A mountainous landscape with a lake, pine trees, and a clear sky.

Jefferson County Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Jefferson County

A river winding through a canyon with tall cliffs and sparse vegetation.
Vacation RentalsVacation Rentals

Terrebonne

Terrebonne

Our top choices for Jefferson County vacation rentals

A modern building with large windows and a flat roof.

1. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (363 reviews)
"I booked this last minute was the perfect place exactly what I needed"
United States
Monika
The price is CA $132
CA $142 total
includes taxes & fees
Nov 2 - Nov 3
Crooked River Ranch Cabins
A hotel room with a bed, bedside tables, a chair, a small table, and a window with curtains.

2. King Bed|Non-Smoking

King Bed|Non-Smoking
Madras OR
10.0 out of 10, Exceptional, (47 reviews)
"Felt completely duped by the property description. The staff was nice but the property was not great at all."
United States
Michael S.
The price is CA $78
CA $96 total
includes taxes & fees
Oct 12 - Oct 13
King Bed|Non-Smoking
A motel with a sign for Budget Inn, a drive-in window, and a parking lot.

3. Queen Bed|Non-Smoking

Queen Bed|Non-Smoking
Madras OR
10.0 out of 10, Exceptional, (54 reviews)
"Family rooms are worth it if you're bringing kids along,they had plenty of space to move around comfortably too."
United States
Anonymous traveller
The price is CA $82
CA $100 total
includes taxes & fees
Oct 12 - Oct 13
Queen Bed|Non-Smoking
A hotel room with two beds, a desk, a television, and a bathroom.

4. 2 Queen Bed|Non Smoking

2 Queen Bed|Non Smoking
Madras OR
10.0 out of 10, Exceptional, (45 reviews)
"WiFi worked great, allowing me to stay on top of work without any problems."
United States
Anonymous traveller
The price is CA $87
CA $107 total
includes taxes & fees
Oct 12 - Oct 13
2 Queen Bed|Non Smoking
A hotel room with a bed, a desk, a chair, a microwave, a telephone, and a mirror.

5. Premium Queen Bed|Kitchenette

Premium Queen Bed|Kitchenette
Madras OR
10.0 out of 10, Exceptional, (38 reviews)
"This location fit perfectly between attractions we wanted to see throughout our stay together, convenience can make or break a trip!"
United States
Anonymous traveller
The price is CA $94
CA $115 total
includes taxes & fees
Oct 12 - Oct 13
Premium Queen Bed|Kitchenette
A motel with a sign for Budget Inn, a drive-in window, and a parking lot.

6. Premium 2 Queen Bed|Kitchenette

Premium 2 Queen Bed|Kitchenette
Madras OR
9.8 out of 10, Exceptional, (61 reviews)
"Rooms are tidy but not overly impressive. They did the job for the price."
United States
Anonymous traveller
The price is CA $100
CA $117 total
includes taxes & fees
Nov 1 - Nov 2
Premium 2 Queen Bed|Kitchenette
A hot tub with a view of a mountain range.

7. Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Terrebonne
10.0 out of 10, Exceptional, (451 reviews)
"Perfect stay! "
United States
Cynthia S.
The price is CA $242
CA $469 total
includes taxes & fees
Nov 2 - Nov 3
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
A modern living room with a sofa, armchair, and dining area, featuring large windows and a view of a mountainous landscape.

8. Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds

Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Terrebonne
10.0 out of 10, Exceptional, (17 reviews)
"This was an amazing place. The house was beautiful and the location even better. Strongly recommend this place"
United States
eva j.
The price is CA $152
CA $379 total
includes taxes & fees
Oct 20 - Oct 21
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
A cozy attic bedroom with two beds, a central table, and a window with curtains.

9. Cozy A-frame Cabin with WiFi and AC in charming Antelope

Cozy A-frame Cabin with WiFi and AC in charming Antelope
Antelope
9.4 out of 10, Exceptional, (10 reviews)
"Nice and clean accommodation in a great location for exploring the nearby hiking/biking. The fire pit is a great place to enjoy all the stars. "
United States
Charles H.
The price is CA $92
CA $127 total
includes taxes & fees
Oct 12 - Oct 13
Cozy A-frame Cabin with WiFi and AC in charming Antelope
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

10. Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard

Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
Redmond
9.8 out of 10, Exceptional, (54 reviews)
"Great location and amazing property!"
United States
Kim b.
The price is CA $125
CA $459 total
includes taxes & fees
Oct 13 - Oct 14
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
An outdoor seating area with a fire feature, surrounded by wooden walls and string lights.

11. Downtown Sisters Suite - HOT TUB - Dog Friendly

Downtown Sisters Suite - HOT TUB - Dog Friendly
Sisters
9.4 out of 10, Exceptional, (40 reviews)
"Perfect place to stay if you have a dog, nice fenced yard with grass. The hot tub was nice."
United States
Travis
The price is CA $150
CA $370 total
includes taxes & fees
Oct 12 - Oct 13
Downtown Sisters Suite - HOT TUB - Dog Friendly
A single-story house with a gray exterior, a front door, and a small porch.

12. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.4 out of 10, Exceptional, (28 reviews)
"What a great location, walk all over town for coffee in the morning and food and drinks in the evening. Home is well stocked and comfortable."
United States
Taylor H.
The price is CA $151
CA $269 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Downtown Redmond Cottage
A living room with a fireplace, a television, a sofa, and a coffee table.

13. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (43 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is CA $127
CA $409 total
includes taxes & fees
Oct 19 - Oct 20
Romantic Resort Home Private Jacuzzi + Plush Robes
A cabin with a 'Beer' sign, surrounded by trees, featuring outdoor seating and a gravel ground.

14. A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!
Sisters
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful house , my wife and I really enjoyed our stay . "
United States
Greg H.
The price is CA $256
CA $580 total
includes taxes & fees
Oct 25 - Oct 26
A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!
A wooden cabin with two rocking chairs outside, a window, and a door.

15. FivePine Lodge & Cabins - Classic Cabin

FivePine Lodge & Cabins - Classic Cabin
Sisters
9.6 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at Fivepines! Our cabin was lovely, spacious, and very clean! We loved the mountain location. The large tub was our favorite part of the whole stay:) great place, hopefully we’ll be going back soon!"
United States
Abigail B.
The price is CA $296
CA $374 total
includes taxes & fees
Oct 27 - Oct 28
FivePine Lodge & Cabins - Classic Cabin
A deck with a hot tub, table, chairs, and an umbrella.

16. HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK

HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Redmond
9.8 out of 10, Exceptional, (26 reviews)
"Our favorite location in Eagle Crest!"
United States
Susan W.
The price is CA $162
CA $442 total
includes taxes & fees
Oct 11 - Oct 12
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
A single-story house with a front porch, a garage, and a well-maintained lawn.

17. Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Redmond
10.0 out of 10, Exceptional, (27 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
The price is CA $192
CA $534 total
includes taxes & fees
Oct 11 - Oct 12
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
A large wooden barn-style sliding door in a room with light-colored wooden flooring and a blue curtain.

18. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (71 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is CA $192
CA $351 total
includes taxes & fees
Oct 14 - Oct 15
Downtown Hub - Dog Friendly
A modern living room with a fireplace, a sofa, a dining area, and a staircase leading to a loft.

19. Walk to Town, Mountain Views, Hot Tub, Luxury

Walk to Town, Mountain Views, Hot Tub, Luxury
Sisters
The price is CA $230
CA $521 total
includes taxes & fees
Oct 26 - Oct 27
Walk to Town, Mountain Views, Hot Tub, Luxury
A log cabin interior with a kitchen, dining area, and living room.

20. Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
Plainview
10.0 out of 10, Exceptional, (15 reviews)
"This place is just lovely - cute inside, great yard, many thoughtful touches. We’d definitely stay here again! "
United States
Austin Q.
The price is CA $186
CA $544 total
includes taxes & fees
Oct 12 - Oct 13
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jefferson County Hotel Reviews

Sisters Inn And Suites

Sisters Inn And Suites

8/10 Good
"Nice clean room and very comfortable except the water in the shower was barely warm enough to take a shower."
Bill 1-night trip
Posted 14 hours ago
Sisters Inn And Suites

Find out more about Jefferson County

Everything you need to know about Jefferson County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jefferson County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jefferson County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jefferson County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jefferson County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jefferson 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.  The selection of Jefferson County vacation rentals we have selected for you start as low as CA $142 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jefferson County rentals

At Expedia, we put the best Jefferson County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jefferson County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jefferson County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jefferson County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.