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Holiday Rentals with Pools in Central Oregon

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1249 rentals in Central Oregon.
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Black Butte Ranch in Central Oregon..Cabiny Feel!
3 bedrooms
2 bathrooms
Sleeps 8
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Immaculate & Secluded downtown Bend Cottage- Summer filling fast
1 bedroom
1 bathroom
Sleeps 4
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Beautiful Updated Home*Heart of Bend*Dreamy Kitchen*Engaging Layout
4 bedrooms
3 bathrooms
Sleeps 10
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Cozy&Upscale Vacation Rental in Beautiful Bend offers 3 bedrooms, 2.5 baths
2 bedrooms
3 bathrooms
Sleeps 6
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2 Master Suites, A/C, walk to Deschutes River, Quiet Location - 7 Nine Iron
3 bedrooms
3 bathrooms
Sleeps 8
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Shelter at OUR home 20% off for December!!
4 bedrooms
4 bathrooms
Sleeps 10
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Walk to SHARC and Village in minutes
3 bedrooms
2 bathrooms
Sleeps 8
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Townhome, 3 Bdrms, 2.5 Baths, Sleeps 6 - 2 king, 1 queen bed
3 bedrooms
3 bathrooms
Sleeps 6
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Rustic Modern Charm! Brasada Ranch 2-bedroom + Loft Cabin, Sleeps 6.
3 bedrooms
3 bathrooms
Sleeps 6
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Comfortable lodge w/ private hot tub & shared pool - SHARC passes included!
3 bedrooms
3 bathrooms
Sleeps 8
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Save time - get the best Central Oregon rentals sent straight to your email!
Magnificent Creater Road Retreat with 6 bedrooms and 3 bathroom on 1.2 acres.
6 bedrooms
3 bathrooms
Sleeps 20
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ENJOY SUMMER IN SISTERS COUNTRY!
4 bedrooms
3 bathrooms
Sleeps 10
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Modern Eaglewood Townhome | Private Hot Tub & Bikes
3 bedrooms
3 bathrooms
Sleeps 8
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Downtown Riverfront Cottage
1 bedroom
1 bathroom
Sleeps 4
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Craftsman Bungalow - Walk Everywhere! Only 2 Blocks To Downtown
2 bedrooms
2 bathrooms
Sleeps 6
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Upscale townhouse w/ amazing location - walk to breweries & the Amphitheater!
2 bedrooms
2 bathrooms
Sleeps 6
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Mt Bachelor Cabin with NEW Hot Tub, Minutes to Sunriver, 20 Minutes to Bachelor
2 bedrooms
1 bathroom
Sleeps 6
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Quelah 70 Condo in Sunriver--Ideal Location! DCCA 950
2 bedrooms
2 bathrooms
Sleeps 6
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Updated Beautiful Cabin, 5 star reviews, bikes included, Outdoor fire table!
3 bedrooms
2 bathrooms
Sleeps 8
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A spacious home with room for 10 near Fort Rock Park, plus 2 master suites!
4 bedrooms
3 bathrooms
Sleeps 10
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Finest view in Sunriver, unbeatable Sunsets! Great place to work remote!
2 bedrooms
2 bathrooms
Sleeps 6
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Cozy Sunriver cabin w/SHARC passes, shared pools/hot tub
3 bedrooms
2 bathrooms
Sleeps 7
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Sisters Sweet Escape
3 bedrooms
2 bathrooms
Sleeps 6
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Mt Baker 5 - Your Dog will stay comfortable with A/C in this 4 BR+ Loft Home
4 bedrooms
3 bathrooms
Sleeps 10
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Metolius River Resort Cabin 9
2 bedrooms
1 bathroom
Sleeps 4
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Check INN Seventh Mountain Comfort
1 bedroom
2 bathrooms
Sleeps 4
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Bend Country Cabins/ Private Setting Pet Friendly - $90/night for 2 plus nights
2 bedrooms
1 bathroom
Sleeps 6
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Large home with room for 10 plus an enclosed multi-level atrium & game room!
4 bedrooms
4 bathrooms
Sleeps 10
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Ponderosa Paradise with a million dollar view
2 bedrooms
3 bathrooms
Sleeps 4
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Mountain Memories Condo
1 bedroom
1 bathroom
Sleeps 5
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Happiness is just Around the Bend, Caldera Springs Resort Sunriver, Bend Oregon
4 bedrooms
4 bathrooms
Sleeps 12
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Truly one of the Best Homes on the River! Safe & Open!!!
2 bedrooms
2 bathrooms
Sleeps 6
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Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
5 bedrooms
4 bathrooms
Sleeps 10
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RiverWild Mt. Bach Village PRIVATE HOT TUB Wi/Fi A/C
3 bedrooms
3 bathrooms
Sleeps 8
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Old Mill Getaway At Deschutes Landing
3 bedrooms
3 bathrooms
Sleeps 8
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Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
2 bedrooms
1 bathroom
Sleeps 4
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Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
5 bedrooms
4 bathrooms
Sleeps 10
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Epic Riverfront Estate. Iconic Bend home. Walk everywhere. Recreate on river. 4
6 bedrooms
4 bathrooms
Sleeps 10
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Charming Bungalow, Location, Location, Location!
4 bedrooms
3 bathrooms
Sleeps 8
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'Desert Sage' Relax and Unwind in Beautiful Central Oregon
3 bedrooms
2 bathrooms
Sleeps 6
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CLEAN & LUXURIOUS 5BR 5BA Hot Tub, Pool Table, Huge Kitchen, Ping Pong, Bikes
5 bedrooms
5 bathrooms
Sleeps 14
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Riviera Des Chutes (River of the Falls) Cabin in the Woods
2 bedrooms
2 bathrooms
Sleeps 8
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20 acres private ranch 5 miles east of bend
7 bedrooms
3 bathrooms
Sleeps 16
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River View Contemporary Vacation Townhouse
2 bedrooms
2 bathrooms
Sleeps 4
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The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.
5 bedrooms
3 bathrooms
Sleeps 10
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FREE NIGHTS! / Exceptional 4 BR Home Near Village / Hot Tub / SHARC / Wi Fi
4 bedrooms
2 bathrooms
Sleeps 10
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Large Luxury Family Home-FALL Special-Stay 2nts-3rd nt Free
5 bedrooms
5 bathrooms
Sleeps 14
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Gorgeous Lodge on Meadows Course, 14 Vista, 5 Bedrooms, 5.5 Baths, Near Resort
5 bedrooms
6 bathrooms
Sleeps 16
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River View Condo, Close To Town/Mountain, New Private Hot Tub
2 bedrooms
2 bathrooms
Sleeps 6
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Pet Friendly, luxury log cabin with hot tub near Sunriver!
2 bedrooms
2 bathrooms
Sleeps 6
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