stays - 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. Lavender Falls open! *TRIP 101 AWARDED BEST SECLUDED CABIN

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 out of 5 average rating, 130 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.

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, 170 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.

Guest favourite
The structured exterior features a combination of dark paneling and warm wood accents. Soft lighting highlights the entryway, where two outdoor chairs are positioned. Surrounded by a manicured lawn, the residence reflects a harmonious blend of modern design and natural surroundings at dusk.
Home in Springfield
4.98 out of 5 average rating, 167 reviews

Hawthorn House

Escape to tranquility at our brand-new, upscale Scandinavian-inspired home nestled on 7.5 acres of pristine nature. Embrace minimalist elegance in our thoughtfully designed retreat, boasting sleek interiors flooded with natural light. Unwind amidst sweeping views of lush landscapes from expansive windows, or savor moments of serenity on the secluded outdoor porch. Experience a harmonious blend of modern luxury and cozy charm in this whimsical, nature-inspired retreat.

Top guest favourite
The exterior of the converted gas station features a stone structure with a portico adorned with colorful lights. A red jeep is parked beneath it, while green grass surrounds the area. Tall trees and a house can be seen in the background.
Tiny home in Springfield
4.8 out of 5 average rating, 1,013 reviews

1920 Stone Gas Station

This is a solid stone 1920 gas station that has been converted into a tiny house. It is two blocks off of old Route 66 within quick walking distance, (3 blocks) of downtown with lots of restaurants, clubs and cinemas and theaters. Park under the portico just feet from the front door. There is a living area and a full size bed beside a kitchen. There is a place to hang clothes. It has pressed tin ceilings and hardwood floors and a decorative electric wood stove.

Top guest favourite
The stone exterior of the home is highlighted by lush greenery and mature trees surrounding the property. A well-maintained lawn extends in front, with colorful plants at the entrance. The inviting facade features a central door flanked by smaller windows.
Cottage in Springfield
4.96 out of 5 average rating, 997 reviews

Historic Fieldstone Cottage on Weller

NO CLEANING FEE! This architectural Bissman home is nestled in an iconic, older neighborhood and is within a SHORT WALK to Starbucks and Cherry Street Corridor with restaurants, bars, tea room and coffee house.Just come for a night through town, a cozy destination get-away or an extended stay! Close to Downtown, MSU, flea markets, Route 66, Cardinals stadium, WOW museum, Mercy Hospital, and EXPO.Fast QUANTUM FIBER Internet, DISNEY+and smart TV in master bedroom

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, 285 reviews

Cozy River Cabin/UTV/Trails/Kayaks/Hot-Tub

The James River Cabin is a luxurious secluded cabin nestled among the trees on 95 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
The exterior of the garage loft is showcased, featuring white siding and decorative lanterns. A paved driveway leads to the double doors, with green planters and hanging flower arrangements. In front, metal lawn chairs are arranged on the smooth concrete, overlooking a verdant garden area.
Loft in Springfield
4.97 out of 5 average rating, 529 reviews

Historic Neighborhood Studio

Centrally located in the heart of Springfield’s (voted) most beautiful historic neighborhood. WITHIN WALKING DISTANCE to Eateries, Coffee and Bars. Loft is near Downtown, MSU, Expo Center, WOW Museum, Mercy and Cox Hospital, flea markets, Route 66, Juanita K. Hammonds, and Cardinals Stadium. -Cotton bedding, comfortable mattress, Fiber optic Internet, Roku, DISNEY+ and a private laundry space. -Garage space: storage and two bikes available

Popular amenities for Billings holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Christian County
  5. Billings