Photo by Frank Livermore

Upson Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Upson holiday rentals

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

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

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
2.0 star property
Upson
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. "
United States
Stacy H.
The price is HK$11,191
HK$13,487 total
includes taxes & fees
1 Jan - 2 Jan 2026
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Exterior detail
Dog Friendly main level king room inside the Lodge at North Ironwood Acres resort.

Dog Friendly main level king room inside the Lodge at North Ironwood Acres resort.

Dog Friendly main level king room inside the Lodge at North Ironwood Acres resort.
2.0 star property
Ironwood
10.0 out of 10, Exceptional, (2)
"Great lodge with lots of stuff to do! The falls that are just up the road are remarkable."
United States
Jim m.
The price is HK$816
HK$1,069 total
includes taxes & fees
6 Jan - 7 Jan 2026
Dog Friendly main level king room inside the Lodge at North Ironwood Acres resort.
Terrace/patio
Cozy Home in Ironwood, MI

Cozy Home in Ironwood, MI

Cozy Home in Ironwood, MI
Ironwood
10.0 out of 10, Exceptional, (68)
"Beautiful private and convenient "
United States
Brenda K.
The price is HK$699
HK$1,728 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Home in Ironwood, MI
Exterior
Beautiful Lake Superior is just down the road and what better then a private guestroom themed after it?

Beautiful Lake Superior is just down the road and what better then a private guestroom themed after it?

Beautiful Lake Superior is just down the road and what better then a private guestroom themed after it?
2.0 star property
Ironwood
9.2 out of 10, Wonderful, (5)
"Brittany and Justin were great. We loved how dog friendly the place was. This will definitely be our go to place when we visit the ironwood area again. "
United States
Leah
The price is HK$816
HK$1,069 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beautiful Lake Superior is just down the road and what better then a private guestroom themed after it?
Microwave, oven, stovetop
The Windsong Lodge #3

The Windsong Lodge #3

The Windsong Lodge #3
2.0 star property
Bessemer
10.0 out of 10, Exceptional, (2)
"Great location, walkable distance to Big Powderhorn. Super cute and cozy cabin vibe."
United States
Keltie Shae C.
The price is HK$808
HK$1,484 total
includes taxes & fees
31 Dec - 1 Jan 2026
The Windsong Lodge #3
Exterior
Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!

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

Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!
Ironwood
10.0 out of 10, Exceptional, (24)
"Our first stay was really awesome! Lots of room to gather!"
United States
Deanna S.
The price is HK$923
HK$2,438 total
includes taxes & fees
13 Jan - 14 Jan 2026
Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!
Property grounds
Vintage home located in Ironwood Michigan

Vintage home located in Ironwood Michigan

Vintage home located in Ironwood Michigan
Ironwood
8.6 out of 10, Excellent, (29)
"It was great, close to the snowmobile trail, the driveway fit our 4 place Inclosed trailer so that’s definitely a plus"
United States
Austin H.
Vintage home located in Ironwood Michigan
Exterior
Hurley, 1 block from Famous Silver Street

Hurley, 1 block from Famous Silver Street

Hurley, 1 block from Famous Silver Street
Hurley
9.6 out of 10, Exceptional, (22)
"The host was so sweet had a little wedding present waiting for us "
United States
Brenda K.
The price is HK$790
HK$1,629 total
includes taxes & fees
30 Dec - 31 Dec
Hurley, 1 block from Famous Silver Street
Smart TV
Hurley: location for all hobbies, holidays, events

Hurley: location for all hobbies, holidays, events

Hurley: location for all hobbies, holidays, events
Hurley
9.6 out of 10, Exceptional, (25)
"enjoyed our time, would recommend this place!"
United States
dave r.
The price is HK$762
HK$1,589 total
includes taxes & fees
30 Dec - 31 Dec
Hurley: location for all hobbies, holidays, events
Fridge, microwave, oven, stovetop
Mercer House on Major Snowmobile and ATV Trail

Mercer House on Major Snowmobile and ATV Trail

Mercer House on Major Snowmobile and ATV Trail
2.0 star property
Mercer
10.0 out of 10, Exceptional, (3)
"The townhouse nicely remodeled and the perfect set up for our weekend trip. The coffee shop next door was also wonderful!"
United States
laura g.
The price is HK$1,678
HK$3,604 total
includes taxes & fees
6 Jan - 7 Jan 2026
Mercer House on Major Snowmobile and ATV Trail
Microwave, oven, stovetop, dishwasher
Lily Pad on Muskie Lake

Lily Pad on Muskie Lake

Lily Pad on Muskie Lake
Park Falls
10.0 out of 10, Exceptional, (3)
"Wonderful cabin!!!"
United States
Dawn S.
The price is HK$1,432
HK$2,585 total
includes taxes & fees
31 Dec - 1 Jan 2026
Lily Pad on Muskie Lake
Interior
Stunning Log Cabin Getaway at The Hannu Haus

Stunning Log Cabin Getaway at The Hannu Haus

Stunning Log Cabin Getaway at The Hannu Haus
Ironwood Township
9.8 out of 10, Exceptional, (23)
"My husband and I rented this house for a relaxing birthday weekend away from MN and thoroughly enjoyed the spacious, beautiful log cabin house with a hot tub off the master suites bedroom that was absolutely perfect! We will definitely be staying here again in the future! "
United States
Candi D.
The price is HK$3,792
HK$6,360 total
includes taxes & fees
5 Jan - 6 Jan 2026
Stunning Log Cabin Getaway at The Hannu Haus
Smart TV, fireplace, video games, offices
Winter Vacation Wonderland I Alpen Villas at Powderhorn Mountain

Winter Vacation Wonderland I Alpen Villas at Powderhorn Mountain

Winter Vacation Wonderland I Alpen Villas at Powderhorn Mountain
Bessemer Township
10.0 out of 10, Exceptional, (1)
The price is HK$1,531
HK$2,953 total
includes taxes & fees
12 Jan - 13 Jan 2026
Winter Vacation Wonderland I Alpen Villas at Powderhorn Mountain
Smart TV, fireplace, table football, offices
Winter Time Escape at Powderhorn Mountain

Winter Time Escape at Powderhorn Mountain

Winter Time Escape at Powderhorn Mountain
2.0 star property
Bessemer
10.0 out of 10, Exceptional, (3)
"My daughter and I were in the area for a ski race. The apartment was exactly what we needed. Clean, quiet, and cozy. We will definitely stay again. "
United States
Sarah D.
The price is HK$1,150
HK$2,204 total
includes taxes & fees
4 Jan - 5 Jan 2026
Winter Time Escape at Powderhorn Mountain
Interior
Winter Ski Retreat at Powderhorn Mountain

Winter Ski Retreat at Powderhorn Mountain

Winter Ski Retreat at Powderhorn Mountain
Ironwood Township
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. Our family loves to ski at Big Powderhorn and this place was great for the weekend."
United States
Clinton S.
The price is HK$1,205
HK$2,286 total
includes taxes & fees
5 Jan - 6 Jan 2026
Winter Ski Retreat at Powderhorn Mountain
Fridge, microwave, oven, stovetop
Windsong Lodge Unit 1 ~ Powderhorn Ski Village

Windsong Lodge Unit 1 ~ Powderhorn Ski Village

Windsong Lodge Unit 1 ~ Powderhorn Ski Village
2.0 star property
Bessemer
The price is HK$762
HK$1,671 total
includes taxes & fees
4 Jan - 5 Jan 2026
Windsong Lodge Unit 1 ~ Powderhorn Ski Village
Interior
Downtown "Red Room" at Villages on Aurora

Downtown "Red Room" at Villages on Aurora

Downtown "Red Room" at Villages on Aurora
Ironwood
9.8 out of 10, Exceptional, (47)
"Convenient location. Our 3rd time staying there and we will be back."
United States
Steve L.
The price is HK$1,259
HK$2,406 total
includes taxes & fees
13 Jan - 14 Jan 2026
Downtown "Red Room" at Villages on Aurora
Interior
Cozy Mountain View Condo at Powderhorn Mountain

Cozy Mountain View Condo at Powderhorn Mountain

Cozy Mountain View Condo at Powderhorn Mountain
Ironwood Township
8.8 out of 10, Excellent, (10)
"Located close to several ski resorts"
United States
Anonymous traveller
The price is HK$1,205
HK$2,293 total
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy Mountain View Condo at Powderhorn Mountain
Fridge, microwave, oven, stovetop
Premium Downtown Ironwood Apartment at Villages on Aurora

Premium Downtown Ironwood Apartment at Villages on Aurora

Premium Downtown Ironwood Apartment at Villages on Aurora
Ironwood
9.6 out of 10, Exceptional, (37)
"Great stay at a nice clean place."
United States
Philip M.
The price is HK$1,267
HK$2,414 total
includes taxes & fees
5 Jan - 6 Jan 2026
Premium Downtown Ironwood Apartment at Villages on Aurora
Beach
Cozy Corner Home Dogs Welcome

Cozy Corner Home Dogs Welcome

Cozy Corner Home Dogs Welcome
Ironwood
9.8 out of 10, Exceptional, (17)
" Pet friendly, good amount of beds and living room seating. Conviently located."
United States
Alicia c.
The price is HK$1,265
HK$3,176 total
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Corner Home Dogs Welcome
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upson Hotel Reviews

Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley

10/10 Excellent
"Great Place to stay for Snowmobiling! We Love it here!"
Erik 2-night trip
Posted 7 days ago
Days Inn by Wyndham Hurley

Find out more about Upson

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

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

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

Explore a world of travel with Expedia

Frequently asked questions

Can I find a holiday rental in Upson?

Yes, there are holiday rentals close to the most popular sights in Upson, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Upson has to offer?

Beautiful Executive Lake Home on Peninsula with 657 ft Frontage, Dog Friendly : This holiday home rental outside Upson is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Upson?

Choose from 6 Expedia holiday rentals in Upson for a memorable holiday.

What can I see and do in Upson?

Whitecap Mountains and Weber Lake are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Upson Lake and Potato River Falls.

What are holiday rentals like in Upson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Upson. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.