Pinesdale Holiday Rentals

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Holiday Rentals in Pinesdale

Beautiful Secluded Log Home 5 minutes from town.

Hamilton
9.8 out of 10, Exceptional, (140)
"This place is gorgeous - tucked away in the ponderosa pines and very private - but only minutes from downtown. Very much enjoyed our stay."
United States
LEE ANN R.
The price is NZ$1,908
includes taxes & fees
10 Dec - 11 Dec
Beautiful Secluded Log Home 5 minutes from town.

SkyWater Cabins

3.0 star property
Hamilton
9.8 out of 10, Exceptional, (35)
"Close to highway and yet was peaceful and quiet, very well stocked for cooking dinner, lovely place to stay in the Bitterroot."
United States
Douglas
The price is NZ$335
includes taxes & fees
13 Nov - 14 Nov
SkyWater Cabins

Historic cottage in Stevensville with views of the mission mountains.

2.0 star property
Stevensville
9.0 out of 10, Wonderful, (2)
"Very nicely appointed. Everything you need is there. The host was very responsive. Small but cozy for two people. We will stay again. "
United States
Doug H.
Historic cottage in Stevensville with views of the mission mountains.

Room With Private Entrance & Private Bathroom & W/D

Hamilton
10.0 out of 10, Exceptional, (27)
"Nice little place and spotlessly clean. Would definitely stay there again."
United States
Kevin
The price is NZ$201
includes taxes & fees
13 Nov - 14 Nov
Room With Private Entrance & Private Bathroom & W/D

Tranquil Cabin on Sleeping Child Creek

Hamilton
10.0 out of 10, Exceptional, (92)
"Beautiful property - very peaceful. The home is perfect and the owners were very welcoming. We loved it and will definitely plan to be back! "
United States
marybeth b.
Tranquil Cabin on Sleeping Child Creek

Bitterroot Oasis

Stevensville
10.0 out of 10, Exceptional, (88)
"The property was very well maintained and check in was a breeze. The kitchen has all the necessary things for cooking including some condiments and seasonings. The outdoor area was also great for grilling and playing yard games, Everyone had a comfortable place to sleep. We would definitely book it again!"
United States
Jaime S.
Bitterroot Oasis

Charming Stevensville Home w/ Open Yard!

3.0 star property
Stevensville
Charming Stevensville Home w/ Open Yard!

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

Hamilton
10.0 out of 10, Exceptional, (50)
"Hamilton shopping and coffee shops, pickleball, an amazing yard to enjoy weather…….and a biggie in our family the best water pressure when 10 people are showering. Do not miss this adventure!"
United States
mike d.
The price is NZ$2,377
includes taxes & fees
13 Nov - 14 Nov
Family Fun & Adventure at Award Winning Historical Copper King Mountain Mansion

Riverfront Luxury Cabin With Pond And Hot Tub

Hamilton
10.0 out of 10, Exceptional, (22)
"The place is clean, with well-appointed kitchen and comfortable beds. Great place for hanging out with friends and family. Definitely would recommend!"
United States
Charlie L.
The price is NZ$1,293
includes taxes & fees
13 Nov - 14 Nov
Riverfront Luxury Cabin With Pond And Hot Tub

Ahhh, Montana! Peace & Quiet With Spectacular Views!

Stevensville
10.0 out of 10, Exceptional, (105)
"Beautiful home. It had everything we needed. Lovely view of the mountains"
United States
Gloria N.
Ahhh, Montana! Peace & Quiet With Spectacular Views!

Bitterroot Sky Cottage-What A View!

Stevensville
10.0 out of 10, Exceptional, (13)
"Perfect little cottage among the hills of Stevensville."
United States
Nikolette D.
Bitterroot Sky Cottage-What A View!

Spacious Mid Century house, perfect for families and close to city center.

Hamilton
10.0 out of 10, Exceptional, (50)
"Cute house. Great location close to town but in a quiet spot. "
United States
Jessica H.
Spacious Mid Century house, perfect for families and close to city center.

* *Mountain View Ranch* *

Corvallis
9.6 out of 10, Exceptional, (4)
"Such a great place to stay! We joked it was like the house from Home Alone. 6 adults accommodation was perfect, room for much more. Fantastic communication from the host "
United States
Kelsey C.
* *Mountain View Ranch* *

Beautifully Restored house of pleasure on Main St above Ponderosa Wine Bar

Hamilton
10.0 out of 10, Exceptional, (252)
"The loft is wonderful! We absolutely love the location and it has everything you would possibly need. Craig, the owner is a super nice guy. He always stocks the treats!"
United States
Jessica H.
Beautifully Restored house of pleasure on Main St above Ponderosa Wine Bar

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

Hamilton
10.0 out of 10, Exceptional, (59)
"Very clean Very well provisioned Great place to stay."
United States
Grant W.
The price is NZ$752
includes taxes & fees
16 Nov - 17 Nov
Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!

Sapphire Ridge Cabin

Hamilton
9.8 out of 10, Exceptional, (6)
"Picture perfect space. VERY clean and responsive. Could use a couple extra fans as I didn’t realize there was no air but open a couple windows, turn on the fans and definitely close the sunroom door it’s actually quite comfortable, chilly in the am. Loved the area. Quite. And the stars are incredible!!! Will stay again. Thank you Collin for a wonderful stay and experience. "
United States
Tobie G.
Sapphire Ridge Cabin

Unique Rustic and Renovated Barn in the Woods

Victor
9.8 out of 10, Exceptional, (66)
"We really enjoyed our short stay! Place was very clean and the bed was very comfortable! We had some things come up and had to shorten our stay and the host was so kind and allowed us to do so. We would stay here again!"
United States
Hunter M.
Unique Rustic and Renovated Barn in the Woods

3 Bedroom, 2 bathroom house

Hamilton
10.0 out of 10, Exceptional, (26)
"We enjoyed the amenities and peace this property provided. We really enjoyed our stay."
United States
Cathy A.
3 Bedroom, 2 bathroom house

A peaceful one-bedroom house next to the Bitterroot Mountains

Hamilton
10.0 out of 10, Exceptional, (29)
"clean, quiet, convenient."
United States
Doug P.
A peaceful one-bedroom house next to the Bitterroot Mountains

The Guest House at Rod and Rifle Ranch

Corvallis
9.8 out of 10, Exceptional, (6)
"A++++++++++"
United States
Marilyn Z.
The Guest House at Rod and Rifle Ranch
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

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$201 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?

Beautiful Secluded Log Home 5 minutes from town.: This holiday home rental outside of Pinesdale is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.