Pinesdale Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Pinesdale holiday rentals

A modern kitchen with black cabinets, a stainless steel refrigerator, a microwave, and an oven.

1. Ben and Danielle's Place in the Woods

Ben and Danielle's Place in the Woods
Victor
10.0 out of 10, Exceptional, (17 reviews)
"We loved our stay here. Beautiful area and the studio was cute and very comfortable. I would recommend this place to anyone coming to this area."
United States
Sarah S.
The price is AU$217
includes taxes & fees
15 Nov - 16 Nov
Ben and Danielle's Place in the Woods
A golf course with two wooden structures, a pond, and a forested background.

2. SkyWater Cabins

SkyWater Cabins
3.0 star property
Hamilton
10.0 out of 10, Exceptional, (54 reviews)
"Amazing Place!"
United States
Monique
The price is AU$277
includes taxes & fees
14 Nov - 15 Nov
SkyWater Cabins
A residential driveway with a paved surface, a gravel border, and a wooden fence.

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

Room With Private Entrance & Private Bathroom & W/D
Hamilton
10.0 out of 10, Exceptional, (41 reviews)
"Wonderful place to stay! It is very clean, had everything I needed to have a great stay. "
United States
Kitty
The price is AU$184
includes taxes & fees
14 Nov - 15 Nov
Room With Private Entrance & Private Bathroom & W/D
A wooden cabin with a porch, surrounded by a fenced field and a clear sky.

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

'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin
Corvallis
9.8 out of 10, Exceptional, (81 reviews)
"Great little cabin hideaway. The views of the Bitterroot Valley are amazing. Very quiet and calm. If you’re looking for a get away from the hustle and bustle then this is your place. Tracy and Dale are wonderful."
United States
Christina
The price is AU$318
includes taxes & fees
14 Nov - 15 Nov
'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin
A rustic cabin interior with a wooden staircase, a sofa set, a dining table, and a large window offering a view of the outdoors.

5. Montana Retreat: The Nelson Cabin in Hamilton

Montana Retreat: The Nelson Cabin in Hamilton
Hamilton
10.0 out of 10, Exceptional, (35 reviews)
"Amazing cabin with all the modern amenities, and a tranquil setting that lets you relax. Erik was very welcoming and fun to talk to!"
United States
James R.
The price is AU$446
includes taxes & fees
15 Nov - 16 Nov
Montana Retreat: The Nelson Cabin in Hamilton
A person standing by a river with trees and mountains in the background.

6. Postcard Views at Mill Creek

Postcard Views at Mill Creek
Hamilton
10.0 out of 10, Exceptional, (89 reviews)
"It was a great place to stay in the bitterroot valley. Definitely would select place again especially for longer stays next time. The place was amazing and set up perfectly. It has a beautiful view of the sunrise this morning and wish it was our own place "
United States
William M.
The price is AU$363
includes taxes & fees
14 Nov - 15 Nov
Postcard Views at Mill Creek
Exterior

7. The Farmhouse In The Mountains- Front Porch

The Farmhouse In The Mountains- Front Porch
Pinesdale
9.0 out of 10, Wonderful, (4 reviews)
"Heather was amazing during our stay - not only was the house clean and homey but she helped us when we accidentally tripped a circuit breaker while making breakfast () and was very good about the service dog traveling with our group. I hope to stay at the Farmhouse in the Mountains again soon:)"
United States
Dusty S.
The price is AU$513
includes taxes & fees
1 Dec - 2 Dec
The Farmhouse In The Mountains- Front Porch
A wooden deck with a metal railing, overlooking a grassy field with a mountain backdrop.

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

The Bunkhouse Tiny home with a farm feel.with WiFi,and AC.
Stevensville
10.0 out of 10, Exceptional, (22 reviews)
"Great views, very clean, and the hosts were very kind and welcoming. WiFi was very slow and the bed was not to our liking. Million dollar views!"
United States
Matthew
The price is AU$228
includes taxes & fees
24 Nov - 25 Nov
The Bunkhouse Tiny home with a farm feel.with WiFi,and AC.
Two wicker chairs with floral cushions on a porch with a sign reading "Johnson Farm EST. 1937".

9. Restored 1909 2 Story Farmhouse minutes from Hamilton

Restored 1909 2 Story Farmhouse minutes from Hamilton
Hamilton
9.8 out of 10, Exceptional, (80 reviews)
"Amazing hospitality and such a charming location. We were very happy staying here and loved every minute "
United States
Sean M.
The price is AU$349
includes taxes & fees
14 Nov - 15 Nov
Restored 1909 2 Story Farmhouse minutes from Hamilton
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

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

Renovated 2-bed house with A/C - Walk to the Bitterroot River and downtown
Hamilton
10.0 out of 10, Exceptional, (9 reviews)
"We were pleased with the property. The kitchen had plenty of pans and we were able to cook family meals easily. The grill was also in excellent condition. We were close to stores and restaurants, which was an added bonus. We would definitely stay here again if we are back in the area."
United States
Angie M.
The price is AU$399
includes taxes & fees
15 Nov - 16 Nov
Renovated 2-bed house with A/C - Walk to the Bitterroot River and downtown
A modern building with a dark facade and a stone accent wall, surrounded by a landscaped garden with a small tree and gravel paths.

11. Mara Luxury Cabins- Pine

Mara Luxury Cabins- Pine
Hamilton
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful cabin and great service!"
United States
Anonymous traveller
The price is AU$404
includes taxes & fees
28 Nov - 29 Nov
Mara Luxury Cabins- Pine
Back Patio

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

Charming historic 2-bedroom South Side Hamilton home, 5-minute walk to downtown
Hamilton
10.0 out of 10, Exceptional, (28 reviews)
"Great place, well kept, great location!"
United States
Kacey C.
The price is AU$426
includes taxes & fees
15 Nov - 16 Nov
Charming historic 2-bedroom South Side Hamilton home, 5-minute walk to downtown
A wooden cabin with a sloped roof, surrounded by a well-maintained lawn and large trees.

13. Camas Creek Cabin

Camas Creek Cabin
Hamilton
9.8 out of 10, Exceptional, (12 reviews)
"Rick and I were very happy with her stay here. It was very nice clean and tidy. The view of the mountains was spectacular. We will definitely stay here again we just loved it!"
United States
Rick B.
The price is AU$353
includes taxes & fees
14 Nov - 15 Nov
Camas Creek Cabin
A spacious room with wooden flooring, a large window, and a wooden door.

14. Cozy Cottage Studio: Stunning Mountain Views!

Cozy Cottage Studio: Stunning Mountain Views!
3.0 star property
Hamilton
10.0 out of 10, Exceptional, (4 reviews)
"Great location for Get Lost Gravel Bicycle Race. Comfy bed."
United States
kenneth
The price is AU$421
includes taxes & fees
30 Nov - 1 Dec
Cozy Cottage Studio: Stunning Mountain Views!
A modern building with a dark facade and a stone accent wall, surrounded by a landscaped garden with a small tree and gravel paths.

15. Mara Luxury Cabin- Aspen

Mara Luxury Cabin- Aspen
Hamilton
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay. Two adults and two toddlers. We will definitely try to stay here again if in the area. The mountain views, morning coffee on the patio, and access to the river are a plus."
United States
Jared H.
The price is AU$457
includes taxes & fees
14 Nov - 15 Nov
Mara Luxury Cabin- Aspen
An outdoor patio area with wicker furniture, a fire pit, and a view of a well-maintained lawn and trees.

16. Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!

Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!
Hamilton
10.0 out of 10, Exceptional, (74 reviews)
"Perfect house to stay at with 4 adults - amazing wifi and great location!"
United States
Margaret A.
The price is AU$596
includes taxes & fees
29 Nov - 30 Nov
Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!
A single-story house with a covered porch, a garage, and a clear sky.

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

Charming 2-bedroom house in Stevensville with AC, WiFi
Stevensville
10.0 out of 10, Exceptional, (13 reviews)
"Nice location with great views.We enjoyed our stay."
United States
Joseph M.
The price is AU$364
includes taxes & fees
14 Nov - 15 Nov
Charming 2-bedroom house in Stevensville with AC, WiFi
A spacious living room with a staircase, wooden floors, and large windows.

18. Historic 1908 Wamsley House-Completing Renovation!

Historic 1908 Wamsley House-Completing Renovation!
Hamilton
The price is AU$552
includes taxes & fees
17 Nov - 18 Nov
Historic 1908 Wamsley House-Completing Renovation!
A park with a red bench, a fire pit, and a view of snow-capped mountains.

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

Wilderness Spirit Cabins 'Bear Cave' cabin-family friendly/sportsman paradise
Corvallis
9.4 out of 10, Exceptional, (72 reviews)
"We enjoyed our short stay in this quaint cabin. Lots of great views of the mountains and valley. The hosts are very accommodating and friendly."
United States
Kari P.
The price is AU$343
includes taxes & fees
16 Nov - 17 Nov
Wilderness Spirit Cabins 'Bear Cave' cabin-family friendly/sportsman paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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$184 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?

Welcome to our charming Montana cottage with a cozy traveler’s inn twist! . : This holiday home rental outside of 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?

While you're exploring the area, Bear Creek Trailhead and Blodgett Creek Trailhead are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Daly Mansion and Bitterroot Valley.

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.