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Pinesdale Vacation Rentals

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Check prices for these dates

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

Our top choices for Pinesdale vacation rentals

Exterior

1. 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.
$359 nightly
The price is $388
Oct 12 - Oct 13
Total with taxes and fees
The Farmhouse In The Mountains- Front Porch
House (1 Bedroom) | Interior

2. Montana Retreat: Original Hamilton Log Cabin!

Montana Retreat: Original Hamilton Log Cabin!
3.0 star property
Hamilton
8.8 out of 10, Excellent, (6 reviews)
"Great place to stay for the weekend. Comfortable and very peaceful, quiet area. We enjoyed it very much!"
United States
Michael
$296 nightly
The price is $319
Sep 21 - Sep 22
Total with taxes and fees
Montana Retreat: Original Hamilton Log Cabin!
1 bedroom, WiFi (free), bed sheets

3. Ben and Danielle's Place in the Woods

Ben and Danielle's Place in the Woods
Victor
10.0 out of 10, Exceptional, (16 reviews)
"Great place, beautiful view, clean and friendly hosts. Great communication. They made us feel at home."
United States
Ashley
$128 nightly
The price is $138
Sep 24 - Sep 25
Total with taxes and fees
Ben and Danielle's Place in the Woods
Luxury Cabin | Terrace/patio

4. SkyWater Cabins

SkyWater Cabins
3.0 star property
Hamilton
10.0 out of 10, Exceptional, (49 reviews)
"Very clean and cozy cabins on a beautiful pond next to the Bitterroot River."
United States
Joy
$195 nightly
The price is $211
Oct 2 - Oct 3
Total with taxes and fees
SkyWater Cabins
Dining

5. 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, Exceptional, (50 reviews)
"Exceeded all of our expectations!"
United States
Austin R.
$1,702 nightly
The price is $1,838
Sep 22 - Sep 23
Total with taxes and fees
Bitterroot’s Best Views & Outdoor Adventures on Mill Creek 22 Acre Luxury Ranch
Dining

6. 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, Exceptional, (7 reviews)
"Beautiful place and property"
United States
Jeremy E.
$724 nightly
The price is $782
Sep 22 - Sep 23
Total with taxes and fees
14,000 sf Luxury Lodge with Incredible Views, Hot Tub, Indoor Pickleball and Gym
Exterior

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, (28 reviews)
"We loved the house and all the things there were to do ."
United States
Barbi W.
$885 nightly
The price is $956
Oct 1 - Oct 2
Total with taxes and fees
Riverfront Luxury Cabin With Private Pond And Hot Tub
Exterior

8. 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, (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.
$246 nightly
The price is $266
Sep 30 - Oct 1
Total with taxes and fees
Outdoor adventures all around this comfy home with stunning views prime location
Property grounds

9. '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, (80 reviews)
"Great quiet place to stay, close to town, but not in it. Super pleasant host."
United States
Dave S.
$190 nightly
The price is $205
Sep 24 - Sep 25
Total with taxes and fees
'Wolf Den'-A Perfect Romantic Honeymoon cabin and a Sportsman's Paradise Cabin
Living area

10. Montana Retreat: Original Hamilton Log Cabin!

Montana Retreat: Original Hamilton Log Cabin!
Hamilton
10.0 out of 10, Exceptional, (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.
$302 nightly
The price is $326
Sep 21 - Sep 22
Total with taxes and fees
Montana Retreat: Original Hamilton Log Cabin!
Private kitchen

11. Mara Luxury Cabins- Pine

Mara Luxury Cabins- Pine
Hamilton
10.0 out of 10, Exceptional, (33 reviews)
"Great place to stay"
United States
Jeremy E.
$349 nightly
The price is $352
Sep 21 - Sep 22
Total with taxes and fees
Mara Luxury Cabins- Pine
Exterior

12. 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, 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.
$709 nightly
The price is $766
Sep 21 - Sep 22
Total with taxes and fees
LAST MINUTE DEAL FOR AWARD WINNING COPPER KING MOUNTAIN MANSION AT DEEP DISCOUNT
Coffee/tea maker, fridge, microwave, oven

13. 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, Exceptional, (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
$399 nightly
The price is $403
Sep 21 - Sep 22
Total with taxes and fees
Walking Distance to the River: Luxury Cabin Minutes to Downtown
House (5 Bedrooms) | Interior

14. Group Retreat in the Bitterroot Valley w/ Hot Tub

Group Retreat in the Bitterroot Valley w/ Hot Tub
3.0 star property
Victor
$1,618 nightly
The price is $1,748
Sep 21 - Sep 22
Total with taxes and fees
Group Retreat in the Bitterroot Valley w/ Hot Tub
Exterior

15. 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, (27 reviews)
"Great place, well kept, great location!"
United States
Kacey C.
$289 nightly
The price is $311
Oct 12 - Oct 13
Total with taxes and fees
Charming historic 2-bedroom South Side Hamilton home, 5-minute walk to downtown
Exterior

16. Beautiful Secluded Log Home 5 minutes from town.

Beautiful Secluded Log Home 5 minutes from town.
Hamilton
9.8 out of 10, Exceptional, (151 reviews)
"Beautiful cabin made for a lovely getaway from my mom’s birthday! Loved the location and the stay!"
United States
Alyssa R.
$857 nightly
The price is $926
Sep 30 - Oct 1
Total with taxes and fees
Beautiful Secluded Log Home 5 minutes from town.
TV, fireplace

17. Montana Geodesic SpaceDome

Montana Geodesic SpaceDome
Ravalli County
10.0 out of 10, Exceptional, (2 reviews)
"Amazing!"
United States
Meg
$254 nightly
The price is $274
Sep 22 - Sep 23
Total with taxes and fees
Montana Geodesic SpaceDome
TV, fireplace

18. Mara Luxury Cabin- Maple

Mara Luxury Cabin- Maple
Hamilton
10.0 out of 10, Exceptional, (9 reviews)
"Very nice place, would recommend"
United States
Robert L.
$439 nightly
The price is $443
Sep 21 - Sep 22
Total with taxes and fees
Mara Luxury Cabin- Maple
Smart TV, fireplace, DVD player, books

19. 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, (59 reviews)
"We enjoyed our stay. Traveled with friends to hunt, very convenient location & comfortable stay "
United States
Becky N.
$422 nightly
The price is $456
Sep 21 - Sep 22
Total with taxes and fees
Spacious Mid Century house, perfect for families and close to city center.
TV, fireplace, books

20. Group Retreat in the Bitterroot Valley w/ Hot Tub

Group Retreat in the Bitterroot Valley w/ Hot Tub
Victor
8.0 out of 10, Very good, (1 review)
"It's difficult to find a property that sleeps eight with all the facilities. This was a good property, but did not quite meet all of our needs."
United States
Randall J.
$1,654 nightly
The price is $1,786
Sep 21 - Sep 22
Total with taxes and fees
Group Retreat in the Bitterroot Valley w/ 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
"It was pretty amazing we had fun playing the games the hot tub the view was amazing"
Loralee H. 2-night trip
Posted 6 hours ago
Unique Rustic and Renovated Barn in the Woods

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 $138 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?

Welcome to our charming Montana cottage with a cozy traveler’s inn twist! . : This vacation home rental near 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 larger area, you’ll find Daly Mansion and Bitterroot Valley.

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.