Home Vacation Rentals By Owner In Bend, OR

Showing 220 Of 2766 Vacation Rentals
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Exceptional(127)

$746.25

/ Nightly
Private Vacation Home

Cozy Fall Retreat with Hot Tub, Fireplace & Game Room

Sunriver, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(2)

$354.56

/ Nightly
Condo

Walking distance to shops, brewery and eateries.

Sunriver, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(46)

$406.33

/ Nightly
Private Vacation Home

Pet-Friendly Bend Escape with Cozy Fireplace

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$272.97

/ Nightly
Private Vacation Home

Bluebird Day - Pine Rosa Retreat, Cozy 2 BR, West side!

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$239.63

/ Nightly
Private Vacation Home

Inviting 2 Bedroom Retreat with SHARC Passes

Sunriver, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(55)

$293.57

/ Nightly
Private Vacation Home

Bluebird Day - Wild River Getaway, Escape to this cozy 2-bedroom retreat in Bend, OR.

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$468.25

/ Nightly
Private Vacation Home

Cozy Sunriver Escape • Sleeps 12 • GameRoom + HotTub + EV + SHARC + River Access

Sunriver, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(2)

$185.54

/ Nightly
Private Vacation Home

The Sparrow Cottage

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(14)

$632.91

/ Nightly
Private Vacation Home

Spacious retreat 4BR | AC, SHARC, Hot Tub, Games, Grill, Pets, Fireplace

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(1)

$538.17

/ Nightly
Private Vacation Home

Bluebird Day - Trenton View, Experience luxury, 4-bedroom home in Bend, OR. Hot tub!

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(18)

$252.15

/ Nightly
Private Vacation Home

Family-Friendly Oregon Vacation Home w/ Yard

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(7)

$499.84

/ Nightly
Private Vacation Home

Private hot tub, A/C, family friendly

Sunriver, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$420.3

/ Nightly
Condo

Meadow View Retreat with Access to The Cove

Sunriver, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$204.12

/ Nightly
Private Vacation Home

The Mill Cottage

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Very Good(1)

$646.66

/ Nightly
Cabin

Forestbrook Retreat with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$433.01

/ Nightly
Cabin

Designer Forest Studio with Access to Forest House

Sunriver, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(6)

$157.47

/ Nightly
Condo

Prime Location Lower-Level Condo with Mt. Bachelor Village Hot Tubs and Pool

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(25)

$260.07

/ Nightly
Private Vacation Home

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$440.45

/ Nightly
Private Vacation Home

Forest Retreat with Access to The Cove

Sunriver, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(5)

$585.55

/ Nightly
Guest House

The Rocking CR Ranch Guesthouse, Your Relaxation and Inspiration in the Country

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(5)

$1566.54

/ Nightly
Private vacation home

Borders Bend's bike trails, 24-hr staff ~ concert shuttle ~ resort amenities~ ?

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(5)

$1486.61

/ Nightly
Private vacation home

MTN BIKER DREAM ~ along trails ~ gear storage ~ hottub ~ resort amenities

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(5)

$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)

$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(5)

$1531.47

/ 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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Exceptional(5)

$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(5)

$1623.29

/ Nightly
Private vacation home

High Desert Luxury Abounds, Oversized Hot Tub, Pool Table, Sauna, BBQ, Perfection Inside and Out

Bend, Oregon, United States

Bed 6

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(5)

$1616.36

/ Nightly
Private vacation home

The Sunstone at Caldera ~ Luxe Estate Sleeps 19 ~ Hot Tub + Games

Bend, Oregon, United States

Bed 7

Bed

Bath 5

Bath

Sleep 19

Sleeps
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Exceptional(5)

$1473.83

/ Nightly
Private vacation home

Bring your ? ~ resort pool + amenities ~ near Bachelor ~ concert shuttle ~ wifi

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(5)

$1576.41

/ Nightly
Private vacation home

Caldera Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed 7

Bed

Bath 7

Bath

Sleep 14

Sleeps

Most Popular Cities in Oregon