Photo by Frank Livermore

Holiday Homes in Upson

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Upson

House in Bessemer - 3 BR/1.5 Bathrooms

9.8 out of 10, Exceptional, (103)
"Nice little place for a snowboarding trip with friends. Tv was a little small but we brought our own"
House in Bessemer - 3 BR/1.5 Bathrooms

Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!

10.0 out of 10, Exceptional, (10)
"Neat as a pin. Well equipped. Tasteful."
The price is AU$457
includes taxes & fees
19 Mar - 20 Mar
Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!

Piper Haus Chalet Unit 1

10.0 out of 10, Exceptional, (23)
"This was a wonderful house with lots of beds and bedrooms to house everyone. We enjoyed coming back from skiing each day and relaxing in the hot tub and sauna. We’ll be back! "
Piper Haus Chalet Unit 1

Modern Family Style Getaway -Wakefield UP House for up to 8!

9.8 out of 10, Exceptional, (57)
"Great house for a snowmobile trip with friends. Plenty of space for trailers, can ride right from the house. trail is not far at all. "
Modern Family Style Getaway -Wakefield UP House for up to 8!

History-filled lakefront home with dock, fire pit, fireplace, & kayaks - dogs OK

9.6 out of 10, Exceptional, (17)
"Very nice and accommodating place to stay."
History-filled lakefront home with dock, fire pit, fireplace, & kayaks - dogs OK

Cozy Corner Home Dogs Welcome

9.8 out of 10, Exceptional, (11)
"Had a nice stay for 3 days of skiing. Appreciated cleanliness of house and location close to ski resorts. Loved the thoughtful dog-friendly touches too. "
The price is AU$682
includes taxes & fees
17 Feb - 18 Feb
Cozy Corner Home Dogs Welcome

Lake house

9.4 out of 10, Exceptional, (6)
"Check in at 3 pm, I messaged manager three four times , finally I called by now it’s after 4, she sent door code promptly, and did apologize.It’s all good"
Lake house

Tiny’s Retirement Home near the trails

9.8 out of 10, Exceptional, (30)
"2 days of sledding in the area. Easy access to the endless trails. Great place to stay…..if it isn’t in the rental you don’t need it."
Tiny’s Retirement Home near the trails

Trails Edge Escape- On the Ironwood/Hurley Border

10.0 out of 10, Exceptional, (9)
"My friends and I go up every year for a snowmobile trip. Joe's home is by far the best we have stayed at. "
Trails Edge Escape- On the Ironwood/Hurley Border

Timeless Elegance-Modern Vintage Luxury

10.0 out of 10, Exceptional, (15)
"We had a great time visiting Ironwood. Accommodations were perfect and Michelle was a huge help! "
Timeless Elegance-Modern Vintage Luxury

Charming 3-bedroom home in Ironwood with custom tiled showers. Dog-Friendly.

10.0 out of 10, Exceptional, (1)
"Tracy’s house is so comfortable, beautiful and enjoyable. They had anything you’d need in the kitchen and toiletries for the bathrooms. There was a winter storm. They came and plowed and shoveled during our stay. There were extra pillows and soft throw blankets everywhere. The beds were comfortable. The kitchen is beautiful. The bathrooms are very nice. It was a lovely home away from home. We will stay again. 10/10."
Charming 3-bedroom home in Ironwood with custom tiled showers. Dog-Friendly.

Swiss Hut Unit 2 New Listing

9.6 out of 10, Exceptional, (4)
"We are a group that have been coming up every year for 30 years. We meet our groups there that ski. Our group has retired the skis and just chill out."
Swiss Hut Unit 2 New Listing

Trailside Retreat #1 ~ Hot Tub & Trail #2 Access!

9.8 out of 10, Exceptional, (78)
"The place was immaculate, and set up with just about anything you might need during your stay. Definitely hope to be back soon."
Trailside Retreat #1 ~ Hot Tub & Trail #2 Access!

Vintage home located in Ironwood Michigan

8.8 out of 10, Excellent, (26)
"The Hemlock House was perfect for our stay. This is the second time we've stayed there, and will again the future. Wes' instructions were clear and easy to follow and he responded to my communications immediately. As advertised and as others have mentioned, it is not a fancy place but is clean and comfortable. In other words, everything we needed for our ski trip to ABR. Thanks again Wes!"
The price is AU$203
includes taxes & fees
20 Feb - 21 Feb
Vintage home located in Ironwood Michigan

Mountain View Chalet

9.8 out of 10, Exceptional, (6)
"It was a nice cozy property close to Big Powderhorn."
The price is AU$373
includes taxes & fees
3 Mar - 4 Mar
Mountain View Chalet

Charming dog-friendly cabin with full kitchen, kayak, firepit & lake view

9.4 out of 10, Exceptional, (15)
"Nicely equipped kitchen, plenty of towels. Great Lake views Very difficult to negotiate lower path to lake and launch the kayaks. Very steep and rough. House is on a steep hill. Steps near the top are fine. Great fire pit with view in front of house."
Charming dog-friendly cabin with full kitchen, kayak, firepit & lake view

House perfectly located for your next trip to to the U.P. Michigain

10.0 out of 10, Exceptional, (1)
The price is AU$589
includes taxes & fees
17 Feb - 18 Feb
House perfectly located for your next trip to to the U.P. Michigain

Lakefront dog-friendly gem with private dock, wood stove, large deck & free WiFi

8.4 out of 10, Very good, (34)
"Beautiful home and views. Took full advantage of the kayaks and lake. Loved the launch on the pier. Will definitely put on list of places to come back to"
Lakefront dog-friendly gem with private dock, wood stove, large deck & free WiFi

Spacious 4-bedroom house in charming Montreal across from The Gile Flowage

10.0 out of 10, Exceptional, (1)
"6 adults stayed a few days and snowmobiled. Plenty of parking and right on the trails. Host was responsive and we would absolutely stay again."
Spacious 4-bedroom house in charming Montreal across from The Gile Flowage

Home Near Powderhorn Mtn with Large Living Room

10.0 out of 10, Exceptional, (3)
"We had a larger family group of kids, teens and adults that enjoyed our stay at the Sund Up/Down. Great location next to Powderhorn Mountain in a semi-secluded area. Make sure the hike down the back side of the property to find the small river that leads to the beautiful Powderhorn Falls. Home had all the amenities we needed....pots, pans, dishes, toilet paper, soap, shampoo, towels, extra blankets and firewood for the fireplace. Only recommendations are to perhaps have a larger TV in the...
Home Near Powderhorn Mtn with Large Living Room
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.
Don't see what you're looking for?
See all available properties in Upson
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Upson

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

2.0 star property
The price is AU$2,496
includes taxes & fees
19 Feb - 20 Feb
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.

Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.

Winter has returned to Big Snow Country!!

10.0 out of 10, Exceptional, (11)
"We had 5 couples stay the weekend at this property. There was plenty of room for everyone, house was clean, and well stocked. When i say this house is well stocked I mean it! Anything imaginable you would need in the kitchen, garbage bags, ziploc bags, even tooth brushes and toothpaste. You could show up here and only need your clothes and food. Jon was very responsive to any questions we had before arriving and we were met with a very thoughtful gift of a box pf personalized cookies. We are...
Winter has returned to Big Snow Country!!
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.