Default HTG hotel image

Holiday Rentals in Pinesdale

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Pinesdale holiday rentals

A rustic cabin interior with wooden walls, a dining area, a sofa, and a kitchen.

1. Montana Retreat: Original Hamilton Log Cabin!

Montana Retreat: Original Hamilton Log Cabin!
3.0 star property
Hamilton
8.8 out of 10, 6, (6 reviews)
"Great place to stay for the weekend. Comfortable and very peaceful, quiet area. We enjoyed it very much!"
United States
Michael
The price is €275
includes taxes & fees
20 Sept - 21 Sept
Montana Retreat: Original Hamilton Log Cabin!

2. Ben and Danielle's Place in the Woods

Ben and Danielle's Place in the Woods
Victor
10.0 out of 10, 15, (15 reviews)
"Great place, beautiful view, clean and friendly hosts. Great communication. They made us feel at home."
United States
Ashley
The price is €123
includes taxes & fees
24 Sept - 25 Sept
Ben and Danielle's Place in the Woods

3. The Farmhouse In The Mountains- Front Porch

The Farmhouse In The Mountains- Front Porch
Pinesdale
9.0 out of 10, 4, (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 €312
includes taxes & fees
28 Sept - 29 Sept
The Farmhouse In The Mountains- Front Porch
A view from a covered porch overlooking a calm lake with a grassy area and trees in the background.

4. SkyWater Cabins

SkyWater Cabins
3.0 star property
Hamilton
10.0 out of 10, 49, (49 reviews)
"Very clean and cozy cabins on a beautiful pond next to the Bitterroot River."
United States
Joy
The price is €163
includes taxes & fees
1 Oct - 2 Oct
SkyWater Cabins
A rustic cabin with a wooden exterior, large windows, and a porch.

5. 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, 85, (85 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 €234
includes taxes & fees
30 Sept - 1 Oct
Outdoor adventures all around this comfy home with stunning views prime location
A rustic cabin interior with wooden walls, a dining area, a sofa, and a kitchen.

6. Montana Retreat: Original Hamilton Log Cabin!

Montana Retreat: Original Hamilton Log Cabin!
Hamilton
10.0 out of 10, 34, (34 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.
Montana Retreat: Original Hamilton Log Cabin!
A spacious kitchen with a stone fireplace, wooden ceiling beams, and a bar area with stools.

7. 14,000 sf Luxury Lodge with Incredible Views, Hot Tub, Indoor Pickleball and Gym

14,000 sf Luxury Lodge with Incredible Views, Hot Tub, Indoor Pickleball and Gym
Hamilton
10.0 out of 10, 7, (7 reviews)
"Beautiful place and property"
United States
Jeremy E.
The price is €699
includes taxes & fees
22 Sept - 23 Sept
14,000 sf Luxury Lodge with Incredible Views, Hot Tub, Indoor Pickleball and Gym
A large, two-story stone house with a wrap-around porch, stone chimney, and multiple windows.

8. Riverfront Luxury Cabin With Private Pond And Hot Tub

Riverfront Luxury Cabin With Private Pond And Hot Tub
Hamilton
10.0 out of 10, 28, (28 reviews)
"We loved the house and all the things there were to do ."
United States
Barbi W.
The price is €861
includes taxes & fees
1 Oct - 2 Oct
Riverfront Luxury Cabin With Private Pond And Hot Tub
A two-story house with a red front door, a small porch, and a chimney.

9. 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, 27, (27 reviews)
"Great place, well kept, great location!"
United States
Kacey C.
The price is €268
includes taxes & fees
20 Sept - 21 Sept
Charming historic 2-bedroom South Side Hamilton home, 5-minute walk to downtown
A wooden cabin with a green roof, a deck, and a view of snow-capped mountains.

10. '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, 80, (80 reviews)
"Great quiet place to stay, close to town, but not in it. Super pleasant host."
United States
Dave S.
The price is €185
includes taxes & fees
20 Sept - 21 Sept
'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin
A modern kitchen with a large island, bar stools, and a view of the outdoors through a glass door.

11. Mara Luxury Cabins- Pine

Mara Luxury Cabins- Pine
Hamilton
10.0 out of 10, 33, (33 reviews)
"Great place to stay"
United States
Jeremy E.
The price is €304
includes taxes & fees
15 Sept - 16 Sept
Mara Luxury Cabins- Pine
A single-story house with a covered porch and a small patio area.

12. Room With Private Entrance & Private Bathroom & W/D

Room With Private Entrance & Private Bathroom & W/D
Hamilton
10.0 out of 10, 38, (38 reviews)
"Wonderful place to stay! It is very clean, had everything I needed to have a great stay. "
United States
Kitty
Room With Private Entrance & Private Bathroom & W/D
A living room with a large window, a blue sofa, a yellow armchair, a patterned armchair, a glass coffee table, and a wooden floor.

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

Spacious Mid Century house, perfect for families and close to city center.
Hamilton
9.8 out of 10, 59, (59 reviews)
"We enjoyed our stay. Traveled with friends to hunt, very convenient location & comfortable stay "
United States
Becky N.
The price is €410
includes taxes & fees
15 Sept - 16 Sept
Spacious Mid Century house, perfect for families and close to city center.
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, 2, (2 reviews)
"Amazing!"
United States
Meg
The price is €241
includes taxes & fees
21 Sept - 22 Sept
Montana Geodesic SpaceDome
A modern kitchen with a large island, bar stools, and a view of the outdoors through a glass door.

15. Walking Distance to the River: Luxury Cabin Minutes to Downtown

Walking Distance to the River: Luxury Cabin Minutes to Downtown
Hamilton
10.0 out of 10, 9, (9 reviews)
"Easy entry/access to the property. The cabin was in excellent condition. Close to all things Hamilton yet it feels like you are in the country looking out the west of the cabin at the mountains. The walk to the river was close and easy. Would absolutely stay there again!"
United States
TJ
The price is €348
includes taxes & fees
15 Sept - 16 Sept
Walking Distance to the River: Luxury Cabin Minutes to Downtown
A kitchen with wooden cabinets, a countertop, and a dishwasher. There are two wooden chairs and a trash can.

16. Cozy Cottage Studio: Stunning Mountain Views!

Cozy Cottage Studio: Stunning Mountain Views!
3.0 star property
Hamilton
10.0 out of 10, 4, (4 reviews)
"Great location for Get Lost Gravel Bicycle Race. Comfy bed."
United States
kenneth
The price is €249
includes taxes & fees
30 Sept - 1 Oct
Cozy Cottage Studio: Stunning Mountain Views!
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

17. 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, 8, (8 reviews)
"This house is adorable. Immaculately clean and very well appointed throughout. The location was perfect for us and convenient. The whole experience was easy and we would happily return."
United States
Corina F.
The price is €278
includes taxes & fees
12 Oct - 13 Oct
Renovated 2-bed house with A/C - Walk to the Bitterroot River and downtown
A two-story house with a front porch, a central door, and a small front yard with plants and a pathway.

18. LAST MINUTE DEAL FOR AWARD WINNING COPPER KING MOUNTAIN MANSION AT DEEP DISCOUNT

LAST MINUTE DEAL FOR AWARD WINNING COPPER KING MOUNTAIN MANSION AT DEEP DISCOUNT
Hamilton
10.0 out of 10, 15, (15 reviews)
"The house is beautiful! The decor is elegant and tasteful.Kitchen is well stocked. House was very Clean!"
United States
Laurie W.
The price is €661
includes taxes & fees
28 Sept - 29 Sept
LAST MINUTE DEAL FOR AWARD WINNING COPPER KING MOUNTAIN MANSION AT DEEP DISCOUNT
A spacious kitchen with a stone fireplace, wooden ceiling beams, and a bar area with stools.

19. Bitterroot’s Best Views & Outdoor Adventures on Mill Creek 22 Acre Luxury Ranch

Bitterroot’s Best Views & Outdoor Adventures on Mill Creek 22 Acre Luxury Ranch
Hamilton
10.0 out of 10, 50, (50 reviews)
"Exceeded all of our expectations!"
United States
Austin R.
The price is €1,561
includes taxes & fees
22 Sept - 23 Sept
Bitterroot’s Best Views & Outdoor Adventures on Mill Creek 22 Acre Luxury Ranch
A living room with a television, a ceiling fan, and a sign that reads "PRODUCE ON LOCAL FARM."

20. 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, 71, (71 reviews)
"Very spacious and homey feeling. Very comfortable and nice layout! We had a very enjoyable stay!!"
United States
Larry H.
The price is €361
includes taxes & fees
8 Oct - 9 Oct
Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pinesdale Hotel Reviews

City Center Motel

City Center Motel

10/10 Excellent
"The only surprise was the $250.00 credit card hold for incidentals. I’ve never had one that high. Other than that the stay was great."
Charlene 1-night trip
Posted 8 hours ago
City Center Motel

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, apart-hotels, 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 €134 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?

Family Fun & Adventure at Award Winning Historical Copper King Mountain Mansion: This holiday home rental outside of Pinesdale is located in the mountains, and has a balcony, a garden 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. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

What’s there to see and do in Pinesdale?

While you're exploring the area, Bear Creek Trailhead and Bitterroot Valley are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Daly Mansion and Sawtooth Trailhead.

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.