Photo by Frank Livermore

Upson Holiday Rentals

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Holiday Rentals in Upson

Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!
9.2 out of 10, Wonderful, 5 reviews
"We were happy with the amenities of the home and especially the end unit location. So easy to snowboard right out the back door to the lift! This spot also provides more parking spots than the other units on the side of the building. The townhome was entirely more than enough room for 4 adults and our dogs. Love having 3 full bathrooms! The best part was that we were able to extend our stay easily by texting the owner and got a quick response! We were able to enjoy an entire extra day on the...
Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!
Rocky Pines UP A-Frame, Air Cond, large deck, grill, hammocks & firepit, sauna
10.0 out of 10, Exceptional, 31 reviews
"Very clean and welcoming. Would highly recommend"
Rocky Pines UP A-Frame, Air Cond, large deck, grill, hammocks & firepit, sauna
Becky's Bee Hive, Clean, Cozy and Affordable!
10.0 out of 10, Exceptional, 7 reviews
"I came up here for a solo writer's retreat and could not be happier about the accommodations. Becky puts a lot of love and care into this cottage house. A Marine sergeant would shake Becky's hand for the cleanliness, and so much attention is put into the bee theme. I enjoyed reading on the outdoor patio furniture around sunset. Everything is well made and well organized. She deserves all the buzz. :)"
The price is NZ$365
includes taxes & fees
2 July - 3 July
Becky's Bee Hive, Clean, Cozy and Affordable!
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Trail View 2: Vacation Home w/ Hot Tub, Theater, Massage, Sauna, Central Air
9.4 out of 10, Exceptional, 20 reviews
"Would prefer not to make any comments"
Trail View 2: Vacation Home w/ Hot Tub, Theater, Massage, Sauna, Central Air
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.
10.0 out of 10, Exceptional, 2 reviews
"The property, though older, has been well maintained and was spotless. There was plenty of space, and the view out the huge picture window over the water was spectacular. Communication with the host was great, and Michelle was so kind, especially when we couldn't get the door opened the first time. Other than coffee and wine, kitchen amenities are limited, but we had everything we needed to make simple meals. I have never seen so many bath amenities in my life. I enjoyed two soaks in the tub. My...
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.
Black River Retreat (Dog Friendly!)
9.4 out of 10, Exceptional, 223 reviews
"Our dogs loved the yard and home comfort of the cabin. Very close to quite a few waterfalls, the harbor and the Copper Peak ski jump. Awesome to bike from to all those spots or hike. Highly recommend if you have dogs. Sad we didn't get to try the pub next door, but we will next time!"
Black River Retreat (Dog Friendly!)
Cabin with private dock and large yard space!
9.6 out of 10, Exceptional, 33 reviews
"Great time. Good fishing. Bar restaurant walking distance from cabin. Perfect."
Cabin with private dock and large yard space!
Private & Quaint Cabin in Mercer. Close To Town With Many Northwoods Amenities.
9.6 out of 10, Exceptional, 99 reviews
"This house was perfect for what we needed. Our family used to have a house on Spider Lake so this was like going home. The rooms are very small and there is not a ton of space, but it was perfect for what we needed at the time. The beds are comfy, but the one bedroom with twin beds is barely moveable - they are end to end with no walking room so it is not good for 2 adults (kids would have no issue). We walked between the home and our friends place with no issues and the stars were beautiful....
Private & Quaint Cabin in Mercer. Close To Town With Many Northwoods Amenities.
House in Bessemer - 3 BR/1.5 Bathrooms
10.0 out of 10, Exceptional, 84 reviews
"We have stayed several times in the UP and this was our favorite property. The neighborhood is nice and quiet and we saw several deer walking around and an old sweet black lab that walks around the block. Host is always available and you can communicate with him at any time. The internet is very good for any remote workers or gamers, you will be just fine. We were able to DoorDash meals which was such a convenience, as we own a restaurant and didn’t want to have to cook. But if you do want to,...
House in Bessemer - 3 BR/1.5 Bathrooms
The Hannu Haus- One of a kind Log Cabin
10.0 out of 10, Exceptional, 12 reviews
"We had such a wonderful couple days of peaceful serenity while staying at the Hannu Haus. There were do many special touches to the decor that added to the warmth & coziness of the log cabin. It had plenty of space to entertain and well thought out ideas for keeping children occupied. The coffee bar was exceptionally awesome and we all enjoyed the great coffee beverages that the Jura made!! I would give the Hannu -Hause 10 stars!! We hope to come back again!!"
The Hannu Haus- One of a kind Log Cabin
Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks
10.0 out of 10, Exceptional, 3 reviews
"This weekend was a perfect get away. The house was cute and quaint. We felt comfortable and at home while staying here. We have two little boys and they absolutely loved the yard, beach and dock. They spent all day playing in the water and sand letting their imaginations run wild. The lake was perfect for cruises, fishing was hit and miss this weekend but still caught a Northern, large mouth bass and little blue gills. Would recommend this property to anyone looking for a nice get away weekend...
Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks
Eureka Lake Log Cabin Retreat
9.0 out of 10, Wonderful, 2 reviews
"My family and in-laws stayed at this place. There were 6 of us and we truly enjoyed our time together at this cabin. It is very close to copper falls which is the main reason we chose it but found that we stayed at the house and property a lot as my boys enjoyed using the kayaks and paddle boat. There is plenty of room inside to hand out and play board games and the the kitchen had plenty of pots, pan, and many other things to be used for cooking during our stay. I found that this property was...
Eureka Lake Log Cabin Retreat
Base Camp U.P. is your starting point for Adventure! No Cleaning Fee
10.0 out of 10, Exceptional, 4 reviews
"Very cute little house everything was clean. We stayed Saturday night and Sunday went to explore The waterfalls. The chickens were a lovely surprise!"
The price is NZ$212
includes taxes & fees
26 June - 27 June
Base Camp U.P. is your starting point for Adventure! No Cleaning Fee
Charming Butternut Lake Getaway w/ Deck & Dock!
10.0 out of 10, Exceptional, 2 reviews
"We absolutely loved this place!! It far exceeded our expectations! The house was absolutely beautiful and the view was breathtaking!"
Charming Butternut Lake Getaway w/ Deck & Dock!
Lakefront dog-friendly gem with private dock, wood stove, large deck & free WiFi
8.0 out of 10, Very good, 25 reviews
"We were planning on cross country skiing but Mother Nature had other ideas. Lots of hiking near by, 6 min from town, was just the right size for the 4 of us! We enjoyed our stay and would rent again. To the owners may want to add more dish towels or a drainer for under drying rack and a new toaster as you have to unplug it to get the toast to come up."
Lakefront dog-friendly gem with private dock, wood stove, large deck & free WiFi
Cozy Home in Ironwood, MI
9.8 out of 10, Exceptional, 21 reviews
"Our stay was amazing. It started out with an unmade bed which lead to the realization that I made the reservation for the wrong night and we had gone into the house a day early. Kim was quite gracious and let us stay. The house was very clean. The neighborhood was very quiet. And Kim was so easy to communicate with. We will definitely stay at her place again."
The price is NZ$443
includes taxes & fees
30 June - 1 July
Cozy Home in Ironwood, MI
Rustic resort cabin with lake views, deck & access to docks, canoe, paddle boats
9.0 out of 10, Wonderful, 2 reviews
Rustic resort cabin with lake views, deck & access to docks, canoe, paddle boats
Big Chalet with hot tub on Big Powderhorn Mountain
9.8 out of 10, Exceptional, 86 reviews
"Thanks a bunch for sharing your house with us."
Big Chalet with hot tub on Big Powderhorn Mountain
*Brand New Spacious Condo* Center of Downtown*
10.0 out of 10, Exceptional, 26 reviews
"This is my second stay in apartment red and we enjoyed it as much as the first time - we just wish we would have gotten in earlier to be able to spend more time there. It’s very comfortable and clean and adorable."
*Brand New Spacious Condo* Center of Downtown*
SKI LODGE CONDO NEAR BIG POWDERHORN MTN, BLACK RIVER HARBOR, COPPER PEAK
9.2 out of 10, Wonderful, 69 reviews
"Good enough for price"
SKI LODGE CONDO NEAR BIG POWDERHORN MTN, BLACK RIVER HARBOR, COPPER PEAK
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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.

Other types of properties in Upson you may be interested in

Whitecap Mountains Resort
2.0 star property
10.0 out of 10, Exceptional, 3 reviews
"Staff was great and helpfull ,the food in the restaurant was great big portions at a reasonable price. Bartender was freindly .the rooms were clean and updated its a nice quit summer getaway "
The price is NZ$245
includes taxes & fees
3 July - 4 July
Whitecap Mountains Resort
Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!
9.2 out of 10, Wonderful, 5 reviews
"We were happy with the amenities of the home and especially the end unit location. So easy to snowboard right out the back door to the lift! This spot also provides more parking spots than the other units on the side of the building. The townhome was entirely more than enough room for 4 adults and our dogs. Love having 3 full bathrooms! The best part was that we were able to extend our stay easily by texting the owner and got a quick response! We were able to enjoy an entire extra day on the...
Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!
Clarion Inn
2.5 star property
7.4 out of 10, Good, 124 reviews
"The room was very clean, plenty of towels, comfortable beds, and hot water. If you’re looking for a place to clean up and rest it’s great. If you’re looking for bright shines, new,and fancy, it’s not for you. "
The price is NZ$199
includes taxes & fees
27 June - 28 June
Clarion Inn
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.

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?

North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.: This holiday home rental outside of Upson is located on the waterfront, and offers a selection of games, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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 5 Expedia holiday rentals in Upson for a memorable holiday.

What can I see and do in Upson?

While you're exploring the area, Whitecap Mountains and Copper Falls State Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Big Powderhorn Mountain Resort 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.

Recent reviews of Upson properties
Expedia verified reviews