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Vacation rentals in Jefferson County

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Top-rated vacation rentals in Jefferson County

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

Cozy Three Story Lookout Tower
SUPERHOST
Entire house · 4 guests · 4 beds · 1.5 baths

Cozy Three Story Lookout TowerThank 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!

Authentic, cozy  Bunkhouse at Wine Down Ranch
SUPERHOST
Farm stay · 5 guests · 1 bed · 1 bath

Authentic, cozy Bunkhouse at Wine Down RanchWith 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Scenic meadows, managed forest lands and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting. Guests are welcomed and encourage to enjoy the whole property. Many hiking areas and views to explore

Tiny Pine House
SUPERHOST
Tiny house · 3 guests · 1 bed · 1 bath

Tiny Pine HouseVery cozy, country tiny home with deck, fire pit and views of meadows, trees and Ochoco National Forest. Interact with the horses, cattle and dogs. Quiet, outdoorsy space with beautiful views and endless stars. Located on 2100 acre Wine Down Ranch, which is 11 miles from Prineville and 1 mile from the National Forest. Many outdoor activities available - hiking, mountain biking, snowshoeing, birding and much more. We are usually here to answer questions but are respectable of your privacy

Vacation rentals for every style

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Popular amenities for Jefferson County vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Jefferson County

SUPERHOST
  1. Entire chalet
  2. Terrebonne
Quiet Beauty and Charming Elegance.
$208 per night
SUPERHOST
  1. Entire house
  2. Madras
Vintage Home in Downtown Madras, Oregon
$159 per night
SUPERHOST
  1. Entire cottage
  2. Terrebonne
Quiet central Oregon desert retreat with a view!
$155 per night
SUPERHOST
  1. Entire cabin
  2. Crooked River Ranch
Classic Cozy Cabin with Awe-inspiring Views
$101 per night
SUPERHOST
  1. Entire cabin
  2. Camp Sherman
Power House at House on Metolius
$221 per night
SUPERHOST
  1. Private room
  2. Metolius
Private bedroom and bath with private entry.
$55 per night
SUPERHOST
  1. Entire house
  2. Madras
Dyann’s Place - Lower level of my house!
$85 per night
SUPERHOST
  1. Camper/RV
  2. Terrebonne
Magnificent Mountain Views in Spacious & Comfy RV
$125 per night
SUPERHOST
  1. Entire guest suite
  2. Terrebonne
Canyon House, Crooked River Ranch
$183 per night
SUPERHOST
  1. Entire cabin
  2. Camp Sherman
Camp Sherman Oregon Private Cabin Mt Jefferson
$154 per night
  1. Entire house
  2. Terrebonne
Sunnyside Acres
$132 per night
SUPERHOST
  1. Entire cabin
  2. Terrebonne
Steelhead Falls Log Cabin
$255 per night