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Central Oregon Luxury Holiday Homes

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2235 rentals in Central Oregon.
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Tumalo Pines
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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New Listing! Private Hot Tub ~ Dog Friendly ~ Trail access to Pilot Butte
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing! Bend Cottage ~ Dog Friendly ~ New Furniture!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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4BR Riverfront Villa, Quiet and Upscale!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great Family Home. Quiet Neighborhood. Near Golf, Biking, Hiking. Fireplace, A/C
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Central Oregon Escape - Mountain Views - WIFI - AC - Fireplace
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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'Larch Madness' Riverfront Condo - Pet Friendly Near Downtown
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sunriver Cozy Cabin-Private Hot Tub & SHARC Passes
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Happiness is just Around the Bend, Caldera Springs Resort Sunriver, Bend Oregon
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Truly one of the Best Homes on the River! Safe & Open!!!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Save time - get the best Central Oregon rentals sent straight to your email!
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Immaculate & Secluded downtown Cottage-Spring & Summer filling fast
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Old Mill Getaway At Deschutes Landing
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Large Luxury Family Home-FALL Special-Stay 2nts-3rd nt Free
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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River View Condo, Close To Town/Mountain, New Private Hot Tub
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Luxury Cabin in a spectacular, private setting on Tumalo Lake in Bend
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Ponderosa Paradise with a million dollar view
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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'Desert Sage' Relax and Unwind in Beautiful Central Oregon
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Lodge on Meadows Course, 14 Vista, 5 Bedrooms, 5.5 Baths, Near Resort
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Luxury Home yet Family-Friendly! It's all about creating memories!
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Charming Bungalow, Location, Location, Location!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Epic Riverfront Estate. Iconic Bend home. Walk everywhere. Recreate on river. 4
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Pet Friendly, luxury log cabin with hot tub near Sunriver!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hidden Gem In Central Oregon, Come Visit!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great Location w/hot tub! Close to Lodge!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Downtown by the River! Cozy, Contemporary Cottage
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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20 acres private ranch 5 miles east of bend
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Amazing West Side - Walk Everywhere - Dog Friendly
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sunriver Home, 3BR/2BA, Hot Tub, Bikes *** Unlimited SHARC Swim Passes
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Family-Friendly Luxury Retreat Featured On 2015 Tour Of Homes! DCCA#1253
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Golf Course Frontage ** Family & Pet Friendly ** 110 + 5 STAR REVIEWS **
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Premier Luxury Home: 7 BR/8 BA/Hot Tub/Game Room/Free Nights!
Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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FREE NIGHTS! / Exceptional 4 BR Home Near Village / Hot Tub / SHARC / Wi Fi
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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RUSTIC LUXURY CHALET GOLF COURSE VIEW...RELAX ON DECK & ENJOY HOT TUB
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Riviera Des Chutes (River of the Falls) Cabin in the Woods
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Best Eagle Crest golf course view !
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Amazing West Side * Walk Everywhere * Dog Friendly
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Enjoy Our Dog/Family Friendly House In Tollgate
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Executive 5 Bdrm, 4.5 Bath-3 Master Suites-Hot Tub-Sauna- Backs up to the Forest
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Newly renovated! Close to Glaze Meadow pool. Great for Families! Shuffleboard!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Updated Chalet on 17th Green with Views and Private Hot Tub!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Special rates for special times. We've reduced our standard summer rates 30%....
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Luxury five star 5 Bedroom Caldera Springs Cabin, Bend Oregon
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Bend Country Cabins/ Private Setting Pet Friendly - $90/night for 2 plus nights
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tall Pines Guest House
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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This waterfront home on Mirror Pond is steps away from Downtown Bend
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Eagle Crest Home on the Creek - Free Resort Passes
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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