Vacation Home Rentals By Owner In Bend, OR

Showing 700 Of 1926 Vacation Rentals

Exceptional(119)

$236.67

/ Nightly

Private Vacation Home

Wren's Nest Updated Historic Home In The Heart Of Bend.

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(85)

$237.7

/ Nightly

Private Vacation Home

MOD POD Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(192)

$240.12

/ Nightly

Private Vacation Home

Stay In The Heart Of Bend, Walk Everywhere!

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(89)

$243.94

/ Nightly

Private Vacation Home

A charming NE Bend home in a park-like setting

Bend, Oregon, United States

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Bath

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Exceptional(22)

$246.19

/ Nightly

Private Vacation Home

Modern Lodge with a Jacuzzi Tub

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(32)

$247.32

/ Nightly

Private Vacation Home

King bed, Fireplace, 100+mbps Wifi, AC, Big Yard, So Walkable

Bend, Oregon, United States

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Sleeps

Exceptional(18)

$249.17

/ Nightly

Private Vacation Home

Family-Friendly Oregon Vacation Home w/ Yard

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$249.63

/ Nightly

Private Vacation Home

Sweet South Sister - Bungalow charm, King bed, Parking, So Walkable

Bend, Oregon, United States

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Sleeps

Exceptional(17)

$251.03

/ Nightly

Private Vacation Home

Mckay Getaway, between Drake Park/Miller's Landing

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(23)

$258.87

/ Nightly

Private Vacation Home

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(65)

$259.68

/ Nightly

Private Vacation Home

Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(93)

$259.97

/ Nightly

Private Vacation Home

Basalt Bungalow - Salt Water Hot Tub, Very Walkable! Near Cafes, Downtown

Bend, Oregon, United States

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Exceptional(52)

$261.23

/ Nightly

Private Vacation Home

Walk to the river, Old Mill, 10 Barrel and more!

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(194)

$262.4

/ Nightly

Private Vacation Home

Cute Westside Craftsman, Walk to Downtown, Large Garage, Cruiser Bikes!

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(6)

$262.52

/ Nightly

Private Vacation Home

Bend Home Near Orchard Park Sleeps 4

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(43)

$262.82

/ Nightly

Private Vacation Home

Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown

Bend, Oregon, United States

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Bath

Sleeps

$263.03

/ Nightly

Private Vacation Home

Northwest Crossing- The Hartford 1856

Bend, Oregon, United States

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Sleeps

Exceptional(126)

$265.08

/ Nightly

Private Vacation Home

Mirror Pond - Cozy Cabin Directly on Mirror Pond - Deschutes River!

Bend, Oregon, United States

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Exceptional(31)

$267.49

/ Nightly

Private Vacation Home

New! Pet Friendly Basecamp | Hot Tub | Walk to Downtown

Bend, Oregon, United States

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Bath

Sleeps

$268.4

/ Nightly

Private Vacation Home

Dual Unit Townhouse in the heart of Bend

Bend, Oregon, United States

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Bath

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Rent a place that suits your needs

Private vacation home

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Cabin

Hotel resort

Cottage

Most popular vacation rentals in Bend

$1564.92

/ Nightly

Private vacation home

Caldera Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

$1486.61

/ Nightly

Private vacation home

24-hr staff ~ Group friendly ~ close to nature + downtown ~ wifi ~ W/D ~ Bend

Bend, Oregon, United States

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Bath

Sleeps

$1493.71

/ Nightly

Private vacation home

Luxury Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

$1500.15

/ Nightly

Private vacation home

Caldera Springs Debut: Brand-New Golf Course Estate

Bend, Oregon, United States

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Bath

Sleeps

$1522.17

/ Nightly

Private vacation home

Two Beautiful Lodges with Hot Tubs!

Sunriver, Oregon, United States

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Bath

Sleeps

$1561.20

/ Nightly

Private vacation home

Caldera Clubhouse - Award winning, custom, family-friendly Sunriver retreat

Bend, Oregon, United States

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Bath

Sleeps

$1576.41

/ Nightly

Private vacation home

Luxury Sunriver Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

$1633.11

/ Nightly

Private vacation home

Sunstone Retreat with Access to Forest House

Bend, Oregon, United States

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Bath

Sleeps

$1633.11

/ Nightly

Private vacation home

Caldera Springs Retreat with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

$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

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Bath

Sleeps

Vacation Home Rentals By Owner In Bend, OR

$236.67

$237.7

$240.12

$243.94

$246.19

$247.32

$249.17

$249.63

$251.03

$258.87

$259.68

$259.97

$261.23

$262.4

$262.52

$262.82

$263.03

$265.08

$267.49

$268.4

Rent a place that suits your needs

Most popular vacation rentals in Bend

$1564.92

$1486.61

$1493.71

$1500.15

$1522.17

$1561.20

$1576.41

$1633.11

$1633.11

$1486.61

Most Popular Cities in Oregon