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!

Large Private Sauna in Private Basement Apartment

Pet-friendly apartment with a private sauna, perfect for unwinding after a day of travel or adventure! Just a few moments from the quiet solitude of Helena’s extensive system of hiking trails, perfect for the adventurous nature lover! Also a short walk to the best of historic downtown Helena’s entertainment, restaurants and shops! Outdoor patio area tucked behind a privacy fence by the entryway for a quiet outdoor space to enjoy. Relax in comfort with all the essentials for a spa-inspired stay!

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!

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.

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.

Cozy Guest Suite w/ Private Entrance

Escape to Helena in this spacious and inviting 2-bedroom guest suite, perfect for travelers seeking a cozy home-away-from-home. Enjoy Wi-Fi, a smart TV, and a kitchenette, which includes a fridge, microwave, tea kettle and coffee pot. Located minutes from downtown Helena; the Fairgrounds, Carroll College, Fort Harrison, Broadwater Hot Springs and the renowned Archie Bray are all a short drive away. Note: We reside on the main level, you will hear us going about daily life.

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.

Secluded Cabin 2 surrounded by National Forest

2 night minimum. 2 Dogs maximum per cabin. Pets allowed with approval. All dogs are required to be on a leash and under supervision around the lodge and cabins. The property is a 65-acre guest ranch surrounded by the Helena National Forest on all sides. There is a 3 mile forest road that climbs over 1,000 feet to the ranch property. Guests enjoy solitude, views, wildlife... Arrival before dark is recommended. NO HUNTING ON OR FROM THE RANCH

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.

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.