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Central Oregon Holiday Rentals

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1348 rentals in Central Oregon.
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Spacious, family – friendly luxury estate with theater room and much more, holiday rental in Central Oregon

Spacious, family – friendly luxury estate with theater room and much more

5 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Large Luxury Family Home-FALL Special-Stay 2nts-3rd nt Free, holiday rental in Central Oregon

Large Luxury Family Home-FALL Special-Stay 2nts-3rd nt Free

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Five Peaks, holiday rental in Central Oregon

Five Peaks

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Family Vacation Home. 5 Bedrooms, Wi-Fi, Westside, 5mins from Old Mill, holiday rental in Central Oregon

Beautiful Family Vacation Home. 5 Bedrooms, Wi-Fi, Westside, 5mins from Old Mill

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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New Listing! Private Hot Tub ~ Walking distance to Old Mill ~ New Furniture, holiday rental in Central Oregon

New Listing! Private Hot Tub ~ Walking distance to Old Mill ~ New Furniture

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Downtown Riverfront Cottage, holiday rental in Central Oregon

Downtown Riverfront Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ponderosa Paradise with a million dollar view, holiday rental in Central Oregon

Ponderosa Paradise with a million dollar view

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Mountain View Home w/ On-site Golf and Private Hot Tub - Near Skiing and Bend!, holiday rental in Central Oregon

Mountain View Home w/ On-site Golf and Private Hot Tub - Near Skiing and Bend!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable condo w/ private hot tub, shared pool & tennis - great location!, holiday rental in Central Oregon

Comfortable condo w/ private hot tub, shared pool & tennis - great location!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Happiness is just Around the Bend, Caldera Springs Resort Sunriver, Bend Oregon, holiday rental in Central Oregon

Happiness is just Around the Bend, Caldera Springs Resort Sunriver, Bend Oregon

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Truly one of the Best Homes on the River! Safe & Open!!!, holiday rental in Central Oregon

Truly one of the Best Homes on the River! Safe & Open!!!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Immaculate & Secluded downtown Bend Cottage-monthly Feb.-June, holiday rental in Central Oregon

Immaculate & Secluded downtown Bend Cottage-monthly Feb.-June

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing West Side  * 2 King Suites * Walk Everywhere  * 8 Person Hot Tub, holiday rental in Central Oregon

Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Old Mill Getaway At Deschutes Landing, holiday rental in Central Oregon

Old Mill Getaway At Deschutes Landing

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Golf Course Frontage   ** Family & Pet Friendly  ** 110 + 5 STAR REVIEWS **, holiday rental in Central Oregon

Golf Course Frontage ** Family & Pet Friendly ** 110 + 5 STAR REVIEWS **

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Historic Belle Millhouse in Bend, OR.  Walk to Downtown.vrbo, holiday rental in Central Oregon

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pet Friendly, luxury log cabin with hot tub near Sunriver!, holiday rental in Central Oregon

Pet Friendly, luxury log cabin with hot tub near Sunriver!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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River View Condo, Close To Town/Mountain, New Private Hot Tub, holiday rental in Central Oregon

River View Condo, Close To Town/Mountain, New Private Hot Tub

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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20 acres private ranch 5 miles east of bend, holiday rental in Central Oregon

20 acres private ranch 5 miles east of bend

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Gorgeous Lodge on Meadows Course, 14 Vista, 5 Bedrooms, 5.5 Baths, Near Resort, holiday rental in Central Oregon

Gorgeous Lodge on Meadows Course, 14 Vista, 5 Bedrooms, 5.5 Baths, Near Resort

5 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Epic Riverfront Estate. Iconic Bend home. Walk everywhere. Recreate on river. 4, holiday rental in Central Oregon

Epic Riverfront Estate. Iconic Bend home. Walk everywhere. Recreate on river. 4

6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Central Oregon Escape - Mountain Views - WIFI - AC - Fireplace, holiday rental in Central Oregon

Central Oregon Escape - Mountain Views - WIFI - AC - Fireplace

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hidden Gem In Central Oregon, Come Visit!, holiday rental in Central Oregon

Hidden Gem In Central Oregon, Come Visit!

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 in Central Oregon

Riviera Des Chutes (River of the Falls) Cabin in the Woods

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Bungalow, Location, Location, Location!, holiday rental in Central Oregon

Charming Bungalow, Location, Location, Location!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Great Location w/hot tub! Close to Lodge!, holiday rental in Central Oregon

Great Location w/hot tub! Close to Lodge!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Premier Luxury Home: 7 BR/8 BA/Hot Tub/Game Room/Free Nights!, holiday rental in Central Oregon

Premier Luxury Home: 7 BR/8 BA/Hot Tub/Game Room/Free Nights!

7 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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RUSTIC LUXURY CHALET GOLF COURSE VIEW...RELAX ON DECK & ENJOY HOT TUB, holiday rental in Central Oregon

RUSTIC LUXURY CHALET GOLF COURSE VIEW...RELAX ON DECK & ENJOY HOT TUB

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful inside, amazing outside, bikes, kayaks, SHARC, holiday rental in Central Oregon

Beautiful inside, amazing outside, bikes, kayaks, SHARC

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy Our Dog/Family Friendly House In Tollgate, holiday rental in Central Oregon

Enjoy Our Dog/Family Friendly House In Tollgate

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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FREE NIGHTS! / Exceptional 4 BR Home Near Village / Hot Tub / SHARC / Wi Fi, holiday rental in Central Oregon

FREE NIGHTS! / Exceptional 4 BR Home Near Village / Hot Tub / SHARC / Wi Fi

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Downtown by the River! Cozy, Contemporary Cottage, holiday rental in Central Oregon

Downtown by the River! Cozy, Contemporary Cottage

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunriver Home, 3BR/2BA, Hot Tub, Bikes *** Unlimited SHARC Swim Passes, holiday rental in Central Oregon

Sunriver Home, 3BR/2BA, Hot Tub, Bikes *** Unlimited SHARC Swim Passes

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Home yet Family-Friendly! It's all about creating memories!, holiday rental in Central Oregon

Luxury Home yet Family-Friendly! It's all about creating memories!

4 bedrooms
5 bathrooms
Sleeps 10
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 in Central Oregon

Executive 5 Bdrm, 4.5 Bath-3 Master Suites-Hot Tub-Sauna- Backs up to the Forest

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Great Family Cabin. Book Your Getaway Now!, holiday rental in Central Oregon

Great Family Cabin. Book Your Getaway Now!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Remodeled Log Cabin, Walk To Village & To SHARC.Includes 6 unlimited passes, holiday rental in Central Oregon

Remodeled Log Cabin, Walk To Village & To SHARC.Includes 6 unlimited passes

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Family-Friendly Luxury Retreat Featured On 2015 Tour Of Homes! DCCA#1253, holiday rental in Central Oregon

Family-Friendly Luxury Retreat Featured On 2015 Tour Of Homes! DCCA#1253

4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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River View Contemporary Vacation Townhouse, holiday rental in Central Oregon

River View Contemporary Vacation Townhouse

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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This waterfront home on Mirror Pond is steps away from Downtown Bend, holiday rental in Central Oregon

This waterfront home on Mirror Pond is steps away from Downtown Bend

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Amazing West Side - Walk Everywhere - Dog Friendly, holiday rental in Central Oregon

Amazing West Side - Walk Everywhere - Dog Friendly

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Executive Lodge up in the West Hills and is 2 miles from downtown Bend., holiday rental in Central Oregon

The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Newly redone Sunriver home 3 bed, 2 bath near SHARC, holiday rental in Central Oregon

Newly redone Sunriver home 3 bed, 2 bath near SHARC

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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# 4 Backwoods Lodge 6BR/6BA SHARC, by Village, LD Wknd 4th nt free, holiday rental in Central Oregon

# 4 Backwoods Lodge 6BR/6BA SHARC, by Village, LD Wknd 4th nt free

6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA, holiday rental in Central Oregon

Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Stay In The Heart Of Bend, Walk Everywhere!  New Hot Tub!, holiday rental in Central Oregon

Stay In The Heart Of Bend, Walk Everywhere! New Hot Tub!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bend Country Cabins/ Private Setting Pet Friendly - $90/night for 2  plus nights, holiday rental in Central Oregon

Bend Country Cabins/ Private Setting Pet Friendly - $90/night for 2 plus nights

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Premier Luxury Home: 6 BR/7 BA/Hot Tub/Rec Room/Free Nights!, holiday rental in Central Oregon

Premier Luxury Home: 6 BR/7 BA/Hot Tub/Rec Room/Free Nights!

6 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Beautiful 4Bdrm Renovated Home with A/C; 10 SHARC & 6 SR Fitness & Aquatics Pass, holiday rental in Central Oregon

Beautiful 4Bdrm Renovated Home with A/C; 10 SHARC & 6 SR Fitness & Aquatics Pass

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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3 King Masters+Bunk Room! 12 SHARC, On 14th Green,  Central A/C , 4 Bed/4.5 Bath, holiday rental in Central Oregon

3 King Masters+Bunk Room! 12 SHARC, On 14th Green, Central A/C , 4 Bed/4.5 Bath

4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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