Family-friendly vacation rentals in Gillette

Find and book unique family-friendly homes on Airbnb

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 G$10,460 GYD per night before taxes and fees
Verified guest reviews
Over 1,870 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
70 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!

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

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.

FamilyKitchenSolo travel

4.9 out of 5 average rating, 664 reviews

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

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.

FamilyIndoor spacesHospitality

4.92 out of 5 average rating, 249 reviews

Top guest favorite

A spacious living area showcases vaulted wooden ceilings with exposed beams, enhancing the open ambiance. Large windows offer unobstructed views of the surrounding landscape. Comfortable seating is provided by two brown leather sofas, complemented by a rustic area rug, creating a cozy gathering space.

Cabin in Hulett

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!

FamilyKitchenComfort

4.98 out of 5 average rating, 127 reviews

Top guest favorite

A spacious bedroom features a large bed covered with white linens, flanked by two bedside lamps. Natural light enters through a window with blinds. A comfortable armchair and small table are positioned beside the bed, enhancing the room's functionality.

Townhouse in Gillette

Spacious and modern townhouse in great location

This clean and modern townhouse is ideal for relaxing and unwinding after a long day exploring Gillette. It's located in a quiet neighborhood, just a 10-minute drive from the city's best attractions. You'll find a fully equipped kitchen, comfortable living room, and a backyard to relax and watch the sunset. In addition, it has a workspace with fast WiFi, a washer/dryer, and dedicated garage parking. The home can sleep up to 6 guests and is perfect for families, friends, or business travelers.

Indoor spacesFamilyCheck-in

5.0 out of 5 average rating, 89 reviews

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

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.

KitchenIndoor spacesHiking

4.95 out of 5 average rating, 132 reviews

Guest favorite

Home in Gillette

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.

KitchenIndoor spacesCheck-in

4.83 out of 5 average rating, 18 reviews

Top 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

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.

KitchenFamilyLong stay

4.95 out of 5 average rating, 222 reviews

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

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.

KitchenIndoor spacesCheck-in

4.98 out of 5 average rating, 50 reviews

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

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.

KitchenFamilyComfort

4.98 out of 5 average rating, 105 reviews

Top guest favorite

Home in Gillette

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.

FamilyIndoor spacesWifi

5.0 out of 5 average rating, 12 reviews

Guest favorite

Townhouse in Gillette

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.

FamilyKitchenOutdoor spaces

4.97 out of 5 average rating, 33 reviews

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

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.

KitchenFamilyBathroom

4.97 out of 5 average rating, 133 reviews