Vacation Rentals in Sisters, Oregon

50 Properties Available

Modern Black Butte Abode Private vacation home
Modern Black Butte Abode
$1146 / night
View Details
Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen Private vacation home
Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen
$980 / night
View Details
Black Butte Ranch: Modern Cabin Retreat, sleeps 8 Cabin
Black Butte Ranch: Modern Cabin Retreat, sleeps 8
$799 / night
View Details
Tucked Among the Pines | A/C | Near Glaze Meadow Private vacation home
Tucked Among the Pines | A/C | Near Glaze Meadow
$686 / night
View Details
Jumping Juniper Ranch sleeps 12, private pool, sauna, disc golf, mountain views Private vacation home
Jumping Juniper Ranch sleeps 12, private pool, sauna, disc golf, mountain views
$676 / night
View Details
Black Butte Ranch Glaze Meadow 129 Private vacation home
Black Butte Ranch Glaze Meadow 129
$673 / night
View Details
A-Frame w/ AC | Walk to Glaze Pool | Bunks & Pets Private vacation home
A-Frame w/ AC | Walk to Glaze Pool | Bunks & Pets
$616 / night
View Details
NEW Winter Retreat at Black Butte Ranch Private vacation home
NEW Winter Retreat at Black Butte Ranch
$608 / night
View Details
Black Butte Style & Comfort Close to Glaze Meadow Rec Center-4 bedrooms + loft Private vacation home
Black Butte Style & Comfort Close to Glaze Meadow Rec Center-4 bedrooms + loft
$593 / night
View Details
Black Butte Ranch House 007 Private vacation home
Black Butte Ranch House 007
$592 / night
View Details
JJ Ranch 40 acres 5 bdrm 3 bath private pool, sauna, soaking tub Mountain Views Private vacation home
JJ Ranch 40 acres 5 bdrm 3 bath private pool, sauna, soaking tub Mountain Views
$581 / night
View Details
Single level Black Butte Ranch home - backs up to Deschutes National Forest Private vacation home
Single level Black Butte Ranch home - backs up to Deschutes National Forest
$527 / night
View Details
Golf Course Condo at Black Butte Ranch with Spectacular Mountain Views Condo
Golf Course Condo at Black Butte Ranch with Spectacular Mountain Views
$526 / night
View Details
Dog-friendly condo with 3 balconies, seasonal pool & hot tub, fireplace, grill Condo
Dog-friendly condo with 3 balconies, seasonal pool & hot tub, fireplace, grill
$519 / night
View Details
Aspen Grove Retreat - Hot tub, Dog Ok, EV Charger Private vacation home
Aspen Grove Retreat - Hot tub, Dog Ok, EV Charger
$504 / night
View Details
Cozy Cabin at Black Butte Ranch Cabin
Cozy Cabin at Black Butte Ranch
$502 / night
View Details
Comfortable & charming 2 story home in Sisters Oregon! Private vacation home
Comfortable & charming 2 story home in Sisters Oregon!
$501 / night
View Details
Private hot tub - View of 15th fairway on Big Meadow Private vacation home
Private hot tub - View of 15th fairway on Big Meadow
$497 / night
View Details
GM239: Private Hot Tub + Family\/Dog Friendly + Central AC Private vacation home
GM239: Private Hot Tub + Family\/Dog Friendly + Central AC
$482 / night
View Details
Beautiful Log home outside of Sisters, OR Private vacation home
Beautiful Log home outside of Sisters, OR
$476 / night
View Details
Downtown Sisters Modern Home Ideal Location! Dogs! Private vacation home
Downtown Sisters Modern Home Ideal Location! Dogs!
$476 / night
View Details
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub,  Dogs Welcome Private vacation home
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
$448 / night
View Details
Memorable Woodland Getaway w\/ Hot Tub & Grill! Private vacation home
Memorable Woodland Getaway w\/ Hot Tub & Grill!
$442 / night
View Details
1-acre retreat with firepits, wraparound porch & a relaxing 6-person hot tub Private vacation home
1-acre retreat with firepits, wraparound porch & a relaxing 6-person hot tub
$426 / night
View Details
5 Bedroom 3 Bath, Cul-de-sac, Black Butte Ranch, excellent location Private vacation home
5 Bedroom 3 Bath, Cul-de-sac, Black Butte Ranch, excellent location
$415 / night
View Details
A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly! Cabin
A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly!
$410 / night
View Details
Cozy Sisters Cottage | Pool • Walk to Town • Dogs Private vacation home
Cozy Sisters Cottage | Pool • Walk to Town • Dogs
$405 / night
View Details
FivePine Lodge & Cabins - Romance Cabin Cabin
FivePine Lodge & Cabins - Romance Cabin
$397 / night
View Details
Cozy Sisters Condo | Fireplace, Pool, Spa Condo
Cozy Sisters Condo | Fireplace, Pool, Spa
$396 / night
View Details
Ponderosa Pines *Cabin + Casita*, Sisters OR Cabin
Ponderosa Pines *Cabin + Casita*, Sisters OR
$389 / night
View Details
Pine Grove Home in Sisters Private vacation home
Pine Grove Home in Sisters
$364 / night
View Details
Black Butte Mountain Retreat w/ Private Sauna Private vacation home
Black Butte Mountain Retreat w/ Private Sauna
$359 / night
View Details
SM BBR home - Perfect for two families! Private vacation home
SM BBR home - Perfect for two families!
$353 / night
View Details
Mountain Views, Walk to Town, Luxury, HOT TUB, Dogs OK! Chalet
Mountain Views, Walk to Town, Luxury, HOT TUB, Dogs OK!
$341 / night
View Details
Forest Haven in Black Butte Ranch 3 bdr 2 bath sleeps 8 Private vacation home
Forest Haven in Black Butte Ranch 3 bdr 2 bath sleeps 8
$341 / night
View Details
Walk to Town, Mountain Views, Hot Tub, Dogs OK Chalet
Walk to Town, Mountain Views, Hot Tub, Dogs OK
$339 / night
View Details
Walk to Town, Mountain Views, Hot Tub, Luxury Chalet
Walk to Town, Mountain Views, Hot Tub, Luxury
$323 / night
View Details
Comfortable and Spacious Family Vacation Home Private vacation home
Comfortable and Spacious Family Vacation Home
$320 / night
View Details
RR18 National Forest Views! Private vacation home
RR18 National Forest Views!
$300 / night
View Details
Air Conditioned\/Unobstructed View of Golf Course Private vacation home
Air Conditioned\/Unobstructed View of Golf Course
$296 / night
View Details
Martingale Lodge Cozy 3 bdrm, 2 bath, Sisters Oregon, private hot tub, backyard Private vacation home
Martingale Lodge Cozy 3 bdrm, 2 bath, Sisters Oregon, private hot tub, backyard
$296 / night
View Details
Recently Remodeled Sisters Cabin - Dog Friendly! Cabin
Recently Remodeled Sisters Cabin - Dog Friendly!
$278 / night
View Details
Couples Escape | King Bed | Walk to Sisters Apartment
Couples Escape | King Bed | Walk to Sisters
$277 / night
View Details
Sweet Retreat Cozy Cabin Cabin
Sweet Retreat Cozy Cabin
$276 / night
View Details
Fourth Sisters Escape sleeps 6 ground level condo w/ community pool and spa Condo
Fourth Sisters Escape sleeps 6 ground level condo w/ community pool and spa
$274 / night
View Details
Peters Cabin Cozy Retreat in Sisters Tollgate Area Private vacation home
Peters Cabin Cozy Retreat in Sisters Tollgate Area
$273 / night
View Details
Pine Meadow Cottage - One Block to Downtown Sisters, Cozy Cottage with Pool Access Private vacation home
Pine Meadow Cottage - One Block to Downtown Sisters, Cozy Cottage with Pool Access
$273 / night
View Details
Pine Grove Cabin, Sisters Oregon Cabin
Pine Grove Cabin, Sisters Oregon
$270 / night
View Details
Wooden A-Frame Cabin Nestled in the Tall Pines Cabin
Wooden A-Frame Cabin Nestled in the Tall Pines
$250 / night
View Details
Woodland lodge with private hot tub, multiple decks & gas fireplace - 2 dogs OK Private vacation home
Woodland lodge with private hot tub, multiple decks & gas fireplace - 2 dogs OK
$243 / night
View Details