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

Vacation Rentals in Jefferson County

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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, (371 reviews)
"The place was great and we will be back."
United States
Brian
The price is ￥14,021
￥15,073 total
includes taxes & fees
Nov 20 - Nov 21
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 ￥8,650
￥10,669 total
includes taxes & fees
Oct 26 - Oct 27
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 traveler
The price is ￥9,098
￥11,183 total
includes taxes & fees
Oct 21 - Oct 22
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 traveler
The price is ￥9,695
￥11,881 total
includes taxes & fees
Oct 21 - Oct 22
2 Queen Bed|Non Smoking
A row of motel buildings with a parking lot in between.

5. 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 traveler
The price is ￥11,186
￥13,067 total
includes taxes & fees
Oct 21 - Oct 22
Premium 2 Queen Bed|Kitchenette
A hotel room with a bed, a desk, a chair, a microwave, a telephone, and a mirror.

6. 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 traveler
The price is ￥10,439
￥12,749 total
includes taxes & fees
Oct 21 - Oct 22
Premium 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, (452 reviews)
"Perfect stay! "
United States
Cynthia S.
The price is ￥24,177
￥49,094 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 ￥18,773
￥44,089 total
includes taxes & fees
Nov 4 - Nov 5
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

9. 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, (55 reviews)
"Great location and amazing property!"
United States
Kim b.
The price is ￥12,089
￥48,084 total
includes taxes & fees
Oct 21 - Oct 22
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
A cozy attic bedroom with two beds, a central table, and a window with curtains.

10. 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 ￥10,271
￥14,147 total
includes taxes & fees
Oct 22 - Oct 23
Cozy A-frame Cabin with WiFi and AC in charming Antelope
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)
"Nice place to stay between day trips"
United States
Peter S.
The price is ￥16,592
￥40,333 total
includes taxes & fees
Oct 21 - Oct 22
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, (29 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 ￥16,750
￥29,859 total
includes taxes & fees
Nov 18 - Nov 19
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, (44 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is ￥13,511
￥44,383 total
includes taxes & fees
Nov 9 - Nov 10
Romantic Resort Home Private Jacuzzi + Plush Robes
A single-story house with a front porch, a garage, and a well-maintained lawn.

14. 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)
"nice lawn area to take dogs out to. was able to block our small dogs on to patio with portable kennal"
United States
Laura B.
The price is ￥18,962
￥56,064 total
includes taxes & fees
Oct 25 - Oct 26
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
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 ￥34,417
￥43,266 total
includes taxes & fees
Oct 27 - Oct 28
FivePine Lodge & Cabins - Classic Cabin
A large wooden barn-style sliding door in a room with light-colored wooden flooring and a blue curtain.

16. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (72 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is ￥21,333
￥38,766 total
includes taxes & fees
Oct 30 - Oct 31
Downtown Hub - Dog Friendly
A spacious living room with a fireplace, a dining area, and a kitchen in the background.

17. Eagle Crest Townhome: Resort Pools, Golf & Hot Tub

Eagle Crest Townhome: Resort Pools, Golf & Hot Tub
Redmond
The price is ￥20,069
￥61,255 total
includes taxes & fees
Oct 21 - Oct 22
Eagle Crest Townhome: Resort Pools, Golf & Hot Tub
A spacious living area with a leather sofa, a dining table, and a bar area with stools.

18. Eagle Crest Retreat on Golf course, Private w/View

Eagle Crest Retreat on Golf course, Private w/View
Redmond
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful Stay in this great house. Plenty of room, great deck, comfy furniture. Everything I was hoping for. The host (Heather) was easy to work with, friendly, and clear. The free access the to great Rec center was a nice added bonus. A!"
United States
Paul T.
The price is ￥16,513
￥58,919 total
includes taxes & fees
Nov 2 - Nov 3
Eagle Crest Retreat on Golf course, Private w/View
A log cabin interior with a kitchen, dining area, and living room.

19. 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.
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
A modern kitchen with a dining area, wooden cabinets, a black refrigerator, and a ceiling fan.

20. Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
9.8 out of 10, Exceptional, (29 reviews)
"We had a wonderful stay. The kitchen is big and well stocked with wonderful teas and coffee. I would stay again."
United States
Yvonne F.
The price is ￥28,444
￥45,608 total
includes taxes & fees
Oct 21 - Oct 22
Clean, fully stocked home in Mitchell.
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 Jefferson County Hotel Reviews

GrandStay Hotel & Suites

GrandStay Hotel & Suites

10/10 Excellent
"Quiet and safe location in a beautiful town, with friendly, helpful staff, and a filling breakfast. I would certainly stay here again."
Lea 1-night trip
Posted 1 hour ago
GrandStay Hotel & Suites

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Vacation Apartments in Jefferson County

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