Home Vacation Home Rentals By Owner In Bend, OR

Showing 860 Of 1926 Vacation Rentals
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$1008.63

/ Nightly
Private Vacation Home

4 BR Pet-Friendly Townhouse @ Juniper Preserve Resort

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$1008.63

/ Nightly
Private Vacation Home

Upscale 4 BR Townhouse @ Juniper Preserve Resort

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$1008.63

/ Nightly
Private Vacation Home

Upscale 4 BR Townhouse @ Juniper Preserve Resort

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(155)

$1048.64

/ Nightly
Private Vacation Home

Hot tub, cold plunge & fire pit · mountain views

Bend, Oregon, United States

Bed 6

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$1065.3

/ Nightly
Private Vacation Home

1131 Aerie Buyout | 2 Units, 5BDR | Deck, Hot Tub, Views, Near DT

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(58)

$1106.32

/ Nightly
Private Vacation Home

Located on Bend's most sought after historic district street, provides the perfe

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$1147.41

/ Nightly
Private Vacation Home

2 Units | Minutes to Downtown Bend | Hot Tub | 1208 Skyline Ranch by AvantStay

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(198)

$1150.33

/ Nightly
Private Vacation Home

RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(8)

$1164.32

/ Nightly
Private Vacation Home

Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(194)

$1185.12

/ Nightly
Private Vacation Home

20 acres private ranch with Mountain View’s

Bend, Oregon, United States

Bed 7

Bed

Bath 4

Bath

Sleep 16

Sleeps
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$1198.76

/ Nightly
Private Vacation Home

Upscale 4 BR Townhouse @ Juniper Preserve Resort

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(107)

$1520.24

/ Nightly
Private Vacation Home

Riverfront Paradise includes SUP, Kayaks, floating equipment, 3 Masters, Hot Tub, Near Downtown

Bend, Oregon, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Private Vacation Home

Modern Farmhouse in Woodriver Village - 30 Day Minimum Rental

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 1

Sleeps
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Exceptional(154)

Select Dates for Price
Private Vacation Home

Private Retreat at River Wild in Mt Bachelor Village, Private HotTub, A/C, WiFi

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(17)

Select Dates for Price
Private Vacation Home

Bend Home with Bikes and Patio Near Old Mill

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(6)

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Private Vacation Home

Deschutes Riverfront Home with Private Sauna

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(2)

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Private Vacation Home

Bluebird Day - Brooks House, Experience comfort in the spacious 3200 sqft, Hot tub, Pet friendly!

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(22)

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Private Vacation Home

New! River Wild Retreat | Community Pool & Hot Tub | River Trail Access

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(10)

Select Dates for Price
Private Vacation Home

Modern, bright, clean! Resort amenities + pool ~ concert shuttle ~ bring friends

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(1)

$82.72

/ Nightly
Private Vacation Home

Awesome location/place: River trail, Old Mill District, easy drive to the Mt.

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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