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.

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

Studio Apartment #1 in Moorcroft Wyoming

Unwind in peace at this stylish retreat located in the quiet center of Moorcroft, Wyoming. Find convenience at your fingertips, with all local amenities just minutes away, including a laundromat and carwash within a block's distance. Experience comfort year-round with in-unit heating and air conditioning, and relish the convenience of a full kitchenette in a freshly renovated interior. Nearby attractions like Keyhole Lake and Devils Tower await your exploration, promising an unforgettable stay.

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!

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.

Private Farmhouse Studio

Private Hot Tub!! Enjoy a stylish experience at our modern studio, located within walking distance to a Mexican eatery, brewery, farmer's market, bike path and Spearfish creek! Two sisters with a love for design renovated a small cabin into this cozy space for guests intending to explore the beautiful Black Hills. With a fully-equipped kitchen, this charming home is full of custom touches including a handcrafted barn door. Dogs allowed by PREAPPROVAL ONLY, please message for details.

Turtle House Getaway | Black Hills Basecamp

Discover The Turtle House — a peaceful geodesic dome retreat nestled in the Black Hills, just 1.7 miles from downtown Spearfish. Enjoy easy access to hiking, biking, hunting, and skiing at Terry Peak (22 miles), plus iconic spots like Spearfish Canyon and Mount Rushmore. Guests rave about the quiet vibe, spacious yard, gas fireplace, and frequent wildlife sightings. Located within walking distance of the Termesphere Gallery, it’s a perfect getaway in every season.

Peaceful Tiny House with Great Views and Wildlife!

New listing! New hot tub! We invite you to come check out our tiny home! Located in beautiful Spearfish near the creek. Walking distance to restaurants and a brewery and yet facing open fields with plentiful wildlife. This house has everything you would need to stay for a night or a month. We can't wait to share it with you! *WE ALLOW UP TO TWO DOGS ONLY. PET FEE APPLICABLE. THERE IS A ONE-TIME PET FEE OF $75. NO CATS. PLEASE MESSAGE ME FOR DETAILS.*

Horse Lovers Bunkhouse 2, 'Head Wrangler Cabin'

This is one of two cabins located on our working quarter ranch nestled in the splendor of the Southern Black Hills of South Dakota. We are 4 miles south of Hot Springs. Nearby is Wind Cave National Park, Custer State Park, Mt Rushmore, Ft. Robinson, The Mammoth Site and many other state, national and local parks, recreational areas, and historic sites. There is no wifi in the cabin. We also have boarding for horses for the traveling rider.