A waterfall cascading over rocks in a forested area with autumn foliage.

Upson Holiday Rentals

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Our top choices for Upson holiday rentals

1. 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
Upson
10.0 out of 10, Exceptional, (1 review)
"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 NZ$2,915
includes taxes & fees
27 Oct - 28 Oct
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

2. Cozy Corner Home Dogs Welcome

Cozy Corner Home Dogs Welcome
Ironwood
9.8 out of 10, Exceptional, (23 reviews)
"It was perfect for our group."
United States
Todd G.
The price is NZ$590
includes taxes & fees
27 Oct - 28 Oct
Cozy Corner Home Dogs Welcome

3. Cozy Home in Ironwood, MI

Cozy Home in Ironwood, MI
Ironwood
9.8 out of 10, Exceptional, (92 reviews)
"Bed was nice"
United States
Sarah
The price is NZ$365
includes taxes & fees
1 Nov - 2 Nov
Cozy Home in Ironwood, MI

4. Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4

Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4
Mellen
10.0 out of 10, Exceptional, (53 reviews)
"Everything was amazing! Will be back"
United States
Kimberly
The price is NZ$437
includes taxes & fees
10 Nov - 11 Nov
Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4

5. Located close to downtown Ironwood and Hurley Silver st

Located close to downtown Ironwood and Hurley Silver st
Ironwood
8.6 out of 10, Excellent, (8 reviews)
"the house was very neat and clean, all the amenities were there and the location was convenient to all the local attractions."
United States
DAVID
The price is NZ$340
includes taxes & fees
27 Oct - 28 Oct
Located close to downtown Ironwood and Hurley Silver st

6. Hurley: location for all hobbies, holidays, events

Hurley: location for all hobbies, holidays, events
Hurley
9.4 out of 10, Exceptional, (38 reviews)
"Great location, great host will stay again"
United States
Brian B.
The price is NZ$355
includes taxes & fees
27 Oct - 28 Oct
Hurley: location for all hobbies, holidays, events

7. Trailhead Loft · Bunk Room · Downtown Ironwood

Trailhead Loft · Bunk Room · Downtown Ironwood
Ironwood
9.6 out of 10, Exceptional, (38 reviews)
"Great stay at a nice clean place."
United States
Philip M.
The price is NZ$388
includes taxes & fees
27 Oct - 28 Oct
Trailhead Loft · Bunk Room · Downtown Ironwood

8. Mapleleaf Loft · 2 Queens · Downtown Ironwood

Mapleleaf Loft · 2 Queens · Downtown Ironwood
Ironwood
9.8 out of 10, Exceptional, (48 reviews)
"Enjoyed our stay!"
United States
Philip M.
The price is NZ$382
includes taxes & fees
22 Nov - 23 Nov
Mapleleaf Loft · 2 Queens · Downtown Ironwood

9. Aurora Loft · Sleeps 8 · Bunk Room · Downtown

Aurora Loft · Sleeps 8 · Bunk Room · Downtown
Ironwood
10.0 out of 10, Exceptional, (29 reviews)
"Thia is our 3rd time staying here and we will be back again! Perfect place to stay!"
United States
Sheila C.
The price is NZ$388
includes taxes & fees
27 Oct - 28 Oct
Aurora Loft · Sleeps 8 · Bunk Room · Downtown

10. The Windsong Lodge #3

The Windsong Lodge #3
Bessemer
9.6 out of 10, Exceptional, (22 reviews)
"Enjoyed our stay. Unit 3 was very comfortable and homey. Would stay here again."
United States
Ginny
The price is NZ$321
includes taxes & fees
27 Oct - 28 Oct
The Windsong Lodge #3

11. Vintage home located in Ironwood Michigan

Vintage home located in Ironwood Michigan
Ironwood
8.4 out of 10, Very good, (36 reviews)
"The host was very communicative, which made our stay great. The house was clean and was exactly what we needed for our visit to the UP. "
United States
Lauren B.
The price is NZ$342
includes taxes & fees
27 Oct - 28 Oct
Vintage home located in Ironwood Michigan

12. Hurley, 1 block from Famous Silver Street

Hurley, 1 block from Famous Silver Street
Hurley
9.2 out of 10, Wonderful, (29 reviews)
"It was a quick stay."
United States
William S.
The price is NZ$384
includes taxes & fees
14 Nov - 15 Nov
Hurley, 1 block from Famous Silver Street

13. Becky's Bee Hive, Clean, Cozy, Affordable and Family Friendly!

Becky's Bee Hive, Clean, Cozy, Affordable and Family Friendly!
Ironwood
10.0 out of 10, Exceptional, (51 reviews)
"We hope to return to the Bee Hive. Cozy, convenient for our UP visit."
United States
Robert R.
The price is NZ$377
includes taxes & fees
2 Nov - 3 Nov
Becky's Bee Hive, Clean, Cozy, Affordable and Family Friendly!

14. 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, (36 reviews)
"Wonderful home for our family to gather and enjoy time together. Love that it is so close to the trail to walk to town or to the golf course and the coffee shop around the corner!"
United States
Karla S.
The price is NZ$545
includes taxes & fees
27 Oct - 28 Oct
Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!

15. New, Remodeled, Luxury Loft w/Hot Tub & Rooftop Patio

New, Remodeled, Luxury Loft w/Hot Tub & Rooftop Patio
Ironwood
10.0 out of 10, Exceptional, (73 reviews)
"Wonderful place! Can’t wait to come back!"
United States
Michael
The price is NZ$535
includes taxes & fees
27 Oct - 28 Oct
New, Remodeled, Luxury Loft w/Hot Tub & Rooftop Patio

16. U.P. Lodge by Trails & Superior w/Game Room, Grill & Firepit: Schnickelfritz #2

U.P. Lodge by Trails & Superior w/Game Room, Grill & Firepit: Schnickelfritz #2
Ironwood
9.8 out of 10, Exceptional, (14 reviews)
"Just as advertised…..nice spot"
United States
Nicholas
The price is NZ$249
includes taxes & fees
29 Oct - 30 Oct
U.P. Lodge by Trails & Superior w/Game Room, Grill & Firepit: Schnickelfritz #2

17. Glamping Cabin 4 | Queen Bed & Fireplace, Trails

Glamping Cabin 4 | Queen Bed & Fireplace, Trails
Bessemer Township
The price is NZ$249
includes taxes & fees
27 Oct - 28 Oct
Glamping Cabin 4 | Queen Bed & Fireplace, Trails

18. Treehouse Cabin 9 | Hilltop Glamping Near Trails

Treehouse Cabin 9 | Hilltop Glamping Near Trails
Bessemer Township
The price is NZ$263
includes taxes & fees
27 Oct - 28 Oct
Treehouse Cabin 9 | Hilltop Glamping Near Trails

19. Serenity Now | 4BR Trailside / Lakefront Cabin

Serenity Now | 4BR Trailside / Lakefront Cabin
Hurley
10.0 out of 10, Exceptional, (6 reviews)
"Great location and very nice accommodations. Thank you."
United States
Kristin Z.
The price is NZ$598
includes taxes & fees
3 Nov - 4 Nov
Serenity Now | 4BR Trailside / Lakefront Cabin

20. The Loft | Private Apartment on Nordic Ski Trails

The Loft | Private Apartment on Nordic Ski Trails
Bessemer Township
The price is NZ$289
includes taxes & fees
27 Oct - 28 Oct
The Loft | Private Apartment on Nordic Ski Trails
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Upson holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Upson. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Upson. Seeing all the best attractions is bound to make you fall in love with Upson. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Upson short-term rentals, that won’t be hard to do.

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?

ENTIRE LAKEFRONT 10-bedroom Chateau Getaway at Whitecap Mountains Resort: This highly rated holiday home rental in Upson is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 10 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 balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Upson are LAKEFRONT 5-bedroom Chateau Getaway at Whitecap Mountains Resort Units 2 & 4 and Mineshaft Chalets Side #2.

How many holiday rentals are there in Upson?

Choose from 14 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.