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!

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!

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.

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.

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.

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.

Serene Cozy Duplex

Inviting and bright upper level unit in Duplex. Designed for comfort and relaxation with 3 bedrooms including a King, Queen, and Twin. This cozy retreat is ideal for families or small groups seeking a peaceful, home-like stay. 📍Unbeatable Location - Just minutes Away: • Downtown shops, restaurants & breweries • Helena Airport & Carroll College • Fairgrounds & Mount Helena 💡Why Guests Love This Stay: • No cleaning fee • Free street parking • Self check-in

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.

Heart of Helena

Enjoy the best that Helena has to offer within walking distance. There are great restaurants, breweries and trails all within a couple of blocks. Comfortable, quiet, economical, clean basement studio apartment. Lots of sleeping arrangements and well equipped kitchen and private bathroom.