Vacation rentals in Upton

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.

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

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!

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. 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.

Hidden Gem

Tucked back in a quiet cul-de-sac, this stylish, spacious townhome is perfect for your stay in Gillette- whether for business or pleasure. Newly remodeled inside and out, this home has everything you will need for a comfortable stay. From a fully stocked kitchen (just add food), a dedicated work space, a large living area, and private bedrooms to a big, fenced yard, 1 car garage and oversized driveway you will be comfortable no matter where you choose to spend your time.

100 year old house with a castle inspired feel.

The Carter house has a lot of charm and character. Gas lanterns adorn either side of the beautiful front door, upon entering you are greeted with elegance beginning with a crystal chandelier that drops through the ceiling from the cozy library upstairs. The main floor has a TV area with a big sectional, dining table, gas fireplace, full size kitchen, bathroom, laundry and kids bunk room. There are 3 bedrooms each room having its own private entrance.

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.

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature.

Tiny Timber- Stunning Tiny House

Have you ever wanted to see what living tiny is like? Need a getaway? This beautiful, Timber-framed, Amish-built tiny house is exactly what you need! *WE ALLOW ONE DOG ONLY. PET FEE APPLICABLE. THERE IS A ONE-TIME PET FEE OF $75. NO CATS. PLEASE MESSAGE ME FOR DETAILS.*