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Philipsburg 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 Philipsburg vacation rentals

Smart TV
Adventure Log Cabin with Expansive Views, Discovery Ski Hill nearby, walk to downtown. Perfect for couples and small families!

Cabin in Philipsburg

Adventure Log Cabin with Expansive Views, Discovery Ski Hill nearby, walk to downtown. Perfect for couples and small families!
2.0 star property
10.0 out of 10, Exceptional, (9)
"What a lovely town and great location! "
United States
Kirsten D.
The price is ￥24,950
￥72,250 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Adventure Log Cabin with Expansive Views, Discovery Ski Hill nearby, walk to downtown. Perfect for couples and small families!
Property grounds
Romantic, Private Cabin with hot tub for couples. Close to Discovery Ski Hill

Cabin in Philipsburg

Romantic, Private Cabin with hot tub for couples. Close to Discovery Ski Hill
10.0 out of 10, Exceptional, (59)
"Only stayed one night, but was very comfortable. "
United States
Susan W.
The price is ￥31,032
￥73,728 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Romantic, Private Cabin with hot tub for couples. Close to Discovery Ski Hill
TV, fireplace
Cute Loft Cabin for Couples Discovery Ski Trip!

Cabin in Philipsburg

Cute Loft Cabin for Couples Discovery Ski Trip!
2.0 star property
The price is ￥16,080
￥49,665 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cute Loft Cabin for Couples Discovery Ski Trip!
Smart TV
Scenic Ridge Retreat is a luxury suite in Philipsburg with incredible views of the surrounding mountains. It's the perfect spot to unwind after enjoying all of your outdoor adventures.

Apartment in Philipsburg

Scenic Ridge Retreat is a luxury suite in Philipsburg with incredible views of the surrounding mountains. It's the perfect spot to unwind after enjoying all of your outdoor adventures.
10.0 out of 10, Exceptional, (11)
"Newly built property was just what we were looking. Super clean and welcoming. Amazing views of Philipsburg, our new favorite town in Montana. We would definitely stay here again. Thanks!"
United States
Kelly G.
The price is ￥23,235
￥68,083 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Scenic Ridge Retreat is a luxury suite in Philipsburg with incredible views of the surrounding mountains. It's the perfect spot to unwind after enjoying all of your outdoor adventures.
Fridge, microwave, oven, stovetop
Secluded Summit is a serene Philipsburg escape perfect for small families and couples. Close to Discovery Ski Hill, Rock Creek fishing, Georgetown Lake, this cabin offers access to all things adventure!

Cabin in Philipsburg

Secluded Summit is a serene Philipsburg escape perfect for small families and couples. Close to Discovery Ski Hill, Rock Creek fishing, Georgetown Lake, this cabin offers access to all things adventure!
The price is ￥31,188
￥80,995 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Secluded Summit is a serene Philipsburg escape perfect for small families and couples. Close to Discovery Ski Hill, Rock Creek fishing, Georgetown Lake, this cabin offers access to all things adventure!
TV, fireplace, DVD player
The Cabin - A Family and Dog Friendly Log Cabin Getaway in the pines, close to Discovery Ski Hill.

Cabin in Philipsburg

The Cabin - A Family and Dog Friendly Log Cabin Getaway in the pines, close to Discovery Ski Hill.
The price is ￥43,663
￥109,432 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Cabin - A Family and Dog Friendly Log Cabin Getaway in the pines, close to Discovery Ski Hill.
Smart TV, fireplace
The Basin is a modern, luxury cabin nestled in the pines at the base of Discovery Ski Hill. Enjoy panoramic views of the surrounding forest and the relaxing sounds of a nearby creek while relaxing by a smokeless fire in the Solo stove on the deck.

Vacation Home in Philipsburg

The Basin is a modern, luxury cabin nestled in the pines at the base of Discovery Ski Hill. Enjoy panoramic views of the surrounding forest and the relaxing sounds of a nearby creek while relaxing by a smokeless fire in the Solo stove on the deck.
10.0 out of 10, Exceptional, (42)
"We had awesome timeIt was perfect for our group"
United States
Diane T.
The price is ￥50,681
￥116,987 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Basin is a modern, luxury cabin nestled in the pines at the base of Discovery Ski Hill. Enjoy panoramic views of the surrounding forest and the relaxing sounds of a nearby creek while relaxing by a smokeless fire in the Solo stove on the deck.
Property grounds
Tent #2 Oxen-Le-Fields Montana

Camping in Conner

Tent #2 Oxen-Le-Fields Montana
1.0 star property
10.0 out of 10, Exceptional, (6)
"This was a very comfortable place, as advertised, location is awesome!"
United States
Timothy
The price is ￥8,421
￥12,463 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Tent #2 Oxen-Le-Fields Montana
Property grounds
Tent #1 Oxen-Le-Fields Montana

Camping in Conner

Tent #1 Oxen-Le-Fields Montana
1.0 star property
10.0 out of 10, Exceptional, (4)
"The view was breath taking, Lynda was an absolute angel and made my dog and I feel so at home. Such a peaceful and stunning get away! Can’t wait to go back!"
United States
Kiersta S.
The price is ￥10,136
￥14,315 total
includes taxes & fees
Jan 24 - Jan 25, 2026
Tent #1 Oxen-Le-Fields Montana
Meeting facility
Sugar Loaf Lodge & Cabins

Cabin in Anaconda

Sugar Loaf Lodge & Cabins
2.0 star property
9.0 out of 10, Wonderful, (131)
"Friendly staff. "
United States
Gregory
The price is ￥19,493
￥21,052 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Sugar Loaf Lodge & Cabins
Exterior detail
Hannon House

Vacation Home in Darby

Hannon House
3.0 star property
10.0 out of 10, Exceptional, (89)
"Excellent place to stay when in Darby."
United States
Duane
The price is ￥17,544
￥24,404 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hannon House
Outdoor dining
L Diamond E Guest Cabin #1 Rural luxury close to everything.

Cabin in Clinton

L Diamond E Guest Cabin #1 Rural luxury close to everything.
10.0 out of 10, Exceptional, (105)
"Had a lovely stay here. The hosts were extremely accommodating. Would recommend it to anyone. "
Canada
Gareth C.
The price is ￥17,933
￥22,736 total
includes taxes & fees
Dec 26 - Dec 27
L Diamond E Guest Cabin #1 Rural luxury close to everything.
Smart TV
Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!

Chalet in Anaconda

Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!
10.0 out of 10, Exceptional, (19)
"Beautiful home in a fabulous scenic location"
United States
Dawnita G.
The price is ￥20,912
￥33,531 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Reboot, Recover, Recreate…Centrally located 20 acre Mill Creek getaway cabin!
Smart TV
Charming 2-bedroom Cabarett house in Deer Lodge with WiFi, Cable, Heat, AC

Vacation Home in Deer Lodge

Charming 2-bedroom Cabarett house in Deer Lodge with WiFi, Cable, Heat, AC
2.0 star property
9.8 out of 10, Exceptional, (29)
"Beautiful home and a perfect stay"
United States
Connie O.
The price is ￥9,836
￥20,739 total
includes taxes & fees
Dec 29 - Dec 30
Charming 2-bedroom Cabarett house in Deer Lodge with WiFi, Cable, Heat, AC
Property grounds
Forest Service Type Cabins 30 Miles outside Missoula--

Cabin in Clinton

Forest Service Type Cabins 30 Miles outside Missoula--
9.2 out of 10, Wonderful, (46)
"It was rustic and absolutely wonderful. We plan to return."
United States
Paul S.
The price is ￥15,456
￥20,065 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Forest Service Type Cabins 30 Miles outside Missoula--
Property grounds
Cassidy Homestead Guest Cabin

Cabin in Hall

Cassidy Homestead Guest Cabin
9.8 out of 10, Exceptional, (57)
"Cassidy Cabin was easy to find and close to our son's wedding site. Quaint, quiet, comfortable, and clean accomadations."
United States
Annette N.
The price is ￥13,200
￥27,913 total
includes taxes & fees
Dec 27 - Dec 28
Cassidy Homestead Guest Cabin
Smart TV
Milwaukee Road House (New) Historic Deer Lodge

Vacation Home in Deer Lodge

Milwaukee Road House (New) Historic Deer Lodge
9.8 out of 10, Exceptional, (48)
"Home was spotless clean warm had great atmosphere nice and quiet definitely would recommend to all right next to the old prison museum an amazing stay!"
United States
Mike
The price is ￥12,505
￥25,307 total
includes taxes & fees
Dec 29 - Dec 30
Milwaukee Road House (New) Historic Deer Lodge
Outdoor dining
L Diamond E Guest Cabin #2. Rural Luxury close to everything.

Cabin in Clinton

L Diamond E Guest Cabin #2. Rural Luxury close to everything.
10.0 out of 10, Exceptional, (127)
"Very pretty cottage inside and out in a lovely location. "
Australia
Paul H.
The price is ￥17,933
￥22,736 total
includes taxes & fees
Jan 3 - Jan 4, 2026
L Diamond E Guest Cabin #2. Rural Luxury close to everything.
Interior
Stylish/Cozy Penn St. Midcentury Retreat - Wifi/AC

Vacation Home in Anaconda

Stylish/Cozy Penn St. Midcentury Retreat - Wifi/AC
9.8 out of 10, Exceptional, (10)
"Clean, bright, and well appointed. Owner was very responsive. Would definitely stay again."
United States
Brian
The price is ￥14,363
￥28,158 total
includes taxes & fees
Dec 27 - Dec 28
Stylish/Cozy Penn St. Midcentury Retreat - Wifi/AC
Exterior
Stylish/Cozy 2 BR Art Deco Retreat- Wifi, AC, Central Location!

Vacation Home in Anaconda

Stylish/Cozy 2 BR Art Deco Retreat- Wifi, AC, Central Location!
10.0 out of 10, Exceptional, (4)
"Super cute and clean home. Location was great and check in was easy."
United States
Tammy V.
The price is ￥13,879
￥28,294 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Stylish/Cozy 2 BR Art Deco Retreat- Wifi, AC, Central Location!
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 Philipsburg Hotel Reviews

The Forge Hotel, BW Signature Collection

The Forge Hotel, BW Signature Collection

10/10 Excellent
"Excellent value"
Mary 1-night trip
Posted 3 days ago
The Forge Hotel, BW Signature Collection

Find out more about Philipsburg

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

  • View our selection of featured holiday rentals in Philipsburg
  • Use the map to find apartments and other holiday homes in the Philipsburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Philipsburg while they last

Look no further and take a look at our great range of rental properties in Philipsburg!

Frequently asked questions

Can I find vacation rentals in Philipsburg?

Yes, we have vacation rentals in Philipsburg close to Winninghoff Park, or you can choose a more remote option if you're looking for a relaxing stay. Our travelers say Philipsburg has a good selection of restaurants. Make sure you have time to check out the forests and riverfront during your trip.

What are some of the best vacation rentals in Philipsburg?

Hannon House: Visitors like this Philipsburg vacation home rental. It is located on a river and has a furnished patio, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Philipsburg?

Choose from 27 Expedia vacation rentals in Philipsburg for a memorable vacation.

What can I see and do in Philipsburg?

Gem Mountain Sapphire Mine and Philipsburg Town Park are a couple of scenic spots to enjoy the outdoors, whereas Opera House Theatre is one of the cultural attractions. Discovery Ski Area and Sweet Palace are other places to visit while you're in town.

What’s a vacation rental in Philipsburg like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Philipsburg. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.