Pet-friendly holiday rentals in Yellowstone County

Adventure on Ave. D Near Park & Downtown

Located in the city’s first residential historic district, this uniquely modern home is just blocks away from 2 major hospitals, MSU, and downtown. Choose between breakfast in your fully-stocked gourmet kitchen or a 2-block stroll to local favorite, Black Dog Coffee Cafe. Afterwards, be sure to find the hidden tennis racquets, horseshoes, disc golf frisbees, and sleds provided for you to enjoy at iconic Pioneer Park, just feet from your front door! You'll love experiencing Billings like a local

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.

Brand New Modern Home, Garage, Fam Friendly!

Pristine new home (built 2023) with high end appointments and comfortable sleeping arrangements for 8, blackout shades in all bedrooms. High speed wifi/tv. Only a few minutes from I90 corridor and downtown Billings, with quick access to anywhere else in town, shopping, and hospitals. Single stall garage for those snowy months as well, to make your mornings a little less hectic and keep your car clean and secure at night. City park within 3 blocks, and streetlights on sidewalks for night owls.

Private Studio Loft

Getaway to our peaceful and centrally-located studio in the heart of Laurel, Montana. Suite Gigi's is an adorable, 100% private, and fully furnished loft atop our detached garage (stairs, no elevator). Suite Gigi's is only 1.5 miles from Main Street with all the fun of downtown USA shopping & amenities. You will have your own keyless entry with private access to one of the garages for secure parking of your vehicle. This property is dog-friendly (max 40 lb) with bbq and outdoor patio seating.

Montana Dreamin’ | Peaceful Porch & Quiet

Our home is an entirely new, single family home. Perfect for 1-4 persons to enjoy a getaway tucked into a family friendly neighborhood with parks and view of the nearby hills. Decked with relaxed vibes and the amenities to make you feel right at home. Professionally decorated and set up with a TV in every room, cookware, in house washer\dryer, Nespresso, breakfast-fixings, a patio that is just waiting for you to enjoy with an afternoon coffee or a nighttime glass of wine. Your choice. ;)

* 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

Sleeps 8 | Waterfront Deck + Near Downtown

Escape to a peaceful waterfront retreat along a quiet canal, just minutes from downtown Billings. This bright and cozy 4-bedroom 2 bathroom home is perfect for families, friends, couples, or remote workers, offering a calm, comfortable space to relax with stunning water and city views. Sip your morning coffee on your private deck, enjoy board games with family or friends, and take advantage of premium amenities like high-speed Wi-Fi, a dedicated workspace, and an EV charger.

Bo’s Central Hangout with HOT TUB & Washer/Dryer

Please come enjoy your stay and take in this uniquely decorated 5 bedroom unit in a quiet neighborhood. This cozy unit has 5 bedrooms and 2 bathrooms. One spacious room on the main floor with a queen bed and closet as well as two bedrooms upstairs each with a queen bed and closet. The bathroom has a nice bathtub with shower. Out the back door is a patio overseeing a large yard. Through a separate entrance are two more bedrooms with their own full kitchen and bathroom.

Charming Private Guest House

This special place is close to everything, making it easy to plan your visit. Close to Downtown, Airport, Hospitals and Shopping. No children. No visitors, parties or gatherings. 2 adult occupancy. Full kitchen stocked with necessities. Smaller dogs allowed (30 lbs or less). 2 pet max. Queen Bed. Blackout curtains for soothing sleep. WiFi and Utilities. TV and netflix are available. Extra linens and blankets. The owners live in the front house and have a small dog.

*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.

Downtown • Hot Tub • Playground•Near Hospitals

Experience the charm of a 1911 historic district home blended with modern comfort. Inside, enjoy two upstairs queen bedrooms plus a private downstairs queen suite. Cozy up by the fireplace, admire original local artwork, or unwind in the outdoor hot tub while kids enjoy the big playset. Walk to downtown, restaurants, parks, and galleries—your ideal Billings getaway. No garage, it's an Art Studio for a friend of ours. Feel free to shoot us any questions :)

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.