Skip to content

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.

Entire home · Terrebonne
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!
$299 per night
SUPERHOST
Entire guest suite · Madras
Cozy daylight basement, guest suite!
An adorable, and newly remodeled daylight basement with room to spare! Here, a separate main bedroom, full bathroom complete with a washer, dryer, shower with both a rainfall showerhead and a handheld. The space also offers a kitchenette, cooktop, dining area, an extra studio-style bed, and finally a comfortable and spacious pull out sofa bed. Enjoy the unbeatable Central Oregon sunsets along the Cascade Mountain Range from your outdoor dining space, complete with a propane firepit and grill.
$87 per night
Entire home · Terrebonne
Unique Tiny Cabin w/Stargazing, Mountains, & River
Open the mountain panorama doors and bring the Pacific Northwest in for a colorful stay at a vibrant, plant-filled dream cabin on 5.5 acres. Around the bend from Smith Rock & Steelhead Falls rushing through the Deschutes River Canyon, this unique stay is filled from top to bottom with natural light, skylights for stargazing, a gorgeous chef's kitchen, yoga & workout essentials, & heavenly king size bed, making it the perfect place to rejuvenate, restore, & explore all of majestic Central Oregon.
$137 per night

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Other great vacation rentals in Jefferson County

Entire home · Warm Springs
Private Oasis on Warm Springs Reservation
$125 per night
SUPERHOST
Entire guesthouse · Terrebonne
15 minutes from smith rock pet friendly guesthouse
$71 per night
SUPERHOST
Entire home · Terrebonne
Pointe of Blessing canyon golf course view retreat
$158 per night
Entire cabin · Terrebonne
Steelhead Falls Log Cabin
$327 per night
SUPERHOST
Entire home · Madras
Cascade View Retreat
$199 per night
Tiny home · Culver
*Make some memories at The Dusty Trail Tiny House*
$52 per night
Private room · Crooked River Ranch
Old World Craftsmanship with Stunning Canyon Views
$126 per night
SUPERHOST
Entire chalet · Terrebonne
Quiet Beauty and Charming Elegance.
$208 per night
Entire home · Madras
Brand New, Modern Home in Mt. View neighborhood!
$170 per night
Entire home · Madras
Lake Simtustus Resort- B11 Tiny Home
$250 per night
Entire home · Terrebonne
Terrebonne~High Desert Hideaway~Near Smith Rock
$131 per night
SUPERHOST
Entire loft · Madras
Cozy loft apartment
$70 per night