Family-friendly holiday rentals in Billings

Warm Woodland Retreat w/ 2 Bed 1 Bath

Tucked into the trees near the rims makes for a great place to make memories on a long weekend. Grill up your favorite food, play some corn hole, & top off the night with s'mores makes for a fun day. Walk to the rim tops for mountain views or downtown for more memory-making activities. This single-family home is within walking distance to local restaurants, coffee shops, museums, rim top trails, the hospital, & the airport. It's a great place to experience Billings and all the best adventures.

New Updates! Spacious 5 BR family home on a park!

Family-friendly! Park front yard/playground back -5 BR 3.5 BA -7beds -use of 2car garage -Central location: 2 minutes from I-90 -Couple minute walk to Yellowstone River and trails to Norm's Island -Master KING bathroom has a 2-person soaking tub, fireplace, smart TV Room darkening blinds/shutters, AC Walk-in closets Living area - smart TV/fireplace Basement rec room with queen futon /smart TV Patio with fire pit and grill Enjoy close access to dining, shopping, restaurants, and recreation!

Billings Cottage

Welcome to The Billings Cottage. A cozy retreat within walking distance to a Coffee Shop and a Pizza/Bar. Designed for comfort and convenience, this charming Montana home is the perfect base for your Big Sky adventures. With 3 Bedrooms & 2 baths. It sleeps up to 6 adults. With an additional child's mattress if needed. Whether you’re here to ski in Red Lodge, explore Yellowstone, visit Cody, Wyoming, Devils Tower or plan a scenic drive to Glacier NP. This home puts you in the heart of it all.

Borrowed Time Get Away

*Charming Bungalow *Serene corner downtown- Walking distance to hospitals*Exterior:* Private, fenced yard- Driveway and garage for parking*Interior:*- Bright living room with hardwood floors - Well-equipped kitchen with ample cabinet space - 2bedroom - Small home office/study Fullyfurnished*Amenities:*- In-unit laundry.Neighborhood:*Peaceful, tree-lined streets- Close to public transport, shops, and restaurants - Perfect for families or professionals seeking a convenient yet tranquil home.

Montana Mansion (Theater, Gym, Arcade, Billiards)

Enjoy Big Sky Country in this spacious family home. Packed with amenities and close to Billings top attractions! 🎬 Theater Room w/ Full Surround Sound 🕹️ Game Room w/ Full Length Shuffleboard & Arcade Games 🏋️ Gym w/ Treadmill & Free Weights 🎱 Billiards Room 🍖 Traeger Grill w/ Outdoor Seating 🛏️ Premium Pillow Top Mattresses (4 King, 2 Queen, and 2 Full over Full Bunkbeds (4)) Location: 📍 7 min to Metra Park ✈️ 5 min to Billings Airport 🏥 10 min to Billings Clinic | St Vincent

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.

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.

Broadwater house

Newly remodeled 2 bedroom down town home located 2.9 miles from the airport. 6 minutes from Billings Hospitals. 5.3 miles from I-90. Enterprise is located next door for your convenience. NaRa Oriental restaurant, Holliday gas station, and Central High School are all just a short walk away. Easy access to some great spots nearby! This property is located on a busy street, which may result in street noise.

★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.

Darling Cozy Cottage Near Yellow Stone River

NEW LISTING! Come stay at our professionally decorated cottage. All furniture and amenities are brand new. With less than a 20 minute drive to Logan International Airport, Billings Hospital, hiking trails, Zoo Montana, the brewery district, food and coffee. You will be perfectly located to try a bit of everything during your stay.