Pinesdale Vacation Rentals

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Vacation Rentals in Pinesdale

Beautiful Secluded Log Home 5 minutes from town.

Hamilton
9.8 out of 10, Exceptional, (140)
"The lodge was a perfect location for my family to gather "
United States
Travis W.
$922 nightly
The price is $995
Dec 1 - Dec 2
Total with taxes and fees
Beautiful Secluded Log Home 5 minutes from town.

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

Hamilton
10.0 out of 10, Exceptional, (252)
"Great location! Easy to walk to many restaurants. Fun and quirky decor, great host that made staying there so easy! "
United States
Tracy G.
Beautifully Restored house of pleasure on Main St above Ponderosa Wine Bar

Tranquil Cabin on Sleeping Child Creek

Hamilton
10.0 out of 10, Exceptional, (93)
"Excellent host!"
United States
Thomas C.
Tranquil Cabin on Sleeping Child Creek

Cozy Cottage overlooking Bitterroot Valley, private setting east of Victor

Stevensville
10.0 out of 10, Exceptional, (117)
"Lovely place! Super quiet and clean place! "
United States
Ethan W.
Cozy Cottage overlooking Bitterroot Valley, private setting east of Victor

Historic cottage in Stevensville with views of the mission mountains.

2.0 star property
Stevensville
9.4 out of 10, Exceptional, (3)
"Home was comfortable and very convenient to town. "
United States
TIM A.
Historic cottage in Stevensville with views of the mission mountains.

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

Hamilton
10.0 out of 10, Exceptional, (166)
"We loved our stay in the cabin! It had everything we needed including the spectacular views! The owner was quick to respond and gave great tips for visiting the area."
United States
LeAnn L.
Authentic Quaint Log Cabin on 2400 Private Acres w/ Stellar Views & Hot Tub

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.
$1,245 nightly
The price is $1,345
Nov 29 - Nov 30
Total with taxes and fees
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, (23)
"So peaceful. Clean and close to town. The host was exceptionally helpful. He went out of his way to make sure all of our needs were met. "
United States
Bill M.
$677 nightly
The price is $731
Nov 30 - Dec 1
Total with taxes and fees
Riverfront Luxury Cabin With Pond And Hot Tub

Ahhh, Montana! Peace & Quiet With Spectacular Views!

Stevensville
10.0 out of 10, Exceptional, (105)
"Beautiful property. Very convenient to area scenic views. House is very comfortable. "
United States
Leo D.
Ahhh, Montana! Peace & Quiet With Spectacular Views!

* *Mountain View Ranch* *

Corvallis
9.6 out of 10, Exceptional, (5)
"My teenagers dubbed it the boogiest house they've stayed in. Not exactly sure what that means, but I think it's good."
United States
Daniel T.
* *Mountain View Ranch* *

1 Bedroom with Sleeping loft queen.

Hamilton
10.0 out of 10, Exceptional, (30)
"The cabin was so cute and the back yard was lovely!! We weren't there for too long, but we would definitely go back whenever we needed!"
United States
Shantel C.
1 Bedroom with Sleeping loft queen.

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

Hamilton
10.0 out of 10, Exceptional, (60)
"Very clean Very well provisioned Great place to stay."
United States
Grant W.
$392 nightly
The price is $423
Nov 28 - Nov 29
Total with taxes and fees
Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!

The Guest House at Rod and Rifle Ranch

Corvallis
9.8 out of 10, Exceptional, (6)
"Perfect place to stay!"
United States
Tia C.
The Guest House at Rod and Rifle Ranch

Unique Rustic and Renovated Barn in the Woods

Victor
9.8 out of 10, Exceptional, (67)
"This was a fun place to stay with a great host and fantastic views. "
United States
Phil C.
Unique Rustic and Renovated Barn in the Woods

Riverfront home with indoor pool, pond, and the comforts of a first class resort

Hamilton
10.0 out of 10, Exceptional, (44)
"Perfect family spot to gather, hike and enjoy the beautiful scenery. "
United States
Denise K.
Riverfront home with indoor pool, pond, and the comforts of a first class resort

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

Stevensville
10.0 out of 10, Exceptional, (2)
"The cabin was in a wonderful location close to downtown and very private. The whole experience working with the host was very easy. Can’t wait to go back again. "
United States
Barbara T.
The Bunkhouse Tiny home with a farm feel.with WiFi,and AC.

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

Hamilton
10.0 out of 10, Exceptional, (46)
"Immaculate home nestled in the Mtns of the Bitterroot Valley in MT. Amazing views, animals, amenities and superb communications with property managers. 100% would go there again. "
United States
Joel C.
Bitterroot’s Best Views & Outdoor Adventures at Mill Creek 22 Acre Luxury Lodge

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

Corvallis
9.6 out of 10, Exceptional, (53)
"We enjoyed our stay thank you"
United States
Dawn M.
$196 nightly
The price is $212
Nov 27 - Nov 28
Total with taxes and fees
Wilderness Spirit Cabins, LLC-'Eagle Nest'- Heavenly Mountain Views

SkyWater Cabins

3.0 star property
Hamilton
9.8 out of 10, Exceptional, (35)
"Very nice and very clean cabin and comfortable. Beautiful setting with view over large pond with bird life! Stands out far above other properties in the area!"
United States
Helene
$195 nightly
The price is $211
Nov 27 - Nov 28
Total with taxes and fees
SkyWater Cabins

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

Corvallis
9.6 out of 10, Exceptional, (59)
"We would definitely book this place again"
United States
asedf d.
$190 nightly
The price is $205
Nov 28 - Nov 29
Total with taxes and fees
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

Find out more about Pinesdale

Everything you need to know about Pinesdale vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pinesdale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pinesdale vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pinesdale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $205 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pinesdale rentals

At Expedia, we put the best Pinesdale vacation 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 vacation.

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 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?

Beautiful Secluded Log Home 5 minutes from town.: This vacation home rental near Pinesdale is located near skiing and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 Tag Alder Lake. In the larger area, you’ll find Bear Creek Trailhead and Blodgett 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.