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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Home in Miles City
5 out of 5 average rating, 3 reviews

The Meadows

Let your worries melt away as you rest and relax with the whole family at this peaceful meadow. * Enjoy a stroll or morning run on the walking path across the street. Let the kids play football at the park also across the street. * Whip up dinner with our equipped kitchen or take a quick walk to restaurants nearby. * Enjoy the excellent location less than 5 min. to most schools/downtown, 4 min. to golf course, less than 2 min. to dining/shopping and less than 1 min. to the hospital.

Top guest favorite
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, 120 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.

Top guest favorite
An inviting space features a wooden table accompanied by two high-top stools, placed next to a large artwork depicting horses. Natural light enters through two windows, complementing the rustic charm of the room with metal accent walls.
Farm stay in Kinsey
5 out of 5 average rating, 27 reviews

Cowboy Country Bunkhouse/Guesthouse Modern, Quiet

Take it easy at this unique, quiet, tranquil getaway, just a short drive from Miles City, Cow Capitol of the world! You'll pass by several active farm and ranches on your drive and have horses right out your back door. The Yellowstone River is close by for boating or fishing. Bunkhouse - Brand new one queen bed bunkhouse, just finished! Parking - Gated gravel drive with parking space next to the bunkhouse. Plug-ins available. Plenty of room for trailers or campers. Safe and secure site

Superhost
Apartment in Miles City
4.81 out of 5 average rating, 21 reviews

Newly remodeled single king modern apartment

Cozy & Stylish Retreat | Fully Remodeled | 1 King Bed Welcome to your home away from home! This fully remodeled and thoughtfully designed space features two comfortable queen beds, perfect for families, couples, or friends traveling together. 1 King Bed with plush bedding for a great night's sleep Open-concept living area with smart TV & streaming options Fully equipped kitchen with all essentials for cooking Complimentary coffee & tea Not ADA Compliant Fresh towels and toiletries provided

Guest favorite
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, 117 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 favorite
The exterior of the Historic Montana Theatre is illuminated by vibrant neon lights in shades of pink and blue, highlighting the marquee displaying event details. The evening sky provides a contrasting backdrop, enhancing the theatre's nostalgic architectural features and creating a lively ambiance.
Place to stay in Miles City
4.93 out of 5 average rating, 166 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.

Guest favorite
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, 21 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.

Superhost
Home in Miles City
5 out of 5 average rating, 3 reviews

South Side Studio House - Enjoy the fire pit/yard

Welcome to your perfect getaway! This charming studio on the South side of town has everything you need for a wonderful stay. Located just steps away from Haynes Ave, City Brew, and a short walk to Intermountain Health, you'll love the centralized location. After a day of exploring, relax in the spacious, fenced yard and gather around the fire pit for s'mores and quality time with loved ones.

Guest favorite
A charming green house is visible, set against a snowy landscape. The front porch, featuring a screened area, adds warmth. Snow blankets the pathway leading to the door, while two large windows frame the entrance, complemented by evergreen shrubs nearby.
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.

Top guest favorite
Home in Miles City
5 out of 5 average rating, 7 reviews

New Townhouse The Yellowstone

Take it easy at this unique and tranquil getaway. Two bedroom one bath townhouse with fully equipped kitchen. Manager is local. Great location for hunting, rodeo, work, or vacation. Wifi included. City parks are close by. Downtown shopping and dining is also close.

Guest suite in Miles City
4.88 out of 5 average rating, 126 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 favorite
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
4.97 out of 5 average rating, 35 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.

Popular amenities for Miles City vacation rentals

When is the best time to visit Miles City?

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Avg. priceﺩ.ﺇ488ﺩ.ﺇ481ﺩ.ﺇ496ﺩ.ﺇ415ﺩ.ﺇ514ﺩ.ﺇ459ﺩ.ﺇ452ﺩ.ﺇ437ﺩ.ﺇ437ﺩ.ﺇ441ﺩ.ﺇ463ﺩ.ﺇ485
Avg. temp-7°C-5°C1°C8°C13°C19°C23°C23°C16°C8°C0°C-5°C

Frequently Asked Questions

  • What are the best places to stay in Miles City?

    The neighborhoods near Main Street and the historic district are frequently suggested, as they have walkable access to local shops, dining, and museums. Stays near the Yellowstone River make it easy to enjoy nature and scenic views.

  • What are the best things to do in Miles City with kids?

    Families often explore Main Street's local shops, picnic at Riverside Park, or learn at the Range Riders Museum. Outdoor areas like Spotted Eagle Recreation Area have open spaces for walking, birdwatching, and seasonal fishing.

  • What are some of the best things to do in Miles City?

    Explore the Range Riders Museum for local history, wander Main Street for shops and western murals, or enjoy outdoor activities at Spotted Eagle Recreation Area. Seasonal rodeos and events bring together community traditions.

  • How is the weather in Miles City?

    Miles City has cold winters, with temperatures ranging from 9–33°F (−13–1°C), and warm, drier summers around 60–89°F (15–32°C). Packing for variable weather is a good idea, as spring and fall see changing conditions.

  • When is the best time to visit Miles City?

    Late spring through early fall is often recommended, as Miles City has warmer, drier days—temperatures typically reach 68–89°F (20–32°C). This season also features several local events and opportunities for outdoor activities.

  • What are the best places to visit in Miles City?

    Popular spots include the Range Riders Museum for history, Pirogue Island State Park for walking trails and wildlife, and Main Street's murals and shops. Riverside Park is also known for community gatherings and open-air relaxation.

  • What are some hiking trails in Miles City?

    Explore trails at Pirogue Island State Park, where cottonwood groves and river views set the scene, or enjoy nature paths at Spotted Eagle Recreation Area. Both spots are known for birdwatching, walking, and wildlife observation.

  • What are some family activities we can do in Miles City?

    Visit Riverside Park for picnics or playground time, explore local history at the Range Riders Museum, or spend a day at Spotted Eagle Recreation Area enjoying open-air activities. Family-friendly events often bring the whole community together.

  • What are some of the best day trip ideas from Miles City?

    Consider visiting nearby state parks, areas with distinctive badlands, or museums focused on pioneer and Indigenous history. Outdoor recreation, fossil hunting, and opportunities to experience broader Montana landscapes are frequently suggested.

  • Are there any pet friendly accommodations available in Miles City?

    Many stays in Miles City welcome pets, especially around Main Street and near parks with open green areas. Riverside Park and Spotted Eagle Recreation Area also have space to walk with your dog.

  • What are some local tips for visiting Miles City?

    Take time to explore the murals along Main Street, ask locals for their favorite fishing spots on the Yellowstone River, and join community events for a deeper connection to ranching traditions. Weather can shift quickly, so dress in layers.

  • What is Miles City known for?

    Miles City is often recognized for its deep ranching and rodeo traditions, historic downtown, and museums celebrating regional history. It has a welcoming atmosphere and serves as a gateway to the culture of eastern Montana.

  • What are the best hidden gems to explore in Miles City?

    Wander the Cottonwood Grove at Pirogue Island State Park for birdwatching or discover local art in smaller downtown galleries. Community events and seasonal farmers markets are also popular with locals.

  • What are the best foods to try in Miles City?

    Miles City has menus featuring locally sourced beef, traditional Montana steak dishes, and regional specialties like bison burgers. Diners often enjoy homemade pies, hearty breakfasts, and seasonal comfort foods.

  • What should I bring for a trip to Miles City?

    Pack layers for changing temperatures, sturdy walking shoes for exploring parks, and sun protection for warmer months. In winter, insulated jackets and gloves come in handy for colder days.

  • What is the nightlife in Miles City like?

    Nightlife centers around welcoming bars, live music venues, and historic saloons on and around Main Street. Evenings often feature local bands, casual dining, and opportunities to experience regional ranching culture.

  • What are the most popular events or festivals in Miles City?

    The Miles City Bucking Horse Sale in late spring is often recommended for its rodeo and community atmosphere. Other annual traditions include summer fairs, heritage events, and parades celebrating local culture.

  • Are there family friendly vacation rentals in Miles City?

    You will find family-friendly vacation rentals in neighborhoods around the historic district and near Main Street. Many homes have open layouts and outdoor spaces for kids to enjoy.

Quick stats about vacation rentals in Miles City

  • Total vacation rentals

    Explore 40 vacation rentals in Miles City

  • Nightly prices starting at

    Miles City vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Miles City vacation rentals include wi-fi 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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