Pinesdale Holiday Rentals from AU$199: Search Short-Term Rentals

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

Restored 1909 2 Story Farmhouse minutes from Hamilton : This holiday home rental outside of 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 that you can cook with friends or family.

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Our top choices for Pinesdale holiday rentals

1. Ben and Danielle's Place in the Woods

Victor

Kaitlin L.

includes taxes & fees

1 Sept - 2 Sept

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

Hamilton

Susan

includes taxes & fees

16 Aug - 17 Aug

3. Montana Retreat: Original Hamilton Log Cabin!

Hamilton

James H.

includes taxes & fees

28 Aug - 29 Aug

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

Hamilton

William M.

includes taxes & fees

16 Aug - 17 Aug

5. The Farmhouse In The Mountains- Front Porch

Pinesdale

Robert R.

includes taxes & fees

14 Sept - 15 Sept

6. Montana Retreat: Original Hamilton Log Cabin!

Hamilton

Michael

includes taxes & fees

16 Aug - 17 Aug

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

Corvallis

Michael K.

includes taxes & fees

16 Aug - 17 Aug

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

Stevensville

Barbara T.

includes taxes & fees

25 Aug - 26 Aug

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Top Pinesdale Hotel Reviews

The Lincoln Lodge - Spacious Bitterroot Valley Retreat Between Hamilton & Victor

10/10 Excellent

"The property was just as advertised on the website, which is rare these days. The host invited us to make use of what was in the fridge as well as the well stocked pantry. Appliances and fixtures were all great quality. Nothing cheap or shoddy about the house or grounds. We enjoyed sitting on the deck, watching deer and wild turkey and the great views of the Bitterroot range at sunset."

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."

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!"

Find out more about Pinesdale

Everything you need to know about Pinesdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pinesdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Pinesdale holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pinesdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pinesdale holiday rentals we have selected for you start as low as AU$199 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pinesdale rentals

At Expedia, we put the best Pinesdale holiday 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 holiday.

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 holiday rental in Pinesdale?

Yes, there are holiday rentals close to the most popular sights in Pinesdale, or you can select a more secluded option if you're looking for a relaxing stay.

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

Restored 1909 2 Story Farmhouse minutes from Hamilton: This holiday home rental outside of 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 that 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 wider area, you’ll find Blodgett Creek Trailhead and Daly Mansion.

What’s a holiday rental in Pinesdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pinesdale. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Pinesdale holiday rentals

1. Ben and Danielle's Place in the Woods

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

3. Montana Retreat: Original Hamilton Log Cabin!

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

5. The Farmhouse In The Mountains- Front Porch

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. SkyWater Cabins

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

12. Spacious Travel Trailer with AC in Stevensville

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

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

15. Cozy Cottage Studio: Stunning Mountain Views!

16. Cozy Cottage Studio: Stunning Mountain Views!

17. Camas Creek Cabin

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

19. Charming 2-bedroom house in Stevensville with AC, WiFi

20. Camas Creek Cottage

Find holiday rentals that suit your style

Top Pinesdale Hotel Reviews

The Lincoln Lodge - Spacious Bitterroot Valley Retreat Between Hamilton & Victor

Unique Rustic and Renovated Barn in the Woods

Super 8 by Wyndham Hamilton

Tranquil Cabin on Sleeping Child Creek

SkyWater Cabins

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

Lost Horse Lodge

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

Bitterroot Sky Cottage-What A View!

Find out more about Pinesdale

Frequently asked questions

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