Home Vacation Home Rentals By Owner In Bend, OR

Showing 720 Of 1926 Vacation Rentals
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Exceptional(323)

$268.56

/ Nightly
Private Vacation Home

Great Downtown Location And House

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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$270.06

/ Nightly
Private Vacation Home

Hollinshead Haven 30 days min

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(9)

$272.3

/ Nightly
Private Vacation Home

Bluebird Day - Sierra Nook, one-bedroom retreat in Bend, ideal for couples and pet-friendly.

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(93)

$272.53

/ Nightly
Private Vacation Home

Bluebird Day - Kokanee Cottage: A cozy 2BR retreat in beautiful Bend, OR.

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(12)

$272.64

/ Nightly
Private Vacation Home

Walkable Bend Bungalow w/ Bikes Included

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(122)

$273.28

/ Nightly
Private Vacation Home

Sweet Bella Bird-Salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, AC, So walkable!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(79)

$274.72

/ Nightly
Private Vacation Home

Centrally located to everything you want to do in Bend!

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(335)

$275.27

/ Nightly
Private Vacation Home

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(41)

$276.29

/ Nightly
Private Vacation Home

4th Street - Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(24)

$281.24

/ Nightly
Private Vacation Home

Bluebird Day - Desert Moon, Cozy 2BR in Bend's River West, Walkable to restaurants!

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(70)

$285.84

/ Nightly
Private Vacation Home

Hygge Harmony- Salt Hot Tub, 2 Fireplaces, 100+mbps Wifi, AC, Walk to Galveston!

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(58)

$285.99

/ Nightly
Private Vacation Home

Bluebird Day - Sunny Pine Cottage in Bend, OR, features 2 bedrooms downtown!

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(13)

$287

/ Nightly
Private Vacation Home

A private zen-like home, panoramic views, super chill!Total relaxation for you.

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(41)

$290.94

/ Nightly
Private Vacation Home

Walk to downtown and Amphitheater

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(72)

$293.79

/ Nightly
Private Vacation Home

New! Historic Bend Cottage | Walk to Deschutes River & Downtown Shops

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(68)

$293.98

/ Nightly
Private Vacation Home

Bluebird Day - Hummingbird Cottage in Bend, OR. Experience cozy luxury!

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(12)

$298.05

/ Nightly
Private Vacation Home

Bluebird Day - Huckleberry Cottage in Bend, OR, perfect for a romantic getaway.

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$304.41

/ Nightly
Private Vacation Home

Fire Pit & Wildlife Views! Tranquil Bend Retreat

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(93)

$304.82

/ Nightly
Private Vacation Home

6 Todd - Adorable & Cozy, Hot Tub, SHARC Passes, Fabulous Location

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(15)

$306.28

/ Nightly
Private Vacation Home

Bluebird Day - Pilot Butte Pad: Spacious 3BR home in Bend, ideal for family getaways.

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(15)

$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(15)

$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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Exceptional(15)

$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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Exceptional(15)

$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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Exceptional(15)

$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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Exceptional(15)

$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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Exceptional(15)

$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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Exceptional(15)

$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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Exceptional(15)

$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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Exceptional(15)

$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