Holiday rentals with outdoor seating in Helena

4.95 out of 5 average rating, 172 reviews

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!

5 out of 5 average rating, 102 reviews

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!

4.93 out of 5 average rating, 207 reviews

Flat in Helena

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.

4.98 out of 5 average rating, 164 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!

Superhost

Cottage in Helena

4.91 out of 5 average rating, 391 reviews

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.

5 out of 5 average rating, 117 reviews

Cabin in Jefferson City

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.

4.91 out of 5 average rating, 110 reviews

Downtown Bungalow - Entire house with workout room

This is a cozy early 1900's bungalow offers you a Helena home base that provides everything you need during your travels. This space will become your home away from home. This 2 bedroom home complete with a king and a queen bed, workout room, wi-fi, washer/dryer, fireplace, Air Conditioning, radiant heat and a well equipped kitchen (pots, pans, dishes, appliances, spices, and coffee service). Includes a key pad entrance for a secure stay.

4.85 out of 5 average rating, 239 reviews

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.

4.99 out of 5 average rating, 111 reviews

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!

4.93 out of 5 average rating, 348 reviews

Flat in Helena

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, 190 reviews

Guest suite in Helena

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?