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

Jefferson County Holiday Rentals

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Our top choices for Jefferson County holiday rentals

Exterior

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (277 reviews)
"The property was beautiful, and the cabin was very clean!"
United States
Meagan
The price is HK$921
HK$991 total
includes taxes & fees
28 Jul - 29 Jul
Crooked River Ranch Cabins
TV, fireplace, DVD player, stereo

Retreat on the Butte: On The Creek Luxury, Town Home with hot tub

Retreat on the Butte: On The Creek Luxury, Town Home with hot tub
Redmond
10.0 out of 10, Exceptional, (172 reviews)
"Such a lovely quiet location. Loved the babbling brook in back. Would definitely stay again"
United States
k c.
Retreat on the Butte: On The Creek Luxury, Town Home with hot tub
Exterior

FivePine Lodge & Cabins - Caboose Cabin

FivePine Lodge & Cabins - Caboose Cabin
Sisters
10.0 out of 10, Exceptional, (1 review)
"Amazing stay very comfortable and peaceful , definitely will return in the near future !"
United States
Genaro E.
The price is HK$2,790
HK$3,507 total
includes taxes & fees
20 Jul - 21 Jul
FivePine Lodge & Cabins - Caboose Cabin
Terrace/patio

FivePine Lodge & Cabins - Classic Cabin

FivePine Lodge & Cabins - Classic Cabin
Sisters
9.6 out of 10, Exceptional, (4 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 HK$2,436
HK$3,030 total
includes taxes & fees
11 Aug - 12 Aug
FivePine Lodge & Cabins - Classic Cabin
Outdoor spa tub

Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort

Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort
Redmond
10.0 out of 10, Exceptional, (56 reviews)
"Beautiful place, great for multiple families. "
United States
Shanna K.
The price is HK$4,049
HK$8,485 total
includes taxes & fees
12 Aug - 13 Aug
Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort
Interior

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
9.8 out of 10, Exceptional, (21 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is HK$1,474
HK$2,337 total
includes taxes & fees
16 Jul - 17 Jul
Clean, fully stocked home in Mitchell.
Paper towels, dining tables

Spacious downtown pad - billiards/ping pong/sauna

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.6 out of 10, Exceptional, (22 reviews)
"Location was nice being close to everything and the property was very inviting. If i come again, i would stay again if available = )"
United States
Sheila
The price is HK$2,344
HK$3,949 total
includes taxes & fees
19 Jul - 20 Jul
Spacious downtown pad - billiards/ping pong/sauna
Exterior

Pine Grove Cabin, Sisters Oregon

Pine Grove Cabin, Sisters Oregon
Sisters
10.0 out of 10, Exceptional, (19 reviews)
"Cozy cabin in great location!"
United States
Margaret C.
The price is HK$2,422
HK$3,876 total
includes taxes & fees
26 Jul - 27 Jul
Pine Grove Cabin, Sisters Oregon
Exterior

Cozy Sisters Cottage | Pool • Walk to Town • Dogs

Cozy Sisters Cottage | Pool • Walk to Town • Dogs
Sisters
9.8 out of 10, Exceptional, (131 reviews)
"Great location to walk around Sisters and close the the community pool and hot tub. Quiet neighborhood for a relaxing getaway. "
United States
Tobias T.
The price is HK$2,247
HK$4,182 total
includes taxes & fees
23 Jul - 24 Jul
Cozy Sisters Cottage | Pool • Walk to Town • Dogs
Terrace/patio

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
Sisters
10.0 out of 10, Exceptional, (92 reviews)
"Thank you so much for the fantastic stay and working with us!"
United States
stevi b.
The price is HK$5,314
HK$9,986 total
includes taxes & fees
29 Jul - 30 Jul
NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
Smart TV

Newly built, 2-bedroom loft, high desert sunsets & mountain peaks, A/C and Wifi

Newly built, 2-bedroom loft, high desert sunsets & mountain peaks, A/C and Wifi
Redmond
10.0 out of 10, Exceptional, (4 reviews)
"Great stay!"
United States
Bryan L.
The price is HK$2,116
HK$3,568 total
includes taxes & fees
19 Jul - 20 Jul
Newly built, 2-bedroom loft, high desert sunsets & mountain peaks, A/C and Wifi
Outdoor spa tub

Beautiful | Hot Tub | Pet Friendly | Fenced

Beautiful | Hot Tub | Pet Friendly | Fenced
Sisters
9.4 out of 10, Exceptional, (52 reviews)
"We loved our stay! Very close to downtown to walk with the dogs, it was great"
United States
Ashley T.
The price is HK$2,775
HK$5,136 total
includes taxes & fees
19 Jul - 20 Jul
Beautiful | Hot Tub | Pet Friendly | Fenced
Exterior

Pine Grove Home in Sisters

Pine Grove Home in Sisters
Sisters
10.0 out of 10, Exceptional, (2 reviews)
"Had a great time staying at this house. Beautiful woodwork throughout the house. Very clean with all the amenities you would need. Convenient location to shops, stores and restaurants. Nice quiet neighborhood. We were visited by deer, wild turkeys and ptarmigans. It was a great week staying there."
United States
Gene S.
The price is HK$3,739
HK$6,033 total
includes taxes & fees
26 Jul - 27 Jul
Pine Grove Home in Sisters
Golf

Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger

Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Redmond
10.0 out of 10, Exceptional, (22 reviews)
"Great, cute property, tons of amenities near by and super cozy!"
United States
Alec C.
The price is HK$1,764
HK$3,630 total
includes taxes & fees
2 Aug - 3 Aug
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Property grounds

Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger

Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger
Sisters
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful space for our family gathering!"
United States
Barbara B.
The price is HK$2,806
HK$5,081 total
includes taxes & fees
21 Jul - 22 Jul
Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger
Dining

Black Butte Ranch: Modern Cabin Retreat, sleeps 8

Black Butte Ranch: Modern Cabin Retreat, sleeps 8
Sisters
9.8 out of 10, Exceptional, (18 reviews)
"Wonderful home with nice amenities. Very clean and peaceful. Access to the indoor pool was easy and the pool was perfect for young kids. "
United States
Matthew G.
The price is HK$3,208
HK$6,507 total
includes taxes & fees
5 Aug - 6 Aug
Black Butte Ranch: Modern Cabin Retreat, sleeps 8
A wooden interior with a high ceiling and a view of a green landscape through large windows.

Remodeled cozy cabin on golf course with hot tub!

Remodeled cozy cabin on golf course with hot tub!
Redmond
9.2 out of 10, Wonderful, (135 reviews)
"House was immaculately clean, roomy and perfectly functional for our family of 4 adults. We didn't cook or use the TVs but kitchen looked well stocked."
United States
Joel
The price is HK$1,594
HK$3,617 total
includes taxes & fees
27 Jul - 28 Jul
Remodeled cozy cabin on golf course with hot tub!
Smart TV, fireplace, books

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)
"Everything was amazing in this little cabin. The decor, the location, the amenities, the little personal touches she adds for each guest. I can’t say enough good things about this place. "
United States
Hannah P.
The price is HK$1,137
HK$3,124 total
includes taxes & fees
26 Jul - 27 Jul
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
Exterior

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, (20 reviews)
"Beautiful house , my wife and I really enjoyed our stay . "
United States
Greg H.
The price is HK$1,724
HK$3,562 total
includes taxes & fees
6 Aug - 7 Aug
A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!
Fridge, microwave, oven, stovetop

Peaceful Brasada Oasis | Hot Tub & Views

Peaceful Brasada Oasis | Hot Tub & Views
Powell Butte
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,230
HK$6,092 total
includes taxes & fees
27 Jul - 28 Jul
Peaceful Brasada Oasis | Hot Tub & Views
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

Juniper Preserve

Juniper Preserve

10/10 Excellent
"Overall great experience"
Mark 2-night trip
Posted 4 hours ago
Juniper Preserve