Vacation rentals in Pinesdale

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Top-rated vacation rentals in Pinesdale

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Top guest favorite
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

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.

5.0 out of 5 average rating, 167 reviews
Top guest favorite
A yurt with a red exterior is situated on a wooden deck, surrounded by lush greenery and tall trees. A stone pathway leads to the entrance, creating a welcoming approach amidst nature. The sky is partly cloudy, adding to the serene atmosphere.
Yurt in Victor

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.

4.98 out of 5 average rating, 328 reviews
Top guest favorite
A serene cabin is depicted alongside a tranquil pond, reflecting the surrounding greenery and sky. The outdoor space features a wooden deck extending over the water, surrounded by lush grass and trees, creating a peaceful escape.
Home in Hamilton

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.

5.0 out of 5 average rating, 43 reviews
Top guest favorite
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

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.

4.95 out of 5 average rating, 249 reviews
Top guest favorite
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

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.

4.98 out of 5 average rating, 191 reviews
Top guest favorite
The exterior of a log cabin-style home is surrounded by tall pine trees and natural landscaping. A wraparound deck is visible, offering ample outdoor space for relaxation. The pathway leading to the entrance is bordered by smooth stones, enhancing the tranquil forest setting.
Home in Victor

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.

5.0 out of 5 average rating, 25 reviews
Top guest favorite
Home in Hamilton

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.

5.0 out of 5 average rating, 9 reviews
Top guest favorite
The modern farmhouse features a light-colored exterior with large windows reflecting the evening sky. A spacious front porch extends along the house, offering a welcoming entry. Surrounding greenery enhances the serene setting, while the open yard provides ample space for outdoor activities.
Home in Corvallis

3Bears Modern Farmhouse with hot tub

Experience a modern farmhouse retreat in Montana's stunning Bitterroot Valley, a Yellowstone filming location. This spacious home in Corvallis offers rustic charm, modern comforts, and mountain views on two acres. Perfect for families and groups up to 10 guests, featuring a private hot tub, chef's kitchen, dedicated workspace, and ample outdoor activities. Enjoy easy access to hiking, fishing, skiing, and local attractions.

4.98 out of 5 average rating, 42 reviews
Top guest favorite
Home in Victor

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.

5.0 out of 5 average rating, 23 reviews
Guest favorite
The exterior of a light blue house is presented, featuring a well-manicured lawn and a driveway leading to a two-car garage. A front porch with a decorative wooden overhang adds character, while a single tree provides a touch of greenery beside the home.
Home in Hamilton

Cozy Home minutes from Montana activities

This cozy Hamilton residence is sure to be your home away from home! Located minutes away from hiking, fishing, golf, local breweries, restaurants, and theater. Less than a mile from Hamilton High School, and Ravalli Fair Grounds. Or take a scenic drive to beautiful Lake Como. Whether your coming in for a state tournaments, or just need a place to get away and relax We have you covered!

4.91 out of 5 average rating, 238 reviews
Top guest favorite
Home in Hamilton

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!

4.95 out of 5 average rating, 40 reviews
Superhost
A handcrafted log home is nestled amid lush green grass and rocks, illuminated by warm exterior lights. Large windows and expansive decks enhance the connection to nature, while towering trees create a serene backdrop at dusk.
Home in Hamilton

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).

4.96 out of 5 average rating, 131 reviews

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