Holiday rentals in Miles City

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Top-rated holiday rentals in Miles City

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Top guest favourite
A cozy living area features a dark leather sofa adorned with decorative pillows. A wooden coffee table sits on an area rug, with a lamp providing soft lighting. The room is brightened by natural light streaming through multiple windows, enhancing a welcoming atmosphere.
Guest suite in Miles City
4.95 out of 5 average rating, 37 reviews

Bring the whole crew - in town

Welcome hunters, business travelers, and families traveling for sports! You are sure to enjoy this spacious, quiet, and private upstairs unit in a superb location. With four bedrooms and 2 bathrooms you are sure to find room for your whole crew! There are 2 private entrances which are accessible by one flight of stairs. We hope you enjoy the central location. This unit is within an easy walking distance of downtown and is within one block of Lincoln Middle School and Custer High School.

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 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, 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.

Superhost
Flat 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 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, 118 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
The exterior of a charming single-family home is depicted, featuring a light yellow facade with stone accents. A landscaped front yard is highlighted by green grass, while a concrete pathway leads to the front door. Large windows allow natural light to enter the spacious interior.
Home in Miles City
4.86 out of 5 average rating, 42 reviews

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

Come relax, at this country cozy, modern and peaceful place to stay in Miles City. Brand new floors! 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!!

Top guest favourite
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 favourite
A living area showcases two leather sofas and a cozy armchair, arranged around a wooden coffee table with a glass top. A patterned rug is placed on the hardwood floor, while natural light filters through the window covered by vertical blinds. A doorway is visible in the background.
Home in Terry
4.93 out of 5 average rating, 30 reviews

The Cottage

The Cozy Cottage is nestled in a charming neighborhood for the perfect get-away. The lay out is perfect for sports advecats, family retreats, or work related travels.. This delightful cottage is an appealing location for family and friends to gather together. The main-floor arrangement encourages conversation. For privacy retreat to a spacious bedroom. This cottage offers a pleasant & relaxed environment.

Guest favourite
The exterior of a historic Victorian home is showcased, enveloped by well-maintained green lawn and bordered by a brick pathway. The house features a spacious porch with white railings, large windows, and a gabled roof, set against a clear blue sky and rolling hills.
Farm stay in Miles City
5 out of 5 average rating, 32 reviews

An Enchanting Guest House Facilities & Activities

Over 3,000 Square Feet Of Living Space, 5 Spacious Bedrooms, 2 Bathrooms with two additional bathrooms available in the Event Center. Six trails cover 1500 acres and 2.5 miles of the Yellowstone River. Discover the history and beauty of Southeastern Montana and the Yellowstone Valley. Horse Events and trail rides are available on site by our staff.

Guest favourite
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.

Superhost
Home in Miles City
4.93 out of 5 average rating, 14 reviews

Rustic Charm

This charming older house sits on a corner lot and is perfect if your looking for a private setting. It will sleep 4 comfortably with a queen size bed and and a couch with a queen hide-a-bed. The bathroom is located downstairs while the rest of the living quarters are upstairs.

Top guest favourite
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.

Popular amenities for Miles City holiday rentals

When is the best time to visit Miles City?

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Avg. price£98£96£99£83£103£92£90£87£87£88£93£97
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 holiday rentals in Miles City

  • Total holiday rentals

    Explore 40 holiday rentals in Miles City

  • Nightly prices starting at

    Miles City holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Miles City holiday 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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