Home Vacation Rentals By Owner In Bend, OR

Showing 580 Of 2766 Vacation Rentals
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Exceptional(8)

$613.74

/ Nightly
Private Vacation Home

Hot tub family friendly, AC

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$311.41

/ Nightly
Apartment

Snowcap Escape at Mount Bachelor w/ Pool & Hot Tub

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(22)

$1486.61

/ Nightly
Private Vacation Home

24-hr staff ~ Group friendly ~ close to nature + downtown ~ wifi ~ W/D ~ Bend

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 13

Sleeps
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Exceptional(5)

$409.75

/ Nightly
Condo

The Wild Wood is a fully renovated luxury retreat in Sunriver’s Wildflower community—just steps from the Village. Enjoy a private infrared sauna, golf course views, two king bedrooms, fireplaces, and elevated finishes in a cozy, modern cabin setting

Sunriver, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(335)

$275.27

/ Nightly
Private Vacation Home

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

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$461.45

/ Nightly
Private Vacation Home

OREG36-Family and Dog Friendly Retreat w. AC

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$113.89

/ Nightly
Private Vacation Home

Hollinshead - Orchard District, Amazing Yard Next To Park w/Daylight Basement w/Billiards

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(37)

$833.66

/ Nightly
Private Vacation Home

FAMILY REUNION or corp retreat - 6 rm/4 bathrm, pool, hot tub, trampoline + more

Bend, Oregon, United States

Bed 6

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(1)

$351.57

/ Nightly
Private Vacation Home

Peaceful 3BR Sunriver Home Close to Sharc & Village

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(229)

$413.09

/ Nightly
Private Vacation Home

Exceptional Home Near SR Village / Hot Tub / SHARC Passes / AC / Wi Fi / Bikes

Sunriver, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(11)

$311.95

/ Nightly
Private Vacation Home

Peaceful Bend Escape w/ Luxe Touches, Fenced Yard & Close to Mt. Bachelor & Old Mill, Food and Brews

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(2)

$379.42

/ Nightly
Private Vacation Home

NEW! 4BR | Hot Tub | Dogs | Sleeps 10 - CYPR16

Sunriver, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(24)

$499.32

/ Nightly
Private Vacation Home

Whispering Timber our spacious 3 Bedroom, 3 Bath Family Home

Sunriver, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(197)

$542.3

/ Nightly
Private Vacation Home

Exceptional Home Near Village / Hot Tub / AC / SHARC / WiFi / Bikes

Sunriver, Oregon, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(11)

$636.11

/ Nightly
Private Vacation Home

The Birch Abode: Spacious & Serene, Sleeps 8, SHARC included, Dog Friendly!

Sunriver, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(41)

$1548.43

/ Nightly
Private Vacation Home

Luxury 6Bd/6.5 b, Hot Tub, A/C, Golf Course View, Pet Friendly

Sunriver, Oregon, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(2)

$362.16

/ Nightly
Private Vacation Home

Sunriver Home · Hot Tub · Bikes · SHARC · BBQ · Central AC & Heat · EV Charging

Sunriver, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(58)

$600.87

/ Nightly
Private Vacation Home

Hickory Lane #20 8 SHARC Central Air Conditioning!

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(16)

$1548.64

/ Nightly
Private Vacation Home

56755 Dancing Rock Grandview Lodge (Caldera Springs)-Sunriver, Oregon: Hot Tub, BBQ, WiFi, Quarry Pool & Fitness Center, Mt. Bachelor, Golf, Deschutes River, Tennis, Bike Paths

Sunriver, Oregon, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(4)

$428.05

/ Nightly
Private Vacation Home

Hot Tub & Community Perks: Sunriver Retreat

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(4)

$1564.92

/ Nightly
Private vacation home

Caldera Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed 7

Bed

Bath 7

Bath

Sleep 14

Sleeps
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Exceptional(4)

$1486.61

/ Nightly
Private vacation home

24-hr staff ~ Group friendly ~ close to nature + downtown ~ wifi ~ W/D ~ Bend

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 13

Sleeps
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Exceptional(4)

$1493.71

/ Nightly
Private vacation home

Luxury Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(4)

$1500.15

/ Nightly
Private vacation home

Caldera Springs Debut: Brand-New Golf Course Estate

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(4)

$1522.17

/ Nightly
Private vacation home

Two Beautiful Lodges with Hot Tubs!

Sunriver, Oregon, United States

Bed 8

Bed

Bath 6

Bath

Sleep 21

Sleeps
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Exceptional(4)

$1561.20

/ Nightly
Private vacation home

Caldera Clubhouse - Award winning, custom, family-friendly Sunriver retreat

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(4)

$1576.41

/ Nightly
Private vacation home

Luxury Sunriver Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed 7

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(4)

$1633.11

/ Nightly
Private vacation home

Sunstone Retreat with Access to Forest House

Bend, Oregon, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(4)

$1633.11

/ Nightly
Private vacation home

Caldera Springs Retreat with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(4)

$1486.61

/ Nightly
Private vacation home

Bring bikes + SUP and have summer Bend fun! 24-hr staff ~ tons of room ~ resort

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps

Most Popular Cities in Oregon