Holiday rentals with outdoor seating 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!

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

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.

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!

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.

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.

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!

Secluded Cabin 2 surrounded by National Forest

2 night minimum. 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

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.