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Featured Holiday Homes in Upton

Lake & Mountain View Guesthouse

Lake & Mountain View Guesthouse

Pine Haven
When you stay at this vacation home in Moorcroft, you'll be 6 minutes by foot from Keyhole State Park.
Lake & Mountain View Guesthouse
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.

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

Lead
When you stay at this vacation home in Lead, you'll be in the mountains and within a 5-minute drive of Black Hills National Forest.
Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey.
Peaceful home with breath-taking views of Devils Tower & room to roam

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

Devils Tower
With a stay at this vacation home in Devils Tower, you'll be in the mountains and 3 minutes by foot from Devils Tower National Monument.
Peaceful home with breath-taking views of Devils Tower & room to roam
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Country Home 3Bd 2Ba Near Devils Tower

Country Home 3Bd 2Ba Near Devils Tower

Moorcroft
The price is AU$265 per night from 24 Dec to 25 Dec
AU$265
includes taxes & fees
24 Dec - 25 Dec
With a stay at this vacation home in Moorcroft, you'll be 9.2 mi (14.8 km) from Robinson Park and 9.3 mi (15 km) from Keyhole State Park.
Country Home 3Bd 2Ba Near Devils Tower
Charming 3-bedroom vacation home in Pine Haven

Charming 3-bedroom vacation home in Pine Haven

Pine Haven
The price is AU$1,035 per night from 24 Dec to 25 Dec
AU$1,035
includes taxes & fees
24 Dec - 25 Dec
When you stay at this vacation home in Moorcroft, you'll be 8 minutes by foot from Keyhole State Park.
Charming 3-bedroom vacation home in Pine Haven
Kara Creek Ranch - Log Cabin

Kara Creek Ranch - Log Cabin

Sundance
With a stay at this vacation home in Sundance, you'll be 14.1 mi (22.7 km) from Cedar Pines Golf Course and 16.4 mi (26.4 km) from Clarenbach Memorial Park.
Kara Creek Ranch - Log Cabin
Large garage for bikes. Beautiful log home.  On golf course.

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

Hulett
When you stay at this vacation home in Hulett, you'll be next to a golf course, within a 5-minute drive of The Golf Club at Devils Tower and Hulett Museum & ...
Large garage for bikes. Beautiful log home. On golf course.
Listing title: Pine Haven, WY home viewing Keyhole Reservoir

Listing title: Pine Haven, WY home viewing Keyhole Reservoir

Pine Haven
When you stay at this vacation home in Moorcroft, you'll be next to a golf course and within a 5-minute drive of Keyhole State Park.
Listing title: Pine Haven, WY home viewing Keyhole Reservoir
The Red Ranch

The Red Ranch

Moorcroft
The price is AU$1,040 per night from 11 Jan to 12 Jan
AU$1,040
includes taxes & fees
11 Jan - 12 Jan 2025
With a stay at this vacation home in Moorcroft, you'll be in the mountains, and 19.5 mi (31.4 km) from Devils Tower National Monument and 8.5 mi (13.7 km) from ...
The Red Ranch
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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 Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Upton vacation homes are the perfect way for you to wing it.

Holiday houses in Upton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Upton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Upton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Upton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Upton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Upton Holiday Homes essential information

Accommodation
24 Holiday Homes
Lowest Price
AU$148
Highest Price
AU$1,040
Popular accommodation
Lake & Mountain View Guesthouse, Mountain getaway. Located on 7 acres at 6,500 foot elevation. Elk, deer, turkey., Peaceful home with breath-taking views of Devils Tower & room to roam, Country Home 3Bd 2Ba Near Devils Tower, Charming 3-bedroom vacation home in Pine Haven, Kara Creek Ranch - Log Cabin, Large garage for bikes. Beautiful log home. On golf course., Listing title: Pine Haven, WY home viewing Keyhole Reservoir , The Red Ranch

Top trending hotels in Upton

Iron Creek Inn & Suites

Iron Creek Inn & Suites

2.5 out of 5
100 Buffalo Creek Rd, Upton, WY
Fully refundableReserve now, pay when you stay
The price is AU$148 per night from 6 Jan to 7 Jan
AU$148
includes taxes & fees
6 Jan - 7 Jan 2025
When you stay at Iron Creek Inn & Suites in Upton, you'll be near the airport, within a 5-minute drive of Upton Old Town and Red Onion Museum.
Iron Creek Inn & Suites
Kara Creek Ranch - Rustic 2 Bedroom Cabin #5

Kara Creek Ranch - Rustic 2 Bedroom Cabin #5

Sundance
With a stay at this cabin in Upton, you'll be 11 mi (17.6 km) from Cedar Pines Golf Course and 13.7 mi (22 km) from Red Onion Museum.
Kara Creek Ranch - Rustic 2 Bedroom Cabin #5
Kara Creek Ranch - 2 bed cabin

Kara Creek Ranch - 2 bed cabin

Sundance
The price is AU$292 per night from 24 Dec to 25 Dec
AU$292
includes taxes & fees
24 Dec - 25 Dec
With a stay at this cabin in Upton, you'll be 11 mi (17.7 km) from Cedar Pines Golf Course and 13.7 mi (22.1 km) from Red Onion Museum.
Kara Creek Ranch - 2 bed cabin
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Best Western Devils Tower Inn

Best Western Devils Tower Inn

2.5 out of 5
229 Highway 24, Hulett, WY
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 2 Jan to 3 Jan
AU$154
includes taxes & fees
2 Jan - 3 Jan 2025
With a stay at Best Western Devils Tower Inn in Hulett, you'll be a 1-minute walk from Hulett Museum & Art Gallery and 7 minutes by foot from The Golf Club at ...
Best Western Devils Tower Inn
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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.

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^Subject to availability and chosen travel dates.