Vacation rentals in Miles City

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Top-rated vacation rentals in Miles City

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A modern single-family home features a grey exterior with a metal roof. A wooden ramp leads to the front porch, which is accompanied by seating. A concrete walkway extends through the neatly manicured lawn, with small planters and trees on either side.
Home in Miles City
4.98 out of 5 average rating, 114 reviews

Morlock Guest House

This new 1200 square foot single family home was designed for comfort and functionality. You will have a spacious fully stocked kitchen with a large island for food prep and dining. The 12 x 16 deck with ramp provides an easily accessed outdoor area. The guest bathroom contains a bathtub/shower and laundry closet perfect for longer stays and for families with children. The master bedroom has a large walk-in closet and master bathroom with double sinks and grab bars in the walk-in shower.

Guest favourite
Home in Miles City
4.85 out of 5 average rating, 41 reviews

Lil Bit Country "Town" House, Safe, Quiet, Modern

Come relax, at this country cozy, modern and peaceful place to stay in Miles City. Cow Town Capitol of the world and home to World Famous Bucking Horse Sale! Centrally located! Quiet, safe neighborhood! 3 minutes (.7 miles) from the hospital, 3 minutes (.7 miles) to the golf course, 4 minutes (1 mile) to downtown Miles City or 3 minutes (.8 miles) to South Haynes, the other shopping district. 5 minutes from fantastic restaurants or downtown night life!! Easy to walk, bike or drive!

Top guest favourite
Apartment in Miles City
5 out of 5 average rating, 16 reviews

Beautiful Apartment Retreat

This is your place to rest and rejuvenate after work or visiting family. This spacious two bedroom, one bathroom apartment has a fully equipped kitchen, comfortable queen Leeza mattress bed, full bed guest room, large sectional in Livingroom, spacious bathroom, Bowflex Max Trainer Machine, and a serene all season porch to quite your mind and rejuvenate your spirit while visiting Miles City. Walk to Downtown Miles City in less than 10 minutes from this Beautiful Apartment Retreat.

Top guest favourite
The front porch of Clover Cottage features a welcoming blue door adorned with a wreath. An American flag hangs from the porch railing, and two light blue chairs are positioned invitingly on the porch. Lush greenery surrounds the entrance, enhancing the cozy atmosphere.
Cottage in Miles City
4.97 out of 5 average rating, 114 reviews

Historic Cottage Charm!

Clover Cottage is a cozy retreat that lives large in spite of its compact size. Featuring two bedrooms and two baths, plus two sofa beds, this cute charmer can sleep 7-8. Built in 1925, this sweet home away from home is chock full of character with many original details, but it's been remodeled from top to bottom with modern living in mind. You'll love the cheerful front porch and central location, and will appreciate the comfy beds, tasteful furnishings, and useful amenities.

Guest favourite
Place to stay in Miles City
4.93 out of 5 average rating, 159 reviews

Historic Montana Theater-Movie Themed Apartment

Discover this charming 800 sq ft apartment nestled within the Historic Montana Theatre, located in the vibrant heart of downtown Miles City! Immerse yourself in its original 1936 charm, lovingly preserved yet enhanced with modern updates for your comfort. With a cozy bedroom featuring a king bed and a spacious living room adorned with comfortable couches, this delightful abode can comfortably accommodate up to 4 guests, ensuring a memorable stay in this historic setting.

Superhost
A cozy living space features a brown sofa adorned with decorative pillows, positioned in front of a round wooden coffee table. Two side tables with lamps provide soft lighting, while floral artwork is displayed on the wall above the sofa.
Apartment in Miles City
5 out of 5 average rating, 4 reviews

Cowtown Hideout

Welcome to our one bedroom apartment located in a quiet south side neighborhood. Come prepared to kick back and relax or get a little work done while you are here. This quaint apartment is located in a very quiet, small apartment building. This convenient location easily affords you the opportunity to walk to uptown, downtown, many of the schools as well as Holy Rosary Hospital. If you happen to need an extended stay, there is storage available to you on site.

Guest favourite
A charming two-story house is displayed with a red exterior and white trim. The side yard features well-maintained grass and trees, while a covered porch with columns is visible at the front entrance. A neighboring single-story structure can be seen in the background.
Home in Miles City
4.95 out of 5 average rating, 19 reviews

Turn of the Century Charm in Miles City

Bring the whole family to this great place with lots of room for fun. Turn of the century(20th) charm just walking distance to shopping, dining, and all that Miles City has to offer. Just minutes to world class hunting and fishing, searching for agates and fossils, or just relaxing in true Big Sky fashion! You will feel right at home surrounded by beautiful woodwork, a lovely outdoor space, and everything else you need to make your stay enjoyable.

Bungalow in Terry
4.72 out of 5 average rating, 18 reviews

Tin-Can Cabin

Internet provided. The Tin-Can Cabin is on private property, with plenty of parking. The cabin is quant, peaceful, with new interior. Warm & cozy for a peaceful retreat after a day of hunting, fishing, sightseeing or rock exploring. Nestle up and take personal time at this tranquil and unique get-away. The Cabin is with-in five blocks of down-town, with social events & sites to visit. Keeping it simple while making memories.

Guest favourite
Home in Miles City
4.7 out of 5 average rating, 20 reviews

Dog-Friendly Cozy Home

This is our home away from home, and we'd love to share this peaceful, centrally-located place with you. Let me stress that this home is not fancy, but it is comfortable. The fully fenced back yard is a great place to hang out and BBQ. The house is close to parks, bars, restaurants and within walking distance to the Bucking Horse Sale.

Superhost
An inviting outdoor area features a long wooden table surrounded by black metal chairs, set against a backdrop of brightly painted walls in blue and green. Climbing vines and colorful flowers add natural elements to the space, while decorative lights hang overhead.
Guest suite in Miles City
4.87 out of 5 average rating, 117 reviews

Biergarten Abode

Come stay behind the brewery! This cute little two bedroom is attached to Miles City's own microbrewery, Otium Brewing. It’s also just a block off of Main, just a quick jaunt to downtown shopping, dinning, and entertainment.

Top guest favourite
A charming house is framed by green grass and mature trees, featuring a welcoming front porch with black railings and steps leading to a brick pathway. The exterior showcases white siding and a blue roof, with clear skies overhead.
Home in Miles City
4.96 out of 5 average rating, 28 reviews

The Pleasant House

The whole group will enjoy easy access to everything from this centrally located place. Home away from home. Spacious and serene space within walking distance of historic downtown Miles City.

Superhost
A cozy bedroom features a black metal bed frame with light blue bedding and decorative pillows. Two nightstands sit on either side, each with a lamp. A wall art piece with the phrase 'sweet dreams' is displayed above the bed, and natural light enters through a window with sheer curtains.
Home in Miles City
4.7 out of 5 average rating, 27 reviews

The Yellow Cottage

Enjoy a peaceful retreat at our charming farmhouse cottage, only a mile from downtown and local shopping. With a cozy, home-like feel, it’s the perfect place to relax and unwind.

Popular amenities for Miles City vacation rentals

When is the best time to visit Miles City?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$137 CAD$145 CAD$157 CAD$154 CAD$191 CAD$171 CAD$168 CAD$162 CAD$162 CAD$164 CAD$172 CAD$180 CAD
Avg. temp-7 °C-5 °C1 °C8 °C13 °C19 °C23 °C23 °C16 °C8 °C0 °C-5 °C

Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Miles City?

    Experience the best of Miles City with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Miles City have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Miles City. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Miles City?

    Miles City has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Miles City have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Miles City. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Miles City?

    Four-legged friends are welcome in Miles City. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there apartment rentals with a dedicated workspace in Miles City?

    Yes! Work meets play with ease at over 10 apartment rentals in Miles City featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Miles City?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 20 homes with wifi, over 10 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Miles City have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Miles City. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Miles City

  • Total vacation rentals

    Explore 50 vacation rentals in Miles City

  • Nightly prices starting at

    Miles City vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Miles City vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Miles City rentals

  • 4.9 Average rating

    Miles City stays are highly rated by guests—averaging 4.9 out of 5!

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