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Upton Holiday Rentals

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Holiday Rentals in Upton

Fridge, coffee/tea maker, cookware/dishes/utensils
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."
Kara Creek Ranch - 2 bed cabin
Property grounds
Kara Creek Ranch - Rustic 2 Bedroom Cabin (#5)
10.0 out of 10, Exceptional, (8)
"First time we’ve ever stayed at a working ranch and it was awesome! The cabins are rustic and simple and exactly what you need for a good nights sleep. Our 2 year old had a great time dancing around the saloon and listening to live music played by Monty, a former rodeo champion! Everyone was so wonderful and welcoming. When we arrived we met the owner and he was such a pleasure to talk to. The next morning all of the renters went to the ranch house for a delicious breakfast together. Highly...
Kara Creek Ranch - Rustic 2 Bedroom Cabin (#5)
Private kitchen
Cozy Private Home / High Speed Wifi
Cozy Private Home / High Speed Wifi
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Rustic log cabin in the beautiful Wyoming Black Hills!
9.6 out of 10, Exceptional, (107)
"Jay was great. Very nice location to stay.... Thanks Jay 😁"
Rustic log cabin in the beautiful Wyoming Black Hills!
Fridge, microwave, oven, stovetop
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.
9.8 out of 10, Exceptional, (56)
"Greg was great to work with and his communication amazing (especially as we got close to trip date and snow was questionable)! Our Christmas wish for snow came true and we had a great time! Thank you, Greg!"
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.
Exterior
Rustic Small Cabin in the Black Hills of Wy. Snowmobile right out the drive!
9.6 out of 10, Exceptional, (5)
"It was a perfect location, wonder scenery...would love to visit there again."
Rustic Small Cabin in the Black Hills of Wy. Snowmobile right out the drive!
Fridge, microwave, oven, stovetop
Country Home 3Bd 2Ba Near Devils Tower
8.8 out of 10, Excellent, (21)
"We had a great time enjoying the quiet, open space near Moorcroft. It met all of our needs while visiting the black hills and devils tower!"
The price is NZ$266
per night
3 Jun - 4 Jun
Country Home 3Bd 2Ba Near Devils Tower
Exterior
River front property close to the Devils Tower!
The price is NZ$522
per night
30 May - 31 May
River front property close to the Devils Tower!
Property grounds
Cozy cabin in the beautiful Black Hills
9.6 out of 10, Exceptional, (4)
"Lots of good to say about this place. Lovely surroundings and truly quiet (could occasionally hear passing cars on the highway, but the cabin is a decent distance away and the amount of traffic is fairly light). Lots of walkable, even hikeable, areas on the property. Cozy furnishings, though dining room table is tiny, even for one person. Internet is decent - I was pleasantly surprised that I was able to work there (LAN connection) and stream, but not sure how that would go with more than one...
The price is NZ$828
per night
29 May - 30 May
Cozy cabin in the beautiful Black Hills
Exterior
Kara Creek Queen Bed Cabin (#9)
9.4 out of 10, Exceptional, (8)
"Not the biggest, just the Best working Cattle Ranch with cabins.Picked it for our 25th. Wife is a Big horse Lover. They did not need our help in July or August. Special thanks to some of the staff, Chris the trail boss Ladina the Superb cook, and the Bull-Horned hood ornament of the place. Cowboy Hawkeye Henson. For his stories and entertainment. Thanks to all ..."
Kara Creek Queen Bed Cabin (#9)
Exterior
Historic Stay Inn.
10.0 out of 10, Exceptional, (14)
"Recommended to anybody"
Historic Stay Inn.
Fireplace, books
Peaceful Wyoming Cabin w/ Spacious Deck & Wet Bar!
Peaceful Wyoming Cabin w/ Spacious Deck & Wet Bar!
Exterior
Peaceful home with breath-taking views of Devils Tower & room to roam
10.0 out of 10, Exceptional, (20)
"Beautiful views, clean, peaceful, wonderful hosts, and had everything we needed. It was perfect for the bride and bride maids to get their hair and makeup done on wedding day. Also did dads first look on the deck with other bridesmaids pics on beautiful property."
Peaceful home with breath-taking views of Devils Tower & room to roam
Iron/ironing board, free WiFi, bed sheets
Home on the Range
10.0 out of 10, Exceptional, (1)
"The cabin and property were absolutely awesome."
Home on the Range
Exterior
Kara Creek Ranch - King Bed Cabin with Kitchen (#6)
10.0 out of 10, Exceptional, (12)
"We really enjoyed our stay."
Kara Creek Ranch - King Bed Cabin with Kitchen (#6)
Property grounds
1 bed, 1 bath, Studio Apt #8 in Moorcroft Wyoming
1 bed, 1 bath, Studio Apt #8 in Moorcroft Wyoming
Smart TV, fireplace, stereo
The Lake House; Breathtaking views with spacious accommodations
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 Lake House; Breathtaking views with spacious accommodations
Exterior
Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette (#3)
9.4 out of 10, Exceptional, (13)
"If you are looking for a relaxing and quiet place to get away this is pretty good. There is quite a drive to get in, but it is stunning. Free range cattle, horses, deer are visible. I stayed in unit 3. It was clean but felt a little old - no big deal. When I arrived, I was not sent a code but the neighbor told me it was unlocked. The saloon was a hoot. Live music and great conversation with Montie (former World Champion Rodeo personality). They had breakfast at 8:00 am, I did not...
Kara Creek Ranch - 2 Bedroom Cabin with Kitchenette (#3)
Fridge, microwave, oven, stovetop
Kara Creek Ranch - Log Cabin
10.0 out of 10, Exceptional, (12)
"Quiet cabin in rural Wyoming. We loved sitting in swing and enjoying time relaxing as a family."
The price is NZ$450
per night
30 May - 31 May
Kara Creek Ranch - Log Cabin
Exterior
Large garage for bikes. Beautiful log home. On golf course.
10.0 out of 10, Exceptional, (11)
"This is a great cabin on a great golf course. We go every year with a group of guys and enjoy our hospitality from Beth and from the Hulett golf course."
Large garage for bikes. Beautiful log home. On golf course.
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See all available properties in Upton
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 Upton you may be interested in

Deluxe Room
Iron Creek Inn & Suites
2.0 star property
9.6 out of 10, Exceptional, (5)
"Great property. Will stay again. "
The price is NZ$190
per night
12 Jun - 13 Jun
Iron Creek Inn & Suites
Property grounds
Kara Creek Ranch - Rustic 2 Bedroom Cabin (#5)
10.0 out of 10, Exceptional, (8)
"First time we’ve ever stayed at a working ranch and it was awesome! The cabins are rustic and simple and exactly what you need for a good nights sleep. Our 2 year old had a great time dancing around the saloon and listening to live music played by Monty, a former rodeo champion! Everyone was so wonderful and welcoming. When we arrived we met the owner and he was such a pleasure to talk to. The next morning all of the renters went to the ranch house for a delicious breakfast together. Highly...
Kara Creek Ranch - Rustic 2 Bedroom Cabin (#5)
Fridge, coffee/tea maker, cookware/dishes/utensils
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."
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.

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 Upton 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 Upton. 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 Upton. Seeing all the best attractions is bound to make you fall in love with Upton. 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 Upton short-term rentals, that won’t be hard to do.

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?

Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.: This holiday home rental outside of Upton is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Noonan 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.

Recent reviews of Upton properties
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