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Holiday Rentals in Pinesdale

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Pinesdale holiday rentals

A view from a covered porch overlooking a calm lake with a grassy area and trees in the background.

1. SkyWater Cabins

SkyWater Cabins
3.0 star property
Hamilton
10.0 out of 10, Exceptional, (54 reviews)
"Amazing Place!"
United States
Monique
The price is €169
includes taxes & fees
31 Oct - 1 Nov
SkyWater Cabins
Room

2. Ben and Danielle's Place in the Woods

Ben and Danielle's Place in the Woods
Victor
10.0 out of 10, Exceptional, (17 reviews)
"We loved our stay here. Beautiful area and the studio was cute and very comfortable. I would recommend this place to anyone coming to this area."
United States
Sarah S.
The price is €143
includes taxes & fees
1 Nov - 2 Nov
Ben and Danielle's Place in the Woods
A wooden cabin with a green roof, a deck, and a view of snow-capped mountains.

3. '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
9.8 out of 10, Exceptional, (81 reviews)
"Great little cabin hideaway. The views of the Bitterroot Valley are amazing. Very quiet and calm. If you’re looking for a get away from the hustle and bustle then this is your place. Tracy and Dale are wonderful."
United States
Christina
The price is €207
includes taxes & fees
8 Nov - 9 Nov
'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin
A single-story house with a covered porch and a small patio area.

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

Room With Private Entrance & Private Bathroom & W/D
Hamilton
10.0 out of 10, Exceptional, (41 reviews)
"Wonderful place to stay! It is very clean, had everything I needed to have a great stay. "
United States
Kitty
The price is €123
includes taxes & fees
1 Nov - 2 Nov
Room With Private Entrance & Private Bathroom & W/D
A living room with a television, a ceiling fan, and a sign that reads "PRODUCE ON LOCAL FARM."

5. 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, (73 reviews)
"Very spacious and homey feeling. Very comfortable and nice layout! We had a very enjoyable stay!!"
United States
Larry H.
The price is €381
includes taxes & fees
29 Nov - 30 Nov
Centrally located in Hamilton, the heart of the Bitterroot Valley. No pet fee!
Exterior

6. The Farmhouse In The Mountains- Front Porch

The Farmhouse In The Mountains- Front Porch
Pinesdale
9.0 out of 10, Wonderful, (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 €324
includes taxes & fees
4 Nov - 5 Nov
The Farmhouse In The Mountains- Front Porch
A large, two-story stone house with a wrap-around porch, stone chimney, and multiple windows.

7. Riverfront Luxury Cabin With Private Pond And Hot Tub

Riverfront Luxury Cabin With Private Pond And Hot Tub
Hamilton
10.0 out of 10, Exceptional, (29 reviews)
"Fantastic host and amazing cabin"
United States
Daniel R.
The price is €892
includes taxes & fees
31 Oct - 1 Nov
Riverfront Luxury Cabin With Private Pond And Hot Tub
A two-story house with a red front door, a small porch, and a chimney.

8. 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, Exceptional, (28 reviews)
"Great place, well kept, great location!"
United States
Kacey C.
The price is €283
includes taxes & fees
13 Nov - 14 Nov
Charming historic 2-bedroom South Side Hamilton home, 5-minute walk to downtown
A large, two-story log cabin with a balcony, surrounded by a well-maintained lawn and trees.

9. Beautiful Secluded Log Home 5 minutes from town.

Beautiful Secluded Log Home 5 minutes from town.
Hamilton
9.8 out of 10, Exceptional, (154 reviews)
"Beautiful cabin made for a lovely getaway from my mom’s birthday! Loved the location and the stay!"
United States
Alyssa R.
The price is €820
includes taxes & fees
1 Nov - 2 Nov
Beautiful Secluded Log Home 5 minutes from town.
A spacious kitchen with a stone fireplace, wooden ceiling beams, and a bar area with stools.

10. Mill Creek Mountain View Retreat — Small Group Stay

Mill Creek Mountain View Retreat — Small Group Stay
Hamilton
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful place and property"
United States
Jeremy E.
The price is €831
includes taxes & fees
31 Oct - 1 Nov
Mill Creek Mountain View Retreat — Small Group Stay
A two-story house with a front porch, a central door, and a small front yard with plants and a pathway.

11. Copper King Bitterroot Mansion — Small Group Stay

Copper King Bitterroot Mansion — Small Group Stay
Hamilton
10.0 out of 10, Exceptional, (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 €685
includes taxes & fees
31 Oct - 1 Nov
Copper King Bitterroot Mansion — Small Group Stay
A modern kitchen with a large island, bar stools, and a view of the outdoors through a glass door.

12. Mara Luxury Cabins- Pine

Mara Luxury Cabins- Pine
Hamilton
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful cabin and great service!"
United States
Anonymous traveller
The price is €265
includes taxes & fees
28 Nov - 29 Nov
Mara Luxury Cabins- Pine
A rustic cabin with a wooden exterior, large windows, and a porch.

13. Postcard Views at Mill Creek

Postcard Views at Mill Creek
Hamilton
10.0 out of 10, Exceptional, (87 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 €240
includes taxes & fees
4 Nov - 5 Nov
Postcard Views at Mill Creek
A living room with a large window, a blue sofa, a yellow armchair, a patterned armchair, a glass coffee table, and a wooden floor.

14. 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, Exceptional, (60 reviews)
"Very nice house with lots of wonderfully quirky 50's decor."
United States
thomas w.
The price is €446
includes taxes & fees
12 Nov - 13 Nov
Spacious Mid Century house, perfect for families and close to city center.
A rustic cabin interior with wooden walls, a dining area, a sofa, and a kitchen.

15. Montana Retreat: The Nelson Cabin in Hamilton

Montana Retreat: The Nelson Cabin in Hamilton
Hamilton
10.0 out of 10, Exceptional, (35 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.
The price is €297
includes taxes & fees
3 Nov - 4 Nov
Montana Retreat: The Nelson Cabin in Hamilton
A two-story house with a large front lawn and a covered porch.

16. Modern Farmhouse Three Bears Getaway

Modern Farmhouse Three Bears Getaway
Corvallis
9.8 out of 10, Exceptional, (9 reviews)
"Great location for a large group like ours."
United States
Ryan N.
The price is €839
includes taxes & fees
31 Oct - 1 Nov
Modern Farmhouse Three Bears Getaway
A kitchen with wooden cabinets, a countertop, and a dishwasher. There are two wooden chairs and a trash can.

17. Cozy Cottage Studio: Stunning Mountain Views!

Cozy Cottage Studio: Stunning Mountain Views!
3.0 star property
Hamilton
10.0 out of 10, Exceptional, (4 reviews)
"Great location for Get Lost Gravel Bicycle Race. Comfy bed."
United States
kenneth
The price is €258
includes taxes & fees
30 Nov - 1 Dec
Cozy Cottage Studio: Stunning Mountain Views!
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

18. 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, Exceptional, (9 reviews)
"We were pleased with the property. The kitchen had plenty of pans and we were able to cook family meals easily. The grill was also in excellent condition. We were close to stores and restaurants, which was an added bonus. We would definitely stay here again if we are back in the area."
United States
Angie M.
The price is €264
includes taxes & fees
1 Nov - 2 Nov
Renovated 2-bed house with A/C - Walk to the Bitterroot River and downtown
A spacious living room with a staircase, wooden floors, and large windows.

19. Historic 1908 Wamsley House-Completing Renovation!

Historic 1908 Wamsley House-Completing Renovation!
Hamilton
The price is €447
includes taxes & fees
12 Nov - 13 Nov
Historic 1908 Wamsley House-Completing Renovation!
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

Tranquil Cabin on Sleeping Child Creek

Tranquil Cabin on Sleeping Child Creek

10/10 Excellent
"This is most darling cabin you’ll ever find! The property is stunning! The homemade blackberry jam Tina left for us was incredible. The privacy was top notch. It was literally the perfect weekend getaway and a much needed break from our fast paced lives. We will be back!"
Rebecca B. 3-night trip
Posted 4 days ago
Tranquil Cabin on Sleeping Child Creek

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 €143 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?

Welcome to our charming Montana cottage with a cozy traveler’s inn twist! . : This holiday home rental outside of Pinesdale offers a fireplace, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Pinesdale?

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

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.