Family-friendly holiday rentals in Billings

Boho Bungalow @ Old Pine Retreats

If you can imagine a getaway in a uniquely designed tiny house that is built on 60+ acres of wide open and stunning landscape, then you have captured a glimpse of this rare find. This beautiful tiny house is all yours to enjoy such amenities as a glass garage door that can be opened to experience nature from your kitchen table or a fireplace to cozy up to when the temps are cold. You can enjoy coffee in the morning from your private deck and keep your feet warm in the winter with heated floors.

Cozy Creekside Cabin Near Billings

Enjoy this beautiful fully furnished cabin just minutes outside the Billings city limits. Check in and then unwind with a walk on the private trails just out your front door. We are located a simple drive to the Metra for concerts and events, Ah-Nei State Recreation Area with ATV, walking, and horse trails, historic Pompey's Pillar, the Yellowstone river with fishing accesses, and Lake Elmo State park. Caretakers reside onsite and also host our four-legged friends through their pet resort.

New Luxury Apartment in Billings

Located in a family friendly neighborhood, you'll find Studio 201 on the second floor just a few doors down from a local coffee shop and around the corner from a new taproom. This home is equipped with a spacious kitchen to prepare meals, private work space, relaxing couch, king sized bed, and a balcony to catch the evening sunsets or sip your morning coffee. Guests can enjoy the nearby walking trails, Yellowstone River and easy access to the interstate, which quickly gets you anywhere in town.

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.

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!

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.

★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.

Billings Best 1BD

This 1 BD ground level is truly one of Billings' hidden gems. Open, spacious, and immaculately kept! Cozy and comfortable furniture and an electric wall fireplace! Includes washer and dryer in the bathroom and Tempurpedic bed! Offers K-Cup coffee and a welcome snack basket! Don't miss this one!

Cozy Home in New Neighborhood (Kid Friendly)

Beautiful new townhome in a beautiful new neighborhood. Feel right at home with gorgeous decor, cozy beds, black-out curtains, TVs in both bedrooms, and great coffee in the morning. Private parking in the back, little fenced backyard, park just right up the street!

Small, cheerful 2 bedroom home, quiet neighborhood. Close to downtown, hospitals and MSU-B. Fenced in yard. Free parking in driveway and street.

Keep it simple at this peaceful and centrally-located 1950's place. Close to airport, hospitals, downtown, Metra Park, Rocky Mountain College and MSU-B. Dogs welcome, fenced in back yard. Small, functional kitchen, no dishwasher. Full use of washer and dryer.