Vacation Home Rentals By Owner In Bend, OR

Showing 1180 Of 1926 Vacation Rentals

$182.51

/ Nightly

Private Vacation Home

Ponderosa Penthouse • modern luxury in NW Bend

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(1)

$196.53

/ Nightly

Private Vacation Home

Bluebird Day - Cascade Modern Experience luxury in this 3BR townhome in scenic Bend, OR.

Bend, Oregon, United States

Bed

Bath

Sleeps

$208.03

/ Nightly

Private Vacation Home

Unique and Spacious Home in Quiet NW Bend - King & Queen Beds - Large Yard

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(10)

$208.14

/ Nightly

Private Vacation Home

Fun Guest Quarter With Bathroom Available For Rent Close To Downtown Bend.

Bend, Oregon, United States

Bed

Bath

Sleeps

$208.98

/ Nightly

Private Vacation Home

Bluebird Day - Shevlin Northwest in Bend, OR, Experience luxury with 3 spacious bedrooms.

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(57)

$218.86

/ Nightly

Private Vacation Home

Cottage in Bend: Walk Everywhere

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(165)

$228.1

/ Nightly

Private Vacation Home

Federal- AC, In the Heart of Walkable Westside Bend

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(3)

$228.6

/ Nightly

Private Vacation Home

Five-Bedroom Stunner on Bend's Westside (Brand New)

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(19)

$230.52

/ Nightly

Private Vacation Home

Historic Bungalow in Walkable Old Bend

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(96)

$232.58

/ Nightly

Private Vacation Home

Bluebird Day - River Gem Bungalow, perfect for a cozy getaway by the river.

Bend, Oregon, United States

Bed

Bath

Sleeps

$236.37

/ Nightly

Private Vacation Home

Private Pickleball Court + Riverfront Bend Retreat

Bend, Oregon, United States

Bed

Bath

Sleeps

$241.01

/ Nightly

Private Vacation Home

Bluebird Day - Westside Retreat, Discover luxury at a spacious 4-bedroom home in Bend, OR.

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(13)

$241.21

/ Nightly

Private Vacation Home

Bluebird Day - Twin Mills Bungalow in Bend, OR, featuring 2 cozy bedrooms.

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(1)

$242.83

/ Nightly

Private Vacation Home

Westside Hidden Gem! Walkable 2 BR

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(2)

$245.83

/ Nightly

Private Vacation Home

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

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(2)

$248.11

/ Nightly

Private Vacation Home

Lovely 2 bedroom townhome with pool, AC & fitness room in popular Bend, Oregon.

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(41)

$250.57

/ Nightly

Private Vacation Home

Bungalow in Bend: Center of Town

Bend, Oregon, United States

Bed

Bath

Sleeps

Exceptional(25)

$252.34

/ Nightly

Private Vacation Home

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

Bend, Oregon, United States

Bed

Bath

Sleeps

$256.25

/ Nightly

Private Vacation Home

Meet Me on Milwaukee | Hot Tub, EV Charger & Walkable Bend Location

Bend, Oregon, United States

Bed

Bath

Sleeps

$257.12

/ Nightly

Private Vacation Home

Central Carousel

Bend, Oregon, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Private vacation home

View 1914 Private vacation home

Condo

View 474 Condo

Cabin

View 168 Cabin

Hotel resort

View 27 Hotel resort

Bed

Bath

Sleeps

Vacation Home Rentals By Owner In Bend, OR

$182.51

$196.53

$208.03

$208.14

$208.98

$218.86

$228.1

$228.6

$230.52

$232.58

$236.37

$241.01

$241.21

$242.83

$245.83

$248.11

$250.57

$252.34

$256.25

$257.12

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