Holiday rentals in Pinesdale

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Top-rated holiday rentals in Pinesdale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Tiny home in Stevensville
4.99 out of 5 average rating, 423 reviews

Modern Tiny House with Spectacular Views

Located about 40 min south of missoula in Stevensville MT. Newly finished tiny home with high end finishings. Great location for access to tons of hiking, flyfishing and other outdoor activities in the beautiful Bitterroot valley. Large shower with dual shower heads, stainless appliances and plenty of room to cook, two large decks for outdoor lounging and grilling. Note: the last mile or so is a primitive road. Trucks and sedans are fine but any vehicle with a low profile isn't recommended

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.

Top guest favourite
A unique two-story building, crafted from repurposed grain storage bins, showcases bright orange accents against a silver exterior. A wooden deck extends from the upper level, featuring steps leading down to a packed gravel area with seating options visible nearby.
Barn in Corvallis
5 out of 5 average rating, 118 reviews

Panoramic Views & Dog Heaven at The Silo!

Welcome to The Silo. Once grain storage bins on a working dairy farm, these twin silos have been re-purposed into a brand new 2-story living space in the heart of the Bitterroot Valley. Three out of four original generations still make their home on this location which has transitioned from a full-time dairy farm to a host property. Acres on which to roam with your dog leash free (pet fee), a pond busy with birds & critters, incredible scenery, and delightful small towns along Hwy 93 await!

Top guest favourite
A spacious guest room features a king-size bed dressed in grey and white linens. Two bedside lamps provide soft lighting, and a ceiling fan adds comfort. A comfortable chair sits beside a small dining table set for two. Bookshelves line the wall, offering a cozy reading environment.
Guest suite in Hamilton
4.99 out of 5 average rating, 152 reviews

Room With Private Entrance & Private Bathroom W/D

Welcome to our charming and comfortable Airbnb Guest Suite! We take pride in providing our guests with a home away from home experience, ensuring that you feel relaxed and at ease during your stay. The room is designed to provide you with all the amenities you need to enjoy a comfortable and convenient stay. Our previous guests rave about their experience staying here, noting how comfortable and convenient the room is. We know you'll love staying here and we welcome you to our Airbnb Suite.

Top guest favourite
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
4.98 out of 5 average rating, 300 reviews

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.

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, 177 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 private deck equipped with a barbecue grill overlooks the expansive green yard. The sunrise bathes the landscape in warm light, while mountains provide a scenic backdrop. The space blends indoor and outdoor living, emphasizing tranquility in a natural setting.
Guest suite in Hamilton
4.96 out of 5 average rating, 101 reviews

Canyon Creek Studio Guest Suite

Intimate ridgetop studio suite centrally located 2 mi from Hamilton. Featuring Hot tub, indoor gas fireplace +outdoor firepit overlooking valley and mountain views set the relaxing mood. The small kitchen is well equipped and features a gas stovetop and convection microwave. Rural mountain ranch setting on a large secure property in a classically safe neighborhood at the end of a meandering driveway. The studio is completely and cleverly redesigned into a featured studio apartment.

Guest favourite
The front view of a wooden cabin features a covered porch with a railing and a welcoming entrance. A fire pit with stones surrounds a central log, and a grassy area leads to a rustic wooden fence in the background, showcasing the surrounding landscape.
Cabin in Corvallis
4.93 out of 5 average rating, 129 reviews

Wolf Den cabin at Wilderness Spirit Cabins

This charming, cozy cabin is the perfect retreat for a couple or honeymooners. Inside, you'll find a mini kitchen equipped with a full-size refrigerator, a two-burner hot plate, a small microwave, a toaster oven, and a coffeemaker. For restful sleep, there’s a queen bed and a sofabed for additional sleeping space. Sip your coffee on the deck while taking in stunning mountain views, or unwind by your private firepit under Montana’s vast, starry sky with your beverage of choice.

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, 224 reviews

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.

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, 167 reviews

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.

Guest favourite
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
4.91 out of 5 average rating, 228 reviews

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!

Top guest favourite
A modern white house with a sloped roof and brick accents is depicted. An American flag hangs from the porch, which features steps leading to the entrance. Green grass surrounds the property, with a clear sky in the background.
Home in Hamilton
4.94 out of 5 average rating, 35 reviews

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

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!

Popular amenities for Pinesdale holiday rentals

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