
Holiday rentals in Helena
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Top-rated holiday rentals in Helena
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Montana Inspired Stay On The Westside
Quiet, private, historic two-bedroom house with your very own fenced backyard to relax in after a long day of travel. Located just a short walking distance from amazing hiking trails and downtown Helena's restaurants, entertainment and shops. Smart TV with xbox, 3 games and controller. Well stocked kitchen and grill on private back porch for those summer bbq nights. Stocked with coffee, tea, creamer, sugar selection and many other amenities you can enjoy on your relaxing Montana inspired stay!

The Trail House
Centrally located and within walking distance to Helena's Historic Downtown, Carroll College, parks, and some of the finest dining, this 1 bedroom, 1 bath duplex unit is the perfect stay. Newly furnished with everything your stay will desire. On street parking, self check in, shared laundry facility on premise, workspace with wifi, and air conditioning. Kitchen fully stocked with dishwasher for a comfortable stay while away from home. We hope you enjoy your stay with us at our vacation rental!

Hilltop House
Situated at the base of Mount Helena, in the mansion district, Hilltop House features a beautifully landscaped exterior introducing you to a well kept upstairs apartment with plenty of charm. A comfortable 1 bed/1 bath has a relaxing living room with gas fireplace and walkout balcony , a cute kitchen, bathroom with a claw foot tub/shower and lots of light. The close proximity to our historic downtown and walking /biking trails allows visitors the opportunity to experience the Helena we love.

Pretty Cool Crib-No cleaning fee
Enjoy your stay in this stylish "new build". The original home was built in 1900 but the home has been updated down to the framing. The home is centrally located with easy access to shopping, restaurants, and the interstate. Extra amenities include a king-size adjustable bed with massage in the master and a Bose Soundbar for a superior listening experience while watching TV or listening to music. We're positive that you will find this home comfortable and your stay enjoyable. No cleaning fee!

Cozy, charming basement on the west side
Welcome to our bright, happy basement apartment where you'll find the perfect blend of cozy comfort and underground allure! We are located on Helena’s west side. Centrally located to downtown, Spring Meadow lake, Broadwater hot springs, and hiking and biking trails. Our spacious basement apartment boasts all the essentials for an unforgettable stay! The kitchen and bath are equipped with all the amenities you need. The decor is comfortable with just a little twist of humor and good spirit

Stylish studio close to the Walking Mall
You are sure to love this studio which is just a stones throw from Helena’s famous walking mall. With restaurants, bars and breweries all within a short walking distance, you’ll have everything you need close by. You’ll be staying in a piece of history. The building is the oldest mansion in Helena, built in 1868 and has been divided into multiple different units. This one has its own entrance at the rear of the property. Please note that it is on the second story so there are stairs!

Creek front chalet with hot tub and sauna
Welcome to @thebighornchalet— a creek front, modern A-frame. At a full 750 square feet, you'll enjoy the regular luxuries of a full-size home without sacrificing comfort! Enjoy the hot tub, steam sauna, fire pit and picnic area that are next to Trout Creek, which runs through the entire property. Located just a few miles from both Canyon Ferry Lake and Hauser Lake you can enjoy the great outdoors. Or head into Helena, MT just 20 miles to enjoy all the town has to offer.

Hillsdale Hideaway - Close to biking & downtown
Apartment in desired south central location. Hike/bike trails adjacent to property. Conveniently located between downtown and the Capitol. Apartment is comfortable and clean. Kitchen is stocked with dishes, pots, pans and spices, making it easy to cook your own meals. Stainless steel appliances. Coffee, tea and hot chocolate are provided. The cozy fireplace, smart TV and new sofa sleeper are great for relaxing after a busy day. Bright walkout basement with no stairs.

Romantic Montana A-Frame | Hot Tub & Views
Escape to your own Montana sanctuary at The Little Black A-Frame! This stunning retreat is nestled on 20 private acres with sweeping mountain views. Thoughtfully designed for romantic getaways and intimate friend trips, find yourself relaxing in the hot tub under starlit skies, enjoying cozy evenings by the fire, and crisp mornings on the patio watching the sunrise. Located between Yellowstone and Glacier National Parks, this is your gateway to Montana's wilderness.

Black Mountain Chalet
Nestled in the Aspens, a stones throw away from Colorado Creek, is where you will find the Chalet. Thoughtful touches and ample amenities, ensure guests will experience an enchanted getaway. The surrounding meadows and forested areas offer hiking and a range of flora/fauna viewing opportunities. We invite you to experience the tranquility of this private wonderland setting located close to Helena, Broadwater Hot Springs and The Wassweiler Dinner House.

Executive Cottage-Walk to Trails/Downtown
Stay in a centrally located house at the base of Mt. Ascension! House is well appointed with new mid-century modern furniture. You'll be within an easy walking distance to downtown and the Capital complex. There is an amazing trail system for hiking and mountain biking just two blocks south. We offer key-less entry to make check-in a breeze. A 400 MB internet service is provided for traveling professionals.

Heart of Helena
Enjoy the best that Helena has to offer within walking distance. There are great restaurants, breweries and trails all within a couple of blocks. Comfortable, quiet, economical, clean basement studio apartment. Lots of sleeping arrangements and well equipped kitchen and private bathroom.
Popular amenities for Helena holiday rentals
Other great holiday rentals in Helena

Creekside Cottage | Cozy 2BR w/Hot Tub & Trails

Mountainside Getaway

Lower Capitol Hill Homestead-Close to the Capitol!

Walkout Lower Level Apartment

Mountain Cabin Getaway near Helena

The Studio

Valley Views, Downtown Convenience & Trail Access

Cheerful 1 Bedroom Luxurious Suite w/Hot Tub!
Quick stats about holiday rentals in Helena
Total rentals
270 properties
Nightly prices starting at
$13 SGD before taxes and fees
Total number of reviews
20K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
150 properties have a dedicated workspace
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