Family-friendly holiday rentals in Helena

4.98 out of 5 average rating, 376 reviews

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.

Guest favourite

Home in Helena

4.98 out of 5 average rating, 174 reviews

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!

4.94 out of 5 average rating, 273 reviews

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

Guest favourite

Home in Helena

4.95 out of 5 average rating, 202 reviews

Modern Victorian - walk to downtown and trails!

Our beautifully remodeled Modern Victorian home is perfectly located for you to enjoy all that Helena has to offer! Walk downtown, to multiple trailheads, or to the State Capital -- all just about ten minutes from your doorstep! This lovely home is on the National Register of Historic Places offering you a little experience of Helena's deep history. Up to six guests can enjoy the stylish comfort this home provides with a queen bed, a twin daybed with twin trundle, and a queen sleeper sofa.

4.99 out of 5 average rating, 305 reviews

Benton House - guest suite, no cleaning fee

Located in the heart of the original town site for Helena, the Benton House provides great access to downtown, the mountain trails, and all that is wonderful about Helena. We are owner occupied, you will be staying in a recently redecorated private suite on the 2nd floor of our Victorian home. The Benton House is 2 blocks from the walking mall, less than a mile to the trailheads on Mt. Helena and Mt. Ascension. We are also very conveniently located to the Capital and to Carroll College.

Guest favourite

Apartment in Helena

4.93 out of 5 average rating, 259 reviews

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!

4.89 out of 5 average rating, 318 reviews

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.

4.86 out of 5 average rating, 242 reviews

Home in Helena

Birds & the Bees

The Birds&Bees (B&B) is tucked away in the south hills and yet walking distance to downtown. You will be close to Grateful Bread Bakery, the library, Blackfoot River Brewing Co. and the infamous Windbag Saloon. For fine dining On Broadway restaurant is there, as well. For eating in, you can take a short drive down the hill to the Real Food Market & Deli for fresh, organic groceries. Welcome to Helena and explore what it has to offer.

4.93 out of 5 average rating, 352 reviews

Silver Creek Accessible Studio

Enjoy a bright and welcoming accessible studio suite just 10 minutes from Helena’s city limits. This thoughtfully designed space features a full kitchen and an extra spacious, wheelchair-friendly bathroom with a roll-in shower—large enough to comfortably accommodate a caregiver and a shower chair. Whether you're visiting for business or relaxation, this cozy retreat offers both comfort and convenience in a peaceful setting.

4.92 out of 5 average rating, 193 reviews

Centrally-located studio apartment with a view!

This comfortable, well appointed studio apartment overlooks downtown Helena and the surrounding valley. Two blocks from the Montana State Capitol building, and a short 20-minute walk from the historic Last Chance Gulch shopping/dining district, this beautiful place comes equipped with a king-sized bed, a full-sized futon, a well-stocked kitchen, and a private bathroom. Did we mention the views?

Superhost

4.86 out of 5 average rating, 405 reviews

Large Private Sauna and Private Basement Apartment

Pet-friendly one-bedroom apartment with a private sauna, perfect for unwinding after a day of travel or adventure. Just blocks from hiking trails, historic downtown, 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.