Family-friendly holiday rentals in Billings

Cozy Retreat - Walk to Downtown, Shops & Breweries

Colorful comfort meets Montana charm — your cozy downtown escape🌿 This cozy and colorful home is the perfect retreat after a day of exploring. Whether you’re visiting for work, family, medical visits, or city events, you’ll love the convenience of our central location 🏙️🍴☕️🏔️🍻 • Downtown Billings – 2 min • Hospitals – 7 min • Billings Airport – 8 min • MetraPark Arena – 7 min • Yellowstone River – 5 min • Starbucks – 6 min • Lake Elmo – 15 min This home is the perfect home base

CozyLiving

Enjoy the entire home to yourself with a beautiful outdoor space to relax in, without compromising on location. This house is perfectly located in the heart of Billings, just walking distance from the mall, groceries, restaurants, a park, and a par 3 golf course. ✓ Fully equipped kitchen ✓ King size bed ✓ Playground ✓ 31" Outdoor gas fire pit with adirondack and rocking chairs ✓ Traeger pellet grill ✓ Huge deck ✓ Outdoor couches and tables ✓ Board games ✓ Toys for small

The Modern Midtown Tiny

Welcome to our charming, centrally located Tiny Home, just minutes from downtown Billings, both hospitals, and the airport. This modern space features high ceilings, large windows that fill the home with natural light, and a queen-size bed that promises a restful night’s sleep. Enjoy the convenience of a fridge, oven/stove, and a new full-size washer and dryer. With stunning tile work and heated bathroom floors, we’ve created a space where you can truly relax and feel at home.

NEW Charming Little Cottage in Park City, Mt

Brand New! Super cute little cottage tucked away in the back yard with a contemporary farmhouse/rustic charm to it. Located right off I-90. Less than 10 minutes from Laurel ( which has Walmart, fast food, grocery store, restaurants). 25 minutes from Billings and 20 minutes to Columbus. Private entrance. Perfect for the traveling worker, couple or solo adventure. Wifi is available with a smart TV so you can watch your shows on your favorite apps (Netflix, HuLu, ect.)

*NEW BUILD* Mini Mountain View Getaway

Mini Mountain View Retreat is a great weekend get away. Just a short walk to downtown, the hospitals, or a view of the Beartooth Mountains. This tiny home makes for a relaxing stay with everything you need and a peaceful and homey atmosphere. Just because it's tiny doesn't mean it isn't full of all your basic home essentials such as a full kitchen, washer and dryer and luxurious features. This shared property is tucked away in a quiet and peaceful neighborhood.

Industrial Loft@Old Pine Retreat

Here is your opportunity to experience a remote getaway just minutes away from downtown Billings. This beautiful, vintage-industrial themed house has features that include a 21 foot high ceiling in the living room, a gas fireplace, a loft master bedroom and a second bedroom, large bathrooms on both levels and a private deck. If this isn't enough, the views and remote space that you will get to experience will be enough to take your breath away!

Hospital Corridor Apartment

This special place is close to everything, making it easy to plan your visit. This house was originally built in 1900, then moved to Billings from Broadview in the 1940s. I bought the house in 2004, when my daughter was small, and have lived here ever since. It is a work in progress. Between 2010-13, I had the basement remodeled. I love the yard, and in the summer, I spend a good part of my day outside working in it.

Garden Hideaway (HOT TUB!)

With craft coffee & a greenhouse downstairs, a private hot tub, & comfy memory foam mattresses, this is the best stay in Billings. Quiet & centrally located, this large & sunny one-of-a-kind home sleeps up to 8, with a clean and relaxing space to chill. Wake to fresh flowers, play ping pong, read about plants and trees, or wander the on-site greenhouse & garden, art gallery, and shop for local artisan crafts.

Stylish, Homey, & Spacious

Don't pass this one up! This home has everything you need to feel just at home! It is a newer home with high-end appliances and all brand new furniture! Pristine and very clean! Sit on the front patio for morning coffee or an evening glass of wine! Enjoy your privacy in the backyard while sitting around the gas fire pit. You will enjoy your time in Billings even more while staying at this home!

★Adorable Tiny House near hospitals & breweries ★

This adorable Tiny House is located on the same property as the main house, but has all the amenities of a regular house. Stylishly decorated and cleverly appointed, you'll find you have everything you need for a comfortable stay in this unique space. Located within one mile of the hospital district and one mile from the brewery district, our place is perfectly situated for your convenience.

#02 Downtown studio close to medical corridor.

Cozy and comfortable, located only a few blocks from downtown Billings proper and about a mile from the medical corridor. North Park and the Yellowstone Art Museum are only two blocks away, and a local favorite tavern is a short walk just one block away. We are on the edge of downtown and the property is undergoing renovations so the exterior is a little ugly at present

Upscale Townhouse with Patio (Kid Friendly)

Brand new and professionally decorated. You will want to move in, I promise! Located in a beautiful new development (Annafeld) close to everything. Good coffee, plush beds, blackout curtain + smart TVs in every room, perfect patio to read or hang out + a grill! We even include some fun books and toys (not pictured) for the kids.