Vacation rentals in Gillette

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Top-rated vacation rentals in Gillette

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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, 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 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, 114 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, 120 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 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
4.91 out of 5 average rating, 46 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!!!

Superhost
A modern kitchen is shown with a large island featuring a smooth countertop. Four bar stools are arranged around the island, while fresh fruits are displayed on a wooden tray. Natural light floods the space through a window, highlighting the subtle tile backsplash.
Farm stay in Gillette
4.61 out of 5 average rating, 80 reviews

Bright and brand new 3 bedroom farmhouse

Enjoy this beautiful newly renovated home on 5 acres. 3 bedroom, and 2.5 baths with the options to bring your horses and other animals! Enjoy bbqs on the back porch or yard games out front before walking over to the wedding venue or horse arena! Please note there is is 4 physical beds and one option for an air mattress In the basement We do allow animals, but there are horses at neighboring properties. We do also offer a lower cleaning fee for one night stays if you message us!

Top 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, 174 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, 180 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
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
4.97 out of 5 average rating, 32 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.

Guest favorite
The image showcases a collage of the townhome's key areas. The kitchen features modern cabinetry and appliances. A cozy living space includes a tufted sofa. A well-furnished bedroom displays a spacious bed with simple bedding. The entrance highlights a welcoming porch and a fenced yard.
Townhouse in Gillette
4.82 out of 5 average rating, 17 reviews

3 Bedrm Townhouse *Central Gillette*Pets*Yard*Kids

Enjoy your stay at this recently renovated townhome that is centrally located. Pet & family-friendly in a quiet neighborhood. - 3 bedrooms featuring a king, double bed, and twin bunk bed. - Sleeps 6 - All bedrooms in lower level, kitchen & living room upstairs. - Wifi throughout - Washer / Dryer - Pet friendly with fenced yard ($50 pet fee) - An easy route to Cam-plex, CC Rec Center, Restaurants, & Walmart. * No smoking or fires permitted on the property

Top 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, 102 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
This townhome presents a modern exterior with light gray siding and large front windows. A concrete driveway leads to a two-car garage, while a well-maintained lawn and gravel landscaping enhance the curb appeal. A white privacy fence borders the property.
Home in Gillette
4.98 out of 5 average rating, 43 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, guests can unwind and recharge after a day of exploring. Kickback, relax, and enjoy everything Gillette and our townhome has to offer. Centrally located near the Cam-Plex, Rec Center and Down Town Gillette.

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, 119 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 vacation rentals

When is the best time to visit Gillette?

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Avg. priceG$31,568 GYDG$31,359 GYDG$30,732 GYDG$31,359 GYDG$34,495 GYDG$34,704 GYDG$35,541 GYDG$44,948 GYDG$31,359 GYDG$30,105 GYDG$32,823 GYDG$25,297 GYD
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Frequently Asked Questions

  • Do house rentals in Gillette have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Gillette. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gillette have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Gillette. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gillette have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Gillette. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Gillette?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Gillette?

    Yes! Work meets play with ease at over 30 vacation rentals in Gillette featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Gillette?

    Four-legged friends are welcome in Gillette. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Gillette?

    Experience the best of Gillette with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Gillette?

    Gillette has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Gillette

  • Total vacation rentals

    Explore 90 vacation rentals in Gillette

  • Nightly prices starting at

    Gillette vacation rentals start at G$8,362 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,970 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    80 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!

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