Photo by Andra

Holiday Rentals in Upton

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Upton

Kara Creek Ranch - Rustic 2 Bedroom Cabin #5

10.0 out of 10, Exceptional, (11)
"Highlight of our cross-country trip. We ate dinner in the ranch house and my 3 teenage kids were in heaven. The saloon was so much fun with live music, singing, and playing pool. The ranch hand gave us a tour of the horse barn. Wish we had time for a trail ride but were just passing through. We also saw mule deer and wild turkeys as we walked around the area. The staff were all so friendly, we felt like we really belonged. We will be back for the full experience one day soon. Bunk house was...
Kara Creek Ranch - Rustic 2 Bedroom Cabin #5

Kara Creek Ranch - 2 bed cabin

10.0 out of 10, Exceptional, (1)
"Devin, Jordan, and the rest of the crew were amazing as always!!! Love this place."
The price is €175
includes taxes & fees
3 Dec - 4 Dec
Kara Creek Ranch - 2 bed cabin

Cozy Private Home / High Speed Wifi

Cozy Private Home / High Speed Wifi

Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.

9.8 out of 10, Exceptional, (59)
"Have everything you need here!"
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.

Rustic log cabin in the beautiful Wyoming Black Hills!

9.6 out of 10, Exceptional, (117)
"Great cabin with beautiful 360 degree Wyoming views. Close to Devils Tower and not far from South Dakota black hills attractions. Would definitely recommend. "
Rustic log cabin in the beautiful Wyoming Black Hills!

Lake & Mountain View Guesthouse

10.0 out of 10, Exceptional, (5)
"This place is a perfect place to stay after a day of sightseeing. It is in a quiet neighborhood. We enjoyed the one night we stayed there. "
The price is €185
includes taxes & fees
3 Dec - 4 Dec
Lake & Mountain View Guesthouse

Cozy cabin in the beautiful Black Hills

9.8 out of 10, Exceptional, (9)
"Everything was perfect—an isolated area away from everything else. The only trouble was that the address on Google Maps is about 2 miles off from the actual location. There is no cell reception in this area, and the house is located further West into Wyoming than what Google indicated. "
The price is €494
includes taxes & fees
3 Dec - 4 Dec
Cozy cabin in the beautiful Black Hills

Red Bluffs Lodge Upper Unit, located on the River, minutes from Devils Tower!

9.6 out of 10, Exceptional, (4)
"Would stay at again, nice location and nice place!!"
The price is €408
includes taxes & fees
3 Dec - 4 Dec
Red Bluffs Lodge Upper Unit, located on the River, minutes from Devils Tower!

Tiny Home Cabin with Wyoming Modern Frontier style in the town of Hulett

2.0 star property
10.0 out of 10, Exceptional, (8)
"Will stay here year after year as long as it’s open & still on VRBO. The perfect place for a couple to stay. "
The price is €240
includes taxes & fees
3 Dec - 4 Dec
Tiny Home Cabin with Wyoming Modern Frontier style in the town of Hulett

Peaceful Wyoming Cabin w/ Spacious Deck & Wet Bar!

10.0 out of 10, Exceptional, (3)
"We were able to meet up with all of our children and grandchildren. We had a great time in Wyoming! Explored the hills, wildlife viewing and playing "tourist" at Devil's Tower and Custer State Park. The house is gorgeous and views are stunning, So much room, comfortable and host was super responsive when we had questions. We hope to come back to this gem soon!!"
Peaceful Wyoming Cabin w/ Spacious Deck & Wet Bar!

Rustic Small Cabin in the Black Hills of Wy. Snowmobile right out the drive!

9.8 out of 10, Exceptional, (7)
"All was well. My only concern was the bathroom door (or the lack thereof). Everything was as listed and bottle of wine in the frig was a nice touch but we don't drink and left it for the next guest. We are glad we stayed and had a good time. We tried to leave the cabin in as good condition as when we arrived."
Rustic Small Cabin in the Black Hills of Wy. Snowmobile right out the drive!

Peaceful home with breath-taking views of Devils Tower & room to roam

10.0 out of 10, Exceptional, (23)
"Roy and Laurie were welcoming. We had a great stay in a beautiful home. The scenery was breathtaking. The only downside was the long gravel drive to the residence but once there you could kick back and relax. Highly recommend this rental."
Peaceful home with breath-taking views of Devils Tower & room to roam

Country Home 3Bd 2Ba Near Devils Tower

8.6 out of 10, Excellent, (29)
"Sandra was so kind! As soon as she saw our little ones, she took a slide out of her barn and cleaned it up for them to play on. She also brought over breakfast coffee cake for us, leaving it in the grill so she didn't disturb us. The house was old but spacious and comfortable. The kids LOVED running through the big rooms and playing in the yard."
The price is €159
includes taxes & fees
14 Dec - 15 Dec
Country Home 3Bd 2Ba Near Devils Tower

Home on the Range

10.0 out of 10, Exceptional, (6)
"The cabin was a great place to stay. It is peaceful, lots of area to walk around outside and loved sitting outside in the evenings. The beds were very comfortable, good supply of towels, and the kitchen is adequately supplied with dishes,etc. We would definitely stay here again. "
Home on the Range

Kara Creek Ranch - King Bed Cabin with Kitchen #6

9.6 out of 10, Exceptional, (13)
"We really enjoyed our stay."
The price is €165
includes taxes & fees
3 Dec - 4 Dec
Kara Creek Ranch - King Bed Cabin with Kitchen #6

Private Getaway Cabin #1 at The Lodge at Devils Tower

2.0 star property
10.0 out of 10, Exceptional, (3)
"This cute cabin was the perfect overnight stay on day 2 of a 3 week roadtrip to explore some of our amazing National Parks. It was the perfect location to visit Devil's Tower, and also enjoy the overnight quiet and dark sky. The cabin was a great blend of rustic feel and modern amenities....very clean and cozy. We would have easily stayed longer if schedule permitted and would definitely recommend."
Private Getaway Cabin #1 at The Lodge at Devils Tower

Charming 3-bedroom vacation home in Pine Haven

10.0 out of 10, Exceptional, (10)
"The house was very nice. We all enjoyed our stay here. The area seems very quiet. We will definitely stay here again if we are in the area. Keyhole Lake and Devil's Tower are both close by."
The price is €616
includes taxes & fees
3 Dec - 4 Dec
Charming 3-bedroom vacation home in Pine Haven

Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette #3

9.4 out of 10, Exceptional, (16)
"Had a good time with good food and gracious hosts. "
The price is €175
includes taxes & fees
3 Dec - 4 Dec
Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette #3

Kara Creek Ranch - Log Cabin

10.0 out of 10, Exceptional, (14)
"Amazing and iconic, just sit on the porch, no mosquitoes, and take in the view"
Kara Creek Ranch - Log Cabin

Large garage for bikes. Beautiful log home. On golf course.

10.0 out of 10, Exceptional, (12)
"Group of guys play golf every year and location is awesome and Beth is a great host"
Large garage for bikes. Beautiful log home. On golf course.
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.
Don't see what you're looking for?
See all available properties in Upton
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Upton you may be interested in

Iron Creek Inn & Suites

2.5 star property
9.6 out of 10, Exceptional, (65)
"Staff was awesome, hotel was clean. Would highly recommend this hotel."
The price is €77
includes taxes & fees
16 Dec - 17 Dec
Iron Creek Inn & Suites

Kara Creek Ranch - Rustic 2 Bedroom Cabin #5

10.0 out of 10, Exceptional, (11)
"Highlight of our cross-country trip. We ate dinner in the ranch house and my 3 teenage kids were in heaven. The saloon was so much fun with live music, singing, and playing pool. The ranch hand gave us a tour of the horse barn. Wish we had time for a trail ride but were just passing through. We also saw mule deer and wild turkeys as we walked around the area. The staff were all so friendly, we felt like we really belonged. We will be back for the full experience one day soon. Bunk house was...
Kara Creek Ranch - Rustic 2 Bedroom Cabin #5

Kara Creek Ranch - 2 bed cabin

10.0 out of 10, Exceptional, (1)
"Devin, Jordan, and the rest of the crew were amazing as always!!! Love this place."
The price is €175
includes taxes & fees
3 Dec - 4 Dec
Kara Creek Ranch - 2 bed cabin
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.

Frequently asked questions

Can I find a holiday rental in Upton?

Yes, there are holiday rentals close to the most popular sights in Upton, or you can select a more secluded option if you're looking for a relaxing stay. Upton is known for its golf courses and museums.

What are some of the best holiday rentals that Upton has to offer?

Lake & Mountain View Guesthouse: This holiday home rental outside of Upton offers a patio, a garden and a BBQ to help you feel perfectly comfortable 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.

What can I see and do in Upton?

Enjoy the area's cultural attractions such as Red Onion Museum, or get outdoors into nature at a spot like Robinson Park. Upton Old Town and Cedar Pines Golf Course are other places to visit while you're in town.

What are holiday rentals like in Upton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Upton. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.