Home Vacation Home Rentals By Owner In Bend, OR

Showing 1060 Of 1926 Vacation Rentals
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Exceptional(79)

$470.63

/ Nightly
Private Vacation Home

New! Huge Bend Vacation Home | Near Downtown & Ski Resort

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(41)

$473.34

/ Nightly
Private Vacation Home

Chukar's Nest/Old Mill District/Hot Tub/BBQ/Firepit/Bikes

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(87)

$476.91

/ Nightly
Private Vacation Home

Magnificent Creater Road Retreat with 6 bedrooms and 3 bathroom on 1.2 acres.

Bend, Oregon, United States

Bed 6

Bed

Bath 3

Bath

Sleep 20

Sleeps
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Exceptional(4)

$478.49

/ Nightly
Private Vacation Home

Centrally Located OneLevel Pet ok Home w/Fireplace

Bend, Oregon, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(52)

$478.52

/ Nightly
Private Vacation Home

Updated Farmhouse w/ Deck on Central Oregon Canal!

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(14)

$479.15

/ Nightly
Private Vacation Home

Ski racks, 10 min to Downtown/Mt. Bachelor Fast Track, Community Hot Tub/Pool

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(63)

$482.76

/ Nightly
Private Vacation Home

Sunshine Retreat-Hot Tub,Massage Chair,Espresso&EV

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(31)

$484.23

/ Nightly
Private Vacation Home

Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$486.21

/ Nightly
Private Vacation Home

Sleeps 8~Hot Tub~Outdoor Barrel Sauna~Fire Pit~Putting Green~Pet Friendly

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(9)

$501.59

/ Nightly
Private Vacation Home

New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub!

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(5)

$501.88

/ Nightly
Private Vacation Home

Millpointe Modern 4.0 - Luxury Meets Location - Sauna, Cold Plunge, Concerts!

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(30)

$509.18

/ Nightly
Private Vacation Home

Widgi Creek Golf Course 18th Fairway Luxury 3 BR/3 BA New Townhome

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(78)

$510.01

/ Nightly
Private Vacation Home

Cairn - Tetherow Executive Retreat, Private Hot Tub, Modern

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 13

Sleeps
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$510.37

/ Nightly
Private Vacation Home

Bend Brownstone -Rare DT Retreat-Inquire for Price

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$511.39

/ Nightly
Private Vacation Home

Charming 3-bedroom house in pleasant Bend

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(53)

$511.65

/ Nightly
Private Vacation Home

Stone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat

Bend, Oregon, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(8)

$514.13

/ Nightly
Private Vacation Home

Fantastic High Desert Retreat, Pet Friendly, Fenced Backyard w/ Covered Patio, Ping Pong, BBQ

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(265)

$514.37

/ Nightly
Private Vacation Home

BEAUTIFUL HOME OVERLOOKING THE RIVER-MINUTES TO IT ALL-UPDATED KITCHEN!

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(61)

$515.11

/ Nightly
Private Vacation Home

Luxury open concept Vacation Home. Close to downtown ,Old Mill trails & parks.

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(12)

$517.54

/ Nightly
Private Vacation Home

Outdoor fun in Bend!

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(12)

$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(12)

$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(12)

$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(12)

$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(12)

$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(12)

$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(12)

$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(12)

$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(12)

$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(12)

$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