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.

Kitchen · Family · Hospitality

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.

Family · Kitchen · Pets

Private Luxury Cabin #3 The Lodge at Devils Tower

Situated just 6 miles from Devils Tower and 4 miles from Downtown Hulett, WY with end of the road privacy and extraordinary views, come relax with us and enjoy your own PRIVATE slice of heaven! Located just 1 mile off the beaten path, tucked into the beautiful hills of Wyoming you will enjoy your own private cabin featuring fantastic Mountain View’s, 2 bedrooms/bathrooms and a large porch to watch the sunset or share a cup of coffee. Your cabin will come fully furnished and awaits your arrival!

Family · Kitchen · Decor

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.

Family · Indoor spaces · Hot tub

Haven on Raven

Welcome to Haven on Raven! This beautifully updated 2,500 sq. ft. home features four spacious bedrooms, three full bathrooms, and a fully equipped kitchen perfect for both cooking and gathering. The open living spaces are bright and inviting, perfect for relaxing and spending time together. Enjoy the large private backyard or shoot hoops on the exclusive basketball court. Fully furnished and thoughtfully designed, this home has everything a family needs for the perfect home away from home.

Family · Kitchen · Accuracy

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.

Family · Indoor spaces · Outdoor spaces

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.

Family · Indoor spaces · Condition

The 5-star Man Camp149

Five Star Man Camp 149 offers comfort and convenience in a quiet neighborhood just minutes from shopping, downtown, and local restaurants. This 2-bedroom, 2-bath stay features two queen beds designed for a restful night’s sleep, with a private bathroom for each bedroom. Enjoy a fully equipped kitchen and a comfortable sitting area—perfect for relaxing after a busy day. Clean, comfortable, and welcoming, it’s a stay that combines practicality with five-star comfort.

Indoor spaces · Family · Pets

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.

Family · Indoor spaces · Cleanliness

Downtown Gillette Home

LONG TERM DISCOUNTS AVAILABLE. Please message for 2 night discount. Home is walking distance from downtown Gillette and the park. The hospital, laundromat, grocery store, restaurants, gas stations, major highways, just about everywhere you would need to go is under 2 miles! The event center being under 4 miles! This property has a large unfenced yard lined with mature trees. Parking steps from the front door.

Family · Indoor spaces · Long stay

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.

Family · Kitchen · Amenities

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.

Family · Indoor spaces · Value