Photo by Frank Livermore

Search Vacation 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 218 Vacation Homes in Upson with updated reviews, rates, and availability.

Cozy Home in Ironwood, MI
Terrace/patio

Cozy Home in Ironwood, MI

10.0 out of 10, Exceptional, (46)
"Worked out really well for myself and grandson. "
The price is AED 331
AED 806 total
includes taxes & fees
1 Apr - 2 Apr
Cozy Home in Ironwood, MI
Winter has returned to Big Snow Country!!
Exterior

Winter has returned to Big Snow Country!!

10.0 out of 10, Exceptional, (13)
"We had a great time and we are already planning for next year "
Winter has returned to Big Snow Country!!
The Bear Den - Lovely 2 Bedroom 1 Bath home close to skiing, snowmobiling & more
Lake

The Bear Den - Lovely 2 Bedroom 1 Bath home close to skiing, snowmobiling & more

10.0 out of 10, Exceptional, (29)
"Very well maintained hot tub is a small four-person but gets very warm and does the job very well TV right next to it is a great touch for having a little entertainment while you're trying to relax and soak the house is conveniently located within 5 minutes of literally everything you could need in town Walmart stores restaurant shops etc great place to stay property manager was very prompt in her response would definitely come back again"
The Bear Den - Lovely 2 Bedroom 1 Bath home close to skiing, snowmobiling & more
Lakeshore Pines | Peaceful, Lakefront Seclusion | 2 Bedroom
Property grounds

Lakeshore Pines | Peaceful, Lakefront Seclusion | 2 Bedroom

9.8 out of 10, Exceptional, (15)
"This is our third time staying at this cozy wonderful cabin! We’ve been owners of two rentals in the past so we know about running a great facility and this one incredible!!! Our only suggestion would be to have some basic condiments.. THANK YOU!!!"
Lakeshore Pines | Peaceful, Lakefront Seclusion | 2 Bedroom
House in Bessemer - 3 BR/1.5 Bathrooms
Beach nearby

House in Bessemer - 3 BR/1.5 Bathrooms

9.8 out of 10, Exceptional, (107)
"This property worked great for our needs. "
House in Bessemer - 3 BR/1.5 Bathrooms
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.
Interior

North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.

9.6 out of 10, Exceptional, (11)
"This was a nice location with a great view "
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.
Trailside #3 ~ summer fun! Hot Tub, ATV, hiking, fishing, boating.
Outdoor spa tub

Trailside #3 ~ summer fun! Hot Tub, ATV, hiking, fishing, boating.

10.0 out of 10, Exceptional, (17)
"Spent a long weekend with family. Property is very clean with plenty of amenities. Only downside is the shower is difficult to use if you are taller than 5’4”. Would stay again if coming back to this area. "
Trailside #3 ~ summer fun! Hot Tub, ATV, hiking, fishing, boating.
Lake house
Property grounds

Lake house

9.6 out of 10, Exceptional, (7)
"Great place and location for our snowmobiling trip to Hurley…."
Lake house
Enjoy the Great Outdoors and Lake Superior
Interior

Enjoy the Great Outdoors and Lake Superior

9.8 out of 10, Exceptional, (38)
"The property was as described and clean . Owners were easy to work with . I emailed a question I had and received an immediate response ! Would stay again …"
Enjoy the Great Outdoors and Lake Superior
Fully furnished log home in one of northern Wisconsin's last wilderness areas
Exterior

Fully furnished log home in one of northern Wisconsin's last wilderness areas

10.0 out of 10, Exceptional, (105)
"Amazing home!! Everything you could need was there! Highly recommend. "
Fully furnished log home in one of northern Wisconsin's last wilderness areas
Mountain View Chalet
Miscellaneous

Mountain View Chalet

9.8 out of 10, Exceptional, (6)
"It was a nice cozy property close to Big Powderhorn."
The price is AED 401
AED 894 total
includes taxes & fees
28 Mar - 29 Mar
Mountain View Chalet
Great Northwoods home with access to all your recreational activities!
Fridge, microwave, oven, stovetop

Great Northwoods home with access to all your recreational activities!

2.0 star property
8.0 out of 10, Very Good, (2)
"Excellent accomodations for a weekend of trail riding"
The price is AED 771
AED 1,283 total
includes taxes & fees
9 Apr - 10 Apr
Great Northwoods home with access to all your recreational activities!
Main Level Cozy Home, Conveniently located near downtown by Lakes & Trails.
Fridge, microwave, oven, stovetop

Main Level Cozy Home, Conveniently located near downtown by Lakes & Trails.

9.8 out of 10, Exceptional, (7)
"It was great! Very clean and well kept! Nice little home for a few people for a few days! "
Main Level Cozy Home, Conveniently located near downtown by Lakes & Trails.
The Bear Den
Comfort House, 2 Bedrooms, Hot Tub (The Bear Den Ironwood, MI) | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Bear Den

3.5 star property
10.0 out of 10, Exceptional, (3)
"Very clean and cozy. Excellent communication!"
The Bear Den
Trailside #1 for summertime fun~ HotTub, ATV, hiking, waterfalls, fishing, boat
Fridge, microwave, oven, stovetop

Trailside #1 for summertime fun~ HotTub, ATV, hiking, waterfalls, fishing, boat

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 #1 for summertime fun~ HotTub, ATV, hiking, waterfalls, fishing, boat
Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks
Property grounds

Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks

9.4 out of 10, Exceptional, (12)
"The place was incredibly clean. Updated and comfortable. Location is great, quiet and private. I would absolutely recommend and stay again!"
Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks
Beautiful Executive Lake Home on Peninsula with 657 ft Frontage, Dog Friendly
Exterior

Beautiful Executive Lake Home on Peninsula with 657 ft Frontage, Dog Friendly

10.0 out of 10, Exceptional, (153)
"Wow! What a beautiful home and property tucked away in the middle of God's creation! We had a fabulous time enjoying the home and spending time together as a family. We will definitely be back again!"
Beautiful Executive Lake Home on Peninsula with 657 ft Frontage, Dog Friendly
Charming dog-friendly cabin with full kitchen, kayak, firepit & lake view
TV, DVD player

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
Mercer House on Major Snowmobile and ATV Trail
Fridge, microwave, oven, stovetop

Mercer House on Major Snowmobile and ATV Trail

2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent location! Walking distance to 5 or six bars for eating and drinking.Quiet bedrooms, great layout.Half a block from snowmobile trail, plenty of parking.Property manager was great to work with.Would definitely stay again."
The price is AED 731
AED 1,584 total
includes taxes & fees
21 Apr - 22 Apr
Mercer House on Major Snowmobile and ATV Trail
Timeless Elegance-Modern Vintage Luxury
Smart TV, fireplace, books, offices

Timeless Elegance-Modern Vintage Luxury

10.0 out of 10, Exceptional, (16)
"Property owner was tremendous with communication pre and during our stay. The house was well stocked and furnished. Be aware that the second 1/2 bathroom is in the basement. Some road noise from Highway 2 should be expected if you stay in this cool vintage house. Definitely we would stay there again. "
Timeless Elegance-Modern Vintage Luxury
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
Sign in
Sign up, it's free

Other property types in Upson

Mineshaft Chalets Side #2

Mineshaft Chalets Side #2

9.6 out of 10, Exceptional, (15)
"We enjoyed our stay. But it was a tight fit (not sure there are enough beds) for 18 people. Cabin was clean and cozy. Loved having the two kitchens. One downfall, a board and skis were stolen from the outside area of the cabin when we were there. We didn’t expect that from such a desolate area, and not busy due to minimal snow. Lock up your stuff if you stay here!"
Mineshaft Chalets Side #2
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"A large group of us rented the Davos Chalet for a long weekend. There was more than enough room for us all. The common area was great for us to eat meals and hang out. The kids loved the game room in the basement. "
The price is AED 4,775
AED 5,611 total
includes taxes & fees
30 Mar - 31 Mar
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.
Exterior

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

10.0 out of 10, Exceptional, (1)
"Great place for a large group to stay at Whitecap. Easy ski in/ski out access with lots of amenities. Large shared space and plenty of private rooms with bathrooms. Great stay."
Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.
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.