Family-friendly holiday rentals in Helena

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.

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

Large Private Sauna in Private Basement Apartment

Pet-friendly, cozy apartment with a private sauna, perfect for unwinding after a day of travel or adventure! Just a few moments from the quiet solitude of Helena’s hiking and cross-country skiing trails, perfect for the adventurous nature lover! Also a short walk to the best of historic downtown Helena’s entertainment, restaurants and shops. Enjoy smart TVs in both rooms, a well-stocked coffee/tea bar, and a handy kitchenette. Relax in comfort with all the essentials for a spa-inspired stay!

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.

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.

Stylish Modern Duplex - King, Queen, & Fulls!

Beautifully renovated lower unit in Duplex. Minutes away from popular destinations such as Shopping stores, Helena Airport, Carroll College, Downtown, Breweries, Fair grounds, Mount Helena! The Airport is 6 minute drive, Carroll is a 5 minute drive. Pet Friendly! (fees apply) Zero cleaning fee Free front street parking Unit is self check in

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.

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.