Family-friendly holiday rentals in Big Horn County

Farmhouse Cottage @ Old Pine Retreats

This is your house if you are looking to experience the beauty of rugged Montana landscape just minutes outside of Billings, while in a uniquely designed tiny home. The Farmhouse Cottage @ Old Pine Retreats is a rustic, farmhouse themed home that is loaded with breathtaking views. Guests can take in the landscape next to the wall of windows and fireplace in the living room or enjoy a meal with friends on the main level deck. If this isn't enough, there is a roof-top deck that is sure to please!

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

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 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.

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 ✓ Saltwater hot tub ✓ Traeger pellet grill ✓ Huge deck ✓ Outdoor couches and tables ✓ Board games ✓ Toys for small children

Remodeled Retreat | Hot Tub | Parking for Trailers

🏠 Welcome to our newly remodeled retreat! Located in central Billings close to everything. 🚚 We offer extra parking for trucks AND + trailers! 📺 Enjoy seamless entertainment with smart TVs in every room along with WiFi. You'll have a charging station for all your devices! 🛏️ The beds are super comfy! ⭐️ With brand new furnishings, enjoy comfort and modernity in our professionally decorated space. Pristine and very clean!

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.

Lewis & Clark Apartment

A clean, comfortable space just off the interstate with parking right outside your door—easy in, easy out. The apartment is set up for a relaxed, no-fuss stay and works well for travelers passing through or staying a few days. The property is in progress as we continue improving the space, but inside you’ll find everything you need for a comfortable stay. Simple, convenient, and easy to settle into.

★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.

Hollyhock Cottage

This cozy little cottage is an updated 1914 Craftsman style home that is just the right size for the single person, couples or small families (2 adults, 1 child ) while visiting this historical area. It is perfect for the business man/business woman that need a short stay or for an extended time. After a long day of driving, touring or business, you will want a comfy place to come home to.

Waterfront Home Near Downtown Sleeps 8

Escape to a peaceful 4-bed, 2-bath waterfront retreat on a quiet canal, just minutes from downtown Billings. Perfect for families or remote workers, this cozy home comfortably fits your group. Enjoy stunning water and city views from the private deck, a dedicated workspace with high-speed Wi-Fi, and easy access to local attractions. A serene getaway with modern comforts awaits.

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.