Vacation rentals in Pinesdale

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Top-rated vacation rentals in Pinesdale

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

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Guest favorite

Home in Hamilton

5.0 out of 5 average rating, 105 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.

Mar 24 – 31

G$30,084 GYD per night

Guest favorite

Guest suite in Darby

4.95 out of 5 average rating, 207 reviews

Horse ranch w/hot tub, backs to hiking trails!

Our cozy, self-contained 750 sf private guest home retreat is attached to our main home & sits in the middle of 20 lush acres bordering US Forest Service & is located a few minutes from rivers, fishing, lakes & hiking & just 30 minutes from Lost Trail Ski area. Fantastic views of mountains, pine trees, wildlife & our horses. It features a queen size bed w/a super comfy mattress, couch, fully equipped kitchen, bathtub/shower, laundry, deck, WIFI, HD TV and access to the hot tub on the back deck.

Mar 5 – 12

G$19,026 GYD per night

Guest favorite

Guesthouse in Corvallis

4.94 out of 5 average rating, 244 reviews

Honey House in the Bitterroot

You will have the guesthouse overlooking the Bitterroot Valley all to yourself. Our Guest House is new construction, CLEAN, and a separate dwelling from our main home. You will be less than 10 minutes from downtown Hamilton, river access is minutes away and less than an hour from Lost Trail Powder Mountain! There is a Tuft&Needle Queen bed to rest your head on, sofa, full bath, and full kitchen w/stove, oven, fridge, microwave, plates and utensils to cook your meals. We love friendly dogs!

Sep 30 – Oct 7

G$19,409 GYD per night

Guest favorite

Cabin in Stevensville

5.0 out of 5 average rating, 126 reviews

Ahhh, Montana! Peace and quiet in the Bitterroot!

In the heart of the beautiful Bitterroot Valley. The views are spectacular. You're near everything that screams Montana; hiking, fishing, wildlife viewing, hunting, wilderness, horseback riding, rodeos, quaint shops, restaurants, and historical places! Our guesthouse is on the same property as our home with 8 acres of natural landscape. You have privacy with your own parking area. Come stay for a day, two or more. Once you're here, you won't want to go home. We look forward to hosting you!

Mar 18 – 25

G$29,153 GYD per night

Guest favorite

Farm stay in Victor

4.96 out of 5 average rating, 94 reviews

The Bitterroot Guest House

This new mountain modern guest house sits in the middle of a beautiful, 80-acre working ranch in the historic Bitterroot Valley of Montana. Hike the ranch or explore beyond on many scenic trails. The valley has craft breweries, distilleries, cheese-makers, and casual or fine dining all within minutes. Two creeks run through the ranch, and elk, whitetail deer, and turkeys are seen often, with occasional sightings of cougar, bear and bald eagles. Come escape to this wild and beautiful place!

Jun 13 – 20

G$33,373 GYD per night

Guest favorite

Cabin in Stevensville

4.99 out of 5 average rating, 139 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.

Jul 12 – 19

G$28,753 GYD per night

Guest favorite

Home in Hamilton

4.95 out of 5 average rating, 168 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.

Sep 21 – 28

G$24,440 GYD per night

Guest favorite

Cottage in Corvallis

5.0 out of 5 average rating, 123 reviews

Sage Cottage 406 ~ Montana Vacation Getaway

This elegant & clean house was built as a vacation getaway with a hot tub, fire pit, privacy yard, driveway, full kitchen, bath, washer/dryer, free Wi-Fi, two smart TVs / sound system, and spectacular mountain views. It is located in the heart of the Bitterroot Valley, close to hiking/biking trails, or take a scenic drive. Less than 10 miles away from the Bitterroot River. When you book with us for short- or long-term stays, utility costs like electricity, garbage, and Wi-Fi.

Mar 5 – 12

G$28,795 GYD per night

Guest favorite

Yurt in Victor

4.98 out of 5 average rating, 173 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) 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.

Nov 12 – 19

G$23,922 GYD per night

Guest favorite

Home in Hamilton

4.93 out of 5 average rating, 14 reviews

Mountain View Escape

Forget your worries in this spacious and serene space. Our cozy lower level has all the amenities you need for a quick getaway. Close to many hiking trails, just out of Hamilton and Corvallis (only 10 minutes!), and you can hear the wind in the pines and Mill Creek bubbling in the distance, topped off with the tranquility of chickens clucking in the yard. We have a designated patio space for you to enjoy the view of our pond and the majestic Bitterroot Mountains.

Nov 22 – 29

G$24,672 GYD per night

Guest favorite

Guesthouse in Stevensville

4.93 out of 5 average rating, 270 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, 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.

Sep 8 – 15

G$35,699 GYD per night

Superhost

Guest suite in Corvallis

4.92 out of 5 average rating, 110 reviews

Unscented, Clean, Cozy, Spacious Country Studio

ALL products used are UNSCENTED. Whether traveling for pleasure, or business, this comfortable and roomy studio is a peaceful place to unwind. Surrounded by gardens in the summer, abundant bird song, deer, and intimate views of the sun rising and setting over the grand mountains of the Bitterroot Valley. The location is a 5 minute drive to Corvallis, and 15 minutes to Hamilton, 3 minutes to the Bitterroot River, and 10 minutes to the nearest hike.

Oct 12 – 19

G$17,411 GYD per night