Photo by MariJo Stanley

Helena West Side Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Helena West Side vacation rentals

Fridge, microwave, oven, stovetop
Great place to crash after a Montana adventure!

Apartment in East Helena

Great place to crash after a Montana adventure!
2.0 star property
The price is ￥8,142
￥12,683 total
includes taxes & fees
Dec 30 - Dec 31
Great place to crash after a Montana adventure!
Property grounds
Adorable 2-bedroom cottage in wonderful Helena for a quiet and relaxing stay.

Cottage in Helena

Adorable 2-bedroom cottage in wonderful Helena for a quiet and relaxing stay.
2.0 star property
10.0 out of 10, Exceptional, (1)
"This sweet lodging was very clean, comfortable and just as described in the website. It is a very quiet neighborhood. The hostess was quick to respond to questions, being attentive and available. I would highly recommend this place for a small group or individual staying in Helena."
United States
Tom R.
The price is ￥10,897
￥23,604 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Adorable 2-bedroom cottage in wonderful Helena for a quiet and relaxing stay.
Interior
Ranch House in the Elkhorn Mountains

Vacation Home in Clancy

Ranch House in the Elkhorn Mountains
10.0 out of 10, Exceptional, (117)
"Lovely place! We enjoyed our stay. "
United States
Alisa T.
The price is ￥19,571
￥24,688 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Ranch House in the Elkhorn Mountains
2 bedrooms, WiFi
Suite 31 - Private Porch Suite

Aparthotel in Helena

Suite 31 - Private Porch Suite
9.6 out of 10, Exceptional, (7)
"Great stayEasy check in and clean and comfortable place to stay. Close to great restaurants and a great park"
United States
Monica C.
The price is ￥19,571
￥25,195 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Suite 31 - Private Porch Suite
Interior
Lee's apartment building on saddle mountain

Cabin in Clancy

Lee's apartment building on saddle mountain
10.0 out of 10, Exceptional, (64)
"So much thoughtful care was put into creating this bunkhouse retreat. We especially loved the friendly dogs that greeted us in the morning."
United States
Audrey H.
The price is ￥19,571
￥35,848 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lee's apartment building on saddle mountain
Fridge, microwave, oven, stovetop
Cozy townhouse close to Hospital & Capital

Vacation Home in Helena

Cozy townhouse close to Hospital & Capital
10.0 out of 10, Exceptional, (95)
"Cute little place, very clean and comfortable! "
United States
Jodi B.
The price is ￥16,205
￥32,551 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Cozy townhouse close to Hospital & Capital
Fridge, microwave, oven, stovetop
Helena Townhouse next to Skelton Park (Dog and kid friendly)

Vacation Home in Helena

Helena Townhouse next to Skelton Park (Dog and kid friendly)
10.0 out of 10, Exceptional, (56)
" Wry quaint area, comfy beds, and the hosts went above and beyond. "
United States
Stefanie C.
The price is ￥13,950
￥23,520 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Helena Townhouse next to Skelton Park (Dog and kid friendly)
Smart TV
Find Your Sanctuary at The Church

Vacation Home in Helena

Find Your Sanctuary at The Church
2.0 star property
10.0 out of 10, Exceptional, (10)
"It was a beautiful place to stay! The Neighborhood was great The location was so close to downtown The house looked just as the pictures did online! We didn't want to leave. "
United States
Wendy M.
The price is ￥32,723
￥69,160 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Find Your Sanctuary at The Church
Fridge, microwave, oven, stovetop
This cozy house has been completely remodeled inside and features three bedrooms.

Vacation Home in Helena

This cozy house has been completely remodeled inside and features three bedrooms.
2.0 star property
10.0 out of 10, Exceptional, (2)
"The house was perfect for my family. Dogs had a fenced yard and the facilities were close to the college and golf course. "
United States
Scott O.
The price is ￥19,571
￥25,195 total
includes taxes & fees
Jan 1 - Jan 2, 2026
This cozy house has been completely remodeled inside and features three bedrooms.
Fridge, microwave, oven, stovetop
Lee's Helena Hideout

Condo in Helena

Lee's Helena Hideout
9.8 out of 10, Exceptional, (39)
"Had a great stay with all the comforts of home!"
United States
amy m.
The price is ￥19,023
￥37,793 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Lee's Helena Hideout
2 bedrooms, WiFi
Cabin 25 - The Ski Lodge

Cabin in Helena

Cabin 25 - The Ski Lodge
8.8 out of 10, Excellent, (6)
"Location and friendliness"
United States
Isidor R.
The price is ￥11,898
￥16,908 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cabin 25 - The Ski Lodge
Microwave, oven, stovetop
Trails, Tails & Town – Pet-Friendly Stay Near It All

Apartment in Helena

Trails, Tails & Town – Pet-Friendly Stay Near It All
10.0 out of 10, Exceptional, (1)
The price is ￥16,440
￥21,137 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Trails, Tails & Town – Pet-Friendly Stay Near It All
Outdoor dining
SADDLE MOUNTAIN ESCAPE

Apartment in Clancy

SADDLE MOUNTAIN ESCAPE
9.8 out of 10, Exceptional, (40)
"The apartment was a perfect space for our family weekend in Montana City. They apartment had everything and more, and would be great for a week long stay if we had more time. Friendly host and beautiful location!"
United States
Melani V.
The price is ￥21,137
￥40,583 total
includes taxes & fees
Jan 29 - Jan 30, 2026
SADDLE MOUNTAIN ESCAPE
Microwave, oven, stovetop, dishwasher
Cozy studio with modern kitchen in unit laundry and AC close to hiking trails.

Apartment in Helena

Cozy studio with modern kitchen in unit laundry and AC close to hiking trails.
10.0 out of 10, Exceptional, (2)
"Great stay, the hosts made us feel very at home! They pay attention to all the details. It was the perfect place to stay when we moved to Helena."
United States
Bryce W.
The price is ￥15,500
￥29,760 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Cozy studio with modern kitchen in unit laundry and AC close to hiking trails.
Exterior
Suite 34- Victorian Suite

Vacation Home in Helena

Suite 34- Victorian Suite
7.4 out of 10, Good, (6)
"Safe, clean, had everything we needed! Conveniently located. "
United States
Melonie W.
The price is ￥10,958
￥15,893 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Suite 34- Victorian Suite
Interior
SPORTSMAN'S PARADISE

Cabin in Helena

SPORTSMAN'S PARADISE
10.0 out of 10, Exceptional, (5)
"Great property & The amazing taxidermy was worth a stay!"
United States
Brian B.
The price is ￥35,228
￥71,189 total
includes taxes & fees
Dec 30 - Dec 31
SPORTSMAN'S PARADISE
Dining
Style and comfort in Helena! Easy access to any part of Helena. No cleaning fees

Vacation Home in Helena

Style and comfort in Helena! Easy access to any part of Helena. No cleaning fees
10.0 out of 10, Exceptional, (54)
"A great home to stay in Helena! This is our second annual stay and we love it Thank you for providing a clean and cozy place!!"
United States
Amy A.
The price is ￥27,478
￥33,904 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Style and comfort in Helena! Easy access to any part of Helena. No cleaning fees
Smart TV
Apartment next to Cathedral in Historic Downtown Helena

Apartment in Helena

Apartment next to Cathedral in Historic Downtown Helena
9.0 out of 10, Wonderful, (33)
"Great place to stay that is right next to downtown! It was very clean when we arrived! Overall, great place to stay!"
United States
Braden P.
The price is ￥23,486
￥43,289 total
includes taxes & fees
Dec 30 - Dec 31
Apartment next to Cathedral in Historic Downtown Helena
Terrace/patio
Spacious artist's studio loft apartment with view

Apartment in Helena

Spacious artist's studio loft apartment with view
9.8 out of 10, Exceptional, (8)
"We enjoyed this "
United States
Mary L.
The price is ￥14,091
￥32,973 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Spacious artist's studio loft apartment with view
Fridge, microwave, oven, stovetop
Madison - newly remodeled, centrally located.

Vacation Home in Helena

Madison - newly remodeled, centrally located.
9.4 out of 10, Exceptional, (11)
"Beautiful, centrally located and VERY CLEAN. Host was awesome and communicated every step of the way. "
United States
Trevor D.
The price is ￥32,880
￥63,411 total
includes taxes & fees
Dec 30 - Dec 31
Madison - newly remodeled, centrally located.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Helena West Side Hotel Reviews

Hampton Inn Helena

Hampton Inn Helena

10/10 Excellent
"Staff very friendly, clean room & great breakfast "
Olfa 1-night trip
Posted 6 days ago
Hampton Inn Helena

Find out more about Helena West Side

Search for holiday rentals in Helena West Side on Expedia! You can easily find your home rentals, villas, holiday apartments in Helena West Side using one of the methods below:

  • View our selection of featured holiday rentals in Helena West Side
  • Use the map to find apartments and other holiday homes in the Helena West Side neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Helena West Side while they last

Look no further and take a look at our great range of rental properties in Helena West Side!

Frequently asked questions

Are there vacation rentals in Helena West Side?

Yes, we offer vacation rentals close to well known sights in Helena West Side, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Helena West Side?

Cozy townhouse close to Hospital & Capital: This vacation home rental outside of Helena West Side offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Helena West Side?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Helena West Side stay.

What can I see and do in Helena West Side?

Explore the area and family-friendly sights such as Great Northern Carousel, or get out into nature at a spot like Black Sandy State Park. Helena Civic Center and Carroll College are a couple of places you'll find in the larger area.

What are vacation rentals like in Helena West Side?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Helena West Side. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.