Pinesdale Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Pinesdale vacation rentals

Exterior
Lost Horse Lodge - Double Queen Cabin #16 - PetsOK

Lost Horse Lodge - Double Queen Cabin #16 - PetsOK

Lost Horse Lodge - Double Queen Cabin #16 - PetsOK
2.0 star property
Hamilton
10.0 out of 10, Exceptional, (3)
"Our stay was great!"
United States
Jennifer B.
The price is ￥18,830
￥29,163 total
includes taxes & fees
Dec 28 - Dec 29
Lost Horse Lodge - Double Queen Cabin #16 - PetsOK
Interior
Wilderness Spirit Cabins 'Bear Cave' cabin-family friendly/sportsman paradise

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

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.
The price is ￥18,947
￥32,083 total
includes taxes & fees
Dec 29 - Dec 30
Wilderness Spirit Cabins 'Bear Cave' cabin-family friendly/sportsman paradise
Lobby
Spacious 2 Bedroom Guest house in the Country

Spacious 2 Bedroom Guest house in the Country

Spacious 2 Bedroom Guest house in the Country
Victor
10.0 out of 10, Exceptional, (1)
"Fine"
United States
Kevin W.
The price is ￥13,894
￥20,057 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Spacious 2 Bedroom Guest house in the Country
Fridge, microwave, oven, stovetop
Charming 2-bedroom house in Stevensville with AC, WiFi

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, (5)
"Wonderful stay. Very clean and comfortable. Would definitely stay again "
United States
Kristie H.
The price is ￥23,391
￥42,441 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Charming 2-bedroom house in Stevensville with AC, WiFi
Interior
Room With Private Entrance & Private Bathroom & W/D

Room With Private Entrance & Private Bathroom & W/D

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 ￥13,333
￥17,768 total
includes taxes & fees
Dec 27 - Dec 28
Room With Private Entrance & Private Bathroom & W/D
1 bedroom, desk, iron/ironing board, travel crib
Log Cabin Retreat in the Montana Wilderness

Log Cabin Retreat in the Montana Wilderness

Log Cabin Retreat in the Montana Wilderness
2.0 star property
Hamilton
10.0 out of 10, Exceptional, (1)
"This is the second time u have stayed at the property. The first time was in the summer and this time in the winter conditions. The beauty and quiet area is relaxing. The cabin wood fire stove capped off a beautiful evening. I will return again someday. "
United States
Craig B.
The price is ￥18,830
￥29,668 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Log Cabin Retreat in the Montana Wilderness
Exterior
Camas Creek Cabin

Camas Creek Cabin

Camas Creek Cabin
Hamilton
9.6 out of 10, Exceptional, (8)
"It’s a nice cabin. Just wish VRBO listing stated it had no AC. "
United States
Darius P.
The price is ￥21,052
￥43,283 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Camas Creek Cabin
Terrace/patio
SkyWater Cabins

SkyWater Cabins

SkyWater Cabins
3.0 star property
Hamilton
9.8 out of 10, Exceptional, (35)
"Wonderful little cabins, very clean and beds were excellent. We booked for three night but said two more. Would visit again. "
United States
Joyce
The price is ￥27,367
￥29,556 total
includes taxes & fees
Dec 26 - Dec 27
SkyWater Cabins
Exterior
Outdoor adventures all around this comfy home with stunning views prime location

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

Outdoor adventures all around this comfy home with stunning views prime location
Hamilton
10.0 out of 10, Exceptional, (79)
"Super easy check in, great instructions and directions."
United States
Michael C.
The price is ￥19,493
￥36,547 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Outdoor adventures all around this comfy home with stunning views prime location
Outdoor dining
Modern Tiny House with Spectacular Views

Modern Tiny House with Spectacular Views

Modern Tiny House with Spectacular Views
Stevensville
9.8 out of 10, Exceptional, (14)
"Absolutely loved the house. I would stay here again. Would highly recommend! "
United States
Heather H.
The price is ￥26,530
￥40,891 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Modern Tiny House with Spectacular Views
Private kitchen
Mara Luxury Cabins- Ponderosa

Mara Luxury Cabins- Ponderosa

Mara Luxury Cabins- Ponderosa
Hamilton
10.0 out of 10, Exceptional, (20)
"Beautiful- will definitely stay here again! "
United States
Joy F.
The price is ￥32,130
￥37,182 total
includes taxes & fees
Dec 28 - Dec 29
Mara Luxury Cabins- Ponderosa
Private kitchen
Mara Luxury Cabin- Aspen

Mara Luxury Cabin- Aspen

Mara Luxury Cabin- Aspen
Hamilton
10.0 out of 10, Exceptional, (8)
"Loved the condo. Beautifully decorated and exceptionally clean. Will definitely book again. "
United States
Laverne
The price is ￥31,188
￥49,620 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Mara Luxury Cabin- Aspen
Exterior
Lost Horse Lodge – Double Queen Cabin #14

Lost Horse Lodge – Double Queen Cabin #14

Lost Horse Lodge – Double Queen Cabin #14
2.0 star property
Hamilton
The price is ￥15,555
￥25,626 total
includes taxes & fees
Dec 26 - Dec 27
Lost Horse Lodge – Double Queen Cabin #14
Exterior
Lost Horse Resort - Double Queen Cabin #15

Lost Horse Resort - Double Queen Cabin #15

Lost Horse Resort - Double Queen Cabin #15
2.0 star property
Hamilton
The price is ￥15,555
￥25,626 total
includes taxes & fees
Dec 26 - Dec 27
Lost Horse Resort - Double Queen Cabin #15
Terrace/patio
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!

Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!
Hamilton
10.0 out of 10, Exceptional, (61)
"Great place to stay in Hamilton. Walking distance from downtown. In a quiet neighborhood as well. I would love to stay here again. "
United States
cathy p.
The price is ￥35,087
￥66,356 total
includes taxes & fees
Dec 28 - Dec 29
Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!
Private kitchen
Mara Luxury Cabin- Maple

Mara Luxury Cabin- Maple

Mara Luxury Cabin- Maple
Hamilton
10.0 out of 10, Exceptional, (7)
"Another fabulous stay at Mara. The views are spectacular and the accommodations are luxurious. The best combination of peace and beauty. "
United States
Amy E.
The price is ￥31,068
￥45,893 total
includes taxes & fees
Dec 29 - Dec 30
Mara Luxury Cabin- Maple
Exterior
New 3BR w/ Garage, 1 Mile from Downtown

New 3BR w/ Garage, 1 Mile from Downtown

New 3BR w/ Garage, 1 Mile from Downtown
Hamilton
9.4 out of 10, Exceptional, (3)
"Very clean. Comfortable beds. Had everything we needed. We were in town for a sorting event, so loved the how close we were to the school. Very short drive to anywhere in town. "
United States
Corri B.
The price is ￥22,611
￥56,587 total
includes taxes & fees
Jan 4 - Jan 5, 2026
New 3BR w/ Garage, 1 Mile from Downtown
Exterior
'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

'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin
Corvallis
9.6 out of 10, Exceptional, (73)
"Nice stay on our trip north."
United States
Leslie
The price is ￥16,842
￥29,473 total
includes taxes & fees
Dec 26 - Dec 27
'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin
Exterior
Camas Creek Cottage

Camas Creek Cottage

Camas Creek Cottage
Hamilton
9.4 out of 10, Exceptional, (3)
"The property was wonderful!So comfortable and accessible.Will recommend it to everyone."
United States
Gail T.
The price is ￥18,947
￥39,830 total
includes taxes & fees
Dec 30 - Dec 31
Camas Creek Cottage
Private kitchen
Riverfront Luxury Cabin With Pond And Hot Tub.

Riverfront Luxury Cabin With Pond And Hot Tub.

Riverfront Luxury Cabin With Pond And Hot Tub.
Hamilton
10.0 out of 10, Exceptional, (5)
"This place is beautifully decorated and extremely well stocked. The property is absolutely stunning and very comfortable and welcoming. Hiking trails are close by to get out and enjoy the beautiful surroundings. Property owner was very responsive and very nice to deal with. Highly recommend staying here!"
United States
Rob
The price is ￥38,985
￥67,029 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Riverfront Luxury Cabin With Pond And Hot Tub.
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

Unique Rustic and Renovated Barn in the Woods

Unique Rustic and Renovated Barn in the Woods

10/10 Excellent
"Wonderful place with everything you could ask for"
Matthew T. 6-night trip
Posted 4 days ago
Unique Rustic and Renovated Barn in the Woods

Find out more about Pinesdale

Search for holiday rentals in Pinesdale on Expedia! You can easily find your home rentals, villas, holiday apartments in Pinesdale using one of the methods below:

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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 Bear Creek Trailhead. In the larger area, you’ll find Blodgett Park and Blodgett Creek Trailhead.

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.