Vacation rentals in Jefferson County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Jefferson County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 801 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Sep 16 – 23

G$77,090 GYD per night
Guest favorite

Guesthouse in Terrebonne

4.84 out of 5 average rating, 179 reviews

15 min from SmithRock pets allowed affordable spot

close to smith rock. In the crooked river ranch community. golf course, tennis court, store, 3 bars, all 5 minutes away. Newly renovated guest house. We do live on 4 dusty acres, and are pet friendly, so although we pride ourselves on the cleaning and sanitizing we perform between guests we also ask if you are super picky to please refrain from booking, as this is definitely not a luxury hotel in the city. We try to keep our price the lowest in the area, and strive to attain that 5 star review.

Apr 14 – 21

G$13,501 GYD per night
Guest favorite

Farm stay in Prineville

4.93 out of 5 average rating, 367 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

May 31 – Jun 7

G$21,716 GYD per night

Popular amenities for Jefferson County vacation rentals

Other great vacation rentals in Jefferson County

Guest favorite

Cabin in Crooked River Ranch

4.94 out of 5 average rating, 97 reviews

Classic Cozy Cabin with Awe-inspiring Views

Dec 21 – 28

G$19,570 GYD per night
Guest favorite

Tiny home in Culver

4.95 out of 5 average rating, 44 reviews

*Make some memories at The Dusty Trail Tiny House*

Sep 30 – Oct 7

G$23,574 GYD per night
Superhost

Home in Madras

5.0 out of 5 average rating, 9 reviews

Country Escape!

Sep 5 – 12

G$59,879 GYD per night
Guest favorite

Cabin in Camp Sherman

5.0 out of 5 average rating, 10 reviews

Juniper Cabin at House on Metolius

Mar 8 – 15

G$90,091 GYD per night
Guest favorite

Cabin in Culver

4.97 out of 5 average rating, 30 reviews

Cozy A- Frame at Lake Billy Chinook in Culver Or.

May 22 – 29

G$54,080 GYD per night
Guest favorite

Guesthouse in Culver

5.0 out of 5 average rating, 5 reviews

NEW! Modern, Close to Nature | Working Farm Stay

Sep 24 – Oct 1

G$39,963 GYD per night
Guest favorite

Home in Culver

4.85 out of 5 average rating, 13 reviews

L&T Chinook Properties

Aug 13 – 20

G$74,366 GYD per night
Superhost

Cabin in Camp Sherman

4.75 out of 5 average rating, 4 reviews

Creekside Studio Cabin at Lake Creek Lodge

Dec 28 – Jan 4

G$80,364 GYD per night
Guest favorite

Cabin in Camp Sherman

5.0 out of 5 average rating, 26 reviews

Metolius River Resort Cabin 12 Luxurious cabin on

Jul 9 – 16

G$103,138 GYD per night

Guest suite in Madras

5.0 out of 5 average rating, 4 reviews

Honeycomb Guest Suite

Feb 16 – 23

G$19,309 GYD per night

Condo in Prineville

5.0 out of 5 average rating, 4 reviews

Grizzly Getaway

Apr 17 – 24

G$26,313 GYD per night
Guest favorite

Home in Madras

5.0 out of 5 average rating, 5 reviews

Newly Renovated 2BR house with private backyard

Dec 10 – 17

G$36,085 GYD per night