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Eastern Montana Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Eastern Montana holiday rentals

Premium bedding, individually decorated, individually furnished
Eaglescape Suites and Event Center

Aparthotel in Miles City

Eaglescape Suites and Event Center
3.0 star property
9.6 out of 10, Exceptional, (137)
"It was clean and inviting. Only minimal issues like top bunk hot but only a tower fan. Would also recommend using guest mode on the Roku tv to protect guest accounts if they don’t sign out. Would highly recommend to anyone coming to the area. Only place I want to stay when passing through in the future!"
United States
Nicholas
The price is HK$770
HK$855 total
includes taxes & fees
14 Dec - 15 Dec
Eaglescape Suites and Event Center
Private kitchen
Quaint Cottage @ Fort Nibbe

Cottage in Worden

Quaint Cottage @ Fort Nibbe
2.0 star property
9.8 out of 10, Exceptional, (16)
"Awesome experience!"
United States
Timothy B.
The price is HK$661
HK$1,008 total
includes taxes & fees
7 Jan - 8 Jan 2026
Quaint Cottage @ Fort Nibbe
Interior
Charming 'corral Creek Ranch House' in Circle

Cottage in Circle

Charming 'corral Creek Ranch House' in Circle
3.0 star property
The price is HK$1,191
HK$2,186 total
includes taxes & fees
12 Dec - 13 Dec
Charming 'corral Creek Ranch House' in Circle
Fridge, microwave, coffee/tea maker, electric kettle
Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly

Holiday 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 HK$567
HK$991 total
includes taxes & fees
24 Dec - 25 Dec
Cozy Cabin Tiny House in Glendive 1 mile from Makoshika State Park! Pet friendly
Terrace/patio
*New* Montana Dreamin’ Home

Cottage in Billings

*New* Montana Dreamin’ Home
9.6 out of 10, Exceptional, (30)
"Great location, cozy and clean."
United States
Laura R.
The price is HK$945
HK$1,769 total
includes taxes & fees
14 Dec - 15 Dec
*New* Montana Dreamin’ Home
Fridge, microwave, oven, coffee/tea maker
Quiet 2BR w/ Backyard, Cozy Home and Covered Parking

Holiday 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 HK$778
HK$1,663 total
includes taxes & fees
14 Dec - 15 Dec
Quiet 2BR w/ Backyard, Cozy Home and Covered Parking
Dining
Triangular Casa in Billings

Holiday 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 HK$511
HK$1,098 total
includes taxes & fees
15 Dec - 16 Dec
Triangular Casa in Billings
Fridge, microwave, oven, stovetop
Relaxing, cozy and comfortable

Holiday Home in Worden

Relaxing, cozy and comfortable
9.8 out of 10, Exceptional, (18)
"Great place!"
United States
Julie C.
The price is HK$595
HK$937 total
includes taxes & fees
12 Dec - 13 Dec
Relaxing, cozy and comfortable
Interior
Cozy cabin - pet friendly

Cabin in Worden

Cozy cabin - pet friendly
The price is HK$661
HK$1,008 total
includes taxes & fees
9 Jan - 10 Jan 2026
Cozy cabin - pet friendly
Fridge, microwave, oven, stovetop
Centrally located in Circle, MT with 3 comfortable bedrooms!

Holiday 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 HK$700
HK$1,446 total
includes taxes & fees
12 Dec - 13 Dec
Centrally located in Circle, MT with 3 comfortable bedrooms!
Cookware/dishes/utensils
Custer Cottage / Fenced Yard

Cottage in Billings

Custer Cottage / Fenced Yard
9.8 out of 10, Exceptional, (17)
"Very nice home in a good location."
United States
Charles P.
The price is HK$1,323
HK$2,252 total
includes taxes & fees
11 Jan - 12 Jan 2026
Custer Cottage / Fenced Yard
TV, fireplace
Boho Bungalow @ Old Pine Retreats

Holiday 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 HK$856
HK$1,687 total
includes taxes & fees
11 Jan - 12 Jan 2026
Boho Bungalow @ Old Pine Retreats
Terrace/patio
Bungalow cabin along the Yellowstone River in Eastern Montana.

Holiday 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 HK$1,595
HK$1,958 total
includes taxes & fees
9 Jan - 10 Jan 2026
Bungalow cabin along the Yellowstone River in Eastern Montana.
Fridge, microwave, oven, stovetop
Cowtown Haven (Easy Access!)

Apartment in Miles City

Cowtown Haven (Easy Access!)
10.0 out of 10, Exceptional, (3)
"This was just what we needed for our visit to family in Miles City, very convenient location, and the apartment had everything we needed for a welcoming and comfortable stay. Will definately stay here again next time!"
United States
MARC L.
The price is HK$967
HK$1,712 total
includes taxes & fees
12 Dec - 13 Dec
Cowtown Haven (Easy Access!)
Living area
Man cave 2.0

Apartment in Circle

Man cave 2.0
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is HK$778
HK$1,009 total
includes taxes & fees
12 Dec - 13 Dec
Man cave 2.0
Fridge, microwave, oven, stovetop
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings

Holiday 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 HK$504
HK$1,217 total
includes taxes & fees
16 Dec - 17 Dec
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings
TV, fireplace, books
Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats

Holiday 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 HK$1,012
HK$2,015 total
includes taxes & fees
15 Dec - 16 Dec
Farmhouse Cottage @ Old Pine Retreats, Farmhouse Cottage @ Old Pine Retreats
Terrace/patio
Rims view pet friendly home

Holiday 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 HK$595
HK$1,458 total
includes taxes & fees
15 Dec - 16 Dec
Rims view pet friendly home
Fridge, microwave, oven, stovetop
Modern townhome minutes from Billings' best shopping, family friendly community!

Holiday 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.
Modern townhome minutes from Billings' best shopping, family friendly community!
Fridge, microwave, oven, stovetop
Bo’s Bungalow with Hot Tub and Sauna

Holiday 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 HK$762
HK$1,486 total
includes taxes & fees
14 Dec - 15 Dec
Bo’s Bungalow with Hot Tub and Sauna
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

Hilltop Inn by Riversage

Hilltop Inn by Riversage

10/10 Excellent
"Recommend this hotel. Exceptionally clean, quiet room, nice towels and comfortable bed. Staff friendly and helpful. Breakfast was routine hotel food but breakfast room always kept clean, food fresh and re-stocked frequently and breakfast staff person very attentive. Good heater in room."
Mary Jane 3-night trip
Posted 23 hours ago
Hilltop Inn by Riversage

Find out more about Eastern Montana

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