Family-friendly holiday rentals in Yellowstone County

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.

Private & Cozy 2BR Home W/ Hot Tub & Sauna

Cozy and private 2 Bedroom home that has been renovated and modernized for an Airbnb. There is a private hot tub and sauna, fully fenced back yard and a heated front patio. All private nothing shared. New appliance’s as well as a 65inch Samsung TV, outlet & usb charging beds and high speed internet for all your streaming needs. Comfortable new queen beds and all new furniture. Convenience Store - Walking distance about 2 blocks Grocery store- 1.2 miles Airport- 3 miles Downtown- Under 1 mile

Peaceful Country Cottage - Gateway to Yellowstone

Farmlands surround you in this peaceful valley. Your house overlooks farm fields down to the Clarks Fork of the Yellowstone River. 2 min South of the Rockvale Junction (Highway intersect of the 212 and the 310). 1 Hour North of Cody, WY, 35 min from Red Lodge, MT. Take a scenic drive over Beartooth Pass into Yellowstone Park. Your house is a 2 bedroom, 1 bathroom. 2 min from the Edgar Bar & Steakhouse. 8 min away in Joliet is a local grocery store, Blackbrew Coffee, and Jane Dough's Pizza.

Western Chic Guest House

Welcome to our charming Western chic guest house in Billings Heights! This cozy and family-friendly accommodation offers a comfortable and accessible stay for all guests. Located in a peaceful neighborhood, this guest house is a quick 10-minute drive from the airport and all major hospitals, you'll have easy access to everything you need during your stay. Whether you're visiting for business or pleasure, our Western chic guest house offers a comfortable and convenient home away from home!

*Zimmerman Trailhouse*

Welcome to the Zimmerman Trailhouse—your cozy, pet-friendly escape in Billings, MT. This modern-vintage home sleeps 6 with 3 bedrooms, 1.5 baths, a fireplace, and an outdoor firepit. Located near Zimmerman Park and the Rims, it’s perfect for hiking, biking, and relaxing. Enjoy a spacious yard, kids’ swings and toys, and a warm, welcoming vibe. Feel free to bring your pets after booking with included pet fee. Basement is rented to a quiet, long-term tenant with a private enterance/space

Cottage near Yellowstone River

This cozy cottage gives you easy access to our west end shopping and wonderful restaurants. You are also minutes from our downtown with delicious local restaurants and breweries. We are a small walk, or a quick drive away from the Yellowstone River. Take a walk through the neighborhood and grab a coffee, soda or ice cream at our friendly neighborhood coffee house, {Maple Moose}. The cottage has a comfortable , relaxing atmosphere. A queen bed and a bunk bed. A peaceful front deck.

Sweet Place for Traveler & Dog to Lay Their Head

This is a nonjudgmental scent free home with a Zen attitude in a modest neighborhood. You must read the additional rules before booking & answer the question in your opening message as well as including any guest coming with you. I am centrally located. Airport 8 min, Hospitals 5 min, Metra 7 min, a short walk to Downtown and easy access to freeway. I provide snacks, drinks, coffee, tea, oatmeal & fully stocked bathroom. No 3rd party bookings. No guest under 18 yrs of age

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.)

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.

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.