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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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)
"Very nice and quiet neighborhood. Great place to stay"
The price is AED 477
AED 969 total
includes taxes & fees
26 May - 27 May
Cozy Home in Ironwood, MI
Have fun in northern Wisconsin!
Exterior

Have fun in northern Wisconsin!

10.0 out of 10, Exceptional, (13)
"Well appointed quaint farm house very warm and cheery place to be."
Have fun in northern Wisconsin!
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)
"Everything was perfect and so welcoming! "
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)
"Nice and clean, great sandy swimming area for little ones in the family"
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)
"Great to have room and privacy while staying in Big Snow Country"
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)
"Very nice accommodations, clean, decorated nice. Very close to ski hills, a short drive to hiking and water falls. Comfortable stay for a family of 5! Plan on going back. "
Trailside #3 ~ summer fun! Hot Tub, ATV, hiking, fishing, boating.
Lake house
Property grounds

Lake house

9.6 out of 10, Exceptional, (7)
"Quiet place to stay,would stay there again"
Lake house
Enjoy the Great Outdoors and Lake Superior
Interior

Enjoy the Great Outdoors and Lake Superior

9.8 out of 10, Exceptional, (38)
"We loved the stay for male golf get together"
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)
"Wonderful property and host!"
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)
"This place is very cozy, clean and well stocked. They were super easy to work with and everything went very smooth. Will be staying here again for sure!"
The price is AED 401
AED 898 total
includes taxes & fees
6 May - 7 May
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
9.0 out of 10, Wonderful, (4)
"We stayed here to be close to the park for hiking. We were thrilled in how clean it was! Plan on cooking most meals, since there is only 1 bar/restaurant open near by. "
The price is AED 771
AED 1,283 total
includes taxes & fees
6 May - 7 May
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)
"Really liked the proximity to town, and the layout of the cabin."
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, (4)
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, (80)
"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, (154)
"We had a great stay. Lovely home on a breathtaking piece of property. "
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)
"Great area with lots to do and see and great accommodations."
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)
"The townhouse nicely remodeled and the perfect set up for our weekend trip. The coffee shop next door was also wonderful!"
The price is AED 731
AED 1,592 total
includes taxes & fees
6 May - 7 May
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, (17)
"We had a great time staying here. It had everything you need to feel at home. The fully stocked kitchen was great. Would for sure stay 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.
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Other property types in Upson

Mineshaft Chalets Side #2

Mineshaft Chalets Side #2

9.6 out of 10, Exceptional, (15)
"We very much enjoyed our stay at this wonderful, rustic house!"
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 5,751 total
includes taxes & fees
8 May - 9 May
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Apres’ Haus: Comfy A-Frame centrally located in Whitecap Village with fireplace
Smart TV, fireplace

Apres’ Haus: Comfy A-Frame centrally located in Whitecap Village with fireplace

9.4 out of 10, Exceptional, (8)
"A well-appointed, cozy A-Frame, it was a relaxing place to spend our holiday. We enjoyed the fireplace and the kitchen had everything needed to cook/bake. "
Apres’ Haus: Comfy A-Frame centrally located in Whitecap Village with fireplace
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.