Family-friendly vacation rentals in Helena

Cheerful 1 Bedroom Luxurious Suite w/Hot Tub!

The Lillie Pad Awaits Your Arrival... Come home to your Ultimate, Mountaintop Luxury Glamping-Suite w/ brand new hot tub - Majestic Mile High Ranch beauty at its best! Total seclusion with world class views of the rocky mountain front and continental divide, only minutes from Montana's Capital. Meticulously handcrafted in the center of the CanyonRidge Ranch, which borders the immense Helena National Forest & lush mountain meadows... Makes the Lillie Pad a truly one-of-a-kind experience and stay!

Historic Montana Home Moments from Downtown Helena

A piece of Helena’s history meets modern living! Quiet, historic two-bedroom house in prime historic Westside location! Located a short walking distance from endless hiking & cross-country skiing trails for the adventurous nature lovers! Also just a short walk to downtown Helena's best dining, entertainment & shopping! Smart TV with xbox in living room, smart TV in each bedroom. Well stocked kitchen, coffee, tea, cream, sugar variety. Two covered porches, private backyard, propane grill & more!

Oro Forest hideout, minutes to town

Escape to a peaceful, retreat tucked into the National Forest, just 10 minutes from Downtown Helena. This spacious home sleeps 10 and offers a true Montana experience—wildlife, trees, mountain air—without sacrificing convenience. Perfect for family vacations, holidays, work trips, anyone wanting nature with easy access to town. Enjoy the yard for kids to play, hot tub April through October, Trager smoker and huge kitchen. Have a larger group? Book the guest house too! --> airbnb.com/h/oronestmt

Valley Views, Downtown Convenience & Trail Access

Town meets country, experience the best Helena has to offer in style! Centrally located home within moments of the best attractions in Helena. From the adventurous nature lover, to those looking to treat themselves to the finer things in life, this prime location completes the perfect stay for anyone’s experience needs. You are ready to hit the mountain trails, see the Capitol or have the perfect experience enjoying historic downtown Helena when you arrive for your stay at the Valley Views Bnb!

Stylish Modern Duplex - King, Queen, & Fulls!

Beautiful private lower unit in Duplex. Designed for comfort and convenience, with 3 bedrooms and 5 beds. This spacious retreat is perfect for families, groups, or anyone looking for extra room to unwind. 📍Unbeatable Location-Just minutesAway: • Downtown shops, restaurants & breweries • Helena Airport & Carroll College • Fairgrounds & Mount Helena 🐾 Pet-Friendly– Bring your furry friend along, fees apply 💡Why Guests Love This Stay: • No cleaning fee • Free street parking • Self check-in

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.

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

Romantic Montana A-Frame with Hot Tub and 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.

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!

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.

Entire Apartment with Guest-Favorite Bed

Bright, newly renovated private apartment with stunning Mount Helena views. This stylish retreat comfortably fits 3 guests and features a dedicated workspace with fiber internet, a full kitchen, and vintage decor. Enjoy views of Mount Helena, a fully stocked coffee bar, and cozy queen bed. Perfect for a relaxing getaway or remote work. Beds: Queen in the bedroom and a twin cot in the living room.