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Search Vacation Homes in Eastern Montana

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Eastern Montana vacation homes

Fridge, microwave, coffee/tea maker, electric kettle
Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly

Vacation Home in Glendive

Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly
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 AED 297
AED 500 total
includes taxes & fees
12 Dec - 13 Dec
Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly
Fridge, microwave, oven, coffee/tea maker
Quiet 2BR w/ Backyard, Cozy Home and Covered Parking

Vacation Home in Central - Terry

Quiet 2BR w/ Backyard, Cozy Home and Covered Parking
2.0 star property
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 AED 367
AED 789 total
includes taxes & fees
11 Dec - 12 Dec
Quiet 2BR w/ Backyard, Cozy Home and Covered Parking
Terrace/patio
Bungalow cabin along the Yellowstone River in Eastern Montana.

Vacation Home in Rosebud

Bungalow cabin along the Yellowstone River in Eastern Montana.
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 AED 753
AED 924 total
includes taxes & fees
11 Dec - 12 Dec
Bungalow cabin along the Yellowstone River in Eastern Montana.
Dining
Triangular Casa in Billings

Vacation Home in Central - Terry

Triangular Casa in Billings
9.6 out of 10, Exceptional, (107)
"Wonderful little house. Very comforting and close to everything "
United States
jack k.
The price is AED 305
AED 587 total
includes taxes & fees
5 Jan - 6 January 2026
Triangular Casa in Billings
Property grounds
Industrial Loft @ Old Pine Retreats

Vacation Home in Billings

Industrial Loft @ Old Pine Retreats
10.0 out of 10, Exceptional, (8)
"Awesome place with everything you need. Very clean. Highly recommend!"
United States
Matt C.
The price is AED 477
AED 947 total
includes taxes & fees
16 Dec - 17 Dec
Industrial Loft @ Old Pine Retreats
Terrace/patio
Rims view pet friendly home

Vacation Home in Rimrock

Rims view pet friendly home
9.6 out of 10, Exceptional, (57)
"Very clean awesome stay!"
United States
Jessie S.
The price is AED 281
AED 684 total
includes taxes & fees
11 Dec - 12 Dec
Rims view pet friendly home
Fridge, microwave, oven, stovetop
Relaxing, cozy and comfortable

Vacation Home in Worden

Relaxing, cozy and comfortable
9.8 out of 10, Exceptional, (18)
"Great place!"
United States
Julie C.
The price is AED 281
AED 442 total
includes taxes & fees
11 Dec - 12 Dec
Relaxing, cozy and comfortable
TV, fireplace, books
Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats

Vacation Home in Billings

Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats
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 AED 477
AED 951 total
includes taxes & fees
15 Dec - 16 Dec
Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats
Fridge, microwave, oven, stovetop
Centrally located in Circle, MT with 3 comfortable bedrooms!

Vacation Home in Circle

Centrally located in Circle, MT with 3 comfortable bedrooms!
2.0 star property
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 AED 331
AED 682 total
includes taxes & fees
12 Dec - 13 Dec
Centrally located in Circle, MT with 3 comfortable bedrooms!
TV, fireplace
Boho Bungalow @ Old Pine Retreats

Vacation Home in Billings

Boho Bungalow @ Old Pine Retreats
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 AED 404
AED 797 total
includes taxes & fees
14 Dec - 15 Dec
Boho Bungalow @ Old Pine Retreats
Fridge, microwave, oven, stovetop
Easy access! Superb location!

Vacation Home in Miles City

Easy access! Superb location!
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 AED 498
AED 902 total
includes taxes & fees
22 Dec - 23 Dec
Easy access! Superb location!
Interior
Townhome • Hospital District • King Bed + Garage

Vacation Home in Central - Terry

Townhome • Hospital District • King Bed + Garage
2.0 star property
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 AED 404
AED 1,063 total
includes taxes & fees
16 Dec - 17 Dec
Townhome • Hospital District • King Bed + Garage
Fridge, microwave, oven, stovetop
Come and stay at Emerald Cottage, your mini home away from home.

Vacation Home in Billings

Come and stay at Emerald Cottage, your mini home away from home.
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 AED 286
AED 674 total
includes taxes & fees
19 Dec - 20 Dec
Come and stay at Emerald Cottage, your mini home away from home.
Fridge, microwave, oven, stovetop
Modern townhome minutes from Billings' best shopping, family friendly community!

Vacation Home in Billings

Modern townhome minutes from Billings' best shopping, family friendly community!
10.0 out of 10, Exceptional, (38)
"Great property, very clean and fresh!"
United States
Elizabeth M.
The price is AED 418
AED 904 total
includes taxes & fees
30 Dec - 31 Dec
Modern townhome minutes from Billings' best shopping, family friendly community!
Fridge, microwave, oven, stovetop
Charming 3-bedroom townhome in Billings

Vacation Home in Billings

Charming 3-bedroom townhome in Billings
2.0 star property
10.0 out of 10, Exceptional, (14)
"Nice place. As described. "
United States
Russ M.
The price is AED 464
AED 1,016 total
includes taxes & fees
11 Dec - 12 Dec
Charming 3-bedroom townhome in Billings
Smart TV
Charming 3-bedroom house with WiFi, AC in fabulous Glasgow. Completely remodeled

Vacation Home in Glasgow

Charming 3-bedroom house with WiFi, AC in fabulous Glasgow. Completely remodeled
10.0 out of 10, Exceptional, (3)
"Property is clean and well kept. Nice beds as well. "
United States
Andrew A.
The price is AED 624
AED 1,432 total
includes taxes & fees
11 Dec - 12 Dec
Charming 3-bedroom house with WiFi, AC in fabulous Glasgow. Completely remodeled
Fridge, microwave, oven, stovetop
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings

Vacation Home in Billings

Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings
9.2 out of 10, Wonderful, (16)
"Nice property conveniently located near restaurants, shopping, and only a short drive from historic downtown. Cute fenced yard was perfect for our dogs! The property has everything we needed for a fun, yet relaxing trip! "
United States
David B.
The price is AED 238
AED 574 total
includes taxes & fees
11 Dec - 12 Dec
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings
Fridge, microwave, oven, stovetop
Studio House - Close to Haynes and the hospital!

Vacation Home in Miles City

Studio House - Close to Haynes and the hospital!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean,great communication, will definitely stay again"
United States
Jessie S.
The price is AED 373
AED 581 total
includes taxes & fees
11 Dec - 12 Dec
Studio House - Close to Haynes and the hospital!
Fridge, microwave, oven, stovetop
Bo’s Bungalow with Hot Tub and Sauna

Vacation Home in Central - Terry

Bo’s Bungalow with Hot Tub and Sauna
9.6 out of 10, Exceptional, (13)
"Was perfect for our 2 day stay in Billings!"
United States
Tiffany G.
The price is AED 359
AED 709 total
includes taxes & fees
11 Dec - 12 Dec
Bo’s Bungalow with Hot Tub and Sauna
Private kitchen
Big Sky Retreat

Vacation Home in Billings

Big Sky Retreat
10.0 out of 10, Exceptional, (15)
"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.
The price is AED 372
AED 1,135 total
includes taxes & fees
16 Dec - 17 Dec
Big Sky Retreat
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

Hyatt Place Billings

Hyatt Place Billings

10/10 Excellent
"Great Hotel, but breakfast looked good but was not fresh tasted Microwaved. Potatoes had the texture of cardboard, Eggs were flavor less. Canadian Bacon was good."
Cristian 2-night trip
Posted 23 hours ago
Hyatt Place Billings