Family-friendly vacation rentals in Gillette

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Top-rated family-friendly rentals in Gillette

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 627 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 favorite
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, 226 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.

Top guest favorite
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, 121 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 favorite
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, 123 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 favorite
Home in Gillette
5 out of 5 average rating, 17 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 favorite
A light-filled living room features a welcoming sectional sofa adorned with decorative pillows. A large window offers views of the outside, while a carpet anchors the seating area. Soft lighting is provided by two lamps on either side, creating a relaxed atmosphere.
Home in Gillette
4.89 out of 5 average rating, 19 reviews

Family Friendly Find on Emerson!

Modern 3BR, 1.5BA townhouse in a central location near the interstate, shopping, dining, Camplex & Energy Capital Sports Complex. Enjoy free Wi-Fi, 3 TVs, a large kitchen/dining area, coffee bar, deck, and fenced backyard. Baby items available on request. Perfect for families or business travelers seeking comfort and convenience with a modern, relaxing vibe. This townhouse is perfect for anyone looking for a clean, comfortable stay with thoughtful touches and an unbeatable location.

Guest favorite
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, 207 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 favorite
A welcoming bedroom features a spacious bed with a dark grey comforter and decorative pillows. A pendant light hangs above, providing gentle illumination. Natural light filters through a window covered by a light blue roller shade, while art pieces adorn the walls.
Apartment in Gillette
4.98 out of 5 average rating, 40 reviews

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.

Top guest favorite
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.
Apartment in Gillette
4.98 out of 5 average rating, 43 reviews

Downtown Basement Apartment

You will enjoy a nice, quiet neighborhood to stay in while visiting Gillette. This basement apartment is attached to our house where we live upstairs, but you’ll have your own unique space downstairs. You’ll be within walking distance to downtown Gillette Main Street! Only a 10 min. walk to our cozy, family friendly downtown with 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.

Guest favorite
The exterior of the house features a unique round stone structure with large windows trimmed in dark accents. Lush greenery climbs the stone facade, accompanied by a wooden door with decorative lanterns. The surrounding lawn is well-maintained, providing a welcoming approach.
Home in Gillette
4.98 out of 5 average rating, 103 reviews

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.

Top guest favorite
Townhouse in Gillette
5 out of 5 average rating, 21 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 favorite
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.
Apartment 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 vacation rentals that are family-friendly in Gillette

  • Total vacation rentals

    Explore 70 vacation rentals in Gillette

  • Nightly prices starting at

    Gillette vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Gillette vacation rentals include wi-fi 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!