Vacation rentals in Upton

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Top-rated vacation rentals in Upton

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Guest favorite

Tent in Devils Tower

4.89 out of 5 average rating, 520 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.

Feb 25 – Mar 4

ﺩ.ﺇ293 per night

Guest favorite

Cabin in Devils Tower

4.93 out of 5 average rating, 136 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.

Oct 5 – 12

ﺩ.ﺇ780 per night

Guest favorite

Home in Hill City

4.99 out of 5 average rating, 180 reviews

Cabin - 20 acres w/ horses, goats & mini donkey

Spend the holidays in the Black Hills! Two bedrooms w/ queen size beds and loft w/ queen size pullout sofa allow you to comfortably sleep 6! Just 4 miles from downtown Hill City. Sits on 20 beautiful acres surrounded on 3 sides by Forest Service! Enjoy beautiful surroundings - a seasonal pond outside your cabin (water level varies), horses, and a mini donkey and mini goats. Enjoy private setting with the convenience of the owners just 1/4 mile up the driveway to take care of your needs!

Nov 10 – 17

ﺩ.ﺇ844 per night

Guest favorite

Home in Lead

4.86 out of 5 average rating, 169 reviews

Reato House--Cozy comfort away from home, HOT TUB!

This house is a comfy, cozy, 2 bedroom, 1 bath house built in the early 1900's and recently updated. It is in the heart of the Black Hills, minutes from Deadwood. It is close to skiing and snowmobiling in the winter; hiking, sightseeing and fishing in the summer. The deck overlooking downtown Lead offers a space in the sun or a covered portion for shade. New 4 person hot tub and fireplace makes the end of day so relaxing! Be aware, there are 32 stairs from street to house. NO TRAILERS!!

Dec 16 – 23

ﺩ.ﺇ344 per night

Guest favorite

Home in Spearfish

4.94 out of 5 average rating, 318 reviews

Private Farmhouse Studio

Enjoy a stylish experience at our private studio, located within walking distance to great eateries, a 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 and bathroom vanity. Dogs allowed by PREAPPROVAL ONLY, please message for details!

Dec 21 – 28

ﺩ.ﺇ464 per night

Guest favorite

Cottage in Spearfish

4.96 out of 5 average rating, 210 reviews

Beautiful Off-Grid Living @ Granny Flats

Welcome! Cappie, star of two episodes of Discovery Channel's Building Off The Grid (go to Youtube and search season 3, episode 5), built this adorable off-grid cottage as his own, but now you have the opportunity to stay! This beautiful 3-acre property, once the Swisher Farm, is today a working homestead, with two pigs, dozens of chickens, and a large garden. This cottage is handmade, from the bespoke front door to the custom 2-headed shower. We know you'll appreciate the details!

Nov 11 – 18

ﺩ.ﺇ483 per night

Superhost

Cabin in Hill City

4.89 out of 5 average rating, 228 reviews

Hideaway Cabin near Rochford

Nestled on a pine filled hillside is the Hideaway Cabin, a secluded A-frame with loft & Deck. It is perfect for 2, fine for 4 ! It is NOT IN HILL CITY, it's by ROCHFORD WE DO NOT HAVE: CELL SERVICE ( landline is available for emergencies) WE DO NOT HAVE: WIFI (very limited availability). WE DO NOT HAVE: Noisy neighbors & traffic ! This property affords quiet and privacy. About the only thing you will hear after 8:00 PM is an occasional coyote call !

Dec 19 – 26

ﺩ.ﺇ387 per night

Guest favorite

Farm stay in Spearfish

4.97 out of 5 average rating, 116 reviews

Black Hills Getaway - Country Setting

This guest space is part of our home, it is the entire 1st floor of our 3 story home. (We live on the 2nd-3rd floors). This comfy space includes 3 private bedrooms, private bathroom with shower, outdoor space with seating, grill & fireplace. Living room and food prep area with fridge, microwave, toaster, coffee maker, toaster oven, tea kettle, dishes, silverware, grilling tools. Quiet, scenic location 4 miles from Spearfish. 42 acres with scenery, hiking trails & wildlife.

May 7 – 14

ﺩ.ﺇ453 per night

Guest favorite

Home in Gillette

4.93 out of 5 average rating, 110 reviews

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.

Aug 28 – Sep 4

ﺩ.ﺇ472 per night

Guest favorite

Home in Upton

4.97 out of 5 average rating, 34 reviews

*Phanie's on 4th * HS WiFi * Office Sp * Smart TV*

You will be close to everything when you stay at this centrally located home. It's a great stop over on your way to Wyoming's famous sights, like Devils Tower, Yellowstone Park and the Big Horn Mountains. Also, to the East you will hit the fabulous Black Hills and the endless activities it has to offer, Crazy Horse and Mt Rushmore to name a few. Upton and Weston County are known for its wide open spaces and friendly locals.

May 31 – Jun 7

ﺩ.ﺇ775 per night

Guest favorite

Apartment in Lead

4.95 out of 5 average rating, 240 reviews

New Studio 5 Minutes from downtown Deadwood

Brand new above garage studio apartment with garage and outdoor parking, 5 minutes from downtown Deadwood, South Dakota. Property bordered by Black Hills National Forest and minutes to Friendship Tower. Close to Sturgis, Spearfish, Rapid City, Mt. Rushmore, Custer State Park and all the Black Hills has to offer.(Airbnb show us in Lead our property line is adjacent to Deadwood and on your GPS put Deadwood not Lead)

Dec 19 – 26

ﺩ.ﺇ342 per night

Guest favorite

Guest suite in Custer

4.96 out of 5 average rating, 253 reviews

The View at Bear Rock (Full Guest Suite)

This guest suite includes; cozy private rooftop deck that looks over the Rocky Knulls Golf Course, Queen bed, mini-fridge and microwave beautifully renovated shower and and bathroom. Within minutes from local food and bars and major local attractions.Mount Rushmore, Crazy Horse, Custer State Park all within very close distance as well.Also has cable TV and WiFi !!

Oct 3 – 10

ﺩ.ﺇ421 per night