Vacation rentals in Helena

A living room is showcased with a brown sofa adorned with blue and yellow accent pillows. A wooden coffee table is centered on a decorative area rug. A vibrant wall art piece featuring blue flowers hangs above the sofa, complemented by a nearby lamp and greenery.

4.92 out of 5 average rating, 218 reviews

Queen City Charmer

Fall in love with the character and charm of this centrally located, bright, historic, building while enjoying recent updates and modern amenities that include a dishwasher, new countertops, fresh paint, updated furniture and new linens. The sofa sleeper and pocket doors into the living room serve as a private second bedroom. With a 50” TV and fireplace, this is our bedroom of choice! Off the main bedroom, you'll find a separate office space with a desk and door that can be closed for privacy.

The exterior of Hilltop House is characterized by a charming façade with large windows, a red front door, and a covered entryway. The landscaped garden features colorful flowers and shrubs, while stone accents provide a natural aesthetic.

4.98 out of 5 average rating, 374 reviews

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.

An open-concept living area is highlighted by a sleek television mounted on the wall. A plush area rug anchors the space, while a leather couch offers comfort. The dining area features seating for six, with large windows allowing natural light to fill the room.

4.98 out of 5 average rating, 174 reviews

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!

The kitchen features modern appliances including a red refrigerator and an electric range. Open shelving holds cooking utensils, while a decorative rug adds warmth to the space. A large window allows natural light to brighten the area, highlighting the clean counter surfaces.

4.94 out of 5 average rating, 270 reviews

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

A living area is presented with a mix of modern and vintage furnishings. A dark sofa and two accent chairs frame a wooden coffee table. A framed floral artwork hangs on the wall, and a cluster of plants adds greenery. The dining area is visible in the background.

4.95 out of 5 average rating, 201 reviews

Modern Victorian - walk to downtown and trails!

Our beautifully remodeled Modern Victorian home is perfectly located for you to enjoy all that Helena has to offer! Walk downtown, to multiple trailheads, or to the State Capital -- all just about ten minutes from your doorstep! This lovely home is on the National Register of Historic Places offering you a little experience of Helena's deep history. Up to six guests can enjoy the stylish comfort this home provides with a queen bed, a twin daybed with twin trundle, and a queen sleeper sofa.

4.99 out of 5 average rating, 305 reviews

The Victorian-style Benton House features a pink exterior with intricate architectural details. Lush green trees frame the front porch, which is adorned with a welcoming entryway. A well-maintained garden sits beside the path leading to the entrance.

Guest suite in Helena

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.

4.93 out of 5 average rating, 258 reviews

A light-filled studio bedroom showcases a spacious bed accompanied by soft linens. A comfortable couch is positioned nearby, with a modern floor lamp adding to the ambiance. Large windows are dressed with sheer curtains, creating an airy and inviting environment.

Condo in Helena

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!

A comfortable gray sectional sofa is featured, complemented by two coral-colored cushions. A small side table with a lamp provides soft lighting, and a welcoming sign is displayed on the wall. Nearby, a piece of art depicts a pastoral scene with cattle.

4.9 out of 5 average rating, 103 reviews

Mount Helena Mainstay-Close to Trails

This property is located along a busy street. We provide fans, noise machines, and earplugs for your comfort! Enjoy a stay close to Carroll College, trails, shopping, restaurants, and everything Helena offers. You can find everything you need right here with keyless entry, wi-fi, a storage shed for your outdoor gear, and plenty of amenities. This property offers two memory foam queen beds, a pull-out full bed, Made in Montana products, and a fully stocked kitchen and bathroom.

The modern A-frame structure is showcased at night, with warm light illuminating the entrance. Large windows allow visibility into the interior, while two comfortable chairs are positioned outside the front door, inviting relaxation. Surrounding trees enhance the serene outdoor environment.

4.96 out of 5 average rating, 135 reviews

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.

5 out of 5 average rating, 122 reviews

An aerial view of The Little Black A-Frame at dusk reveals its striking A-frame structure surrounded by lush greenery. The patio features a hot tub, firepit, and seating areas, while the warm glow of interior lights creates a cozy ambiance.

Cabin in Jefferson City

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.

A cozy living area features a spacious couch, love seat, and a media console with a Smart TV. An open kitchen with a refrigerator and stove is visible, along with a dining table set for four. Natural light enters through a nearby window.

4.85 out of 5 average rating, 241 reviews

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.

The living room features a light-colored sofa arranged in front of a gas fireplace, complemented by two black armchairs. A coffee table with decorative items occupies the center, while large windows with red curtains allow natural light to illuminate the warm yellow walls.

4.99 out of 5 average rating, 114 reviews

The Clarke Street "Mini-Vic"

Built in 1890, this "mini" Victorian is a block from Mt. Helena's superb biking/hiking trails and 5 blocks from breweries, restaurants and the historic Last Chance Gulch. Recently updated, the Mini Vic still maintains its 19th century charm. Spacious kitchen and bath, formal dining and an inviting living room with gas fireplace. Cozy outdoor space with gas BBQ and firepit. Great location and a great little home while you enjoy Helena!

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Popular amenities for Helena vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Helena

4.94 out of 5 average rating, 95 reviews

An aerial view captures the expansive landscape surrounding the ranch, featuring a mix of lush greenery, tall trees, and open spaces. The lodge is positioned prominently, with a winding dirt road leading through the property. A small pond is visible amidst the foliage.

Home in Clancy

Secluded Cabin 2 surrounded by National Forest

A spacious kitchen is highlighted by a large island with bar seating, accompanied by a dining area featuring wooden chairs and a table set with dishes. Light-colored cabinets and modern appliances complement the inviting atmosphere, with ample natural light streaming through the windows.

4.98 out of 5 average rating, 66 reviews

The Studio

4.98 out of 5 average rating, 82 reviews

A charming tiny home features a multi-level structure surrounded by tall pine trees. A front deck is presented with two red chairs and hanging flower baskets, providing a welcoming outdoor space. Stairs lead up to the deck, enhancing accessibility.

Tiny home in Helena

Pine Meadows, Nature Retreat Near Trails & Town

An open living area features large windows allowing natural light to fill the space. A brown leather sofa sits in front of a circular coffee table, with a cozy pouf nearby. Dining chairs surround a round table, with kitchen counter views through the background.

4.96 out of 5 average rating, 77 reviews

Valley Views, Downtown Convenience & Trail Access

A custom-built hexagonal structure features large front windows reflecting scenic views. Wooden steps lead to the entrance, framed by lush greenery and a wooden deck. Outdoor seating areas, including chairs and tables, are positioned in the surrounding space, creating inviting spots for relaxation.

4.94 out of 5 average rating, 246 reviews

Cheerful 1 Bedroom Luxurious Suite w/Hot Tub!

5 out of 5 average rating, 16 reviews

A cozy mountain house is set against a snowy landscape, featuring a two-car garage and large windows that allow for ample natural light. Snow-covered trees and a clear blue sky surround the property, creating a serene winter scene.

Home in Clancy

Mountain Retreat close to town

5 out of 5 average rating, 28 reviews

The living room features leather furniture arranged for comfort, with plush sofas accented by throw pillows. A coffee table adds to the space, and warm light is provided by table lamps. Large windows allow for natural light and views of the outdoors.

Home in East Helena

Executive Condo