Pinesdale Vacation Rentals from SAR 519: 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

Kaitlin L.

SAR 519 total

includes taxes & fees

23 Aug - 24 Aug

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

Hamilton

Susan

SAR 501 total

includes taxes & fees

25 Aug - 26 Aug

3. Montana Retreat: Original Hamilton Log Cabin!

Hamilton

James H.

SAR 1,229 total

includes taxes & fees

26 Aug - 27 Aug

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

Hamilton

William M.

SAR 1,115 total

includes taxes & fees

12 Sep - 13 Sep

5. The Farmhouse In The Mountains- Front Porch

Pinesdale

Robert R.

SAR 1,204 total

includes taxes & fees

18 Aug - 19 Aug

6. Montana Retreat: Original Hamilton Log Cabin!

Hamilton

Michael

SAR 1,199 total

includes taxes & fees

16 Aug - 17 Aug

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

Corvallis

Michael K.

SAR 791 total

includes taxes & fees

16 Aug - 17 Aug

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

Stevensville

Barbara T.

SAR 575 total

includes taxes & fees

25 Aug - 26 Aug

9. Restored 1909 2 Story Farmhouse minutes from Hamilton

Hamilton

Sean M.

SAR 1,105 total

includes taxes & fees

25 Aug - 26 Aug

10. SkyWater Cabins

Hamilton

Amanda

SAR 1,004 total

includes taxes & fees

17 Aug - 18 Aug

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

Corvallis

phyllis c.

SAR 1,091 total

includes taxes & fees

12 Sep - 13 Sep

12. Spacious Travel Trailer with AC in Stevensville

Stevensville

Jessica J.

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

Corvallis

Heather

SAR 828 total

includes taxes & fees

18 Aug - 19 Aug

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

Hamilton

Kacey C.

SAR 1,677 total

includes taxes & fees

11 Sep - 12 Sep

Coffee/tea maker, fridge, microwave, stovetop

15. Cozy Cottage Studio: Stunning Mountain Views!

Hamilton

Jacqui S.

SAR 1,107 total

includes taxes & fees

31 Aug - 1 Sep

16. Cozy Cottage Studio: Stunning Mountain Views!

Hamilton

kenneth

SAR 1,082 total

includes taxes & fees

31 Aug - 1 Sep

17. Camas Creek Cabin

Hamilton

courtney j.

SAR 1,075 total

includes taxes & fees

8 Sep - 9 Sep

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

Corvallis

Dawn M.

SAR 820 total

includes taxes & fees

19 Aug - 20 Aug

Coffee/tea maker, fridge, microwave, oven

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

Stevensville

Joseph M.

SAR 1,310 total

includes taxes & fees

12 Sep - 13 Sep

20. Camas Creek Cottage

Hamilton

Gail T.

SAR 1,018 total

includes taxes & fees

9 Sep - 10 Sep

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Top Pinesdale Hotel Reviews

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

10/10 Excellent

"We loved our stay in Stevensville! Every detail was just what we expected. However, the ice cube trays and working AM/FM radio was an unexpected smile."

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!"

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."

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 Daly Mansion and Denton Park.

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. 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 vacation rentals that suit your style

Top Pinesdale Hotel Reviews

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

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!

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

Frequently asked questions

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