Home Vacation Home Rentals By Owner In Bend, OR

Showing 740 Of 1926 Vacation Rentals
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Exceptional(133)

$307.23

/ Nightly
Private Vacation Home

Bernhard Justice- Salt Hot Tub, 100+ Wifi, Gas Firepl, EV plug, Walkable!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(17)

$307.42

/ Nightly
Private Vacation Home

Newly renovated and 3 minute walk to the center of downtown!

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$307.7

/ Nightly
Private Vacation Home

BEST location in Bend! ~HOT TUB!~

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(34)

$310.38

/ Nightly
Private Vacation Home

Beaumont - Gorgeous Home! Great Location!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(85)

$311.79

/ Nightly
Private Vacation Home

Green Gables-2 Fireplaces,Salt Hot tub, 100+mbps Wifi, AC, Bikes, Big Yard,Walk!

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(55)

$313.24

/ Nightly
Private Vacation Home

Lodge Vibes in the City - Large Log Home

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(33)

$315.11

/ Nightly
Private Vacation Home

Gather! A Welcoming Home - King Beds - Pool Table!

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(11)

$318.65

/ Nightly
Private Vacation Home

Peaceful Bend Escape w/ Luxe Touches, Fenced Yard & Close to Mt. Bachelor & Old Mill, Food and Brews

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(80)

$321.16

/ Nightly
Private Vacation Home

West Side Bungalow │Cali King Bed │Walk Everywhere │Hot Tub │One Block to River

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(73)

$321.16

/ Nightly
Private Vacation Home

Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(172)

$321.72

/ Nightly
Private Vacation Home

Bends Westside Kaleana's Garden Cottage

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(13)

$324.12

/ Nightly
Private Vacation Home

Private & Tranquil Guest Suite with 3 Sisters Mountain Views

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(66)

$324.82

/ Nightly
Private Vacation Home

Bluebird Day - Star Cottage: Cozy 2BR home in scenic Bend, OR, Hot tub, Bikes!

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(26)

$326.76

/ Nightly
Private Vacation Home

Dog Ok | 5min to Restaurants | Patio

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(4)

$329.05

/ Nightly
Private Vacation Home

Cozy Farmhouse on 1 acre- Stargaze in the Hot tub

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(51)

$329.53

/ Nightly
Private Vacation Home

Bluebird Day - Fuller Cottage in Bend, OR: Charming 3-bedroom getaway with hot tub.

Bend, Oregon, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(5)

$331.08

/ Nightly
Private Vacation Home

Moondance - Stylish Bend Retreat, Hot Tub, Fenced Yard, Garage

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$331.3

/ Nightly
Private Vacation Home

Spacious & CLEAN 5-Bedroom Retreat| Fresh Interior Paint | Family Friendly

Bend, Oregon, United States

Bed 5

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(29)

$333.31

/ Nightly
Private Vacation Home

New Listing! Restored Bungalow | Walk to Downtown Bend

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(18)

$335.14

/ Nightly
Private Vacation Home

Upscale home with hot tub & backyard oasis!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(18)

$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(18)

$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(18)

$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(18)

$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(18)

$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(18)

$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(18)

$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(18)

$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(18)

$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(18)

$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