Kid-friendly vacation rentals in Gillette

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Top-rated kid-friendly rentals in Gillette

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

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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, 577 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.

Guest favorite

A spacious guest house is displayed with a covered wooden deck extending from the front. Two dogs can be seen playing in the green grass, while the structure features a metal roof and a star decoration on the wall. Oak trees frame the scene, complementing the landscape.

Guesthouse in Sundance

5 out of 5 average rating, 30 reviews

Erickson Mountain Retreat. A Wonderful Getaway!

Please stay at our cozy little retreat. Nestled beneath the Sundance Mountain located in the foothills of the Black Hills in Northeastern Wyoming. 1 mile from Sundance, just off interstate 90. Seven acres of beautiful grassland with oak trees, a spring & a pond. Great landscape views & wildlife. We also have horses, cats, chickens & dogs for you to visit. Also, bird, squirrel, cotton tail rabbit & deer watching off the private deck. Peace & quiet of the country with great views. We have WiFi

Guest favorite

A vibrant garden filled with blooming lilies provides a colorful foreground. Behind, a wooden structure and a fence are visible, framed by tall pine trees. The sky displays soft hues of sunrise, enhancing the peaceful atmosphere of the landscape.

Cottage in Pine Haven

4.83 out of 5 average rating, 6 reviews

Pine Haven's Secret Garden

Relax and recharge at this peaceful, garden retreat. Nestled in the pines surrounded by a secret garden of blooms and fresh herbs. Enjoy watching the abundant wildlife while you relax on the deck, drinking your coffee or stargazing at night. Once you’re well rested, grab a fishing pole, kayak, paddle board or hiking shoes and head to Keyhole State Park 1.2 miles away. Bring your boat and jet skis or rent them at Keyhole Marina. Or enjoy a round of golf at Keyhole Country Club 1/2 mile away.

Guest favorite

A cabin's exterior is shown from a deck, featuring wood decking and views of the surrounding landscape. A tall tree stands nearby, framing the scene, while the lake glistens in the distance under a clear sky.

Cabin in Moorcroft

4.94 out of 5 average rating, 16 reviews

Keyhole Cabin-4 bedroom-boat dock/ice fishing

Relax with the whole family at this peaceful place to stay. Enjoy the Wyoming sunsets out on the deck. Then head down to the water/public dock and get on your boat to take your family to the beach near by. In winter months, when the lake has froze, make sure your ice fishing poles are ready! A quick minutes side-by-side ride from the cabin and you’re ICE FISHING! Please note our place is secluded. No paved roads with steep grades. 4-wheel drive recommened and snow tires in winter months.

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

4.95 out of 5 average rating, 104 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

A serene landscape is depicted with soft clouds reflecting pastel hues in the evening sky. The tranquil water and distant land are framed by leafless trees in the foreground, offering a peaceful view of the natural surroundings.

Home in Pine Haven

4.86 out of 5 average rating, 69 reviews

Pine Haven, WY home viewing Keyhole Reservoir

Experience life in the heart of Pine Haven!! Golf club ,Keyhole Reservoir & State Park. Two restaurant bars in 2 minutes walking distance. Playground, volleyball , pickle ball court. Enjoy Wi-Fi, two smart TVs, clean linens, toiletries, laundry, a well stocked kitchen, Gas BBQ, wrap around deck, large driveway. Friendly location with fishing; Visit nearby Devil's Tower, Deadwood, Sturgis memorable sunrise on the deck;2 bicycles, 4 kayaks, a paddle board, corn hole lawn and card games ..

Top guest favorite

A simple cabin is positioned amidst greenery and large rocks, with a wraparound deck visible. The grassy area provides an open space, while trees are present in the background under a clear blue sky.

Cabin in Sundance

5 out of 5 average rating, 10 reviews

Cabin - Black Hills of Wyoming

Relax with the whole family in the tranquil & peaceful beauty of the Black Hills of Wyoming. Enjoy scenic views from the deck, nearby hiking & mountain biking trails, wildlife, and proximity to Black Hills attractions - Deadwood, Devils Tower…. Located 60 miles from Gillette WY & Sturgis SD. The kids can enjoy playing in the fort or swinging from the tree swing. Ideal location for hunting and fishing. Strong cell service. TV DVD VCR ROKU(using Hot Spot). Pet friendly, non-smoking cabin.

Guest favorite

A charming red house features a cozy front porch adorned with black seating and decorative elements. Lush green grass and bushes create a welcoming outdoor space, while large windows invite natural light into the home. The property is surrounded by mature trees and a fence.

Home in Gillette

4.97 out of 5 average rating, 68 reviews

The Ross House 1930's Craftsman Style House

Charming cozy 4 bedroom 2 bath home with antique furnishing. Fenced backyard with patio furniture, and grill. TV's in every room all with Roku. Kitchen and dining room features rich wood cabinetry, granite countertops, dual oven and gas range with hood and island bar. Washer & dryer available in the property. Luxury spa products and Pendleton Towels. 3 bedrooms with Queen beds, Pendleton bedding and a 4th kid's style bedroom with a twin top bunk and a full-size futon bottom bunk.

Top guest favorite

The exterior of a two-story townhome is shown, featuring a beige and brown facade. A driveway leads to a garage with a light brown door, and a green waste bin is positioned nearby. A well-maintained lawn and white fencing are visible in the background.

Townhouse in Gillette

5 out of 5 average rating, 14 reviews

Inviting, Cozy, Townhouse

Home away from home! This inviting, delightful, & cozy townhome is fully equipped with all the amenities of home! Making for a comfortable & peaceful nights stay! Located in a safe and friendly neighborhood. Only 2 minutes from the Rec Center, Collage/ Pronghorn Center, 10 minutes from Camplex & Energy Sports Complex. My home includes 2 full bedrooms, a king sized master, laundry room, 2.5 baths, patio, grill, & back yard. Providing a warm gathering spot for family and friends!

Guest favorite

A quaint cabin exterior is showcased, featuring a wooden facade with a red metal roof. A small porch with two chairs is set under a shaded tree. Colorful planters and a decorative feature can be seen in the background, contributing to the inviting outdoor space.

Tiny home in Four Corners

4.98 out of 5 average rating, 160 reviews

KK, tiny cabin close to beauty of Black Hills SD

A 10 x 32 tiny cabin conveniently located 1 mile off paved Hwy 585. Our working ranch has cattle, goats, horses. Beautiful scenery with frequent sightings of elk, deer, turkeys. This unique cabin features: WIFI, TV with DVD player only, microwave, retro fridge, bathroom with shower, twin bunk beds, and a queen bed. Experience the beauty and serenity of Wyoming and closeness of Black Hills attractions; and simple ranch life! Quiet and off the grid. Beautiful sunsets, too.

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, 155 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.

Guest favorite

A wooden ranch-style home features a porch leading to the entrance. Multiple windows allow natural light to illuminate the interior, while a green lawn and gravel path enhance the serene outdoor setting. The roof is pitched and covered with dark metal.

Cabin in Sundance

4.84 out of 5 average rating, 19 reviews

Kara Creek Ranch- 2 bedroom (#4)

Make some memories at this unique and family-friendly place! Two queen bedrooms each with their own bathroom. It also includes a kitchenette and living room area. Breakfast provided each morning during the months of May-Oct! Additional meals and horseback riding available for an additional cost with a 24-hour notice from May-Oct. Enjoy the scenery and hike around with the horses and nearby hills or enjoy a nice cold drink in the saloon.