Vacation 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!

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.

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

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.

Stylish studio close to the Walking Mall

You are sure to love this studio which is just a stones throw from Helena’s famous walking mall. With restaurants, bars and breweries all within a short walking distance, you’ll have everything you need close by. You’ll be staying in a piece of history. The building is the oldest mansion in Helena, built in 1868 and has been divided into multiple different units. This one has its own entrance at the rear of the property. Please note that it is on the second story so there are stairs!

Hillsdale Hideaway - Close to biking & downtown

Apartment in desired south central location. Hike/bike trails adjacent to property. Conveniently located between downtown and the Capitol. Apartment is comfortable and clean. Kitchen is stocked with dishes, pots, pans and spices, making it easy to cook your own meals. Stainless steel appliances. Coffee, tea and hot chocolate are provided. The cozy fireplace, smart TV and new sofa sleeper are great for relaxing after a busy day. Bright walkout basement with no stairs.

Romantic Montana A-Frame | Hot Tub & 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.

Little House - Trails & Town 5 minute walk!

Whether you're coming to Helena for the trails (0.3 mi.), the history (0.4 mi.), the Capitol (1 mi.), etc, this is the perfect location! In just a five min walk you will find the historic downtown walking mall which includes multiple microbreweries, a popular wine bar, and numerous restaurants. If you prefer to get out into the forest, head five mins in the other direction and you will find numerous trailheads perfect for a morning hike or mountain bike ride!

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.

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.

Stylish home close to trails & downtown

This quaint, chic, newly updated home offers everything you'd want in an Airbnb. It's beautifully redesigned and significantly solar-powered making it eco-friendly and luxurious at the same time. This little retreat is a stand alone 1 bedroom home on a quiet, scenic street.