Home Vacation Rentals By Owner In Bend, OR

Showing 680 Of 2766 Vacation Rentals
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Exceptional(4)

$212.07

/ Nightly
Condo

High Ceilings, No Shared Walls, Sleeps 6, Full Kitchen, Deck, BBQ, Pool, 4 Bikes

Sunriver, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

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(83)

$323.96

/ Nightly
Private Vacation Home

2BR/2BA Cottage - Home Base for Outdoor Adventures Near Old Mill

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(11)

$327.23

/ Nightly
Private Vacation Home

FIRC08 - Great Family Home, AC, Hot Tub

Sunriver, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(5)

$378.29

/ Nightly
Cabin

Sauna + Hot Tub + Chef's Kitchen | Walk to Village + Ski Bachelor | Base Camp

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(3)

$127.09

/ Nightly
Private Vacation Home

Bright & Modern Near Downtown & 1st Street Rapids - Walk Downtown Along River

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(1)

$610.07

/ Nightly
Private Vacation Home

Family Oasis with Access to Exclusive Golf

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(4)

$193.6

/ Nightly
Condo

Bend Basecamp! Condo w/ Pool Near Deschutes River

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(6)

$670.14

/ Nightly
Private Vacation Home

Downey Pines: Luxury 5bd Mountain Retreat ~ Close to Bachelor & Sunriver

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 16

Sleeps
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Exceptional(2)

$515.75

/ Nightly
Chalet

Guest-Favorite Location, Fireplace, Hot Tub, Sleeps 13, Quiet & Serene Area

Sunriver, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 13

Sleeps
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Exceptional(1)

$485.18

/ Nightly
Private Vacation Home

Sunriver Family Retreat with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(18)

$302.22

/ Nightly
Condo

Seventh Mountain Condo in Bend w/ Scenic Views!

Bend, Oregon, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(12)

$652.5

/ Nightly
Private Vacation Home

Stylish, Family-Friendly Home has Two Primary Suites, Hot Tub, Chef’s Kitchen!

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$307.4

/ Nightly
Private Vacation Home

Bluebird Day - Desert Zen in Bend with 2 queens, fenced yard, fireplace, Walk Everywhere!

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(1)

$284.32

/ Nightly
Cottage

Westside Vibes - walkable w/ salt water hot tub too!

Bend, Oregon, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$947.98

/ Nightly
Private Vacation Home

Nostalgic Nook — Offering a gym, sauna, hot tub, cold plunge, and firepit

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(147)

$187.8

/ Nightly
Apartment

Cozy Sunriver Condo w/Pool Sharc Passes! Close to Sunriver Lodge & Shopping.

Sunriver, Oregon, United States

Bath 1

Bath

Sleep 4

Sleeps
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$363.1

/ Nightly
Private Vacation Home

The Crosby Hall Shevlin House | Built 1920

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(3)

$245.8

/ Nightly
Private Vacation Home

Updated Modern Style King Suite Pool/Tennis Access

Sunriver, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(23)

$450.96

/ Nightly
Private Vacation Home

Cozy Canterbury | Dog-friendly oasis 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(23)

$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(23)

$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(23)

$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(23)

$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(23)

$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(23)

$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(23)

$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(23)

$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(23)

$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(23)

$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