Pinesdale Vacation Rentals from ￥23,302: Search Short-Term Rentals

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

Restored 1909 2 Story Farmhouse minutes from Hamilton : This vacation home rental near Pinesdale offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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Our top choices for Pinesdale vacation rentals

1. Ben and Danielle's Place in the Woods

Victor

Ashley

￥23,302 total

includes taxes & fees

Sep 7 - Sep 8

2. Montana Retreat: Original Hamilton Log Cabin!

Hamilton

James H.

￥51,779 total

includes taxes & fees

Aug 26 - Aug 27

3. The Farmhouse In The Mountains- Front Porch

Pinesdale

Dusty S.

￥50,754 total

includes taxes & fees

Sep 20 - Sep 21

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

Hamilton

William M.

￥42,397 total

includes taxes & fees

Aug 31 - Sep 1

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

Hamilton

Susan

￥21,105 total

includes taxes & fees

Aug 24 - Aug 25

6. Montana Retreat: Original Hamilton Log Cabin!

Hamilton

Michael

￥50,960 total

includes taxes & fees

Aug 25 - Aug 26

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

Corvallis

Michael K.

￥33,339 total

includes taxes & fees

Aug 25 - Aug 26

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

Stevensville

Barbara T.

￥23,925 total

includes taxes & fees

Aug 24 - Aug 25

9. Restored 1909 2 Story Farmhouse minutes from Hamilton

Hamilton

Sean M.

￥46,124 total

includes taxes & fees

Aug 25 - Aug 26

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

Corvallis

phyllis c.

￥45,969 total

includes taxes & fees

Sep 2 - Sep 3

11. SkyWater Cabins

Hamilton

Amanda

￥42,295 total

includes taxes & fees

Aug 22 - Aug 23

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

Corvallis

Heather

￥34,896 total

includes taxes & fees

Aug 25 - Aug 26

￥55,937 total

includes taxes & fees

Sep 16 - Sep 17

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Top Pinesdale Hotel Reviews

Quality Inn Hamilton Bitterroot Valley

10/10 Excellent

"The hotel was good. Breakfast was good."

Tranquil Cabin on Sleeping Child Creek

10/10 Excellent

"This property is essential when you need to disconnect from work but not the world. This property may take you back a few years in time with the appliances in the house but they all work and it was a pleasure using something without 50 different options. Listening to the creek from the back porch and watching the deer come and go and in some cases the small deer were playing just added to the ambiance. I truly found relaxation and revitalization and I believe I am ready to engage with what pays the bills. The hosts were awesome and I highly recommend this property for those who need to unwind."

Trout Farm ponds, wildlife corridor on creek and river - a perfect getaway

10/10 Excellent

"The outside property was absolutely gorgeous - everything from the views, wild animals, outside dining area, yard games, and access to pond, creek, and river. As for the inside, the house was completely stocked with everything you could possibly need! Taking a walk thru the house, it was extremely unique. There are so many small details that can only be appreciated if you have lived thru the 60s/70s or seen these items growing up while visiting grandparents. Everything is pristinely preserved. It could be a movie set! (My young children didn’t get it, but my parents had a great time reliving the past on a FaceTime call.) There were so many interesting things to explore throughout this entire property, and it is obvious that it is truly loved by the owner."

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!"

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

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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?

Restored 1909 2 Story Farmhouse minutes from Hamilton: This vacation home rental near Pinesdale offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 Bear Creek Trailhead. In the larger area, you’ll find Blodgett Creek Trailhead and Daly Mansion.

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. The Farmhouse In The Mountains- Front Porch

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

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

6. Montana Retreat: Original Hamilton Log Cabin!

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. Restored 1909 2 Story Farmhouse minutes from Hamilton

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

11. SkyWater Cabins

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

13. Renovated 2-bed house with A/C - Walk to the Bitterroot River and downtown

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

15. Cozy Cottage Studio: Stunning Mountain Views!

16. Cozy Cottage Studio: Stunning Mountain Views!

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

18. Camas Creek Cabin

19. Camas Creek Cottage

20. Mara Luxury Cabins- Pine

Find vacation rentals that suit your style

Top Pinesdale Hotel Reviews

Quality Inn Hamilton Bitterroot Valley

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

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

Unique Rustic and Renovated Barn in the Woods

Tranquil Cabin on Sleeping Child Creek

SkyWater Cabins

Trout Farm ponds, wildlife corridor on creek and river - a perfect getaway

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

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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