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Upson Holiday Rentals

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Holiday Rentals in Upson

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 NZ$2,951
includes taxes & fees
6 Oct - 7 Oct
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Sleeps 12 4BR/3BA Ski-in/Out Condo WiFi/AC/Lake/ATV/Hike/Snowmobile-Dog Friendly

9.0 out of 10, Wonderful, (4)
"Great location for our atv trip. "
Sleeps 12 4BR/3BA Ski-in/Out Condo WiFi/AC/Lake/ATV/Hike/Snowmobile-Dog Friendly

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

9.6 out of 10, Exceptional, (15)
"Everything was clean and well maintained! A very large storm moved through the 1st night of our stay and took out the power for about 12 hours, and the property owner was in contact with us throughout the whole process. We would definitely stay again!"
Apres’ Haus: Comfy A-Frame centrally located in Whitecap Village with fireplace

Ski-in ski-out 3 Bdrm Chalet w sauna on slopes & lake - Sleeps 8

10.0 out of 10, Exceptional, (17)
"Great space and super clean. Appreciate the early check in. Great place to stay while skiing at Whitecap. Would happily book again."
Ski-in ski-out 3 Bdrm Chalet w sauna on slopes & lake - Sleeps 8

Upson Ski-in/ski-out, End-unit Cabin w/ Fireplace!

3.0 star property
Upson Ski-in/ski-out, End-unit Cabin w/ Fireplace!

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.

Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

10.0 out of 10, Exceptional, (8)
"This cabin was absolutely beautiful. The owners made us feel welcome the moment we stepped in. Communication, location & comfort was excellent. Beautiful area with lots to do. Even heard a Barred owl in a tree on the property which was a neat experience. Only regret we couldn't stay longer!"
The price is NZ$402
includes taxes & fees
9 Oct - 10 Oct
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

A-frame Cabin w/ Private Boat Dock!

3.0 star property
A-frame Cabin w/ Private Boat Dock!

Black River Retreat (Dog Friendly!)

9.4 out of 10, Exceptional, (278)
"VERY NEAT AND CLEAN, CONVENIENT LOCATION"
Black River Retreat (Dog Friendly!)

Ford's Talpine Cottage on Echo Lake | 2-bedroom lakefront near town

9.8 out of 10, Exceptional, (7)
"Enjoyed our stay! Great communications. Beautiful view!"
Ford's Talpine Cottage on Echo Lake | 2-bedroom lakefront near town

Cozy Corner Home Dogs Welcome

9.8 out of 10, Exceptional, (15)
"We had a very nice stay here. House was clean and tidy and worked well for our overnighter in ironwood!"
Cozy Corner Home Dogs Welcome

Spacious 4 BR 2BA Home with Bar and Fenced Yard

9.8 out of 10, Exceptional, (36)
"This place was great! Our trip was for UTV riding. Easy access to trails and down town. There was 7 of us and the space was very comfortable. Beds were also very comfortable and the kitchen was great. There was a gas grill and outside deck to enjoy. Would stay here again."
Spacious 4 BR 2BA Home with Bar and Fenced Yard

Cozy Home in Ironwood, MI

10.0 out of 10, Exceptional, (59)
"Great spot, very clean, exactly what we needed."
The price is NZ$382
includes taxes & fees
6 Oct - 7 Oct
Cozy Home in Ironwood, MI

Trail View 2: Private Hot Tub, Theater, Massage, Sauna, Cold Plunge, Mtn. Views

9.6 out of 10, Exceptional, (41)
"Great property with lots to do around the area. Everything was clean and neat, I liked the quick guides for using the amenities. Enjoyed our stay, no complaints. Thank you for making it an easy stay"
Trail View 2: Private Hot Tub, Theater, Massage, Sauna, Cold Plunge, Mtn. Views

House in Bessemer - 3 BR/1.5 Bathrooms

9.8 out of 10, Exceptional, (112)
"great location. Home was comfortable and felt right at home. Would stay here again for any future getaways in the area."
House in Bessemer - 3 BR/1.5 Bathrooms

Great Northwoods home with access to all your recreational activities!

2.0 star property
9.6 out of 10, Exceptional, (10)
"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 NZ$431
includes taxes & fees
7 Oct - 8 Oct
Great Northwoods home with access to all your recreational activities!

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

10.0 out of 10, Exceptional, (109)
"Amazing home!! Everything you could need was there! Highly recommend. "
Fully furnished log home in one of northern Wisconsin's last wilderness areas

Three Cozy Cabins located on the Turtle Flambeau Flowage, great for all seasons!

Three Cozy Cabins located on the Turtle Flambeau Flowage, great for all seasons!

SKI LODGE CONDO NEAR BIG POWDERHORN MTN, BLACK RIVER HARBOR, COPPER PEAK

9.4 out of 10, Exceptional, (95)
"A well appointed quiet base camp, wonderful and unique."
SKI LODGE CONDO NEAR BIG POWDERHORN MTN, BLACK RIVER HARBOR, COPPER PEAK

LAST MIN OCT CXL!- SAUNA/FIREPIT AND MORE!

10.0 out of 10, Exceptional, (140)
"This is well kept and a great location."
LAST MIN OCT CXL!- SAUNA/FIREPIT AND MORE!
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

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, 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 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?

Cozy Corner Home Dogs Welcome: This holiday home rental outside of Upson comes with laundry facilities so that you can feel at home during your trip. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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.