Holiday rentals in Helena

Montana Inspired Stay On The Westside

Quiet, private, historic two-bedroom house with your very own fenced backyard to relax in after a long day of travel. Located just a short walking distance from amazing hiking trails and downtown Helena's restaurants, entertainment and shops. Smart TV with xbox, 3 games and controller. Well stocked kitchen and grill on private back porch for those summer bbq nights. Stocked with coffee, tea, creamer, sugar selection and many other amenities you can enjoy on your relaxing Montana inspired stay!

Queen City Charmer

Fall in love with the character and charm of this centrally located, bright, historic, building while enjoying recent updates and modern amenities that include a dishwasher, new countertops, fresh paint, updated furniture and new linens. The sofa sleeper and pocket doors into the living room serve as a private second bedroom. With a 50” TV and fireplace, this is our bedroom of choice! Off the main bedroom, you'll find a separate office space with a desk and door that can be closed for privacy.

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!

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

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!

Executive Cottage-Walk to Trails/Downtown

Stay in a centrally located house at the base of Mt. Ascension! House is well appointed with new mid-century modern furniture. You'll be within an easy walking distance to downtown and the Capital complex. There is an amazing trail system for hiking and mountain biking just two blocks south. We offer key-less entry to make check-in a breeze. A 400 MB internet service is provided for traveling professionals.