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Compare 150 Vacation Homes in Upson with updated reviews, rates, and availability.

Street view
House in Bessemer - 3 BR/1.5 Bathrooms
10.0 out of 10, Exceptional, (83)
"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
Living area
Base Camp U.P. is your starting point for Adventure! No Cleaning Fee
10.0 out of 10, Exceptional, (4)
"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 AED 404
AED 477 total
includes taxes & fees
20 May - 21 May
Base Camp U.P. is your starting point for Adventure! No Cleaning Fee
Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks
10.0 out of 10, Exceptional, (1)
"Beautiful home on the lake. This place is close to town. A nice place to relax with friends for the weekend."
Dog-friendly lakefront home with a private beach, dock, firepit, & kayaks
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Property grounds
North Fork Flambeau River near Park Falls, 3BR, 1BA country home, on ATV route.
10.0 out of 10, Exceptional, (2)
"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.
Property grounds
Piper Haus Chalet 16 Guests Hot Tub Sauna
10.0 out of 10, Exceptional, (18)
"This property is awesome - everybody (ages 12 to 75) in our group had a great time - the layout is really nice with the hot tub & sauna on the bottom floor with access to the outdoors and bedrooms for the teens down the corridor. All bedrooms were clean, tidy and nicely laid out for travelers. Bathrooms spotless and totally updated. Wi-fi perfect. The kitchen is on the main level where there is a lovely fireplace (firewood included) and great views. Kitchen is small but totally manageable and...
Piper Haus Chalet 16 Guests Hot Tub Sauna
Charming dog-friendly cabin with full kitchen, kayak, firepit & lake view
10.0 out of 10, Exceptional, (1)
"Loved our getaway up north. We rented a boat from a resort nearby and spent lots of time enjoying the water. We had one problem the first evening, and the hosts were very responsive and took care of the issue in a timely manner. The upstairs shower needs some attention because the hot and cold water tabs are reversed. Overall, we would definitely stay here again and recommend you give it a try."
Charming dog-friendly cabin with full kitchen, kayak, firepit & lake view
Property grounds
Near Hurley, On the Trail, Large Parking Area, Dog Friendly -The Cary Mine House
9.8 out of 10, Exceptional, (21)
"Several friends and I visit the Northwoods once a year around this time for a weekend of ATV trail riding. We've stayed at a few locations and always had good luck. This location was no different. Plenty of room (inside & out), comfortable furnishings and bedding, great location (across from gas station & on the trail), and lots of little touches. I highly recommend staying here and will likely do so again myself!"
Near Hurley, On the Trail, Large Parking Area, Dog Friendly -The Cary Mine House
Living room after with shadow
Cozy Corner Home Dogs Welcome
10.0 out of 10, Exceptional, (6)
"Cozy comfortable home to stay at while visiting Ironwood! Perfect for families and for bringing your pups along with! We decided to take a last minute trip up and Jen was amazing with providing recommendations and ensuring the house was clean and ready for our overnight stay. We really enjoyed our time here and the kids loved the assortment of games. If you're looking for a great vrbo with an amazing host, look no further than this house!"
The price is AED 482
AED 1,286 total
includes taxes & fees
26 May - 27 May
Cozy Corner Home Dogs Welcome
Multi-Tier Deck just 100 feet from Lake Michele/Lablonde Flowage.
THE LAKESIDE EAGLE'S NEST NEAR THE TRAIL
9.6 out of 10, Exceptional, (17)
"Everything went smooth, Had everything we needed. Good communication!"
THE LAKESIDE EAGLE'S NEST NEAR THE TRAIL
Living room
Cozy Home in Ironwood, MI
9.8 out of 10, Exceptional, (21)
"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 AED 367
AED 863 total
includes taxes & fees
20 May - 21 May
Cozy Home in Ironwood, MI
LaSt MiN CXL!- Lake Rd Abode-Game Rm-Central AC-
10.0 out of 10, Exceptional, (84)
"We loved our stay here. The house was very clean and we loved the decor. The house is in a convenient location close to everything. Beds were very comfy. We would definitely stay here again!"
LaSt MiN CXL!- Lake Rd Abode-Game Rm-Central AC-
Ski House 10  Summer
Enjoy the Great Outdoors and Lake Superior
9.8 out of 10, Exceptional, (32)
"Enjoyed our stay. Very well equipped and very clean."
Enjoy the Great Outdoors and Lake Superior
Livingroom
Becky's Bee Hive, Clean, Cozy and Affordable!
10.0 out of 10, Exceptional, (3)
"The house was adorable and very clean. Becky put alot of attention to detail for people staying there which was very nice to see. She was quick to respond to any message and very accommodating. I’d recommend her place to anyone."
The price is AED 441
AED 858 total
includes taxes & fees
27 May - 28 May
Becky's Bee Hive, Clean, Cozy and Affordable!
Private kitchen
Tiny’s Retirement Home near the trails
9.6 out of 10, Exceptional, (17)
"Beautiful, clean house. Feel so at home and welcome in this house. Very well stocked in case you forget anything. Owner has thought if everything to make your experience wonderful."
Tiny’s Retirement Home near the trails
Private kitchen
Tiny Pines Cottage Getaway
10.0 out of 10, Exceptional, (15)
"We enjoyed skiing at snow river and fat tire biking at the Porkies. We also visited Bayfield."
Tiny Pines Cottage Getaway
Water-view home in great location with private dock, 2 kayaks, firepit, deck
9.0 out of 10, Wonderful, (2)
"The cabin was exceptionally clean and cozy It felt like we were staying at a friend’s cabin Excellent view of the lake, sunsets, and stars We couldn’t imagine a nicer cabin to stay at Much better than any “5star” hotel or resort You get the “Up North” cabin feel and experience"
Water-view home in great location with private dock, 2 kayaks, firepit, deck
Exterior
Your adventure home base for skiing, snowboarding, hiking and biking!
10.0 out of 10, Exceptional, (6)
"Anyone looking for a home base for outdoor play yet walkable to everything, this isnthe place! They provided everything we didn't even think we needed! Kids and adults had a wonderful time, everyone have their own space and the common spaces were so comfortable and welcoming. Stay here! You won't regret it!!"
Your adventure home base for skiing, snowboarding, hiking and biking!
Lovely mountain retreat with fireplace, sauna, fire pit, & deck - near skiing
Lovely mountain retreat with fireplace, sauna, fire pit, & deck - near skiing
Exterior
Large home walking distance to town and trails. 10 minutes to ski resorts.
10.0 out of 10, Exceptional, (31)
"7 “old guys” have been going to UP at the end of January for the past 30+ years. This house is by far the best place we have stayed."
Large home walking distance to town and trails. 10 minutes to ski resorts.
Exterior
Vacation Home in Powderhorn Village with Indoor Hot Tub
9.0 out of 10, Wonderful, (65)
"We really enjoyed our stay. The house was roomy enough for our family and dog. It was well stocked- didn’t need to buy any additional supplies. We were there at the end of August and the location was great for day hikes in the area and close to restaurants."
Vacation Home in Powderhorn Village with Indoor Hot Tub
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See all available properties in Upson
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 property types in Upson

Upson Vacation Rental | 4BR | 3BA | 1,622 Sq Ft | Stairs Required
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!)
9.4 out of 10, Exceptional, (223)
"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!)
Hot tub top view
Trail View 2: Vacation Home w/ Hot Tub, Theater, Massage, Sauna, Central Air
9.6 out of 10, Exceptional, (19)
"We were disappointed. The owner wasn't very accommodating or kind. Wouldnt provide washcloths, handtowels, etc. The place needed a good cleaning and basic supplies. Wouldn't return or recommend."
Trail View 2: Vacation Home w/ Hot Tub, Theater, Massage, Sauna, Central Air
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.

Recent reviews of Upson hotels
Expedia verified reviews