Vacation Home Rentals By Owner In Bend, OR

Showing 1040 Of 1926 Vacation Rentals

Exceptional(20)

$436.22

/ Nightly

Private Vacation Home

Beautifully furnished 2BD/2BA w/ hot tub in AWESOME location on the west side.

Bend, Oregon, United States

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Exceptional(8)

$437.54

/ Nightly

Private Vacation Home

Cozy 3-BR house w/ EV charger & trailer parking

Bend, Oregon, United States

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Sleeps

Exceptional(18)

$438.77

/ Nightly

Private Vacation Home

Serenity Retreat: Near Mt. Bachelor with Pool, Spa, River & Outdoor Trails

Bend, Oregon, United States

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Exceptional(14)

$439.7

/ Nightly

Private Vacation Home

Sweet Pea Retreat | New | Luxury | Pet OK

Bend, Oregon, United States

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Sleeps

$440.23

/ Nightly

Private Vacation Home

Millwood Modern ~ Walkable · Firepit · Cascade Views

Bend, Oregon, United States

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Bath

Exceptional(11)

$441.2

/ Nightly

Private Vacation Home

Bachelor Bliss - Road to Mt Bachelor, Trails, Hot Tub, Detached ADU

Bend, Oregon, United States

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Exceptional(8)

$444.62

/ Nightly

Private Vacation Home

Best Location in Bend, Steps to Old Mill, Deschutes River, Trails & Mt Bachelor

Bend, Oregon, United States

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Exceptional(11)

$444.73

/ Nightly

Private Vacation Home

Newly updated! Top-Rated Bend Getaway – Family Fun, Adventure & Comfort!

Bend, Oregon, United States

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$445.18

/ Nightly

Private Vacation Home

Bend Retreat, Hot Tub, Water Feature & Outdoor Living

Bend, Oregon, United States

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Exceptional(1)

$446.4

/ Nightly

Private Vacation Home

3-bedroom luxury townhome close to Mt. Bachelor

Bend, Oregon, United States

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Exceptional(16)

$447.02

/ Nightly

Private Vacation Home

Mountain View Retreat - 3Bed - 2.5 Bath on 17acres

Bend, Oregon, United States

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Exceptional(71)

$448.16

/ Nightly

Private Vacation Home

Great location in Old Mill District ! ♥ Fenced Backyard, ♥ Pet Friendly!

Bend, Oregon, United States

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Exceptional(2)

$449.84

/ Nightly

Private Vacation Home

Old Mill Family Home w/hot tub & trampoline

Bend, Oregon, United States

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Exceptional(23)

$450.96

/ Nightly

Private Vacation Home

Cozy Canterbury | Dog-friendly oasis in Bend

Bend, Oregon, United States

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Exceptional(32)

$451.89

/ Nightly

Private Vacation Home

Family/pet friendly home, sleeps 8. Enjoy our game room & soak in the hot tub after exploring Bend. Less than 30 minutes to Mtn. Bachelor.
Vacation Home/ Midterm Stays/Corporate Housing

Bend, Oregon, United States

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Exceptional(40)

$455.06

/ Nightly

Private Vacation Home

Light Filled Westside Home

Bend, Oregon, United States

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Exceptional(14)

$455.61

/ Nightly

Private Vacation Home

Relaxing gem on the green! Hot tub! Double Suite!

Bend, Oregon, United States

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Exceptional(19)

$462.6

/ Nightly

Private Vacation Home

Crestline - Gorgeous River, Mtn, Old Mill views

Bend, Oregon, United States

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Exceptional(32)

$464.85

/ Nightly

Private Vacation Home

Luxurious Townhome Steps from the Deschutes River with Riverviews, Deck & BBQ

Bend, Oregon, United States

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Exceptional(38)

$469.62

/ Nightly

Private Vacation Home

Family + Pet Retreat Near Old Mill Bend

Bend, Oregon, United States

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Rent a place that suits your needs

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Most popular vacation rentals in Bend

Exceptional(38)

$1564.92

/ Nightly

Private vacation home

Caldera Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Exceptional(38)

$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

Exceptional(38)

$1493.71

/ Nightly

Private vacation home

Luxury Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Exceptional(38)

$1500.15

/ Nightly

Private vacation home

Caldera Springs Debut: Brand-New Golf Course Estate

Bend, Oregon, United States

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Exceptional(38)

$1522.17

/ Nightly

Private vacation home

Two Beautiful Lodges with Hot Tubs!

Sunriver, Oregon, United States

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Exceptional(38)

$1561.20

/ Nightly

Private vacation home

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

Bend, Oregon, United States

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Exceptional(38)

$1576.41

/ Nightly

Private vacation home

Luxury Sunriver Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Exceptional(38)

$1633.11

/ Nightly

Private vacation home

Sunstone Retreat with Access to Forest House

Bend, Oregon, United States

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Bath

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Exceptional(38)

$1633.11

/ Nightly

Private vacation home

Caldera Springs Retreat with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed

Bath

Sleeps

Exceptional(38)

$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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Vacation Home Rentals By Owner In Bend, OR

$436.22

$437.54

$438.77

$439.7

$440.23

$441.2

$444.62

$444.73

$445.18

$446.4

$447.02

$448.16

$449.84

$450.96

$451.89

$455.06

$455.61

$462.6

$464.85

$469.62

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