Family-friendly holiday rentals in Helena

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!

Comfy 4-Bedroom Victorian Home in Central Helena

This cute, family-friendly Victorian is only one block from the Capitol building and five minutes from open space trails or downtown Helena. A great jumping-off point to explore the city’s history or all the adventuring that the mountains and rivers around Helena offer. The home has 4 bedrooms (can hold 8-10 people), 2 bathrooms, and an entire main floor to relax and entertain. After all your adventures in the Helena area, come enjoy this comfy modern-meets-turn-of-the-century landing place.

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.

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.

Pretty Cool Crib-No cleaning fee

Enjoy your stay in this stylish "new build". The original home was built in 1900 but the home has been updated down to the framing. The home is centrally located with easy access to shopping, restaurants, and the interstate. Extra amenities include a king-size adjustable bed with massage in the master and a Bose Soundbar for a superior listening experience while watching TV or listening to music. We're positive that you will find this home comfortable and your stay enjoyable. No cleaning fee!

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

Serene Cozy Duplex

This is a spacious upper-level unit in a Duplex, elegantly styled to provide a peaceful and cozy stay. Enjoy the bright beautiful natural light while drinking your morning coffee. Offering 3 bedrooms with a King, Queen, and Twin! Centrally located and only minutes away from the Airport, Carroll College, Downtown Helena, Fairgrounds, several grocery stores and shopping. Zero cleaning fee Free front street parking Easy self check-in Backyard is closed for the winter due to ice/snow removal.

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.

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.

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.

Charming, sunny apt with luxury bed

Newly renovated. Fiber internet. Self-check in/check out for a seamless way to unwind. Lots of natural light. Decorations with vintage flair, stocked coffee bar, full kitchen, and views of Mount Helena from the living room create a space you'll easily enjoy. Beds: Queen in the bedroom and a twin cot in the living room.