Home Vacation Rentals By Owner In Bend, OR

Showing 320 Of 2766 Vacation Rentals
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Exceptional(57)

$289.24

/ Nightly
Private Vacation Home

Bluebird Day - Casa Sol: Cozy 2BR townhome in Bend, OR, featuring two King beds and a hot tub.

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(55)

$289.24

/ Nightly
Private Vacation Home

Bluebird Day - Casa Luna: Spacious 2BR townhome in Bend, OR, ideal for families or couples.

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(6)

$562.29

/ Nightly
Cabin

Your Riverfront Retreat| Kayak| HotTub| EVCharger

Sunriver, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(1)

$394.37

/ Nightly
Private Vacation Home

2.5 Acre Log Cabin, Cascade Views, Dog-Friendly

Bend, Oregon, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$743.35

/ Nightly
Private Vacation Home

Riverfront w/dock and big backyard. Enjoy your own slice of the Deschutes River.

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(22)

$378.79

/ Nightly
Private Vacation Home

Amazing New Home in Bend...with hot tub!

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(4)

$1058.46

/ Nightly
Private Vacation Home

Sunstone at Caldera Springs with Quarry Recreation

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(4)

$249.12

/ Nightly
Condo

Resort Condo Retreat ~ 6 Mi to Downtown Bend!

Bend, Oregon, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$1167.3

/ Nightly
Private Vacation Home

2 Units | Deck, Hot Tub, Minutes to Old Bend | 1212 Skyline Ranch by AvantStay

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$1267.62

/ Nightly
Private Vacation Home

2 Units | Minutes to Old Bend, Deck + Hot Tub | 1204 Skyline Ranch by AvantStay

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$1147.41

/ Nightly
Private Vacation Home

2 Units | Minutes to Downtown Bend | Hot Tub | 1208 Skyline Ranch by AvantStay

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$1133.85

/ Nightly
Private Vacation Home

2 Units | Minutes to Old Bend | Deck + Hot Tub | 1216 Skyline Ranch by AvantStay

Bend, Oregon, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(2)

$236.52

/ Nightly
Private Vacation Home

New Listing! Dog Friendly, Mountain-Modern Retreat in Bend. Property with views

Bend, Oregon, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$162.86

/ Nightly
Private Vacation Home

Blakely - Old Mill On The Canal, Firepit, Office

Bend, Oregon, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(11)

$271.36

/ Nightly
Condo

Riverfront Condo 2 blocks to downtown Bend

Bend, Oregon, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(5)

$120.49

/ Nightly
Condo

Modern Style Third Floor Condo with Private Balcony

Bend, Oregon, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(64)

$120.49

/ Nightly
Condo

Elegant Second-Floor Condo Near Downtown Bend

Bend, Oregon, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(2)

$329.91

/ Nightly
Private Vacation Home

Gorgeous Luxury in Tetherow with Breathtaking Views

Bend, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(75)

$454.7

/ Nightly
Private Vacation Home

8 Crag - Cozy & Central By Fort Rock Park, Hot Tub, Pool Table, A/C, Bikes, SHARC Passes

Sunriver, Oregon, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(134)

$320.84

/ Nightly
Cabin

Trailside Cabin- 6 SHARC Passes- Bikes- Pet-Friendly- Sleeps 7- Walk to Village

Bend, Oregon, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Bend

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Exceptional(134)

$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(134)

$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(134)

$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(134)

$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(134)

$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(134)

$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(134)

$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(134)

$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(134)

$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(134)

$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