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Pinesdale Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Pinesdale holiday rentals

A view from a covered porch overlooking a calm lake with a grassy area and trees in the background.

1. SkyWater Cabins

SkyWater Cabins
3.0 star property
Hamilton
10.0 out of 10, Exceptional, (51 reviews)
"Very clean and cozy cabins on a beautiful pond next to the Bitterroot River."
United States
Joy
The price is NZ$338
includes taxes & fees
19 Oct - 20 Oct
SkyWater Cabins
Room

2. Ben and Danielle's Place in the Woods

Ben and Danielle's Place in the Woods
Victor
9.8 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 NZ$270
includes taxes & fees
15 Nov - 16 Nov
Ben and Danielle's Place in the Woods
A wooden cabin with a green roof, a deck, and a view of snow-capped mountains.

3. '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 NZ$396
includes taxes & fees
18 Oct - 19 Oct
'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin
A single-story house with a covered porch and a small patio area.

4. 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 NZ$238
includes taxes & fees
16 Oct - 17 Oct
Room With Private Entrance & Private Bathroom & W/D
A living room with a television, a ceiling fan, and a sign that reads "PRODUCE ON LOCAL FARM."

5. 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, (72 reviews)
"Very spacious and homey feeling. Very comfortable and nice layout! We had a very enjoyable stay!!"
United States
Larry H.
The price is NZ$783
includes taxes & fees
16 Oct - 17 Oct
Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!
Exterior

6. 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 NZ$633
includes taxes & fees
26 Oct - 27 Oct
The Farmhouse In The Mountains- Front Porch
A two-story house with a red front door, a small porch, and a chimney.

7. 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, (27 reviews)
"Great place, well kept, great location!"
United States
Kacey C.
The price is NZ$549
includes taxes & fees
15 Nov - 16 Nov
Charming historic 2-bedroom South Side Hamilton home, 5-minute walk to downtown
A spacious living room with a staircase, wooden floors, and large windows.

8. Historic 1908 Wamsley House-Completing Renovation!

Historic 1908 Wamsley House-Completing Renovation!
Hamilton
The price is NZ$894
includes taxes & fees
22 Oct - 23 Oct
Historic 1908 Wamsley House-Completing Renovation!
A rustic cabin with a wooden exterior, large windows, and a porch.

9. Postcard Views at Mill Creek

Postcard Views at Mill Creek
Hamilton
10.0 out of 10, Exceptional, (86 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 NZ$454
includes taxes & fees
6 Nov - 7 Nov
Postcard Views at Mill Creek
A wooden cabin with a porch, a door, and a small outdoor seating area.

10. 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, (20 reviews)
"Great location!"
United States
Karen T.
The price is NZ$269
includes taxes & fees
28 Oct - 29 Oct
The Bunkhouse Tiny home with a farm feel.with WiFi,and AC.
A rustic cabin interior with wooden walls, a dining area, a sofa, and a kitchen.

11. 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 NZ$577
includes taxes & fees
19 Oct - 20 Oct
Montana Retreat: The Nelson Cabin in Hamilton
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

12. 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.
Renovated 2-bed house with A/C - Walk to the Bitterroot River and downtown
A kitchen with wooden cabinets, a countertop, and a dishwasher. There are two wooden chairs and a trash can.

13. 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 NZ$514
includes taxes & fees
31 Oct - 1 Nov
Cozy Cottage Studio: Stunning Mountain Views!
A modern living room with a large window, a white sofa, a coffee table, and a TV on a cabinet.

14. Montana Geodesic SpaceDome

Montana Geodesic SpaceDome
Ravalli County
10.0 out of 10, Exceptional, (2 reviews)
"Amazing!"
United States
Meg
The price is NZ$482
includes taxes & fees
19 Oct - 20 Oct
Montana Geodesic SpaceDome
A modern kitchen with a large island, bar stools, and a view of the outdoors through a glass door.

15. Mara Luxury Cabins- Pine

Mara Luxury Cabins- Pine
Hamilton
10.0 out of 10, Exceptional, (34 reviews)
"Great place to stay"
United States
Jeremy E.
The price is NZ$609
includes taxes & fees
20 Oct - 21 Oct
Mara Luxury Cabins- Pine
A rustic cabin with a green roof, surrounded by trees and a clear sky.

16. Restored 1909 2 Story Farmhouse minutes from Hamilton

Restored 1909 2 Story Farmhouse minutes from Hamilton
Hamilton
9.8 out of 10, Exceptional, (79 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 NZ$479
includes taxes & fees
1 Nov - 2 Nov
Restored 1909 2 Story Farmhouse minutes from Hamilton
A modern living room with a stone fireplace, a bar area, and a large TV mounted on the wall.

17. Mara Luxury Cabin- Aspen

Mara Luxury Cabin- Aspen
Hamilton
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful property - it was all we hoped for and more. Will most certainly stay there again and we live 50 miles to the north."
United States
Kraig K.
The price is NZ$745
includes taxes & fees
19 Oct - 20 Oct
Mara Luxury Cabin- Aspen
A two-story house with a front yard, a driveway, and a neighboring property.

18. Welcome to your perfect Bitterroot Valley home base! Located in a charming residential neighborhood just blocks from downtown Hamilton, this comfortable 4-bedroom, 2-bathroom home offers the ideal mix of small-town convenience and outdoor adventure.

Welcome to your perfect Bitterroot Valley home base! Located in a charming residential neighborhood just blocks from downtown Hamilton, this comfortable 4-bedroom, 2-bathroom home offers the ideal mix of small-town convenience and outdoor adventure.
Hamilton
The price is NZ$807
includes taxes & fees
22 Oct - 23 Oct
Welcome to your perfect Bitterroot Valley home base! Located in a charming residential neighborhood just blocks from downtown Hamilton, this comfortable 4-bedroom, 2-bathroom home offers the ideal mix of small-town convenience and outdoor adventure.
A wooden interior with a bed, dresser, and a window with curtains.

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, (71 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 NZ$443
includes taxes & fees
19 Oct - 20 Oct
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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Top Pinesdale Hotel Reviews

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

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

10/10 Excellent
"Xcellent hosts great property,highly recommend"
todd f. 2-night trip
Posted 5 days ago
Wilderness Spirit Cabins 'Bear Cave' cabin-family friendly/sportsman paradise

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 favorite 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 depends 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 NZ$269 per night. Entering your travel dates in the search wizard you might find 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.