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Upton Vacation Rentals

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Vacation 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
Exterior
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 | Fridge, microwave, oven, stovetop
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, (105)
"We really loved our stay at this cabin! The location could not be any better for those that love the outdoors! Will definitely be staying here again!"
Rustic log cabin in the beautiful Wyoming Black Hills!
Exterior
River front property close to the Devils Tower!
The price is $200
$322 total
includes taxes & fees
May 22 - May 23
River front property close to the Devils Tower!
Property grounds
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.
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 $350
$510 total
includes taxes & fees
May 22 - May 23
Cozy cabin in the beautiful Black Hills
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.
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
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!
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
4 bedrooms, iron/ironing board, travel crib, WiFi
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 $100
$164 total
includes taxes & fees
May 22 - May 23
Country Home 3Bd 2Ba Near Devils Tower
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)
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 $215
$277 total
includes taxes & fees
Jun 2 - Jun 3
Kara Creek Ranch - Log Cabin
Property grounds
Listing title: Pine Haven, WY home viewing Keyhole Reservoir
Listing title: Pine Haven, WY home viewing Keyhole Reservoir
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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.

Upton Vacation Rental Travel Info

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, (4)
"This motel is brand new, so they were working out a few quirks like the ice machine not being in service. The fitness area only had a treadmill and a bike, but it was a nice space. Breakfast was great and lots of options. A great place to stay to save some drive time. "
The price is $119
$137 total
includes taxes & fees
May 22 - May 23
Iron Creek Inn & Suites
Exterior
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.

Everything you need to know about Upton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Upton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Upton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Upton rentals

At Expedia, we put the best Upton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Upton?

Yes, we have vacation rentals close to top local attractions in Upton, or you can select a more remote option if you want a relaxing place to stay. Upton is known for its golf courses and museums.

What's the top vacation rental in Upton?

Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.: Visitors like this Upton vacation home rental. It is located in the mountains and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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 vacation rentals like in Upton?

Vacation rentals are privately owned properties you can book for several days or longer in Upton. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

Recent reviews of Upton properties
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