Family-friendly holiday rentals in Helena

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Top-rated family-friendly rentals in Helena

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

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Top guest favourite
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.
Flat in Helena
4.98 out of 5 average rating, 384 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.

Guest favourite
The exterior of the two-story apartment is framed by lush green grass and well-maintained gardens. A welcoming front porch is highlighted by steps leading to the entrance. Adjacent seating areas and a grill are visible, offering options for outdoor relaxation.
Flat in Helena
4.93 out of 5 average rating, 219 reviews

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.

Guest favourite
A spacious studio with a comfortable bed, hardwood floors, and large windows allowing for natural light. The kitchen area includes modern stainless steel appliances and ample counter space. A dining table with chairs is positioned nearby, creating an open and inviting layout.
Loft in Helena
4.9 out of 5 average rating, 229 reviews

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.

Top guest favourite
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.
Flat in Helena
4.94 out of 5 average rating, 286 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

Guest favourite
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.
Home in Helena
4.95 out of 5 average rating, 207 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.

Guest favourite
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.
Apartment in Helena
4.93 out of 5 average rating, 264 reviews

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!

Guest favourite
A cozy living area features a gray couch positioned against the wall, complemented by an accent chair with a colorful dot pattern. Natural light floods through two large windows, illuminating the space. A mirror hangs beside the front door, enhancing the room's openness.
Flat in Helena
4.89 out of 5 average rating, 324 reviews

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.

Top guest favourite
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.
Home in Helena
4.86 out of 5 average rating, 246 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.

Top guest favourite
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.
Home in Helena
4.99 out of 5 average rating, 119 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!

Guest favourite
An open studio layout features a full kitchen with wooden cabinetry and stainless steel appliances. A cozy seating area includes a gray sofa and an armchair, complemented by light-colored furniture against warm flooring. Natural light fills the space through a nearby window.
Flat in Helena
4.93 out of 5 average rating, 354 reviews

Silver Creek Accessible Studio

Enjoy a bright and welcoming accessible studio suite just 10 minutes from Helena’s city limits. This thoughtfully designed space features a full kitchen and an extra spacious, wheelchair-friendly bathroom with a roll-in shower—large enough to comfortably accommodate a caregiver and a shower chair. Whether you're visiting for business or relaxation, this cozy retreat offers both comfort and convenience in a peaceful setting.

Superhost
The open space features a well-equipped kitchen with wooden cabinetry and a metal stove. A cozy seating area is visible, including a dark sofa and a bright blue chair. Natural light filters through a window, showcasing elements of decor and inviting the indoor greenery.
Flat in Helena
4.89 out of 5 average rating, 140 reviews

Hauser Haus- Walk Downtown or to Carroll College

Tuck into a peaceful home-away in this spacious and serene space just a few minutes walk from downtown Helena or the hiking and biking trails of Mount Helena. This daylight walkout basement faces a large yard with mature maple trees and substantial off-street parking. The kitchen has been stocked with necessities for easy cooking during your stay. Bring your favorite coffee, we have a grinder.

Superhost
The sauna features a warm wooden interior with slatted seating and a designated space for relaxation. Towels are neatly placed on the floor, and a small stove is visible. The structure provides a cozy environment for unwinding after a day of exploration.
Guest suite in Helena
4.86 out of 5 average rating, 411 reviews

Large Private Sauna and Private Basement Apartment

Pet-friendly one-bedroom apartment with a private sauna, perfect for unwinding after a day of travel or adventure. Just blocks from hiking trails, historic downtown, restaurants, and shops. Enjoy smart TVs in both rooms, a well-stocked coffee/tea bar, and a handy kitchenette. Relax in comfort with all the essentials for a spa-inspired stay.

Popular amenities for Helena family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Helena

  • Total holiday rentals

    Explore 150 holiday rentals in Helena

  • Nightly prices starting at

    Helena holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,650 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    150 of Helena holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Helena rentals

  • 4.9 Average rating

    Helena stays are highly rated by guests – averaging 4.9 out of 5!