Pinesdale Holiday Rentals

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Holiday Rentals in Pinesdale

SkyWater Cabins

3.0 star property
10.0 out of 10, Exceptional, (11)
"Very clean and cute cabin with Mountain View from the cabin windows. Off leash dog area and little pond. You have the ability to cook as well. Fridge, coffee maker and microwave. We had people in neighboring cabins but didn’t really see or hear them. Wonderful place!"
The price is AU$291
includes taxes & fees
1 Dec - 2 Dec
SkyWater Cabins

Charming 2 bedroom, south side Hamilton home!

10.0 out of 10, Exceptional, (14)
"This was a beautiful and comfortable home. The autumn weather was perfect for our walks to downtown. Thank you. "
The price is AU$386
includes taxes & fees
1 Dec - 2 Dec
Charming 2 bedroom, south side Hamilton home!

A peaceful one-bedroom house next to the Bitterroot Mountains

10.0 out of 10, Exceptional, (22)
"This one bedroom home was the perfect location for everything I was doing in the bitteroot area. The horses were a plus and made me feel right at home. I met Sandra and her husband and had the opportunity to meet some of her horses while she was working them. I liked the personal touch of the card they left for me and the chocolate was a bonus too! One night there were deer grazing right outside the deck and wild turkeys frequent the property as well. The home was very cozy and clean and has...
A peaceful one-bedroom house next to the Bitterroot Mountains

Bitterroot Oasis

10.0 out of 10, Exceptional, (81)
"We enjoyed everything about our stay - communication, cleanliness, spaciousness and the serenity of the area. This was an excellent choice for our needs!"
Bitterroot Oasis

Unique Rustic and Renovated Barn in the Woods

9.8 out of 10, Exceptional, (53)
"Our second time here, a great getaway not too far from missoula"
Unique Rustic and Renovated Barn in the Woods

Trout Farm ponds, wildlife corridor on creek and river - a perfect getaway

10.0 out of 10, Exceptional, (59)
"Had a wonderful time! It was the cleanest rental I have ever been to. And the fishing was so fun. Would love to stay again!!! "
Trout Farm ponds, wildlife corridor on creek and river - a perfect getaway

Bitterroot Sky Cottage-What A View!

10.0 out of 10, Exceptional, (24)
"Blaine was a great host! The view of the bitterroot mountains from the property was amazing. Very peaceful and a great place to escape reality for a little bit. "
Bitterroot Sky Cottage-What A View!

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

10.0 out of 10, Exceptional, (63)
"The cabin was beautiful, cozy and peaceful. We had a very relaxing stay and the property was truly beautiful. Everything was clean and the hosts were very helpful. We will stay again. "
The price is AU$316
includes taxes & fees
7 Dec - 8 Dec
Outdoor adventures all around this comfy home with stunning views prime location

Cozy space located in the heart of the Bitterroot mountains

10.0 out of 10, Exceptional, (14)
"Cozy , comfortable apartment with fabulous views!"
Cozy space located in the heart of the Bitterroot mountains

Modern Tiny House with Spectacular Views

10.0 out of 10, Exceptional, (11)
"Absolutely loved the house. I would stay here again. Would highly recommend! "
The price is AU$392
includes taxes & fees
4 Dec - 5 Dec
Modern Tiny House with Spectacular Views

Victor Woodland Cabin Retreat w/ Fire Pit

10.0 out of 10, Exceptional, (8)
"My husband and I stayed with our 10 month old and enjoyed this place very much! It was clean, well stocked, beautiful area and just overall great spot! The mattress in the master bedroom was harder than we’d like but this place was unbelievable. The home was closer than expected to the owners but we didn’t see them at all so we still had our privacy. We would stay here again. "
Victor Woodland Cabin Retreat w/ Fire Pit

Charming Hamilton Hideaway: Half-Mi to Main St!

8.6 out of 10, Excellent, (7)
"Comfy, king bed was great, kitchen well supplied, "
Charming Hamilton Hideaway: Half-Mi to Main St!

The Ponds-A Working Ranch

10.0 out of 10, Exceptional, (30)
"We attended a wedding at the Daly Mansion and this location was great. We enjoyed the family of quail, cows, horse , and running elk. It was also great to have wifi and large bedrooms for our six adults. The Blodgett overlook trail was a beautiful hike"
The Ponds-A Working Ranch

14,000 sf Luxury Lodge with Incredible Views, Hot Tub, Indoor Pickleball and Gym

10.0 out of 10, Exceptional, (7)
"Even prior to making the reservation, communication was outstanding. The property is near everything you could need, but in a location that provides a secluded feeling. Beautiful location, home, decor, property, and fantastic amenities. The basketball court and pickleball court were so much fun. The coffee bar was stocked and definitely taken advantage of during our stay. The cooler weather provided all the excuse we needed to use the jacuzzi. Theater room has amazing sound a huge projection...
The price is AU$855
includes taxes & fees
4 Dec - 5 Dec
14,000 sf Luxury Lodge with Incredible Views, Hot Tub, Indoor Pickleball and Gym

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

10.0 out of 10, Exceptional, (41)
"The house was more than enough for what we needed and it was perfect- space to cook, eat together, gather, recreate (indoors and out). 11/10"
The price is AU$1,897
includes taxes & fees
1 Dec - 2 Dec
Family Fun & Adventure at Award Winning Historical Copper King Mountain Mansion

Cozy Cottage overlooking Bitterroot Valley, private setting east of Victor

10.0 out of 10, Exceptional, (104)
"Loved starting off each day with coffee on the patio. Beautiful views!!! Place was super comfy, clean, and plenty of room for 2. We will for sure stay here again. "
Cozy Cottage overlooking Bitterroot Valley, private setting east of Victor

Bitterroot’s Best Views & Outdoor Adventures at Mill Creek 22 Acre Luxury Lodge

10.0 out of 10, Exceptional, (39)
"This rental was absolutely perfect in every way. The home and property are beautiful; a gorgeous setting; spotlessly clean; so many amenities that were perfect for our family of 11. We spent each morning and evening on the patio and hot tub soaking in the mountain view. Several nice hiking trails nearby and Hamilton is conveniently close. Easy drive from Missoula airport. Stephanie responds to inquiries very quickly. Would love to come back! "
Bitterroot’s Best Views & Outdoor Adventures at Mill Creek 22 Acre Luxury Lodge

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

10.0 out of 10, Exceptional, (150)
"After a whirlwind trip through the Bitterroot, we settled in to the Harlan Cabin to finish celebrating our 25th. This spot was perfect! Cozy, clean, quiet, and comfortable. The cabin was well stocked and the BBQ worked wonderfully. We ran into the hosts upon check in and they made us feel welcome. Then there’s the views. The pictures don’t do them justice. We can’t wait to make this a tradition. "
Authentic Quaint Log Cabin on 2400 Private Acres w/ Stellar Views & Hot Tub

Outdoorsmans Paradise

9.2 out of 10, Wonderful, (70)
"The property was perfect for our large family as we visited the Bitterroot Valley for a wedding!"
Outdoorsmans Paradise

Real stone cabin, wake to million dollar views, abundant wildlife...

9.8 out of 10, Exceptional, (16)
"The property was just beautiful and the view even better. Just when we didn’t think it could get any better we met our host. One of the nicest people you will ever meet and did everything he could to make our stay enjoyable and that we had all we needed. "
Real stone cabin, wake to million dollar views, abundant wildlife...
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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Other types of properties in Pinesdale you may be interested in

Bitterroot River Inn & Conference Center

2.0 star property
9.4 out of 10, Exceptional, (1014)
"The atmosphere that's the Bitterroot River Inn always makes me feel comfortable and allows me to relax. Bridget at the front desk always makes you feel welcome and at home. We have stayed here two - three times a year for the last 10-15 years and will keep coming back as long as it stays like it is!"
The price is AU$200
includes taxes & fees
3 Dec - 4 Dec
Bitterroot River Inn & Conference Center

Super 8 by Wyndham Hamilton

2.0 star property
7.8 out of 10, Good, (484)
"Front services was so gently!"
The price is AU$120
includes taxes & fees
2 Dec - 3 Dec
Super 8 by Wyndham Hamilton

Quality Inn Hamilton Bitterroot Valley

2.5 star property
8.2 out of 10, Very good, (516)
"The front desk was very helpfu."
The price is AU$155
includes taxes & fees
12 Dec - 13 Dec
Quality Inn Hamilton Bitterroot Valley
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Bitterroot Oasis: This holiday home rental outside of Pinesdale is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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 Bitterroot Valley. In the wider area, you’ll find Daly Mansion and St Mary's Peak.

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.