Holiday Rentals in Upson

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Our top choices for Upson holiday rentals

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 €1,514
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

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 €121
includes taxes & fees
4 Jan - 5 Jan 2026
Dog Friendly main level king room inside the Lodge at North Ironwood Acres resort.

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 €194
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Home in Ironwood, MI

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 €121
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?

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 €167
includes taxes & fees
31 Dec - 1 Jan 2026
The Windsong Lodge #3

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 €274
includes taxes & fees
13 Jan - 14 Jan 2026
Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!

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.
The price is €172
includes taxes & fees
4 Jan - 5 Jan 2026
Vintage home located in Ironwood Michigan

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 €183
includes taxes & fees
30 Dec - 31 Dec
Hurley, 1 block from Famous Silver Street

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 €178
includes taxes & fees
30 Dec - 31 Dec
Hurley: location for all hobbies, holidays, events

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 €398
includes taxes & fees
4 Jan - 5 Jan 2026
Mercer House on Major Snowmobile and ATV Trail

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 €290
includes taxes & fees
30 Dec - 31 Dec
Lily Pad on Muskie Lake

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 €690
includes taxes & fees
13 Jan - 14 Jan 2026
Stunning Log Cabin Getaway at The Hannu Haus

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 €332
includes taxes & fees
12 Jan - 13 Jan 2026
Winter Vacation Wonderland I Alpen Villas 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 €247
includes taxes & fees
4 Jan - 5 Jan 2026
Winter Time Escape 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 €257
includes taxes & fees
5 Jan - 6 Jan 2026
Winter Ski Retreat at Powderhorn Mountain

Windsong Lodge Unit 1 ~ Powderhorn Ski Village

Windsong Lodge Unit 1 ~ Powderhorn Ski Village
2.0 star property
Bessemer
The price is €187
includes taxes & fees
4 Jan - 5 Jan 2026
Windsong Lodge Unit 1 ~ Powderhorn Ski Village

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 €270
includes taxes & fees
13 Jan - 14 Jan 2026
Downtown "Red Room" at Villages on Aurora

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 €258
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy Mountain View Condo at Powderhorn Mountain

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 €271
includes taxes & fees
5 Jan - 6 Jan 2026
Premium Downtown Ironwood Apartment at Villages on Aurora

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 €357
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.
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Top Upson Hotel Reviews

Find out more about Upson

Everything you need to know about Upson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Upson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upson holiday rentals we have selected for you start as low as €172 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upson rentals

At Expedia, we put the best Upson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Upson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.