Photo by Frank Livermore

Upson Holiday Rentals

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Holiday Rentals in Upson

House 2 - Gorgeous A Frame

10.0 out of 10, Exceptional, (17)
"Our overall stay was very comfortable and fun. This A frame cabin is cute on the inside. We loved that there was an area outside to be able to sit and have a bonfire. Would highly recommend this as a place to stay, "
House 2 - Gorgeous A Frame

Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!

9.2 out of 10, Wonderful, (5)
"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!

Black River Retreat (Dog Friendly!)

9.2 out of 10, Wonderful, (239)
"We stayed for two nights and it was great. Very cozy area and very close to waterfalls and all the little towns and areas. We would definitely be back. "
Black River Retreat (Dog Friendly!)

*Brand New Spacious Condo* Center of Downtown*

10.0 out of 10, Exceptional, (34)
"A really nice property for a reasonable price. "
*Brand New Spacious Condo* Center of Downtown*

The Hannu Haus- One of a kind Log Cabin

10.0 out of 10, Exceptional, (13)
"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

Cozy Home in Ironwood, MI

10.0 out of 10, Exceptional, (36)
"We stayed here to have a hub to check out some waterfalls. The place was great, zero complaints. "
The price is AU$327
includes taxes & fees
27 Nov - 28 Nov
Cozy Home in Ironwood, MI

Rocky Pines UP A-Frame at Big Powderhorn Mtn, near ski resort. FP, AC., sauna

10.0 out of 10, Exceptional, (43)
"Host was very responsive, cabin was clean and exactly as described. We enjoyed our stay."
Rocky Pines UP A-Frame at Big Powderhorn Mtn, near ski resort. FP, AC., sauna

Cozy Cottage on Grand Portage Lake, Right on ATV and Snowmobile Trail!

10.0 out of 10, Exceptional, (71)
"Stonewall Cabin West in Mercer was an excellent location to stage our supper club tour in No. WI! The location was easy to find, amenities provided were more than adequate, and the cabin was clean. The location on Portage Lake would make an ideal place for summer water activities. We found the cabin and town very accommodating and pleasant (when stores were open - realizing we visited during off-season). Our host was readily accessible for any questions that came up (but we didn't have any...
Cozy Cottage on Grand Portage Lake, Right on ATV and Snowmobile Trail!

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

9.2 out of 10, Wonderful, (78)
"The condo was very clean and nice with everything we needed. Tha parking lot needs some gravel to fill some holes. Very close to Ironwood and Bessemer. We had a great time!"
SKI LODGE CONDO NEAR BIG POWDERHORN MTN, BLACK RIVER HARBOR, COPPER PEAK

Trail View 2: Vacation Home w/ Hot Tub, Theater, Massage, Sauna, Fireplace

9.6 out of 10, Exceptional, (27)
"All of the amenities were over the top! Very cool Place to stay! "
Trail View 2: Vacation Home w/ Hot Tub, Theater, Massage, Sauna, Fireplace

Spacious 4 BR/2BA Home with Bar and Fenced Yard.

9.8 out of 10, Exceptional, (24)
"Great house. Quiet neighborhood. Nice that it is just a few blocks from downtown. "
Spacious 4 BR/2BA Home with Bar and Fenced Yard.

Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks

9.4 out of 10, Exceptional, (11)
"W the welcoming calls of loons from crystal clear Grand Portage Lake. What a wonderful stay! The cottage was beautifully appointed. The ample outside spaces provided postcard views. Located close to grocery, downtown restaurants and the Heart of Vilas bike trail head, we could not have enjoyed our stay more and look forward to our visiting again soon."
Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks

North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.

9.6 out of 10, Exceptional, (11)
"This was a nice location with a great view "
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.

Lakefront Mercer Cabin w/ Fire Pit & Porch

9.6 out of 10, Exceptional, (85)
"Great rustic feel with plenty of amenities. The fall colors were peak. Beds were comfortable. Anyone staying should definitely check out the pizza from Dear Lodge close by! Great view of the lake!"
Lakefront Mercer Cabin w/ Fire Pit & Porch

Vintage home located in Ironwood Michigan

8.8 out of 10, Excellent, (24)
"Home away from home."
Vintage home located in Ironwood Michigan

Sleeps 50 Charming Cozy Northwoods Village Ski Cabin Unique

Sleeps 50 Charming Cozy Northwoods Village Ski Cabin Unique

Lakefront dog-friendly gem with private dock, wood stove, large deck & free WiFi

8.4 out of 10, Very good, (34)
"Beautiful home and views. Took full advantage of the kayaks and lake. Loved the launch on the pier. Will definitely put on list of places to come back to"
Lakefront dog-friendly gem with private dock, wood stove, large deck & free WiFi

Direct Trail Access!

9.8 out of 10, Exceptional, (101)
"Accommodations were great! It was out a bit more from Mercer than we thought but not bad One issue was the trash You are responsible for taking out the trash to the transfer station (which alot of VRBO's have you collect your trash) But you have to buy a sticker at a list of places then take to transfer station But the hours that the transfer station is open are not to helpful at all Wed was till 1:30 (we were still on the trails) and we checked out on Thurs am ( transfer station was...
Direct Trail Access!

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

10.0 out of 10, Exceptional, (69)
"Nice property! Host were easy to work with and very accommodating! Had a great time!"
Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

Piper Haus Chalet Unit 2

9.6 out of 10, Exceptional, (26)
"The 6 bedroom house is dated but prefect for the group of UTV riders we had. Plenty of trailer parking and large backyard with a fire pit. large deck with gas grills Thanks Again "
Piper Haus Chalet Unit 2
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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Other types of properties in Upson you may be interested in

Whitecap Mountains Resort

2.0 star property
8.0 out of 10, Very good, (86)
"My husband and I had a weekend getaway to Whitecap. Although the room was "dated" it was clean and comfortable. Staff was very friendly and we really enjoyed the restaurant/bar. The hot tub was also a highlight of our trip."
The price is AU$225
includes taxes & fees
28 Nov - 29 Nov
Whitecap Mountains Resort

House 2 - Gorgeous A Frame

10.0 out of 10, Exceptional, (17)
"Our overall stay was very comfortable and fun. This A frame cabin is cute on the inside. We loved that there was an area outside to be able to sit and have a bonfire. Would highly recommend this as a place to stay, "
House 2 - Gorgeous A Frame

Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!

9.2 out of 10, Wonderful, (5)
"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!
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.
Beautiful view of the beach with palm trees

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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 Home in Ironwood, MI: This holiday home rental outside of Upson is located on a lake, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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?

Whitecap Mountains and Upson Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Upson Lake and Weber Lake Park.

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.