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Holiday rentals in Miles City

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Top-rated holiday rentals in Miles City

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

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Flat in Glendive

4.82 out of 5 average rating, 44 reviews

Charming newly renovated one bedroom apartment!

This newly, completely renovated space is located in downtown and is walking distance to some unique shopping & hometown bars. It is also a nice bike ride away from Makoshika State Park or the Yellowstone River, both must see attractions while on your visit here. This space is beautifully lit by the natural light that floods its large windows. It's serene while energizing, effective in helping one get work done but also to relax. Netflix, Disney+, extra air mattress, & infant equipment provided.

30 Jul – 6 Aug

$155 SGD per night

Guest favourite

Apartment in Miles City

4.82 out of 5 average rating, 17 reviews

Cowtown Condo

Enjoy this newly renovated condo located in the heart of Miles City. Enjoy an easy walk to downtown, uptown, Miles Community College, VA or beautiful Wibaux Park. This unit has a new kitchen, updated bathroom with custom tile, newly refinished hardwood floors on the upper level and new flooring on the lower level. Bedrooms and bathroom are upstairs, general living space is downstairs. Whether you need long or short-term housing, we have many properties to choose from and are happy to help.

3–10 Dec

$274 SGD per night

Guest favourite

Flat in Glendive

4.88 out of 5 average rating, 253 reviews

Unique and Cozy Apartment

This unique and cozy apartment is located in a newly remodeled home located in a nice quiet residential neighborhood close to the heart of downtown Glendive but near parks and hospital. The apartment is on the second floor and has two entrances, one through the open front lobby and up the stairs 12 stairs up, plus 3 to the right). The kitchen is stocked with pots and pans for cooking and coffee and juice. Come enjoy Montana and relax in the comfort of this unique and warm living space.

11–18 Aug

$91 SGD per night

Guest favourite

Cottage in Miles City

5.0 out of 5 average rating, 38 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.

18–25 Feb

$205 SGD per night

Guest favourite

Place to stay in Miles City

4.93 out of 5 average rating, 76 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.

21–28 Feb

$159 SGD per night

Guest favourite

Home in Glendive

4.93 out of 5 average rating, 104 reviews

Quaint home near Yellowstone River

Small, one story pet-free, smoke-free home available for rent. This house contains 3 bedrooms, 1 bath, kitchen, living area, and laundry. Two bedrooms feature queen size beds while the third offers a twin trundle bed. It is clean and updated with central air and heat. Wi-fi available as well as an outdoor patio with grill enclosed by a privacy fence. Keurig available, bring your favorite K-cups. Parking includes on street parking and one off-street parking space.

27 Jan – 3 Feb

$239 SGD per night

Guest favourite

Guest house in Hysham

5.0 out of 5 average rating, 13 reviews

Peaceful Country Retreat

This cozy 2 bedroom bunkhouse is conveniently located minutes from Montana FWP, Wildlife management area, as well as Yellowstone River. This property has breathtaking sunrises and sunsets and unlimited night skys. Located 1 hour from Billings, enjoy a great getaway with unlimited outdoor experiences, including hunting, fishing, bird watching. The area boasts memorable goose hunting. Enjoy Goose Landing.

31 Dec – 7 Jan

$161 SGD per night

Guest favourite

Home in Forsyth

4.92 out of 5 average rating, 39 reviews

Comfy four bedroom home

Looking for something more than a motel/hotel room, come stay at this 4 bedroom 2 bath home. The living room is equipped with a Smart TV and each bedroom has a queen size bed. It is a home away from home. Looking for a little fun for everyone, Forsyth has a nine hole golf course, just west of town, a movie theatre and bowling alley. If water is your thing, the Yellowstone River is just minutes away.

18–25 Nov

$180 SGD per night

Bungalow in Ekalaka

4.81 out of 5 average rating, 67 reviews

The Alberta

Rest easy at a local Historical Heritage Home that is as comfy and stylish as it was 80 years ago. Walk in and immediately - it feels like home. It is a simple peaceful centrally-located well cared for 20th century Craftsman built property that at one time served as residence and business both surrounded by Beautiful Views, Year Around Activities, Fantastic Local Hunting, and Numerous Historic Sites.

15–22 Apr

$151 SGD per night

Guest favourite

Flat in Jordan

4.97 out of 5 average rating, 115 reviews

Apartment #3/Ryan Apartments

Welcome to our inviting and peaceful cozy apartment. Carefully curated to provide a tranquil stay for travelers and vacationers, every detail has been thoughtfully designed to ensure your comfort and relaxation during your stay. Our goal is to offer an experience that rejuvenates and restores, creating a haven that you can truly call your own during your time here.

26 Sep – 3 Oct

$139 SGD per night

Guest favourite

Farm stay in Kinsey

5.0 out of 5 average rating, 51 reviews

Kinsey Hideaway

Welcome to our farm Guesthouse. Horses or cows may be grazing just across the driveway. Hunting and fishing opportunities are plentiful. It's just a short drive to the Cowtown Capitol of the World that has the Miles City Bucking Horse Sale, Range Riders Museum, Fort Keough Ag Research Station.

16–23 Jun

$202 SGD per night

Guest favourite

Home in Miles City

4.93 out of 5 average rating, 43 reviews

The Hen House

"Newly remodeled turn-of-the-century home with cozy feel. Walking distance from Bucking Horse Sale events, parks, rivers, restaurants and shops. Eat- in Kitchen, large enclosed backyard, wood deck with outdoor space. Off street parking with motion sensor light."

21–28 Jun

$266 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Miles City holiday rentals

Free parking on premises

Air conditioning

Stay near Miles City's top sights

Black Iron Grill Rotisserie6 locals recommend

Vintage and Rustics in Montana3 locals recommend

Range Rider's Museum5 locals recommend

Other great holiday rentals in Miles City

Guest favourite

Cabin in Ashland

4.92 out of 5 average rating, 26 reviews

Rural Rustic Off-Grid Cabin Getaway.

8–15 Feb

$394 SGD per night

Holiday home in Broadus

4.84 out of 5 average rating, 19 reviews

Hunters Getaway! 1 bedroom vacation home

24 Feb – 3 Mar

$181 SGD per night

Guest favourite

Cottage in Glendive

5.0 out of 5 average rating, 6 reviews

Glendive Getaway w/ Yellowstone River Access!

5–12 Jan

$193 SGD per night

Guest favourite

Flat in Terry

4.77 out of 5 average rating, 141 reviews

Number 39 at the Historic Kempton Hotel

15–22 Jan

$140 SGD per night

Guest favourite

Home in Miles City

5.0 out of 5 average rating, 66 reviews

Morlock Guest House

16–23 Oct

$191 SGD per night

Guest favourite

Farm stay in Miles City

5.0 out of 5 average rating, 22 reviews

An Enchanting Guest House Facilities & Activities

5–12 Apr

$616 SGD per night

Bungalow in Terry

4.5 out of 5 average rating, 6 reviews

Tin-Can Cabin

4–11 Jan

$164 SGD per night

Guest favourite

Cabin in Glendive

5.0 out of 5 average rating, 35 reviews

Remote extened stay log cabin, minutes from town.

17–24 Jul

$140 SGD per night

Quick stats about holiday rentals in Miles City

Total rentals
30 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
680 reviews
Nightly prices starting at
$41 SGD before taxes and fees

Destinations to explore