Holiday rentals in Pinesdale

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Top-rated holiday rentals in Pinesdale

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Top guest favourite
A covered porch is shown with a tiled dining table and chairs, overlooking a lush green lawn. Scenic views of distant mountains and clear blue skies are visible, with trees and a gravel road in the foreground, creating a tranquil outdoor space.
Home in Hamilton
5 out of 5 average rating, 158 reviews

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.

Guest favourite
The exterior of the house features a charming wooden pergola leading to the front door. Surrounding the path are landscaped pebbles and low-maintenance plants, creating an inviting entrance. The home is framed by a clear blue sky and distant mountain views in the background.
Home in Hamilton
4.9 out of 5 average rating, 137 reviews

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.

Guest favourite
A welcoming entrance features a bold maroon door adorned with a fish-shaped welcome sign. A keyless entry lock is positioned beside the door handle, providing easy access to the apartment.
Flat in Hamilton
4.85 out of 5 average rating, 279 reviews

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.

Top guest favourite
A charming cottage is set amidst a spacious grassy area, with mountain ranges visible in the background. The structure features a porch supported by white columns, enhancing the rural landscape and providing an inviting transition to the outdoors.
Cabin in Stevensville
4.99 out of 5 average rating, 176 reviews

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.

Top guest favourite
A wooden entrance showcases a welcoming front deck, leading to a cottage with large windows. Adjacent potted plants and a decorative wooden planter add color to the entryway. A fenced yard surrounds the cottage, enhancing the sense of privacy and connection to nature.
Cottage in Hamilton
4.95 out of 5 average rating, 220 reviews

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.

Top guest favourite
An inviting living area features a large brown sectional couch facing a coffee table. A TV and a wood stove are positioned nearby, complementing the open layout. Natural light illuminates the space through two windows framed by floral curtains, adding warmth to the room.
Loft in Victor
4.97 out of 5 average rating, 110 reviews

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.

Guest favourite
The exterior of the Sapphire Trout showcases a charming cabin-style structure with a rooftop and spacious deck. Breathtaking views of rolling hills and the snow-capped Bitterroot Mountains are visible in the background, while a clear blue sky enhances the serene ambiance.
Guest house in Stevensville
4.93 out of 5 average rating, 369 reviews

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.

Top guest favourite
A bright living area is highlighted by a cozy red sofa adorned with decorative pillows. A wooden entertainment unit holds a television, and a green potted plant adds a touch of nature. Light filters through two windows covered with bamboo shades, enhancing the inviting space.
Cottage in Hamilton
4.98 out of 5 average rating, 162 reviews

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.

Top guest favourite
A charming, historic home is framed by well-maintained greenery and mature trees. The house features a light yellow exterior with a welcoming red door and windows. A neat lawn leads up to the entrance, enhancing the inviting appearance of the property.
Home in Hamilton
4.96 out of 5 average rating, 127 reviews

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.

Top guest favourite
A cabin is situated on a gravel path and surrounded by lush greenery, with tall trees in the background. The structure features large windows that extend upward, offering views of the outdoors. A welcoming deck is presented at the front, blending nature with architecture.
Cabin in Victor
4.98 out of 5 average rating, 119 reviews

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.

Top guest favourite
A spacious living area is highlighted by a large sectional sofa arranged around a wooden coffee table. Light-colored cabinetry and modern appliances are visible in the kitchen area. Natural light flows through the windows, creating a bright and inviting atmosphere.
Home in Corvallis
4.96 out of 5 average rating, 122 reviews

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! 🏞️✨

Guest favourite
The exterior of the remodeled home is depicted, featuring a two-story structure with a gabled roof and front porch. Lush greenery surrounds the property, complemented by flower boxes under the windows. Scenic mountain views and a clear sky add to the serene setting.
Home in Pinesdale
4.88 out of 5 average rating, 57 reviews

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

  1. Airbnb
  2. United States
  3. Montana
  4. Ravalli County
  5. Pinesdale