Family-friendly holiday rentals in Helena

Cheerful 1 Bedroom Luxurious Suite w/Hot Tub!

The Lillie Pad Awaits Your Arrival... Come home to your Ultimate, Mountaintop Luxury Glamping-Suite w/ brand new hot tub - Majestic Mile High Ranch beauty at its best! Total seclusion with world class views of the rocky mountain front and continental divide, only minutes from Montana's Capital. Meticulously handcrafted in the center of the CanyonRidge Ranch, which borders the immense Helena National Forest & lush mountain meadows... Makes the Lillie Pad a truly one-of-a-kind experience and stay!

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.

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!

Family Adventure House-Climbing Wall+Hiking Trails

Bring the whole family to this spacious townhouse in South Helena's Nob Hill neighborhood! It's the perfect place to stay while you go on your next adventure- mountain biking & hiking trails are within walking distance. Take in the mountain view on the patio, play ping-pong or watch the kids boulder the climbing wall. We also have a home gym & there's a frisbee golf course that is 1/2 a block away! Located close to hospitals & has easy-access to I-15. Only 10 min. from historical downtown.

Cozy, charming basement on the west side

Welcome to our cozy, happy basement apartment where you'll find the perfect blend of 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.

Historic Montana Home Moments from Downtown Helena

A piece of Helena’s history meets modern living! Quiet, updated, historic two bedroom home in Westside Helena. Located walking distance from endless hiking & downhill biking 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!

Creek front chalet with hot tub and sauna

Welcome to @thebighornchalet— a creek front, modern A-frame. At a full 750 square feet, you'll enjoy the regular luxuries of a full-size home without sacrificing comfort! Enjoy the hot tub, steam sauna, fire pit and picnic area that are next to Trout Creek, which runs through the entire property. Located just a few miles from both Canyon Ferry Lake and Hauser Lake you can enjoy the great outdoors. Or head into Helena, MT just 20 miles to enjoy all the town has to offer.

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.

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.