Home Vacation Home Rentals By Owner In Bend, OR

Showing 660 Of 1926 Vacation Rentals
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Exceptional(12)

$107.84

/ Nightly
Private Vacation Home

New! Historic Bend Cottage | Walk to Breweries & Drake Park

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$112.62

/ 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(1)

$117.38

/ Nightly
Private Vacation Home

Midtown Home, Office+Fiber, Fenced Yard, Pets OK

Bend, Oregon, United States

Bed 3

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$128.69

/ Nightly
Private Vacation Home

Bright & Modern Near Downtown & 1st Street Rapids - Walk Downtown Along River

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(1)

$129

/ Nightly
Private Vacation Home

Newly updated! 4Bdrm, Office, 3 Full Baths, Big yard, Close to everything!

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(1)

$129.43

/ Nightly
Private Vacation Home

Modern 3 bed home in the heart of midtown

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(1)

$131.55

/ Nightly
Private Vacation Home

The Arrow Cottage

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(2)

$132.87

/ Nightly
Private Vacation Home

Three bedroom house in quiet neighborhood.

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$138.03

/ Nightly
Private Vacation Home

Steps to Deschutes River Trail | 1st St Rapids and Downtown

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$140.4

/ Nightly
Private Vacation Home

Hike, Bike & Ski: All-Season Bend Escape

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$140.43

/ Nightly
Private Vacation Home

SAVE! MONTHLY, 1 bd +OFFICE, near hospital & downtown

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(4)

$142.57

/ Nightly
Private Vacation Home

Base Camp for Bend Explorers

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(18)

$146.81

/ Nightly
Private Vacation Home

Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$146.93

/ Nightly
Private Vacation Home

30+ Days: Quiet 3BR Home, Orchard District - Bend

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(2)

$148.24

/ Nightly
Private Vacation Home

Dara 30 Day - Modern Irish Guest House on Private Estate, Mountain Views

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(29)

$149.95

/ Nightly
Private Vacation Home

Hillside Haven: Tranquil NW Studio Near the River

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(8)

$156.18

/ Nightly
Private Vacation Home

Quiet River - Beautiful Bend Townhouse - EV charger - Deschutes River in the back!

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$158.28

/ Nightly
Private Vacation Home

Bluebird Day - Soleil Bungalow, Experience luxury at this spacious 3-bedroom retreat in Bend, OR.

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(30)

$171.99

/ Nightly
Private Vacation Home

Modern Home w/ mountain views! — 9 minutes from downtown!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$172.2

/ Nightly
Private Vacation Home

Centered around everything that makes Bend Bend

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Bend

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$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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$1445.42

/ Nightly
Private vacation home

Luxury 6BR Sunriver Home, Golf Course View, Hot Tub, Game Room, A/C, SHARC

Sunriver, Oregon, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
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$1466.90

/ 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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$1467.74

/ Nightly
Lodge

Premier Custom Designed Home. Includes 10 unlimited SHARC passes

Sunriver, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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$1486.61

/ 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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$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
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$1521.62

/ 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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$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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$1563.94

/ 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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$1427.28

/ Nightly
Private vacation home

Luxury Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps

Most Popular Cities in Oregon