Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Top guest favourite
A colorful tipi stands prominently in a grassy area, featuring vibrant patterns with horse motifs. In the background, the silhouette of Devils Tower is visible against a moody, cloud-filled sky, hinting at a scenic landscape. A child is seen nearby, adding a sense of scale.
Tent in Devils Tower
4.9 out of 5 average rating, 642 reviews

Crazy Horse (14' tipi)

Crazy Horse & Custer traveled this way to Devils Tower. This tipi can comfortably sleep 4 adults. Each tipi has as two burner stove, 3 gallons of water, a pot, coffee fixing things, a propane lantern and a solar lantern. There is no electricity on the property and an outdoor solar shower available if desired. Sleeping places (pad, sheets, blankets and pillows) can be set up for a total fee of $30 for 4 payable on arrival; more available for $10. Please request this when making a reservation.

Top guest favourite
A log home is shown nestled in a snowy landscape, surrounded by evergreen trees. The structure features large windows, allowing for ample natural light, with a covered deck extending around the front. A wooden fence delineates the property, enhancing its rustic charm.
Cabin in Devils Tower
4.92 out of 5 average rating, 234 reviews

Devils Tower Vista of the Black Hills

This log home is surrounded by a working cattle ranch. The area is peaceful with total privacy. Incredible view of Devils Tower from all areas of the home. Outdoor activities include hiking, snowshoeing, sledding and only five minutes from Devils Tower. Wildlife and livestock can be seen around the property. Warm up by the wood stove on cold days and enjoy dinners on the deck during warm days. All pets must be approved by host before your stay, failure to do so will result in loss of deposit.

Guest favourite
Dome in Beulah
5 out of 5 average rating, 26 reviews

WYnDome located in Beulah, WY

Welcome to WYnDome! The first Air BNB dome in Northeastern WY! Right at the entrance of the Black Hills! Secluded, but 15 minutes from the nearest town of Spearfish, SD. The entire place comes with heating/cooling, mini fridge, tv, full bathroom, microwave, Keurig iced and hot coffee maker, water dispenser, hotel amenities, etc. It comes with a local artist mural painted to show the true beauty of the Black Hills and surrounding national monuments that can be discovered just minutes away!

Top guest favourite
A charming yellow cabin is framed by lush greenery, with a wooden deck leading to the entrance. The path is bordered by plants, and a lantern-style fixture adds to the tranquil setting. Sunlight filters through the surrounding trees, highlighting the welcoming entrance.
Home in Spearfish
4.98 out of 5 average rating, 282 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Top guest favourite
A quaint cabin exterior is showcased, featuring a wooden facade with a red metal roof. A small porch with two chairs is set under a shaded tree. Colorful planters and a decorative feature can be seen in the background, contributing to the inviting outdoor space.
Tiny homes in Four Corners
4.98 out of 5 average rating, 181 reviews

KK, tiny cabin close to beauty of Black Hills SD

A 10 x 32 tiny cabin conveniently located 1 mile off paved Hwy 585. Our working ranch has cattle, goats, horses. Beautiful scenery with frequent sightings of elk, deer, turkeys. This unique cabin features: WIFI, TV with DVD player only, microwave, retro fridge, bathroom with shower, twin bunk beds, and a queen bed. Deck/fire pit. Experience the beauty and serenity of Wyoming and closeness of Black Hills attractions; and simple ranch life! Quiet and off the grid. Beautiful sunsets, too.

Top guest favourite
A wooden deck is seen outside the log cabin, featuring two black chairs and a swing hanging from the rafters. Large windows allow natural light to fill the space, with expansive views of the surrounding fields visible in the background.
Cabin in Sundance
4.96 out of 5 average rating, 125 reviews

Kara Creek Ranch - Log Cabin

Looking to get away from it all? This cozy log cabin sits alone on a rise overlooking fields of sunflowers, where the deer & antelope graze and Kara Creek runs lazily through the valley. Guests are welcome to hike, fish Kara Creek, or fish the 11 acre pond stocked with trout (many over 20 inches) and large mouth bass. This cabin sits about 4 miles from our ranch headquarters, where we also offer food, horseback riding and other activities from May-Oct. Please contact us for more information!

Top guest favourite
The exterior of a rustic cabin features a distinctive green metal roof and warm wooden siding. Flanked by tall trees, the entrance boasts a blue door with a welcoming step-up porch, providing access to the outdoor space and showcasing a natural, serene setting.
Home in Pine Haven
4.96 out of 5 average rating, 125 reviews

Charming Cabin in Pine Haven

- 2 bedrooms and 2 bathrooms, sleeps up to 8 - Wifi throughout - Parking for 3 vehicles - Washer / Dryer - On quiet street - 10 minutes from Key Hole marina - Close to Devils Tower, about 40 miles * No smoking permitted on the property. * No pets * Please alert us ahead of your arrival if you plan to use the futon beds. * Sturgis week available. Nightly price of $400 with a minimum 4 nights. * Winter reservations are subject to cancellations due to problems with snow removal/availability.

Top guest favourite
A simple cabin is positioned amidst greenery and large rocks, with a wraparound deck visible. The grassy area provides an open space, while trees are present in the background under a clear blue sky.
Cabin in Sundance
5 out of 5 average rating, 34 reviews

Cabin - Black Hills of Wyoming

Relax with the whole family in the tranquil & peaceful beauty of the Black Hills of Wyoming. Enjoy scenic views from the deck, nearby hiking & mountain biking trails, wildlife, and proximity to Black Hills attractions - Deadwood, Devils Tower…. Located 60 miles from Gillette WY & Sturgis SD. The kids can enjoy playing in the fort or swinging from the tree swing. Ideal location for hunting and fishing. Strong cell service. TV DVD VCR ROKU(using Hot Spot). Pet friendly, non-smoking cabin.

Top guest favourite
Guest suite in Pine Haven
5 out of 5 average rating, 26 reviews

Your Suite Lake Getaway

Relax with friends and family in this quiet Pine Haven getaway with 2 bedrooms, 3/4 bath & 1/2 bath, laundry, well-stocked kitchen including coffee, tea and hot cocoa. Large dining/living rooms comfortably seat 6, with shady patio area for your enjoyment. There are 4 total beds, the Wolf Den has one queen; the Bears Den has one queen bed and two twin XL beds. When not out swimming, hiking, fishing or boating at the lake, enjoy playing air hockey, board or card games, or watching TV.

Top guest favourite
Cabin in Moorcroft
5 out of 5 average rating, 10 reviews

Canyon Hideout at Devils Tower

Canyon Hideout at Devil’s Tower offers a secluded, upscale retreat on 35 acres .Enjoy a modern cabin, bunkhouse, hot tub, sauna, fire pit, RV hookup, and tent site—all set against canyon views under Wyoming skies with views of Devil's Tower. Perfect for relaxing after exploring Devils Tower or Keyhole State Park, this hideout blends rustic charm with modern design and convivence for a peaceful getaway. Come and make amazing memories at this unique retreat with your whole group!

Superhost
Home in Lead
5 out of 5 average rating, 3 reviews

Still Pines Cabin

Tucked into the ponderosa pines just below Terry Peak, this almost A-frame cabin is built for groups who want the slopes, the trails, and Deadwood all within reach. High two-story windows fill the great room with light and forest views. Four bedrooms and five beds sleep up to 10 comfortably. Soak in the hot tub surrounded by trees after a day on the mountain. Open kitchen, easy access to skiing, ATV trails, and historic Lead. The cabin that does it all in the northern Hills.

Top guest favourite
The rustic cabin is nestled among trees, showcasing a wooden exterior with large windows and a deck. Sunlight filters through the branches, highlighting the natural materials of the structure. A gentle slope leads to the entrance surrounded by a lush forest.
Cabin in Spearfish
4.97 out of 5 average rating, 388 reviews

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.

Popular amenities for Upton vacation rentals

  1. Airbnb
  2. United States
  3. Wyoming
  4. Weston County
  5. Upton