Guesthouse holiday rentals in Western Montana

Cozy Philipsburg Studio Guest Cottage

This cozy guest cottage is located three blocks from downtown. Unit is detached from main house and accessed off the alley adjacent to garage. Cottage has separate parking and beautiful views. This approximately 140 square foot space includes a half bathroom (no shower/tub), microwave, fridge, hot water kettle, desk, and queen bed. Smart tv/wifi and bluetooth speaker. An affordable, comfortable option for solo travelers or couples who just need a good spot to crash. New window AC in 2025.

Family · Location · EV charging

Stunning Paradise Valley Getaway

Private getaway for two with a stunning view of the Absaroka Mountain Range in Paradise Valley. A little more remote providing the real Montana experience. Under 10 min drive to restaurants, bars, stores, and local concert venues. Come unwind after seeing live music at Pine Creek Lodge, The Old Saloon, or the Music Ranch. 15 minute drive to Chico and Sage Lodge. 45 minute drive to Yellowstone National Park and 30 minutes to Livingston. We can't wait to be apart of your Montana experience!

Family · Location · Indoor spaces

Vintage western guest studio with a mountain view.

A peaceful, remote cabin studio near Yellowstone and the historic town of Livingston. Whether you want to spend your day reading on the deck, working remotely, listening to records, or heading out for a day in the Park, this space will lend to the experience you need. The cabin sits next to our main home & small homestead. We often provide fresh eggs from the chickens & seasonal goods from the garden. The goats will entertain you for days & the stunning mountain view never never gets old.

Value · Family · Kitchen

Paradise Valley Modern Guest House

Modern Private Guest House; @stayloststays near the end of a rural dirt road in the heart of Paradise Valley. The guest house features 1BR, a small living room w/ Full sleeper sofa, a full bath, and kitchen with cooktop & microwave oven. Our setting is classic rural Montana. Enjoy 20 acres with star-filled skies, outdoor fire pit, and spectacular views of the mountains. The perfect base camp to Yellowstone (45 mins.), If more space is needed the 3b/2ba main house is also available.

Family · Value · Sleep quality

Montana Guesthouse w/great views

Enjoy this incredibly charming and self contained 480 foot square-foot guest house, private retreat that sits in the middle of tranquility! Acres minutes to the highway and lake, and short drive from fishing and hiking with beautiful lake and mountain views. It features a queen size bed, as well as a queen pull out couch and a pack n play for families! Stocked with a full kitchen and modern 3/4 bath with everyday essentials including HD TV/Wi-fi and plenty of parking space.

Location · Value · View

Guesthouse w/ Great Views & Hot Tub

Enjoy beauty & relaxation on acres of land and horse pastures while being minutes from Hyalite Canyon & Reservoir (some of the best hiking, fishing, swimming, boating, ice climbing, etc.) and 10 minutes from down town. The guest house (the 2nd floor of a detached building on our property) is over 1,000 square feet and the perfect place to use as basecamp as you explore Bozeman and surrounding areas. The hot tub with mountain views is a perfect way to unwind from your day.

Family · Value · Barbecue

Dexter Peak cabin, elegantly rustic near YNP/Chico

Dexter Peak Cabin is located near the base of the mountains on a 25 acre parcel shared with our home but still private. Close to Livingston, Chico Hot Springs, Yellowstone River, waterfalls, hiking and fishing, and 35 minutes to Yellowstone Park. Cabin is located about 200' from owner's home but the outdoor areas are oriented away from the home and toward the mountains. Little to no traffic as we are a couple with no kids. Dexter Peak Road is a great road for walking!

Location · Family · Long stay

Sawmill Loft - Mountain Modern on Rock Creek

Reward yourself with luxurious accommodations while you fish the blue ribbon stream - Rock Creek. The mountain modern contemporary vibe and well-furnished, gourmet kitchen will make vacation cooking a joy! The dedicated work space, computer monitor, and comfortable desk chair provide all the work-from-home comforts. Fall asleep to the sounds of the river flowing nearby and enjoy the private walking/fishing access to Rock Creek.

Location · Value · Getting around

Apartment in the Mountains with Vaulted Ceilings

Come enjoy peaceful country living on our 14-acre mini ranch. The upstairs guest house includes a master suite with a private bathroom, beautiful views of Carmen Valley, large windows for natural light, and vaulted ceilings. Due to large animals and a second-story balcony, this property isn’t suitable for young children. However, non-walking infants may be accepted with prior arrangement at booking. No pets allowed.

Location · Value · Laundry

Blackfoot Ranch Guest House

Come stay in the recently built Blackfoot Ranch guest house on a working horse and mule ranch while staring into the Scapegoat Wilderness. Amazing blue ribbon trout fishing just up the road. Located 5 miles from a major trailhead accessing the Bob Marshall Wilderness Complex. The guest house is in a separate building on the ranch above my saddle shop. Enjoy amazing star gazing and the quiet of this remote ranch.

Value · Location · Outdoor spaces

Remote Rustic Cabin with Private Deck

100 year old adorable one room cabin with a private bath with a wood burning fireplace. Private deck with seating. Hand made cedar headboard on queen size bed with brand new mattress. Gorgeous forest views. Unplug and get away in the heart of the Bitterroot National Forest. Please read entire listing and rules carefully. We love having guests bring pets but do charge a small fee of $10 per pet per night.

Value · Family · Indoor spaces

The Bunkhouse

The bunkhouse is a rustic 1 bedroom, set in God's own country. Perfect for a weekend getaway or base camp for your next hunting adventure. Located 9 miles outside of Augusta on a gravel road, 2 miles from Willow Creek Reservoir, near the Bob Marshal Wilderness, and just next door to some real western adventure!

Family · Value · Quiet