Photo by Justin Hunter

Holiday Homes in Eastern Montana

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Eastern Montana holiday homes

Fridge, microwave, oven, coffee/tea maker
Quiet 2BR w/ Backyard, Cozy Home and Covered Parking

Quiet 2BR w/ Backyard, Cozy Home and Covered Parking

Quiet 2BR w/ Backyard, Cozy Home and Covered Parking
2.0 star property
Central - Terry
9.4 out of 10, Exceptional, (21)
"Great value for the price on a quick trip to Billings."
United States
Tim K.
The price is €183
includes taxes & fees
26 Dec - 27 Dec
Quiet 2BR w/ Backyard, Cozy Home and Covered Parking
Fridge, microwave, coffee/tea maker, electric kettle
Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly

Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly

Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly
Glendive
10.0 out of 10, Exceptional, (13)
"Perfect for what we were looking for… quiet, comfortable, clean, and peaceful!"
United States
Lisa W.
The price is €120
includes taxes & fees
23 Jan - 24 Jan 2026
Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly
Interior
Townhome • Hospital District • King Bed + Garage

Townhome • Hospital District • King Bed + Garage

Townhome • Hospital District • King Bed + Garage
2.0 star property
Central - Terry
10.0 out of 10, Exceptional, (1)
"I thoroughly enjoyed my stay at Laura's Townhome. The unit has everything needed for short or long term stays. The garage was an extra bonus that is rarely found in short term rentals. The safe, chill neighborhood allowed me to go for my daily walks. Close and easy drive to restaurants. King bed was very comfortable. Thanks again for the great stay! "
United States
M A.
The price is €233
includes taxes & fees
9 Jan - 10 Jan 2026
Townhome • Hospital District • King Bed + Garage
Fridge, microwave, oven, stovetop
Relaxing, cozy and comfortable

Relaxing, cozy and comfortable

Relaxing, cozy and comfortable
Worden
9.8 out of 10, Exceptional, (18)
"Great place!"
United States
Julie C.
The price is €107
includes taxes & fees
24 Dec - 25 Dec
Relaxing, cozy and comfortable
Terrace/patio
Rims view pet friendly home

Rims view pet friendly home

Rims view pet friendly home
Rimrock
9.6 out of 10, Exceptional, (58)
"Very clean awesome stay!"
United States
Jessie S.
Rims view pet friendly home
Dining
Triangular Casa in Billings

Triangular Casa in Billings

Triangular Casa in Billings
Central - Terry
9.6 out of 10, Exceptional, (108)
"Triangle Casa is a beautifulI would love give this beautiful little home five stars"
United States
Bridget F.
The price is €131
includes taxes & fees
21 Jan - 22 Jan 2026
Triangular Casa in Billings
Property grounds
Bo’s Urban Farm House.

Bo’s Urban Farm House.

Bo’s Urban Farm House.
Central - Terry
9.4 out of 10, Exceptional, (18)
"This was a great place to stay. "
United States
Christina W.
The price is €197
includes taxes & fees
24 Dec - 25 Dec
Bo’s Urban Farm House.
Fridge, microwave, oven, stovetop
Come and stay at Emerald Cottage, your mini home away from home.

Come and stay at Emerald Cottage, your mini home away from home.

Come and stay at Emerald Cottage, your mini home away from home.
Billings
9.0 out of 10, Wonderful, (41)
"Great cozy place that is close to a alot to do "
United States
James B.
The price is €159
includes taxes & fees
23 Jan - 24 Jan 2026
Come and stay at Emerald Cottage, your mini home away from home.
Property grounds
Industrial Loft @ Old Pine Retreats

Industrial Loft @ Old Pine Retreats

Industrial Loft @ Old Pine Retreats
Billings
10.0 out of 10, Exceptional, (8)
"Awesome place with everything you need. Very clean. Highly recommend!"
United States
Matt C.
The price is €224
includes taxes & fees
5 Jan - 6 Jan 2026
Industrial Loft @ Old Pine Retreats
Terrace/patio
Bungalow cabin along the Yellowstone River in Eastern Montana.

Bungalow cabin along the Yellowstone River in Eastern Montana.

Bungalow cabin along the Yellowstone River in Eastern Montana.
Rosebud
10.0 out of 10, Exceptional, (2)
"Perfect for our hunting trip, and the only place around that allowed dogs"
United States
Glade H.
The price is €218
includes taxes & fees
24 Dec - 25 Dec
Bungalow cabin along the Yellowstone River in Eastern Montana.
Outdoor spa tub
Centrally located, huge shaded patio with hot tub! Entire place to yourself!

Centrally located, huge shaded patio with hot tub! Entire place to yourself!

Centrally located, huge shaded patio with hot tub! Entire place to yourself!
West End
10.0 out of 10, Exceptional, (48)
"Very nice stay . "
United States
Lori K.
The price is €289
includes taxes & fees
11 Jan - 12 Jan 2026
Centrally located, huge shaded patio with hot tub! Entire place to yourself!
TV, fireplace, books
Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats

Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats

Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats
Billings
10.0 out of 10, Exceptional, (12)
"So charming and nicely decorated! Wonderful deck areas quiet area. Would definitely recommend and will be back!"
United States
Jessica L.
The price is €253
includes taxes & fees
23 Jan - 24 Jan 2026
Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats
TV, fireplace
Boho Bungalow @ Old Pine Retreats

Boho Bungalow @ Old Pine Retreats

Boho Bungalow @ Old Pine Retreats
Billings
9.6 out of 10, Exceptional, (20)
"Absolute gem, after 5 days on the road sight seeing this was the perfect spot to relax for a couple days."
United States
Mike W.
The price is €189
includes taxes & fees
6 Jan - 7 Jan 2026
Boho Bungalow @ Old Pine Retreats
Fridge, microwave, oven, stovetop
Centrally located in Circle, MT with 3 comfortable bedrooms!

Centrally located in Circle, MT with 3 comfortable bedrooms!

Centrally located in Circle, MT with 3 comfortable bedrooms!
2.0 star property
Circle
10.0 out of 10, Exceptional, (3)
"Very clean, smelt amazing the moment we stepped in the door. Everything as described. Host was accommodating to our pets staying with us."
United States
Liz E.
The price is €162
includes taxes & fees
24 Dec - 25 Dec
Centrally located in Circle, MT with 3 comfortable bedrooms!
Fridge, microwave, oven, stovetop
Easy access! Superb location!

Easy access! Superb location!

Easy access! Superb location!
Miles City
10.0 out of 10, Exceptional, (1)
"The house is very clean and stocked with all essentials needed for the stay. The owner had great communication both before and after the stay. Highly recommended. "
United States
brian s.
The price is €226
includes taxes & fees
24 Dec - 25 Dec
Easy access! Superb location!
Fridge, microwave, oven, stovetop
Bo’s Bungalow with Hot Tub and Sauna

Bo’s Bungalow with Hot Tub and Sauna

Bo’s Bungalow with Hot Tub and Sauna
Central - Terry
9.6 out of 10, Exceptional, (13)
"Was perfect for our 2 day stay in Billings!"
United States
Tiffany G.
The price is €169
includes taxes & fees
29 Dec - 30 Dec
Bo’s Bungalow with Hot Tub and Sauna
Fridge, microwave, oven, stovetop
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings

Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings

Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings
Billings
9.2 out of 10, Wonderful, (16)
"Great place to stay while visiting family. The grandkids loved the local park and riding bikes on all the sidewalks! "
United States
JOEL B.
The price is €189
includes taxes & fees
5 Jan - 6 Jan 2026
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings
Private kitchen
Big Sky Retreat

Big Sky Retreat

Big Sky Retreat
Billings
10.0 out of 10, Exceptional, (16)
"It was a lovely place in a quiet neighborhood. It allowed us access to the hospital area where we were daily & a respite for our family to rest."
United States
Jennifer W.
Big Sky Retreat
Terrace/patio
Rustic Cottage Cozy & Charming

Rustic Cottage Cozy & Charming

Rustic Cottage Cozy & Charming
Central - Terry
9.6 out of 10, Exceptional, (63)
"Only stayed one night, beds were comfortable, fenced in yard great for dog."
United States
jon b.
The price is €232
includes taxes & fees
24 Dec - 25 Dec
Rustic Cottage Cozy & Charming
TV, DVD player, video library
Lovely 4-bedroom house in Lockwood with large yard and covered patio!

Lovely 4-bedroom house in Lockwood with large yard and covered patio!

Lovely 4-bedroom house in Lockwood with large yard and covered patio!
Billings
9.6 out of 10, Exceptional, (5)
"The host was exceptional "
United States
Gale G.
The price is €214
includes taxes & fees
23 Jan - 24 Jan 2026
Lovely 4-bedroom house in Lockwood with large yard and covered patio!
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.
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Top Eastern Montana Hotel Reviews

Northern Hotel

Northern Hotel

10/10 Excellent
"The staff was friendly and some remembered me from previous stays. They also upgraded my room so that was above and beyond. Clean room and facilities as usual. "
Eric 2-night trip
Posted 21 hours ago
Northern Hotel

Find out more about Eastern Montana

Eastern Montana Holiday Homes information

Number of reviews
479
Accommodation
184 Holiday Homes
Lowest Price
€107
Highest Price
€289