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Search resultsOver 1,000 places

Superhost
Cabin in Culver
Cozy A- Frame at Lake Billy Chinook in Culver Or.
3 min drive
Oct 3 – 8
$200 per night
Superhost
Home in Terrebonne
Cozy Three Story Lookout Tower
30 min drive
Oct 29 – Nov 3
$299 per night
Superhost
Home in Terrebonne
Pointe of Blessing canyon golf course view retreat
24 min drive
Nov 1 – 6
$169 per night
Superhost
Home in Redmond
Eagle Crest Spacious Retreat - HOT TUB | Dogs OK
5 beds
Oct 20 – 25
$195 per night
Superhost
Apartment in Redmond
Smith Rock View Contemporary
2 beds
Oct 15 – 20
$112 per night, originally $131
Superhost
Home in Terrebonne
Stunning! Smith Rock • King Beds • Steam Sauna
2 king beds
Nov 18 – 23
$281 per night
Home in Sisters
Wychus Creek Sanctuary
8 beds
Oct 10 – 15
$337 per night
Cabin in Culver
Cabin on The Rim
21 min drive
Oct 8 – 13
$95 per night
Superhost
Tiny home in Culver
*Make some memories at The Dusty Trail Tiny House*
21 min drive
Oct 3 – 8
$61 per night, originally $89
Superhost
Home in Redmond
Serene 3BR Abode w/ Golf & Outdoor Adventure Hub
3 beds
Oct 8 – 13
$150 per night
Superhost
Cottage in Terrebonne
Quiet central Oregon desert retreat with a view!
9 min drive
Oct 3 – 8
$135 per night
Superhost
Home in Terrebonne
Canyon House, Crooked River Ranch
10 min drive
Oct 20 – 25
$175 per night
Home in Culver
L&T Chinook Properties
2 min drive
Oct 15 – 20
$195 per night, originally $300
Superhost
Cabin in Sisters
Rustic cabin retreat in Sisters, Oregon
3 beds
Oct 18 – 23
$163 per night
Superhost
Home in Sisters
Gorgeous Architectural Home on Pitchfork T Ranch
36 min drive
Oct 13 – 18
$639 per night
Superhost
Home in Culver
Ryan’s Retreat
10 min drive
Oct 17 – 22
$243 per night
Superhost
Home in Terrebonne
Smith Rock Gardens
4 beds
Oct 29 – Nov 3
$195 per night
Superhost
Guest suite in Madras
Cozy daylight basement, guest suite!
28 min drive
Nov 2 – 7
$88 per night