Home Vacation Home Rentals By Owner In Bend, OR

Showing 960 Of 1926 Vacation Rentals
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Exceptional(37)

$317.24

/ Nightly
Private Vacation Home

King Bed - Pet Friendly - EV Charger - Emersen’s Place

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(50)

$317.27

/ Nightly
Private Vacation Home

Bluebird Day - Mountain Escape, Cozy a 3-bedroom home in Bend, OR.

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$317.32

/ Nightly
Private Vacation Home

Near Old Mill: Dog-Friendly Bend House w/ BBQ and Fenced yard

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$318.89

/ Nightly
Private Vacation Home

Pleasant PNW retreat with enclosed yard, grill, & W&D - dogs ok, near skiing

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(83)

$321.72

/ Nightly
Private Vacation Home

2BR/2BA Cottage - Home Base for Outdoor Adventures Near Old Mill

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(6)

$323.95

/ Nightly
Private Vacation Home

Pet-Friendly Bend Home ~ 2 Mi to Downtown

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(126)

$327.69

/ Nightly
Private Vacation Home

Vantage Point - Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(56)

$329.38

/ Nightly
Private Vacation Home

Geary Getaway - Central Location, Private Hot Tub, Fenced Yard, AC

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$329.91

/ Nightly
Private Vacation Home

Gorgeous Luxury in Tetherow with Breathtaking Views

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(24)

$331.21

/ Nightly
Private Vacation Home

Spacious Lodge-Style Beauty at Widgi Golf Course, close to all Bend has to offer

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(48)

$332.35

/ Nightly
Private Vacation Home

Pet Friendly Villa Unit with Two-Primary Bedroom Suites on Bend's Westside

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(56)

$333.91

/ Nightly
Private Vacation Home

New! One-of-a-Kind Bend Retreat | Mountain Views | Walk to River

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(30)

$334.32

/ Nightly
Private Vacation Home

Holiday time in beautiful Bend! Awesome house, chef's kitchen, serene backyard

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(32)

$335.15

/ Nightly
Private Vacation Home

The Haley House | Hot Tub • Fenced Yard • Pets OK!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(41)

$335.59

/ Nightly
Private Vacation Home

NW Modern, River, Old Mill near Downtown

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(82)

$336.26

/ Nightly
Private Vacation Home

Gym,Theatre Room, HotTub, Sauna, outdoor Pizza oven,grills,Walk to Old Mill

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(5)

$338.01

/ Nightly
Private Vacation Home

Bluebird Day - Timber Ridge, a 3-bed townhome in Broken Top Resort!

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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$338.46

/ Nightly
Private Vacation Home

Sunny Days 30 Day Minimum

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(24)

$341.46

/ Nightly
Private Vacation Home

Manzanita - Hot Tub, Canal Front, Amazing Location!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$342.55

/ Nightly
Private Vacation Home

Bluebird Day - Lodgepole House: Spacious 3BR retreat in scenic Bend, OR, perfect for families.

Bend, Oregon, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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