Home Vacation Home Rentals By Owner In Bend, OR

Showing 1020 Of 1926 Vacation Rentals
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Exceptional(6)

$398.73

/ Nightly
Private Vacation Home

Sundance Ranch Retreat | Hot Tub • Cascade Views

Deschutes County, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(14)

$398.93

/ Nightly
Private Vacation Home

House near Old Mill District and Box Factory with Hot Tub & Fire Pit.

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(39)

$402.09

/ Nightly
Private Vacation Home

‘The Ark at Farewell Park,’ 20 Mi to Mt Bachelor!

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(7)

$405.65

/ Nightly
Private Vacation Home

4BR Bend Home Near Mt Bachelor and River Trails

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(47)

$406.33

/ Nightly
Private Vacation Home

Pet-Friendly Bend Escape with Cozy Fireplace

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(8)

$407.34

/ Nightly
Private Vacation Home

Lux home fully stocked near Ski/Hike/Bike/Downtown

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(7)

$409.22

/ Nightly
Private Vacation Home

Dog friendly~Hot Tub~King Bed~Modern Construction

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(99)

$409.85

/ Nightly
Private Vacation Home

Tranquility on the Bluffs - Hot Tub, Walkable Location, Fenced Yard, EV Charger

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(90)

$410.47

/ Nightly
Private Vacation Home

Big Canyon - Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(17)

$412.94

/ Nightly
Private Vacation Home

Ponderosa Lodge | Bend | Large Yard + Pet Friendly

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(125)

$413.92

/ Nightly
Private Vacation Home

Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$415.83

/ Nightly
Private Vacation Home

Broken Top Retreat Near Old Mill - Hot Tub! +Perks

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(31)

$416.65

/ Nightly
Private Vacation Home

Mountain-Modern Unit: Golf, Hike, Ski & More!

Bend, Oregon, United States

Bed 2

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(65)

$416.92

/ Nightly
Private Vacation Home

New! Bend River District Stay | Hot Tub | Walk to Dining & Trails

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(41)

$417.13

/ Nightly
Private Vacation Home

New! Modern Bend Retreat | Views | Hot Tub | Fenced Yard

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(1)

$421.93

/ Nightly
Private Vacation Home

Old Mill Hideaway - Fantastic 3-bedroom house: Hot Tub, 2 King Beds, AC in Bend

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(104)

$427.96

/ Nightly
Private Vacation Home

Riverside Family Retreat On The Deschutes

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(46)

$430.27

/ Nightly
Private Vacation Home

New! Beautiful 5 Bedroom Retreat | Hot Tub | Backyard

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(10)

$431.07

/ Nightly
Private Vacation Home

Bluebird Day - Big River, Luxurious 4BR home in Bend, perfect for families or groups of up to 8.

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$433.22

/ Nightly
Private Vacation Home

Bluebird Day - Lodgepole Pine: Spacious 4BR home in scenic Bend, perfect for families.

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

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