Home Vacation Home Rentals By Owner In Bend, OR

Showing 920 Of 1926 Vacation Rentals
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$245.7

/ Nightly
Private Vacation Home

Three bedroom, fully furnished home with hot tub

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(16)

$248.54

/ Nightly
Private Vacation Home

New! Diamond Retreat – Peaceful Bend Hideaway Near Old Mill & Trails

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$253.62

/ Nightly
Private Vacation Home

Next to 600 Acres of Public Land! Bend Ranch Home

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(26)

$257.94

/ Nightly
Private Vacation Home

WOW-Great location, river access, trails, Old Mill, downtown and the mountain.

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$259.52

/ Nightly
Private Vacation Home

Woodhaven House- 1-Acre Bend Oasis, Hot tub, w/office Studio, Pet-Friendly

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(4)

$259.61

/ Nightly
Private Vacation Home

Ponderosa Park Getaway

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(52)

$260.09

/ Nightly
Private Vacation Home

Broken Top Townhome, Walk to Lodge, Balcony, Garage, AC, Quick to Mt Bachelor, Old Mill

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$261.3

/ Nightly
Private Vacation Home

River Canyon Retreat Pet Friendly and Walkable

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$267.4

/ Nightly
Private Vacation Home

Cozy condo with shared pool, hot tub, sauna, fitness room, washer and dryer

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(2)

$267.45

/ Nightly
Private Vacation Home

Close, Cute, and Clean! - Hot Tub/Firepit/Bikes/Floats

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(35)

$267.53

/ Nightly
Private Vacation Home

Dog Friendly ~ Bonus Room ~ Fireplace ~ BBQ ~ Fenced Yard ~ Close to Park!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(25)

$268.28

/ Nightly
Private Vacation Home

Bluebird Day - Raven Sky Bungalow in Bend, OR, with 2 bedrooms. Pet friendly!

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(46)

$270.43

/ Nightly
Private Vacation Home

Old Mill Bend - Fantastic location to River, Restaurants and Fun

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(132)

$271.22

/ Nightly
Private Vacation Home

Old Mill Magic - Hot Tub, A/C, Modern & Updated, Nestled Between Old Mill & Downtown

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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$271.94

/ Nightly
Private Vacation Home

Bend Dream House

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(145)

$276.37

/ Nightly
Private Vacation Home

CASCADE RETREAT - Bend, Oregon, USA, Spectacular Designer Remodel

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(2)

$280.88

/ Nightly
Private Vacation Home

Bend Home: Office, Garage, Parks, Seasonal Pool!

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(3)

$281.68

/ Nightly
Private Vacation Home

Bend Home w/ Fire Pit, 4 Mi to High Desert Museum!

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(41)

$282.14

/ Nightly
Private Vacation Home

Bluebird Day - River Trail House, Enjoy a cozy retreat in Bend, OR.

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(16)

$282.76

/ Nightly
Private Vacation Home

Spacious Home - Golf Course Views, Central AC, WiFi & Alfresco Living

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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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