
Holiday rentals in Pinesdale
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Top-rated holiday rentals in Pinesdale
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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.

Downtown Hamilton Hideaway. Dogs welcome!
Hamilton, Montana is a small town nestled in the shadows of the Bitterroot Saphire Mountains. The town a vibrant old downtown with theater, live music, a great weekly farmer’s market plus easy access to backpacking in the mountains or enjoying the river or local lakes. Hamilton is home to the Daly Mansion of the Montana Copper Kings. It’s close to several wildlife refuges including the famous Lee Metcalf Refuge. Guides are readily available for horseback rides, fly fishing , and float trips.

River Park Place
Located in the dry fly-fishing capital of Montana, this one-bedroom apartment sits on a park-like setting steps away from Hamilton's 65-acre River Park and the Bitterroot River and a 45-minute drive from Lost Trail Ski Area. Walking distance from downtown shopping and a local fly shop, the 900-square-foot apartment is bright and cozy. It offers a full kitchen and barbecue, wifi and off-street parking. Relax on the patio or use the space as your base camp for exploring the Bitterroot Valley.

Cozy Cottage overlooking the Bitterroot Valley
This fun cottage is located on the east side of the Bitterroot Valley, bordered on three sides by state land, so there is room to hike. A 10 minute drive brings you to the Bitterroot River, known for its excellent fly fishing. Across the valley are numerous trail heads that lead into the Bitterroot Mountains. By renting with us, guests agree to the terms of the contract. 2 night minimum stay. No animals allowed due to pet dander that is difficult to remove, and severe allergies to it.

The Cottage at Farmstead Hollow
The Cottage is a delightful retreat in the foothills of the gorgeous Bitterroot Mountains, 2 miles outside of Hamilton, Montana. We are a family of four living the good life on our small working farm and The Cottage is our vacation rental nestled into the center of our 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.

Bear Creek Loft
Make some memories at this unique and family-friendly place. Our loft is located in the western part of Victor with very limited neighbors and quiet area. We are only a few miles off of the highway providing a easy stop for travelers near and far. Our loft is an attached apartment over the garage with a private entrance and check in process. It is a fully completed apartment stocked with basic kitchen, bathroom, and living essentials. It is a perfect one night stay or a week stay.

The Sapphire Trout
Nestled in the Sapphire Mountains on 24 acres just outside Stevensville, Montana, is the Sapphire Trout. With panoramic views of the Bitterroot Mountains only ten minutes from the Bitterroot River and highway 93, the area offers hiking, boating, biking, fishing, hunting and many more activities. Private access to thousands of acres of public land allows for hiking, exploring and hunting opportunities and with the views, you won’t want to leave. Welcome to The Sapphire Trout.

In-Town Cozy Mountain Getaway
A quiet 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.

Charming Hamilton Haven, 2 Bedroom
Nestled in the heart of Hamilton, this charming two-bedroom home seamlessly blends historic character with modern conveniences. Perfectly situated, guests can explore the vibrant local scene, including unique shops and exquisite dining options just a short stroll away. After a day of adventure, unwind in the beautifully maintained backyard, surrounded by lush greenery, ideal for family gatherings or quiet moments of reflection.

Bitterroot Moose Draw Cabin
Welcome to the Bitterroot Mountains. This cabin is close to town yet a world away. Tucked in the mountainside on a private gravel road you are able to unplug and unwind. Whether you like to fish, hike, or shop we have it all nearby with the privacy and seclusion you are looking for. Come enjoy the Last Best Place. Moose Draw Cabin is calling. Please make sure to identify how many pets and what kind.

Shane’s Solace
🌄 Escape to our Bitterroot Valley Airbnb, where modern comfort meets breathtaking mountain beauty. Just minutes from Hamilton, Montana, our cozy retreat offers scenic vistas, hiking trails, and outdoor adventures. Relax in stylish simplicity after exploring this tranquil slice of paradise. Book now and experience the magic of the mountains! 🏞️✨

The Farmhouse in the Mountains
This remodeled 3 story home has 3 differently keyed, private entrance apartments all under the same roof with accommodations for a group of up to 7 people in each separate apartment. Guests booking at the "Front Porch Apartment" have a kitchenette with a bar sink, a Full bathroom, and a King-size bed. Hamilton is a 20 minute drive away
Popular amenities for Pinesdale holiday rentals
Other great holiday rentals in Pinesdale

Cozy bunkhouse with amazing views!

Stay @ Long R! Enjoy the Bitterroot Mtns & valley!

Houseboat on the river’s edge

Private apartment with fenced yard for your pooch!

The Bunkhouse Tiny home or hunting cabin

Adorable Out of Town Guest House

Hamilton Hamlet

Historic farmhouse charm at the Burke House
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