Photo by Marcie Garay

Vacation Rentals in Stillwater County

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Top Vacation Rentals in Stillwater County

Moose Cabin - Mountain Views, Hear Rushing River, Private, Pet Friendly

Fishtail
10.0 out of 10, Exceptional, (145)
"Beautiful trip, great place to stay. Great hosts. "
United States
Patrick M.
$294 nightly
The price is $318
Dec 8 - Dec 9
Total with taxes and fees
Moose Cabin - Mountain Views, Hear Rushing River, Private, Pet Friendly

Elk Cabin - Mountain Views, Hear Rushing River, Private, Pet Friendly

Fishtail
10.0 out of 10, Exceptional, (111)
"It was very quiet, clean, safe, and private. The view was WOW. Will be going back. "
United States
Stacy
$265 nightly
The price is $286
Dec 8 - Dec 9
Total with taxes and fees
Elk Cabin - Mountain Views, Hear Rushing River, Private, Pet Friendly

Spacious 4-bedroom house in charming Absarokee with WiFi, AC, walk downtown

Absarokee
10.0 out of 10, Exceptional, (9)
"The house was adorable and was perfect for my daughter's wedding party."
United States
Tammy M.
$405 nightly
The price is $437
Dec 9 - Dec 10
Total with taxes and fees
Spacious 4-bedroom house in charming Absarokee with WiFi, AC, walk downtown

Unique Montana Glamping Experience

2.0 star property
Absarokee
10.0 out of 10, Exceptional, (1)
"My husband and I needed a night away and booked with Amanda. We LOVED our stay in their yurt. We were in the bottom pasture down but East Rosebud Creek with a gorgeous view of the beartooths through the trees. Everything was set up and just adorable. Easy access to an outhouse that was pristine and well stocked. Wood for the fire pit. Camping stove for cooking. At the end of the day, just before sunset, two of the horses came down to visit which was really cool! The bed was comfortable and there...
United States
Courtney C.
$307 nightly
The price is $332
Dec 8 - Dec 9
Total with taxes and fees
Unique Montana Glamping Experience

Kelly's Rock Creek Cabin. Kids and dogs welcome!

Roberts
9.4 out of 10, Exceptional, (269)
"Very nice and comfortable stay"
United States
Joshua M.
$369 nightly
The price is $399
Dec 8 - Dec 9
Total with taxes and fees
Kelly's Rock Creek Cabin. Kids and dogs welcome!

Rims view pet friendly home

Rimrock
9.6 out of 10, Exceptional, (57)
"Very clean awesome stay!"
United States
Jessie S.
$189 nightly
The price is $204
Dec 15 - Dec 16
Total with taxes and fees
Rims view pet friendly home

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

West End
10.0 out of 10, Exceptional, (47)
"Very nice stay . "
United States
Lori K.
$304 nightly
The price is $329
Dec 8 - Dec 9
Total with taxes and fees
Centrally located, huge shaded patio with hot tub! Entire place to yourself!

Triangular Casa in Billings

Central - Terry
9.6 out of 10, Exceptional, (106)
"Wonderful little house. Very comforting and close to everything "
United States
jack k.
$140 nightly
The price is $151
Dec 8 - Dec 9
Total with taxes and fees
Triangular Casa in Billings

Golf Course Condo with Pool, Hot Tub, Sauna, and Game Room. Aspen Townhomes #6

Red Lodge
9.6 out of 10, Exceptional, (34)
"Nice place, will stay again"
United States
Steve b.
$284 nightly
The price is $317
Jan 3 - Jan 4, 2026
Total with taxes and fees
Golf Course Condo with Pool, Hot Tub, Sauna, and Game Room. Aspen Townhomes #6

Cozy Cabin 4 Miles to YNP and 20 Minutes from the Lamar Valley!

Cooke City
10.0 out of 10, Exceptional, (15)
"Cozy little cabin "
United States
Chad C.
$241 nightly
The price is $265
Dec 12 - Dec 13
Total with taxes and fees
Cozy Cabin 4 Miles to YNP and 20 Minutes from the Lamar Valley!

Charming 3-bedroom townhome in Billings

2.0 star property
Billings
10.0 out of 10, Exceptional, (14)
"Nice place. As described. "
United States
Russ M.
$256 nightly
The price is $277
Dec 8 - Dec 9
Total with taxes and fees
Charming 3-bedroom townhome in Billings

This charming historic cottage in the heart of Red Lodge

Red Lodge
9.4 out of 10, Exceptional, (36)
"Convenient to downtown. Clean nice easy stay. "
United States
Rayelynne W.
$256 nightly
The price is $273
Dec 9 - Dec 10
Total with taxes and fees
This charming historic cottage in the heart of Red Lodge

The Antler Cozy Cabin! Cooke City, at the entrance of Yellowstone's NE Gate and Lamar Valley

Cooke City
8.8 out of 10, Excellent, (11)
"Excellent communication, comfortable accommodation."
United States
Leslie
$364 nightly
The price is $399
Dec 16 - Dec 17
Total with taxes and fees
The Antler Cozy Cabin! Cooke City, at the entrance of Yellowstone's NE Gate and Lamar Valley

Luxury Living Next Door to Hospital

2.0 star property
Downtown Billings
9.6 out of 10, Exceptional, (4)
"Great little place to stay."
United States
Allison N.
$325 nightly
The price is $340
Dec 14 - Dec 15
Total with taxes and fees
Luxury Living Next Door to Hospital

Comfortable Townhome - Mountain Views

Red Lodge
10.0 out of 10, Exceptional, (27)
"It was cozy, clean and comfortable with many morning walk options."
United States
Bonnie Z.
$284 nightly
The price is $302
Dec 9 - Dec 10
Total with taxes and fees
Comfortable Townhome - Mountain Views

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

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.
$145 nightly
The price is $156
Dec 9 - Dec 10
Total with taxes and fees
Charming 2-bedroom townhome with WiFi, AC/Heat in delightful Billings

Enjoy the hot tub and gas fire pit in this 5 bedroom 2.5 bath house

2.0 star property
West End
10.0 out of 10, Exceptional, (25)
"Was clean and great set up!"
United States
Shawn W.
$410 nightly
The price is $443
Dec 8 - Dec 9
Total with taxes and fees
Enjoy the hot tub and gas fire pit in this 5 bedroom 2.5 bath house

Custer Cottage / Fenced Yard

Billings
9.8 out of 10, Exceptional, (17)
"Very nice home in a good location."
United States
Charles P.
$272 nightly
The price is $294
Dec 8 - Dec 9
Total with taxes and fees
Custer Cottage / Fenced Yard

Pet Friendly Red Lodge Home One Block from Downtown

Red Lodge
9.8 out of 10, Exceptional, (7)
"Great location to downtown."
United States
Randy C.
$299 nightly
The price is $319
Dec 10 - Dec 11
Total with taxes and fees
Pet Friendly Red Lodge Home One Block from Downtown

Barb’s Cozy Home with Office 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.
$199 nightly
The price is $215
Dec 8 - Dec 9
Total with taxes and fees
Barb’s Cozy Home with Office and Covered Parking!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Stillwater County Hotel Reviews

Find out more about Stillwater County

Discover your perfect Stillwater County vacation rental with Expedia

How many vacation rentals are available in Stillwater County?


Expedia has plenty of vacation rentals to choose from in and around  Stillwater County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Stillwater County?


The selection of Stillwater County vacation rentals we have selected for you start as low as $151 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Stillwater County?


Vacation rentals in Stillwater County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Stillwater County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Stillwater County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Stillwater County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Stillwater County?


Find vacation rentals in Stillwater County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Stillwater County.  


What amenities are available in a vacation rental in Stillwater County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Stillwater County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Stillwater County?   


Everytime is a great time to head to Stillwater County! Staying in a Stillwater County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Stillwater County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Stillwater County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Stillwater County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Stillwater County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.