Family-friendly holiday rentals in Gillette

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.

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.

Charming Carriage House Suite

Charming Carriage house located on the top floor of the garage. With arched stone entrances and an old time feel. Enter the studio suite that is decorated with a western theme to take you back to simpler times and bring out the old west history! Enjoy the luxury of Pendleton bedding and towels, spa soaps and lotions in a historic atmosphere. This is a perfect house for a couple or family with kids. Sleeps 2-4 with one queen bed, additional bedding provided. The couch is comfortable to sleep on.

Wide Open Spaces

Discover Northeast Wyomings’ wide open gorgeous landscape. Located just 45 minutes from Devils Tower and an hour from both the Blackhills or the Bighorn Mountains. Our 31 foot camper has all the amenities a house has and all is in working order. This is on 27 acres that is filled with deer and antelope. It’s also home to friendly chickens, cats, horses, and goats that you can pet if you’d like. As a guest you are welcome to use the fenced in children’s area which has a trampoline and play set.

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.

Basecamp Gillette 148

Keep it simple at this peaceful, centrally located place. This well-appointed home offers a comfortable and welcoming setting for your stay in Gillette. Featuring two private bedrooms and two full baths, the space is designed for both convenience and privacy. Its central location provides easy access to local amenities, while the quiet, thoughtfully maintained interior makes it easy to unwind at the end of the day. An ideal choice for guests seeking a calm, reliable, and comfortable stay.

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.

Apartment for rent in Gillette #4

Enjoy a comfortable stay in this clean and modern 2-bedroom apartment with 1 full bathroom and a fully equipped kitchen. Perfect for families, business travelers, or small groups. Self check-in with a smart lock for convenience. The apartment features a smart toilet, private washer/dryer combo, and plenty of on-site parking. Conveniently located near shopping, restaurants, and local attractions. Bright, well-maintained, and thoughtfully furnished for a relaxing stay.

Downtown Basement Apartment

Your family or friends will enjoy a nice, quiet neighborhood to stay in while visiting Gillette. This basement apartment is attached to our house, but you’ll feel like you’re in your own unique space. You’ll be within walking distance to our cozy downtown Gillette Main Street! A 10 minute walk downtown will allow you to see our great local shops and restaurants. You’d also be a 5 minute drive to any grocery store, gas station and the interstate from our neighborhood.

Steamboat Lodge

Consider this townhome your home away from home while you visit Gillette. This adorable property features 3 bedrooms with 3 king beds, perfect for a peaceful and pleasant stay. With amenities like a fitness room, AC, and WiFi, and several TV’s guests can unwind and recharge after a day of exploring. Kickback, relax, and enjoy everything Gillette and our townhome has to offer.

Garden Level Apartment

Enjoy a garden level apartment in the lower level of our home, with private entrance and off street parking. Quiet, cozy, clean and comfortable. You are welcome to relax in the back yard with small pond and firepit, shady trees and wildflowers (minus flowers and shade in winter of course). The neighborhood is quiet and peaceful. Very close to downtown and hospital.