Holiday houses in Pinesdale

The Bitterroot Bunkhouse

Welcome to our beautiful barndominium nestled in the stunning Bitterroot Valley of Montana! Our barndo offers a combination of rustic charm and modern luxury, making it the ideal destination for a romantic getaway, family vacation, or city escape. With easy access to charming towns like Stevensville, Missoula, and Darby, as well as nearby attractions like the Bitterroot National Forest and Lost Trail Powder Mountain, our barndo is the perfect home base for your Montana adventure. NO Pets allowed

Location · Family · Skiing

Stunning Views Prime Location. Read guest reviews

Outdoor adventures await at this upscale gated ranch neighborhoods 10 minutes to Downtown Hamilton. Spacious & comfy home with rare garage next to beautiful Mill Creek trailhead with incredible views from your covered porch & everything you need to enjoy the best of the bitterroot valley. TV viewing includes Netflix, HBO, Amazon, Disney, & AppleTV. Home has bean grinder, traditional coffee maker, espresso, latte & cappuccino Barista, latte syrups &much more. You can’t go wrong with this one.

Family · Location · View

Mountain View Yurt

Enjoy a unique experience in a Montana built yurt. Our place was created for a Montana experience in mind. Our property is settled with little neighbors and breathtaking views. Guest will have access to a private entrance and a private bathroom area that includes a composting toilet and outdoor shower (seasonally May - October). Our yurt has a king size bed alongside a small cot for a third guest. You will enjoy the serene sounds of nature and the peace under the Montana starlit sky.

Value · Location · Backyard

Riverfront Luxury Cabin With Pond And Hot Tub

Experience the essence of Montana in this exquisite new cabin, nestled right in the middle of the picturesque Mill Creek just steps from the front door, a trout stocked pond right outside the master bedroom, and a charming stream that meanders around the backyard. Guests are welcome to use the private helipad. Horse boarding facilities are available for guest use including a five acre pasture, stalls, water trough, and tack room to hang your saddles. No other pets allowed.

Family · Location · Amenities

The Cottage at Farmstead Hollow

The Cottage is a sweet retreat in the foothills of the Bitterroot Mountains, 2 miles outside of Hamilton, Montana. We are a family of four living the good life on our small hobby farm. The Cottage is our vacation rental nestled into the center of our 5 acre property. Complete with it's own driveway and nicely fenced off from the rest of the busy goings on of the barnyard, it is separate from our space, but animal sights and sounds are sometimes a part of the experience.

Location · Value · Outdoor spaces

In-Town Cozy Mountain Getaway

A quiet, 450 sq. ft. one bedroom house within walking distance of downtown Hamilton. Meticulously decorated and modern, the house has an aura of tranquility that will make your stay extra special. After a great day of skiing, spend time unwinding on the patio in the fresh mountain air. Enjoy an evening stroll in the nearby river park and take in a spectacular Bitterroot mountain sunset or explore downtown Hamilton, eating and drinking at one of our local breweries.

Location · Family · Parks

Home in the Bitterroots

This stylish place is a perfect place to stay for your group trips, family gatherings or romantic getaway. It is 1.5 miles from Bear Creek Trailhead and 10 min drive to the Bitterroot river for some fishing. It’s in a lovely quiet wooded area with plenty of wildlife roaming the grounds. Enjoy the separate game room building with pool table, shuffleboard, video games, the gazebo and fire pit with plenty of firewood, and the wraparound deck and jacuzzi.

Family · Location · Cleanliness

Sheafman Peaks Lodge

Welcome to Sheafman Peaks Lodge – your Montana retreat designed for comfort, connection, and adventure. Thoughtfully crafted for relaxation and enjoyment, this spacious lodge combines authentic Montana charm with the modern conveniences you need to feel at home. Ideally situated, the property is just a 10-minute drive to downtown shops, restaurants, and local culture, while only minutes away from scenic trailheads and the river.

Family · Location · Check-in

Ben and Danielle's Place

Escape to our charming, self-contained studio nestled on 21 acres of mixed forest and meadowland. Perfectly designed for couples, small families, or friends who enjoy shared accommodations, this space offers the perfect balance of relaxation and adventure. Features a full kitchen, bath w/ shower, and in-unit laundry. Enjoy hiking on our land or visiting our small farm (chickens, bunnies). Close to Fred Burr Trailhead.

Location · Family · Layout

Enjoy the Bitterroot! Stay @ Long R!

Relax with the whole family at this peaceful place to stay. Long R is just minutes from hiking, fishing, hunting, skiing and the Bitterroot River. Long R is located at the base of Mill Creek and close to the town of Hamilton. Are you working with an outfitter for outdoor activities? Long R can accommodate your stay. There are things to do all 4 seasons. Come stay at Long R!

Location · Family · Nearby

Dog Friendly 5-acre | Sunset Deck | Sleeps 16+

Bring the whole crew to this 5-acre Bitterroot Valley retreat near Victor and Hamilton. Designed for families, reunions, wedding guests, ski/fishing trips and group getaways, the home sleeps 16+ with 3 ensuite bedrooms, bunk rooms, multiple gathering spaces, Starlink Wi-Fi, gas fire pit, grills, a Traeger smoker, soaking tub, and room to spread out under Montana's Big Sky.

Location · Family · Hospitality

Montana Lodge

My place is close to art and culture, great views, restaurants and dining, family-friendly activities, and the beach. You’ll love my place because of the location, the ambiance, the outdoors space, the people, and the neighborhood. My place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets).

Location · Family · Amenities