Family-friendly holiday 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!

Cozy Mid-Century Guest Suite

A recently remodeled mid-century guest suite in the heart of Helena. The suite features zero step entry, a queen size bed, closet space, high quality bedding, microwave, mini fridge, coffee pot, AC, and natural light throughout. A comfy, wide couch with bedding can be used in the living room for an extra bed. Brand new shower and replaced flooring in every room. Easy access to I-15, a quick drive to downtown Helena which is full of microbreweries, eateries and shopping, and close to the Capitol.

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!

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

Queen City Cottage

Cozy one bedroom house approximately 500 sqft. Bright kitchen with plenty of cookware and large, walk-in shower. Access to Helena trailheads is at your doorstep, with access to 80+ miles of single-track trails for mountain biking, hiking, and trail running within blocks. 10 minute walk to downtown for shopping, breweries and restaurants. 20 minute walk to the Capitol. Private off street parking, with vegetable and flower gardens. Great place for singles, couples and business travelers.

Historic Montana Home Moments from Downtown Helena

A piece of Helena’s history meets modern living! Quiet and updated, yet historic two bedroom home in Westside Helena! Located walking distance from endless hiking & downhill biking 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!

King Studio with fireplace close to The Myrna Loy

The Cannon House set the stage for what Helena has become when built over 150 years ago. It’s Helena’s oldest grand home and this magnificent ground level Victorian jewel invites the past with the exquisite attention to today. It’s located only two minutes from Downtown, The Myrna Loy, the Cathedral and hiking and biking just up the street. Enjoy the fireplace that sets the mood with a touch of a button, and then get ready for a Helena experience like no other.

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!

The Hideaway at Creekside Meadows-Hobbit House

Nestled in the foothills of the Elkhorn Mountains you’ll find our charming earth home. Clean Scandinavian style decor allows the magnificent construction of this home to shine. A few unique features include 4 full sized built in sleeping nooks each with their own lights and electrical outlets, a secret door to a hidden private bedroom, and a shower you enter through a ‘tree trunk’ with almost 13ft ceilings!

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.

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., and soon a pergola for shad and more privacy.