Home Vacation Rentals By Owner In Bend, OR

Showing 100 Of 2766 Vacation Rentals
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Exceptional(18)

$328.32

/ Nightly
Private Vacation Home

LUPI02 - Cozy Sunriver Getaway, Hot Tub

Sunriver, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(140)

$700.36

/ Nightly
Private Vacation Home

Private Riverfront Home with Panoramic Views, Hot Tub - SHARC Passes

Sunriver, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(182)

$250.21

/ Nightly
Condo

Mbvskihouse (.com) At Seventh Mountain Resort + includes IKON pass holder offer

Bend, Oregon, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(9)

$1715.82

/ Nightly
Private Vacation Home

Bend's Best! Park ~ resort pool + amenities ~ fitness ~ golf~ hot tub ~ W/D ~

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(18)

$1943.02

/ Nightly
Private Vacation Home

Friendcation in Bend ~ hot tub ~ bunk beds ~ resort pool + amenities ~ golf ~

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(6)

$362.45

/ Nightly
Hotel Resort

Mt. Bachelor - Oregon's most celebrated ski resort!

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(75)

$699.16

/ Nightly
Private Vacation Home

Near Fort Rock! New sofas and A/C in 2026! 10 SHARC passes, bikes, hot tub.

Sunriver, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(49)

$193.95

/ Nightly
Condo

Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend

Bend, Oregon, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(103)

$1424.16

/ Nightly
Private Vacation Home

Fantastic Sunriver retreat for all seasons!

Sunriver, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(27)

$690.99

/ Nightly
Private Vacation Home

Modernist Mountain View Retreat in Old Mill!! Hot Tub!!! Pool Table!!!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(153)

$586.19

/ Nightly
Private Vacation Home

3500 Sq Ft Home 4 Suites Pool Table, Hot Tub, Bikes, EV Charger, 4th Night Free!

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(220)

$301.02

/ Nightly
Condo

Amazing River Views with Private Hot Tub

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(147)

$1046.16

/ Nightly
Private Vacation Home

Riverfront Mountain View I Sleeps 24 I Hot Tub

Bend, Oregon, United States

Bath 8

Bath

Sleep 24

Sleeps
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Exceptional(91)

$345.78

/ Nightly
Cottage

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(71)

$992.78

/ Nightly
Private Vacation Home

5-bedroom vacation home steps to the Deschutes River

Sunriver, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 18

Sleeps
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Exceptional(135)

$298.66

/ Nightly
Condo

Quelah Condo 106, Best Views of Lake Aspen, Air-Conditioned!

Sunriver, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(49)

$253.12

/ Nightly
Cottage

First Street Rapids and River Trail

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(153)

$309.34

/ Nightly
Private Vacation Home

Charming Cabin Near Fort Rock Park and SHARC! Hot Tub! 8 SHARC passes included!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(212)

$233.5

/ Nightly
Private Vacation Home

Downtown Bungalow, Gourmet Kitchen 2BR/1.5BA, 3-5 blocks Downtown & Box Factory

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(322)

$268.56

/ Nightly
Private Vacation Home

Great Downtown Location And House

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(322)

$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(322)

$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(322)

$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(322)

$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(322)

$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(322)

$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(322)

$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(322)

$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(322)

$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(322)

$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