Pinesdale Vacation Rentals from $138: Search Short-Term Rentals

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Our top choices for Pinesdale vacation rentals

1. Ben and Danielle's Place in the Woods

Victor

Kaitlin L.

$128 nightly

Aug 12 - Aug 13

Total with taxes and fees

2. Montana Retreat: Original Hamilton Log Cabin!

Hamilton

James H.

$300 nightly

Aug 8 - Aug 9

Total with taxes and fees

3. Montana Retreat: Original Hamilton Log Cabin!

Hamilton

Michael

$296 nightly

Aug 8 - Aug 9

Total with taxes and fees

4. Room With Private Entrance & Private Bathroom & W/D

Hamilton

Susan

$119 nightly

Aug 11 - Aug 12

Total with taxes and fees

5. Outdoor adventures all around this comfy home with stunning views prime location

Hamilton

William M.

$246 nightly

Aug 16 - Aug 17

Total with taxes and fees

6. The Farmhouse In The Mountains- Front Porch

Pinesdale

Robert R.

$296 nightly

Aug 25 - Aug 26

Total with taxes and fees

7. 'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin

Corvallis

Michael K.

$195 nightly

Aug 6 - Aug 7

Total with taxes and fees

8. The Bunkhouse Tiny home with a farm feel.with WiFi,and AC.

Stevensville

Barbara T.

$140 nightly

Aug 25 - Aug 26

Total with taxes and fees

Coffee/tea maker, fridge, microwave, stovetop

9. Cozy Cottage Studio: Stunning Mountain Views!

Hamilton

Jacqui S.

$275 nightly

Aug 31 - Sep 1

Total with taxes and fees

10. The Guesthouse - on 3.5 acres in Corvallis, MT

Corvallis

phyllis c.

$269 nightly

Aug 31 - Sep 1

Total with taxes and fees

11. Spacious Travel Trailer with AC in Stevensville

Stevensville

Jessica J.

$161 nightly

Aug 25 - Aug 26

Total with taxes and fees

12. Wilderness Spirit Cabins 'Bear Cave' cabin-family friendly/sportsman paradise

Corvallis

Heather

$204 nightly

Aug 6 - Aug 7

Total with taxes and fees

13. New 3BR w/ Garage, 1 Mile from Downtown

Hamilton

Nick F.

$348 nightly

Aug 12 - Aug 13

Total with taxes and fees

14. Restored 1909 2 Story Farmhouse minutes from Hamilton

Hamilton

Cindy

$276 nightly

Sep 1 - Sep 2

Total with taxes and fees

15. SkyWater Cabins

Hamilton

Amanda

$248 nightly

Aug 9 - Aug 10

Total with taxes and fees

16. Cozy Cottage Studio: Stunning Mountain Views!

Hamilton

kenneth

$267 nightly

Aug 31 - Sep 1

Total with taxes and fees

17. Charming historic 2-bedroom South Side Hamilton home, 5-minute walk to downtown

Hamilton

Kacey C.

$316 nightly

Aug 9 - Aug 10

Total with taxes and fees

18. Wilderness Spirit Cabins, LLC-'Eagle Nest'- Heavenly Mountain Views

Corvallis

Tracy W.

$205 nightly

Aug 24 - Aug 25

Total with taxes and fees

19. Camas Creek Cabin

Hamilton

courtney j.

$272 nightly

Aug 6 - Aug 7

Total with taxes and fees

20. Camas Creek Cottage

Hamilton

Gail T.

$252 nightly

Sep 1 - Sep 2

Total with taxes and fees

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Top Pinesdale Hotel Reviews

Lost Horse Lodge

10/10 Excellent

"We thoroughly enjoyed our stay at the Lost Horse Lodge. The property is very nice, quiet and the saloon served great food at a good price, and the staff were very nice. We also enjoyed easy excursions to Darby, Lake Como and the Montana/Idaho border. Thank you for a great time."

Tranquil Cabin on Sleeping Child Creek

10/10 Excellent

"Arrival to the cabin on Sleeping Child Creek was very welcoming. The host had gifted fresh eggs from the property's chickens in addition to homemade blackberry jam [berries from owner's garden]. The Creek down from the cabin porch provided for an auditory & visual nature infused week in the Bitterroot Valley. I also thoroughly enjoyed seeing deer graze on the open spaces surrounding the cabin at least twice a day. The cabin was clean, comfortable inside & out for a relaxing week w/host timely responding to a question here and there. Overall a nice property near Hamilton for my first visit to this Western Montana area in a quiet location to explore Bitterroot history and some of the Valley's geographic wonders."

Family Fun & Adventure at Award Winning Historical Copper King Mountain Mansion

10/10 Excellent

"My family of 18 (12 adults, 6 children) stayed in this immaculate mansion for six days in July, 2026. It was a totally wonderful experience! The house is not only huge but interesting and beautiful, with fascinating themed decor (like the "Butterfly Room" and the "Leopard Room") and many amenities, such as multiple gaming areas, fridges, dishwashers, and washer/dryers. The beds were very comfortable and the many bathrooms meant no waiting! The Great Room was always bustling with family activities from board games to shuffleboard (a big hit), movie night, and singalong, but also relaxing times to read quietly in a large space with others around. The large wrap-around yard and the many outdoor seating areas are as impressive as the house. The tall trees provided very comfortable shade for outdoor activities, even though it was unusually hot for Montana (90s most days). Whether it was one of the many outdoor games (such as Pickleball, Corn Hole or Croquet), the big hot tub, the wood-fired grill, or the six bikes, we could have enjoyed the week even if we never left the house. But we also enjoyed outings to Blodgett Canyon Overlook and Lake Como and several spots in downtown Hamilton within easy walking distance.Ryan and Stephanie were attentive to our every need and responded quickly to all our questions and requests. They were gracious and exemplary hosts. We all highly recommend this property, and this beautiful area of Montana, to anyone!"

Unique Rustic and Renovated Barn in the Woods

10/10 Excellent

"This is the second time I have stayed at this property, and it gets better every time! They are working so hard to make a better experience for their visitors. Every time I’ve been there, something new has been added. I WILL be staying here again!"

Authentic Quaint Log Cabin on 2400 Private Acres w/ Stellar Views & Hot Tub

10/10 Excellent

"What an amazing cabin. Stunning views of the west side mountains, including Trapper Peak. Fully visible from inside or outside on the porch. Super quiet and private. Everything is in outstanding condition. Highly recommended."

Find out more about Pinesdale

Everything you need to know about Pinesdale vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pinesdale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pinesdale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pinesdale vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pinesdale. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pinesdale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pinesdale rentals

At Expedia, we put the best Pinesdale vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pinesdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pinesdale vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pinesdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Pinesdale?

Yes, we offer vacation rentals close to well known local attractions in Pinesdale, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Pinesdale has to offer?

Welcome to our charming Montana cottage with a cozy traveler’s inn twist! . : This vacation home rental near Pinesdale offers a fireplace, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Pinesdale?

Explore the area and family-friendly sights such as Field of Screams, or get out into nature at a spot like Denton Park. In the larger area, you’ll find Daly Mansion and Bitterroot Mall.

What’s a vacation rental in Pinesdale like?

A vacation rental is a private property you can stay in for a long or short time in Pinesdale. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Pinesdale vacation rentals

1. Ben and Danielle's Place in the Woods

2. Montana Retreat: Original Hamilton Log Cabin!

3. Montana Retreat: Original Hamilton Log Cabin!

4. Room With Private Entrance & Private Bathroom & W/D

5. Outdoor adventures all around this comfy home with stunning views prime location

6. The Farmhouse In The Mountains- Front Porch

7. 'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin

8. The Bunkhouse Tiny home with a farm feel.with WiFi,and AC.

9. Cozy Cottage Studio: Stunning Mountain Views!

10. The Guesthouse - on 3.5 acres in Corvallis, MT

11. Spacious Travel Trailer with AC in Stevensville

12. Wilderness Spirit Cabins 'Bear Cave' cabin-family friendly/sportsman paradise

13. New 3BR w/ Garage, 1 Mile from Downtown

14. Restored 1909 2 Story Farmhouse minutes from Hamilton

15. SkyWater Cabins

16. Cozy Cottage Studio: Stunning Mountain Views!

17. Charming historic 2-bedroom South Side Hamilton home, 5-minute walk to downtown

18. Wilderness Spirit Cabins, LLC-'Eagle Nest'- Heavenly Mountain Views

19. Camas Creek Cabin

20. Camas Creek Cottage

Find vacation rentals that suit your style

Top Pinesdale Hotel Reviews

Lost Horse Lodge

City Center Motel

Bitterroot River Inn & Conference Center

Tranquil Cabin on Sleeping Child Creek

Family Fun & Adventure at Award Winning Historical Copper King Mountain Mansion

Bitterroot Sky Cottage-What A View!

The Bunkhouse Tiny home with a farm feel.with WiFi,and AC.

Unique Rustic and Renovated Barn in the Woods

Authentic Quaint Log Cabin on 2400 Private Acres w/ Stellar Views & Hot Tub

Find out more about Pinesdale

Frequently asked questions

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