Family-friendly holiday rentals in Gillette

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Top-rated family-friendly rentals in Gillette

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Top guest favourite
A colorful tipi stands prominently in a grassy area, featuring vibrant patterns with horse motifs. In the background, the silhouette of Devils Tower is visible against a moody, cloud-filled sky, hinting at a scenic landscape. A child is seen nearby, adding a sense of scale.
Tent in Devils Tower
4.9 out of 5 average rating, 623 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.

Top guest favourite
Flat in Gillette
5 out of 5 average rating, 52 reviews

The Gem Down Under by the Camplex

Enjoy your stay in our spacious lower-level apartment, located in a quiet and safe neighborhood. This private retreat features its own entrance, off-street parking, and all the comforts of home. Enjoy 3 bedrooms, a full bath, living area, kitchenette, laundry, and outdoor space. Relax with a movie, play a game of pool, or fire up the grill and enjoy a meal in the fresh air. A short drive to local attractions like the Cam-plex Event Center, it’s the perfect spot for a cozy and convenient stay.

Top guest favourite
A log home is shown nestled in a snowy landscape, surrounded by evergreen trees. The structure features large windows, allowing for ample natural light, with a covered deck extending around the front. A wooden fence delineates the property, enhancing its rustic charm.
Cabin in Devils Tower
4.93 out of 5 average rating, 224 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.

Guest favourite
A charming carriage house is set atop a stone structure, featuring arched entrances and a lovely outdoor space. A central fountain is surrounded by green grass, while comfortable seating is visible beneath the covered area. The space is brightened by string lights, enhancing the outdoor ambiance.
Flat in Gillette
4.96 out of 5 average rating, 100 reviews

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.

Top guest favourite
A wooden deck is seen outside the log cabin, featuring two black chairs and a swing hanging from the rafters. Large windows allow natural light to fill the space, with expansive views of the surrounding fields visible in the background.
Cabin in Sundance
4.96 out of 5 average rating, 117 reviews

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!

Top guest favourite
The exterior of a rustic cabin features a distinctive green metal roof and warm wooden siding. Flanked by tall trees, the entrance boasts a blue door with a welcoming step-up porch, providing access to the outdoor space and showcasing a natural, serene setting.
Home in Pine Haven
4.96 out of 5 average rating, 122 reviews

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.

Guest favourite
Home in Gillette
5 out of 5 average rating, 14 reviews

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.

Guest favourite
A spacious living area is highlighted by a sectional sofa, accompanied by an additional white couch. Sleek cabinetry and modern appliances are visible in the open kitchen. Natural light enters through large windows, while pendant lighting hangs from the high ceiling.
Home in Gillette
4.87 out of 5 average rating, 70 reviews

Great for Families! Centralized!

This wonderful and recently remodeled house is an AMAZING deal! If you're looking for a home away from home this is it. It has WIFI, 50+ inch TV, Beds for the whole family, Full kitchen, Washer and Dryer, and is only minutes from our beautiful Downtown! Other Amenities - Keurig machine (coffee, tea, and hot cocoa for the kids) - Full kitchen set (pots, pans, silverware, plates, bowls, and more) - Dressers - Roku with Netflix, hulu, Disney+ and more - Extra bedding - And MORE!!!

Guest favourite
The exterior of a two-story townhome features a bright red front door labeled 'WELCOME'. Lush green grass and a small shrubbery surround the entrance, while a concrete pathway leads up to the door. A single window offers a glimpse of the interior.
Home in Gillette
4.94 out of 5 average rating, 206 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.

Top guest favourite
The exterior entrance features a white door complemented by a large window, allowing natural light to enter. A potted plant adds a touch of greenery to the entryway. The facade showcases a mix of stone and siding, creating an inviting appearance.
Flat in Gillette
4.98 out of 5 average rating, 42 reviews

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.

Top guest favourite
Townhouse in Gillette
5 out of 5 average rating, 17 reviews

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.

Top guest favourite
The outdoor area features a private entrance to the apartment, complemented by a small patio. A bench is positioned under a covered area, while vibrant pink roses bloom in the foreground, adding charm to the garden setting. Lush greenery surrounds the space.
Flat in Gillette
4.97 out of 5 average rating, 125 reviews

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.

Popular amenities for Gillette family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Gillette

  • Total holiday rentals

    Explore 70 holiday rentals in Gillette

  • Nightly prices starting at

    Gillette holiday rentals start at $63 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Gillette holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gillette rentals

  • 4.8 Average rating

    Gillette stays are highly rated by guests – averaging 4.8 out of 5!