Holiday houses in Helena

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.

Mansion District in Helena, Second floor apartment

The upstairs apartment has windows in every room (even the bathroom and walk-in closet), high speed Wi-Fi, a private entrance with a digital lock - self check-in, come and go in privacy. Three blocks to great mountain biking and hiking trails, and three blocks to the historic downtown area with great restaurants, shops, 3 breweries, a distillery, Ice Cream shop, cinema including the Myrna Loy Theatre and the Grand Street Community Theatre. It has a full kitchen for long- or short-term stays.

Spacious artist's studio loft apartment with view

Relax at this charming, remodeled studio, stunning views of The Sleeping Giant. A short drive or bike ride from downtown Helena, Archie Bray Foundation, and nearby parks/trails. 10-Mile Creek & Spring Meadow Lake under a mile away, w/Mt. Helena trails just outside. Studio features a butcher block counter kitchen, gourmet stove, cookware & table settings. Wifi, Organic Coffee, Espresso maker, parking included. No smoking on property; off site only, No early check-in, Keep pets off furniture.

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

Secluded A-Frame/Hot Tub/K Bed/Fireplace/Mtn View

Experience an unforgettable getaway at The Little Black A-Frame. This stunning cabin nestled on 20 acres and surrounded by sweeping mountain views, was thoughtfully curated with couples and friends in mind. Perfect for a romantic getaway or girls trip, guests will find a private and peaceful setting to relax and connect. 22 min to Helena Airport 1.5 hr to Bozeman Airport Located between Yellowstone & Glacier National Park Follow us on IG @Littleblackaframemontana to view more pics & video

Benton House - guest suite, no cleaning fee

Located in the heart of the original town site for Helena, the Benton House provides great access to downtown, the mountain trails, and all that is wonderful about Helena. We are owner occupied, you will be staying in a recently redecorated private suite on the 2nd floor of our Victorian home. The Benton House is 2 blocks from the walking mall, less than a mile to the trailheads on Mt. Helena and Mt. Ascension. We are also very conveniently located to the Capital and to Carroll College.

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!

Birds & the Bees

The Birds&Bees (B&B) is tucked away in the south hills and yet walking distance to downtown. You will be close to Grateful Bread Bakery, the library, Blackfoot River Brewing Co. and the infamous Windbag Saloon. For fine dining On Broadway restaurant is there, as well. For eating in, you can take a short drive down the hill to the Real Food Market & Deli for fresh, organic groceries. Welcome to Helena and explore what it has to offer.

Cloudview Private Retreat

With views of the mountains in all four directions, this south central apartment with parking and a separate entrance is located next to Helena's trail system. Quiet and privacy are key attractions to the comfortable, newly constructed space above our garage. Enjoy the south deck facing Mt Ascension equipped with lounge chairs and a table.