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

Holiday Rentals in Jefferson County

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Top Cities in Jefferson County

A snow-covered mountain peak with a clear sky and sparse trees in the foreground.
Holiday RentalsHoliday Rentals

Camp Sherman

Camp Sherman

Our top choices for Jefferson County holiday rentals

Exterior

1. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (327 reviews)
"quite, lots of wildlife and clean!"
United States
kelly
The price is €91
includes taxes & fees
1 Oct - 2 Oct
Crooked River Ranch Cabins
Exterior

2. Premium 2 Queen Bed|Kitchenette

Premium 2 Queen Bed|Kitchenette
Madras OR
10.0 out of 10, Exceptional, (58 reviews)
"Rooms are tidy but not overly impressive. They did the job for the price."
United States
Anonymous traveller
The price is €75
includes taxes & fees
4 Oct - 5 Oct
Premium 2 Queen Bed|Kitchenette
Exterior

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 €75
includes taxes & fees
17 Sept - 18 Sept
Queen Bed|Non-Smoking
Room

4. 2 Queen Bed|Non Smoking

2 Queen Bed|Non Smoking
Madras OR
10.0 out of 10, Exceptional, (45 reviews)
"The comfortable atmosphere helped us enjoy our weekend trip while visiting attractions nearby."
United States
Anonymous traveller
The price is €68
includes taxes & fees
4 Oct - 5 Oct
2 Queen Bed|Non Smoking
Room

5. Premium Queen Bed|Kitchenette

Premium Queen Bed|Kitchenette
Madras OR
10.0 out of 10, Exceptional, (38 reviews)
"Quiet location made it easy to relax after a busy day out exploring. A great option for comfort seekers as well."
United States
Anonymous traveller
The price is €84
includes taxes & fees
17 Sept - 18 Sept
Premium Queen Bed|Kitchenette
Room

6. 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 €62
includes taxes & fees
4 Oct - 5 Oct
King Bed|Non-Smoking
Golf

7. 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, (23 reviews)
"Great, cute property, tons of amenities near by and super cozy!"
United States
Alec C.
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Interior

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, (16 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 €233
includes taxes & fees
9 Sept - 10 Sept
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Exterior

9. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (19 reviews)
"We loved our stay at the Highland House. We will definitely stay here again. The Home was super clean and we loved the family room with all those amazing windows!! "
United States
allison g.
Eagle Crest Retreat | 6 Resort Passes Included
Exterior

10. FivePine Lodge & Cabins - Caboose Cabin

FivePine Lodge & Cabins - Caboose Cabin
Sisters
10.0 out of 10, Exceptional, (2 reviews)
"Amazing stay very comfortable and peaceful , definitely will return in the near future !"
United States
Genaro E.
FivePine Lodge & Cabins - Caboose Cabin
Living area

11. Eagle Crest Village Loop 10840 | Tranquil Retreat

Eagle Crest Village Loop 10840 | Tranquil Retreat
Redmond
10.0 out of 10, Exceptional, (3 reviews)
"Great space! Exactly what we needed!"
United States
Nicole L.
The price is €488
includes taxes & fees
7 Sept - 8 Sept
Eagle Crest Village Loop 10840 | Tranquil Retreat
A wooden interior with a high ceiling and a view of a green landscape through large windows.

12. 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, (142 reviews)
"We had a nice stay but I wouldn’t call it remodeled. All the appliances in the kitchen was super old and the fridge was falling apart and having a hard time keeping cool. Only 4 toilet rolls for the whole stay. But it was comfortable for the time we were there."
United States
Kerstin
The price is €354
includes taxes & fees
7 Sept - 8 Sept
Remodeled cozy cabin on golf course with hot tub!
Living area

13. The Grizzly Hideout | Hot Tub + Kid & Dog Friendly

The Grizzly Hideout | Hot Tub + Kid & Dog Friendly
Redmond
10.0 out of 10, Exceptional, (3 reviews)
"This house was very inviting, comfortable and had just about everything you could possibly want, so thoughtful with all the little extras they provided Great home!"
United States
Shannon N.
The price is €546
includes taxes & fees
7 Sept - 8 Sept
The Grizzly Hideout | Hot Tub + Kid & Dog Friendly
Exterior

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)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
The price is €372
includes taxes & fees
7 Sept - 8 Sept
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Terrace/patio

15. Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub

Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
Terrebonne
10.0 out of 10, Exceptional, (12 reviews)
"We had a fantastic stay, can't wait ti book another relaxing get away"
United States
Genoa H.
The price is €584
includes taxes & fees
7 Sept - 8 Sept
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
Terrace/patio

16. 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.
FivePine Lodge & Cabins - Classic Cabin
Interior

17. West Ridge Craftsman with Amazing Views

West Ridge Craftsman with Amazing Views
Redmond
9.8 out of 10, Exceptional, (28 reviews)
"Great place to stay and a friendly host!"
United States
Jessie H.
West Ridge Craftsman with Amazing Views
Private kitchen

18. Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
Redmond
10.0 out of 10, Exceptional, (21 reviews)
"We had a great time at this property. It was stocked with everything we need and extremely clean. We would definitely stay here again. "
United States
Sara B.
The price is €384
includes taxes & fees
28 Sept - 29 Sept
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
Interior

19. Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
9.8 out of 10, Exceptional, (24 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
Clean, fully stocked home in Mitchell.
Exterior detail

20. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.2 out of 10, Wonderful, (27 reviews)
"House was very clean and nice, felt like home. Great location and the host was very attentive and professional. "
United States
Nicholas W.
The price is €200
includes taxes & fees
28 Sept - 29 Sept
Cozy Downtown Redmond Cottage
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
"Breakfast was well stocked and Liz was very attentive to her guests. Front desk staff was very friendly and welcoming to their guests."
Frank 3-night trip
Posted 11 hours ago
GrandStay Hotel & Suites

Find out more about Jefferson County

Holiday Homes in Jefferson County

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