Home Vacation Home Rentals By Owner In Bend, OR

Showing 1320 Of 1926 Vacation Rentals
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Exceptional(2)

$1097.61

/ Nightly
Private Vacation Home

1135 Aerie Buyout | 2 Units | Deck, Hot Tub, Views, Mins to Old Bend

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$1133.85

/ Nightly
Private Vacation Home

2 Units | Minutes to Old Bend | Deck + Hot Tub | 1216 Skyline Ranch by AvantStay

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$1167.3

/ Nightly
Private Vacation Home

2 Units | Minutes to Old Bend, Deck + Hot Tub | 1204 Skyline Ranch by AvantStay

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$1167.3

/ Nightly
Private Vacation Home

2 Units | Deck, Hot Tub, Minutes to Old Bend | 1212 Skyline Ranch by AvantStay

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(4)

$1186.9

/ Nightly
Private Vacation Home

1115 Aerie Buyout | 2 Units, Near Downtown | Hot Tub + Mountain View

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(72)

$1191.64

/ Nightly
Private Vacation Home

Spectacular Luxury Lodge Home w/Hot Tub, Sauna on Private Lake Sleeps 16-20 Bend

Bend, Oregon, United States

Bed 8

Bed

Bath 9

Bath

Sleep 20

Sleeps
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Exceptional(2)

$1200.15

/ Nightly
Private Vacation Home

1119 Aerie Buyout | 2 Units Near Old Bend | Hot Tub + Mountain View

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(3)

$1324.66

/ Nightly
Private Vacation Home

Aerie Luxe 4 Unit Buyout | 10BDR, Mins to Old Bend | Hot Tub + Mountain Views

Bend, Oregon, United States

Bed 10

Bed

Bath 6

Bath

Sleep 20

Sleeps
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$1699.76

/ Nightly
Private Vacation Home

Large luxury home in desirable NW Bend, 30 minutes to world class skiing/snow

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(2)

$1977.21

/ Nightly
Private Vacation Home

Aerie Sleek 6 Unit Buyout | 6 Units, 15BDR | Deck, Hot Tub, Views, Near Old Bend

Bend, Oregon, United States

Bed 15

Bed

Bath 9

Bath

Sleep 30

Sleeps
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Exceptional(1)

$2047.11

/ Nightly
Private Vacation Home

Sleeps 20 | Hot Tub + Near DT | 4 Units | Aerie

Bend, Oregon, United States

Bed 10

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(1)

$2270.57

/ Nightly
Private Vacation Home

Sleeps 20, 4 Units | 10BDR, Hot Tub, Near Old Bend + DT | Aerie by AvantStay

Bend, Oregon, United States

Bed 10

Bed

Bath 6

Bath

Sleep 20

Sleeps
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$2270.57

/ Nightly
Private Vacation Home

Sleeps 20 | 4 Units, Hot Tub, Deck, Near Downtown+Old Bend | Aerie by AvantStay

Bend, Oregon, United States

Bed 10

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(1)

$2342.97

/ Nightly
Private Vacation Home

Aerie Chic 4 Unit Buyout | 10BDR | Hot Tub + Mountain Views | Mins to Downtown

Bend, Oregon, United States

Bed 10

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(5)

$2342.97

/ Nightly
Private Vacation Home

Aerie Modern 4 Unit Buyout | 4 Units w/ Hot Tub + Mountain Views | Near Downtown

Bend, Oregon, United States

Bed 10

Bed

Bath 6

Bath

Sleep 20

Sleeps
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$2721.72

/ Nightly
Private Vacation Home

Aerie Stylish 6 Unit Buyout | 15BDR Near Downtown | Mountain Views + Hot Tub

Bend, Oregon, United States

Bed 15

Bed

Bath 9

Bath

Sleep 30

Sleeps
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Exceptional(1)

$3891.08

/ Nightly
Private Vacation Home

Sleeps 40! 8 Modern Units/20 BDRs w/ Deck+Hot Tub, 10mins to Downtown & Old Bend

Bend, Oregon, United States

Bed 20

Bed

Bath 12

Bath

Sleep 40

Sleeps
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$5547.7

/ Nightly
Private Vacation Home

Sleeps 60! 12 Modern Units/30 BDRs w/ Deck+Hot Tub, Fully Private, Near Downtown

Bend, Oregon, United States

Bed 30

Bed

Bath 18

Bath

Sleep 60

Sleeps
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$7739.8

/ Nightly
Private Vacation Home

Sleeps 100! 20 Modern Units, 50 BDRs, Near DT Bend

Bend, Oregon, United States

Bed 50

Bed

Bath 30

Bath

Sleep 100

Sleeps
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Exceptional(43)

Select Dates for Price
Private Vacation Home

Sunriver, Caldera Springs. Riverfront home on 1.5 acres. True River front.

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(43)

$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(43)

$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(43)

$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(43)

$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(43)

$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(43)

$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(43)

$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(43)

$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(43)

$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(43)

$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