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

Upson Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Upson vacation rentals

Property grounds

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 AED 5,289
AED 6,285 total
includes taxes & fees
2 Jul - 3 Jul
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Outdoor dining

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

Fully furnished log home in one of northern Wisconsin's last wilderness areas
Mercer
10.0 out of 10, Exceptional, (110 reviews)
"Wonderful property and host!"
United States
Kristine Y.
Fully furnished log home in one of northern Wisconsin's last wilderness areas
Exterior

Pine Forest Hideaway

Pine Forest Hideaway
Mercer
The price is AED 1,056
AED 1,345 total
includes taxes & fees
7 Jul - 8 Jul
Pine Forest Hideaway
Property grounds

Pine Haven

Pine Haven
Mercer
The price is AED 658
AED 1,388 total
includes taxes & fees
14 Jul - 15 Jul
Pine Haven
Property grounds

Black Hawk

Black Hawk
Mercer
The price is AED 697
AED 1,449 total
includes taxes & fees
28 Jul - 29 Jul
Black Hawk
Microwave, oven, stovetop

Marvelous 5-bedroom house in Bessemer on snowmobile/ atv trail

Marvelous 5-bedroom house in Bessemer on snowmobile/ atv trail
Bessemer
10.0 out of 10, Exceptional, (6 reviews)
"good spot.. nice vibes "
United States
Jason E.
The price is AED 863
AED 1,616 total
includes taxes & fees
6 Jul - 7 Jul
Marvelous 5-bedroom house in Bessemer on snowmobile/ atv trail
Smart TV

Mercer House on Major Snowmobile and ATV Trail

Mercer House on Major Snowmobile and ATV Trail
Mercer
9.8 out of 10, Exceptional, (9 reviews)
The price is AED 793
AED 2,019 total
includes taxes & fees
14 Jul - 15 Jul
Mercer House on Major Snowmobile and ATV Trail
Spa

Creekside Chalet | Largest Hot Tub in Western UP

Creekside Chalet | Largest Hot Tub in Western UP
Bessemer
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at Creekside Chalet. The owners were very helpful, they were prompt when responding to our questions and they texted us during our stay to make sure things were going well. Our group of nine found the property very accommodating and spacious. The upper deck was perfect for morning coffee and the fire pit and swinging chairs were lovely. Firewood was even provided. The hot tub was well kept and plenty of towels were provided. If I am ever in the area again with a group, I...
United States
Steve L.
The price is AED 1,444
AED 2,495 total
includes taxes & fees
8 Jul - 9 Jul
Creekside Chalet | Largest Hot Tub in Western UP
1 bedroom, WiFi

Private King Suite ideal for couples/romantic stays, and single travelers featuring a beautiful knotty pine vaulted ceiling. Dog friendly!

Private King Suite ideal for couples/romantic stays, and single travelers featuring a beautiful knotty pine vaulted ceiling. Dog friendly!
Ironwood
10.0 out of 10, Exceptional, (1 review)
The price is AED 405
AED 527 total
includes taxes & fees
22 Jul - 23 Jul
Private King Suite ideal for couples/romantic stays, and single travelers featuring a beautiful knotty pine vaulted ceiling. Dog friendly!
1 bedroom

Beautiful Lake Superior is just down the road and what better then a private guestroom themed after it?

Beautiful Lake Superior is just down the road and what better then a private guestroom themed after it?
Ironwood
9.2 out of 10, Wonderful, (5 reviews)
"Brittany and Justin were great. We loved how dog friendly the place was. This will definitely be our go to place when we visit the ironwood area again. "
United States
Leah
The price is AED 405
AED 527 total
includes taxes & fees
26 Jul - 27 Jul
Beautiful Lake Superior is just down the road and what better then a private guestroom themed after it?
Beach

Piper Haus Chalet Unit 2

Piper Haus Chalet Unit 2
Bessemer
9.6 out of 10, Exceptional, (30 reviews)
"The accommodations were clean. "
United States
jane m.
The price is AED 988
AED 1,992 total
includes taxes & fees
23 Jul - 24 Jul
Piper Haus Chalet Unit 2
Sauna

Powderhorn Slopeside Luxury Chalet 2

Powderhorn Slopeside Luxury Chalet 2
Bessemer
10.0 out of 10, Exceptional, (5 reviews)
"Exactly as described, nice views and conveniently located!"
Canada
Tom A.
The price is AED 922
AED 1,683 total
includes taxes & fees
7 Jul - 8 Jul
Powderhorn Slopeside Luxury Chalet 2
Interior

The Windsong Lodge #3

The Windsong Lodge #3
Bessemer
10.0 out of 10, Exceptional, (10 reviews)
"Great clean place. Would definitely stay again."
United States
Tom P.
The price is AED 371
AED 724 total
includes taxes & fees
28 Jul - 29 Jul
The Windsong Lodge #3
Property grounds

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
9.6 out of 10, Exceptional, (5 reviews)
"Awesome place! Had a great time! Thank you!"
United States
Bjorn O.
The price is AED 413
AED 560 total
includes taxes & fees
14 Jul - 15 Jul
U.P. Lodge by Trails & Superior w/Game Room, Grill & Firepit: Schnickelfritz #2
Terrace/patio

Handcrafted Log Cabin | Hot Tub | Sauna | GameRoom

Handcrafted Log Cabin | Hot Tub | Sauna | GameRoom
Ironwood Township
9.8 out of 10, Exceptional, (24 reviews)
"My husband and I rented this house for a relaxing birthday weekend away from MN and thoroughly enjoyed the spacious, beautiful log cabin house with a hot tub off the master suites bedroom that was absolutely perfect! We will definitely be staying here again in the future! "
United States
Candi D.
The price is AED 1,642
AED 2,745 total
includes taxes & fees
14 Jul - 15 Jul
Handcrafted Log Cabin | Hot Tub | Sauna | GameRoom
Exterior

The Windsong Lodge #4

The Windsong Lodge #4
Bessemer
9.6 out of 10, Exceptional, (4 reviews)
"Perfect size for the two of us! The kitchen suited our meal needs perfectly. Great stay and we would book again!"
United States
Jac P.
The price is AED 323
AED 683 total
includes taxes & fees
14 Jul - 15 Jul
The Windsong Lodge #4
Terrace/patio

U.P. Lodge by Trails & Lake Superior + Game Room, Firepit: Schnickelfritz #3

U.P. Lodge by Trails & Lake Superior + Game Room, Firepit: Schnickelfritz #3
Ironwood
9.0 out of 10, Wonderful, (2 reviews)
"Cozy place ! Definitely would stay again"
United States
Chase B.
The price is AED 790
AED 1,003 total
includes taxes & fees
16 Jul - 17 Jul
U.P. Lodge by Trails & Lake Superior + Game Room, Firepit: Schnickelfritz #3
Private kitchen

Lily Bay Lodge

Lily Bay Lodge
Mercer
9.8 out of 10, Exceptional, (6 reviews)
"Great place to stay for our group to snowmobile! Close to trails room to park truck and trailers host was easy to work with! "
United States
Justin L.
The price is AED 1,096
AED 2,123 total
includes taxes & fees
14 Jul - 15 Jul
Lily Bay Lodge
Smart TV

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, (32 reviews)
"Wonderful place to stay! Have stayed 4 times and will stay again! "
United States
Kelly D.
The price is AED 400
AED 1,083 total
includes taxes & fees
8 Jul - 9 Jul
Trail Riders Haven- Only 1 Block from TONS of Adventurous Trails! Huge Garage!
Beach

Cozy Corner Home Dogs Welcome

Cozy Corner Home Dogs Welcome
Ironwood
9.8 out of 10, Exceptional, (19 reviews)
"It was perfect for our group."
United States
Todd G.
The price is AED 463
AED 1,348 total
includes taxes & fees
14 Jul - 15 Jul
Cozy Corner Home Dogs Welcome
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upson Hotel Reviews

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

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

10/10 Excellent
"We loved the place! Beautiful location. Beautiful property with all the comforts of home"
Diane 3-night trip
Posted 6 hours ago
Apres’ Haus: Comfy A-Frame centrally located in Whitecap Village with fireplace

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Upson?

Yes, we offer vacation rentals near top attractions in Upson, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Upson?

ENTIRE LAKEFRONT 10-bedroom Chateau Getaway at Whitecap Mountains Resort: This Upson vacation home rental is located on a lake and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation. Some other top choices in Upson are Mineshaft Chalets Side #2 and LAKEFRONT 5-bedroom Chateau Getaway at Whitecap Mountains Resort Units 2 & 4.

How many vacation rentals are there in Upson?

Choose from 14 Expedia vacation rentals in Upson for a memorable vacation.

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 larger area, you’ll find Upson Lake and Potato River Falls.

What are vacation rentals like in Upson?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Upson. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.