Rim Rock Natural Area Rentals
- From $229 per night (USD)
VRBO
Bend Westside Townhome at Broken Top Club
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
As one of our guests said in his review below, 'Feels like a home, not a rental.' And you’ll feel right at home too as ...
From $229 per night (USD)VRBO
- From $106 per night (USD)
VRBO
Sunny and Open on the Westside
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
30 day minimum. Fabulous three bedroom, two-and-a-half bath house, 1800 sq. ft. plus garage, on Mt. Washington Dr. three ...
From $106 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Perfect Location! Steps from the River - Between Downtown Bend and the Old Mill!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
We are excited to welcome you to our 100+ year old Bend Old Town home! There are 2 bedrooms - both with top of the line, ...
From $395 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Location, Location, Location !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kick back and relax in this little gem in downtown Bend. Centrally located in the Drake Park Historic district of Bend ...
From $258 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Walk 2 Downtown! Beautiful Home w\/ HOT TUB, Coffee Bar, Bikes & Game Room!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Circa 1925, this immaculate home combines Old World charm with modern amenities, beautiful bedding and trendy furnishing ...
From $235 per night (USD)VRBO
- Click For Pricing
VRBO
Westside Modern Home Walk & Bike Everywhere in Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Vaulted ceilings fill this tranquil and charming space with natural light. Set in the heart of Bend's Westside, all you ...
Click For PricingVRBO
- From $466 per night (USD)
VRBO
Light-filled 5BR w\/ gameroom & hot tub near bike trails, golf, ski, downtown
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Our corner home sits on a tree-lined block within a family neighborhood with two private parks and walking paths. While ...
From $466 per night (USD)VRBO
- From $1090 per night (USD)
VRBO
Location, Location -Deschutes River Hm, Dwntwn On Mirror Pond, Incredible!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Location Location Location! Riverfront home on Mirror Pond! It doesn't get much better than this 3,400 square foot cust ...
From $1090 per night (USD)VRBO
- Click For Pricing
VRBO
Westside Home Near Mt. Bachelor w Hot Tub - San Francisco Life Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing home in Bend's Broken Top Neighborhood, a gated community on Bend's desirable Westside, near OSU - Cascades, min ...
Click For PricingVRBO
- Click For Pricing
VRBO
{Laui Loft}... Completely Redone Quaint & Whimsical Apt Above Historic Ski Shop!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
{LAUI LOFT}.... this is a very special unique Westside apartment above the old historic Skjersaa s ski shop! Just comple ...
Click For PricingVRBO
- From $266 per night (USD)
VRBO
Large, modern family-friendly West Side home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beautifully remodeled 5BR/3BA home on Bend's Westside. Perfect for families, in a quiet neighborhood, walking distance t ...
From $266 per night (USD)VRBO
- From $170 per night (USD)
VRBO
New Listing! Bend Mountain Modernist Retreat, Close to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to the Modern Tree House, the perfect basecamp for your Bend adventures. Perched among Ponderosa Pines on a qui ...
From $170 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Experience the best of Bend, Close To Everything!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our 3 bed 2.5 bath house, located near everything Bend offers and is the perfect base camp. You'll find comfort with 4 b ...
From $260 per night (USD)VRBO
- From $349 per night (USD)
VRBO
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Sunrise Cottage is everything you want for your visit. It's within walking distance to restaurants, breweries, baker ...
From $349 per night (USD)VRBO
- From $369 per night (USD)
VRBO
Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake West Bungalow is an adorable one bedroom, one bathroom home in the River West Neighborhood near the Galveston ...
From $369 per night (USD)VRBO
- Click For Pricing
VRBO
Under $200 Last Minute Special Rates * Check Calendar for Dates & Details
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NOTICE:CLOSED DUE TO CONSTRUCTION October 2019 - TBD. Bend's Best Location! Tucked in Historic Bend, ideally situated o ...
Click For PricingVRBO
- Click For Pricing
VRBO
Bend Luxury
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Luxury living in Bend in one of the Westside's most sought-after neighborhoods! At 4,000 sq. ft., there's plenty of room ...
Click For PricingVRBO
- From $182 per night (USD)
VRBO
*NEW* Downtown Modern Nostalgia, completely updated and convenient
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Century-old mill home that was completely renovated to modern standards while keeping its' nostalgic charm. Location! ...
From $182 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Northwest Crossing Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming cottage in Bend's desirable Northwest Crossing neighborhood. Walking distance to the Grove food and social hub, ...
From $249 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Cute Dog-Friendly Home with Fenced Side Yard - Walk to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
River West Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $205 per night (USD)VRBO
- Click For Pricing
VRBO
Darling Westside Bend Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Darling 3 bedroom/3 bath condo in Bend's westside. Bike to Galveston or downtown on bikes provided. One bedroom upstairs ...
Click For PricingVRBO
- From $275 per night (USD)
Expedia
Westside Skyliner\/Summit Winter Getaway- 3 Bedroom, sleeps 4-8 . Dog friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our beautiful 2200 sq/ft Westside neighborhood home is just minutes from the best of Westside offerings; NW Crossing, re ...
From $275 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Fantastic view of Bend with pickleball and basket ball court
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spend your vacation in our beautiful Westside home, and call it your home for the time being. Enjoy the views of the cit ...
From $320 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Fantastic location, spacious and beautiful, perfect for groups, hot tub, dog ok
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Built in 2012, our spacious and cozy family vacation home is situated in the popular NW area of Bend. Immaculately appo ...
From $399 per night (USD)VRBO
- From $278 per night (USD)
VRBO
Spacious Home In Trendy Westside--Easy Walk To Great Food\/Downtown! Hottub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
• 3 roomy bedrooms, each with own full bath--great for families or couples! • Open floor plan invites entertaining and s ...
From $278 per night (USD)VRBO
- From $446 per night (USD)
VRBO
Drake Park Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Drake Park Cottage is a Luxurious Retreat in Bend's Premier Location. Experience elegance at our newly remodeled contemp ...
From $446 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Bend Bungalow - a Walk in the Park to Downtown and River!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
3-day weekend just opened up and new snow in the mountain for great skiing! $99 most nights for January and February— sp ...
From $165 per night (USD)VRBO
- From $194 per night (USD)
VRBO
Spacious 1 Bedroom across from Drake Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Location & amenities can’t be beat. Minutes from the river, downtown and close to the old Mill District. This historic p ...
From $194 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Great West Side Location! Hot Tub, Huge Living Area, 2 bdrm + Murphy Bed, EV Chg
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Bright, open floor plan with lots of amenities. Hot tub, large deck with gas BBQ, fully outfitted kitchen with everythin ...
From $196 per night (USD)VRBO
- From $393 per night (USD)
VRBO
Mid Century Luxury Home; Westside; Walk Everywhere
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Bend and walking distance to downtown, Newport Ave shopping and restaurants and quick warm up ri ...
From $393 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Awesome location! Next to river, close to downtown. Walk everywhere!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and experience all Bend has to offer from our beautiful home located adjacent to McKay Park on the Deschutes River ...
From $325 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Charming Bungalow, Location, Location, Location!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This charming bungalow is steps from the footbridge, that carries you over Mirror Pond into Drake Park where you can enj ...
From $675 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Riverfront Cottage -Near Drake Park, Walk to Town.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One bedroom with queen bed and a really comfortable queen hide-a-bed, right on the Deschutes River. You can walk one wa ...
From $220 per night (USD)VRBO
- From $404 per night (USD)
VRBO
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Westside Cottage is a find! It has two bedrooms and two bathrooms, making it perfect for a romantic couples getaway, ...
From $404 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Riverfront Beach Cottage in Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Update 4/11/24: Highly coveted 4th of July week on the river has just opened up! This is your chance to grab it. All o ...
From $650 per night (USD)VRBO
- From $322 per night (USD)
VRBO
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Nest... a warm and welcoming, yet modern and contemporary, Bend home. It has been newly remodeled and is ...
From $322 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Cozy Modern Apartment Close To Town; Walk Everywhere
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in the heart of Bend and walking distance to downtown, Newport Ave shopping and restaurants and short warm up ri ...
From $225 per night (USD)VRBO
- From $339 per night (USD)
VRBO
West Side Gem │Two King Suites │Walk Everywhere │Hot Tub │Large Living Space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Park House West is a warm and inviting three bedroom, two bath home with wonderful living space. It is a family-size ...
From $339 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Riverfront Beauty! Location Perfection! Walk to Downtown, Drake Park, Old Mill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Outstanding View AND Location! Guest alert for summer 2023.....The lot next door is being rebuilt. Just FYI.....There m ...
From $450 per night (USD)VRBO
- From $367 per night (USD)
VRBO
Westside! Drake Park! Spring Special 295 Week Nights!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the best outdoor recreation town west of the Rockies! Stay within walking distance to all Bend has to offer. ...
From $367 per night (USD)VRBO
- From $550 per night (USD)
VRBO
DOWNTOWN RIVERFRONT HOME W\/ RIVER ACCESS, BEST LOCATION, 2 MASTER SUITES!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
One of the very few Bend riverfront homes with direct backyard access to the water! This New Gorgeous 2,000 square foot ...
From $550 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Formally VRBO #501147
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you want the perks of being in the center of it all, while enjoying the quiet neighborhood here ya go! Upstairs has ...
From $275 per night (USD)VRBO
- From $152 per night (USD)
VRBO
Visit Bend! Cozy, Pet Friendly, Secluded Yard!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
After a day of exciting adventure & sightseeing, relax in comfort with plenty of peace and quiet at our cozy cottage, lo ...
From $152 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Three Bedrooms │Trendy West Side Near 10 Barrel │Walkable │Hot Tub │Fenced Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Galveston House is located on the trendy and popular west side of Bend, in the heart of the Galveston District. It i ...
From $295 per night (USD)VRBO
- Click For Pricing
VRBO
Heart of Galveston \/Trendy Westside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Originally built as a ski house this property has many warm and cabin-like features. With a fantastic location it is ea ...
Click For PricingVRBO
- From $287 per night (USD)
Expedia
Bluebird Day - River Gem Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The River Gem Bungalow is a bright and cheerful one bedroom treasure nestled in the heart of Bend`s popular Westside wit ...
From $287 per night (USD)Expedia
- From $69 per night (USD)
VRBO
Charming 1 Bedroom Apartment in Historic Old Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
In the heart of Old Bend next to Drake Park. Walk everywhere to shops, restaurants, river and Park events. Off street pa ...
From $69 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Modern, Custom Gem in Northwest Crossing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
30 day minimum. Celebrated NW architect of the Mount Bachelor Pine Marten Lodge, Vernon Sexton, designed this custom, mo ...
From $240 per night (USD)Expedia
- From $344 per night (USD)
VRBO
NW Trenton Treehouse | 4 Bed, 3 Bath
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
AMENITIES: West side Bend Oregon Vacation Rental Trenton Treehouse | Panoramic City Views Four bedrooms with queen beds ...
From $344 per night (USD)VRBO
- From $431 per night (USD)
Expedia
Beautiful Japanese Pagoda
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This is a beautiful Japanese architecture Pagoda. Two car garage on the first floor, living space with full kitchen on ...
From $431 per night (USD)Expedia
- Click For Pricing
Expedia
Modern! Mountain Views & Walk to NWX!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
If you are looking for your home away from home in Bend's beautiful NWX neighborhood, look no further! This 2 bedroom, 2 ...
Click For PricingExpedia
- From $442 per night (USD)
Expedia
Bluebird Day - Hartford Haven
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
*****NEW LISTING WITH BLUEBIRD DAY***** Hartford Haven is nestled among the pines on the desirable Westside of Bend. It ...
From $442 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Bluebird Day - Desert Moon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Desert Moon! This adorable cottage was originally built in the 1920’s during Bend’s mill town heyday. This i ...
From $181 per night (USD)VRBO
- From $999 per night (USD)
Expedia
New Listing- Bend, Oregon mountain mansion luxury!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This luxurious and fully-renovated home in Bend's Westside offers stunning views of seven mountains. East of th ...
From $999 per night (USD)Expedia
- Click For Pricing
Expedia
Beautiful Craftsman Home with riverfront hot tub!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful one bedroom studio apartment for rent in a quiet westside neighborhood with river access. This fully furnished ...
Click For PricingExpedia
- From $75 per night (USD)
Expedia
Historic Drake Cottage 30 Day Rental. Across from Drake Park, Mirror Pond, downtown Bend. Furnished.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable two bedroom, 700 square foot flat located in the heart of historic downtown Bend. This wonderful 1930 fourplex ...
From $75 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Bluebird Day - Mirror Pond Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Mirror Pond Bungalow is a classic 3 bedroom 2 bath historic Craftsman bungalow in a quintessential Bend location. On ...
From $299 per night (USD)VRBO
- From $483 per night (USD)
Expedia
Bluebird Day - River West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come Stay on the River! New Listing with Bluebird Day! Bluebird Day has a new riverfront property! Come and enjoy River ...
From $483 per night (USD)Expedia
- From $203 per night (USD)
VRBO
7th Mtn Resort Condo, Access to Pool\/Hot Tubs and great resort amenities!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bending Some Quality Time Location, location, location! Enjoy the best of both Central Oregon worlds from this 3 bedroo ...
From $203 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Strawbale Basecamp-Salt Hot Tub, AC, Heated Floors, Fireplace, 100+ wifi, 30nts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Here is your chance to experience an amazing straw bale home in one of Bend's best locations! This eco friendly, lofted ...
From $194 per night (USD)Expedia
- From $264 per night (USD)
VRBO
NW Hartford | 3 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
AMENITIES: Pet friendly | Downtown Bend Oregon Air Conditioning | Free WiFi | Hot Tub Three bedrooms One bathroom Newly ...
From $264 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Sunny Downtown Pet Free St Helens Cottage Walk Everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
AMENITIES: Downtown | Pet Free | Bend Vacation Rental Three queen bedrooms One bathroom Sleeps 6 comfortably 1300 s ...
From $130 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Bright, Spacious Bend Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
In the heart of all Bend has to offer! Located in the Galveston district, the property is quick walking distance to all ...
From $450 per night (USD)VRBO
- From $116 per night (USD)
Expedia
Bright Private Bend Townhome next to city park
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Bright and sunny townhouse across from Lewis and Clark Park. Walk to Northwest Crossing village. Bike to Phils Trailhe ...
From $116 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Charming dog-friendly retreat near skiing\/golf with views & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Bend Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $189 per night (USD)VRBO
- From $172 per night (USD)
VRBO
Walk to Everything, Bikes, A\/C, Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Beautiful Cottage in Heart of Westside Bend, near Drake Park and the Deschutes River. Welcome to Ogden Street C ...
From $172 per night (USD)VRBO
- From $219 per night (USD)
VRBO
Cozy Downtown Craftsman with firepit, yard, & covered porch - walk to breweries
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
St. Helens House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $219 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Conveniently located townhome with kitchen, kitchenette, balcony & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
High Desert Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $354 per night (USD)VRBO
- From $316 per night (USD)
VRBO
Westside Bend Entire Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom (4 beds), 2 bath home sits in the heart of Bend's trendy west side that offers fantastic restaurants, sho ...
From $316 per night (USD)VRBO
- From $399 per night (USD)
VRBO
BEST location in Bend! ~HOT TUB!~
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Columbia House! Just steps away to Downtown Bend, Drake Park, Galveston Corridor (10 Barrel, Sunriver Brewing ...
From $399 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Mckay Getaway, between Drake Park\/Miller's Landing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming House in a prime Old Bend location. This 2 bedroom, 1 bathroom home features an open kitchen/dining/living are ...
From $325 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Cozy Craftsman in awesome location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy, remodeled 1923 historic craftsman style home centrally located on Bend's westside. Large kitchen opens to dining a ...
From $297 per night (USD)VRBO
- From $148 per night (USD)
VRBO
Pet-Friendly Bend Rental, Walk to Galveston Ave!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
It's time to plan your next extended 30-night stay in Bend. This gorgeous Oregon home — featuring 3 bedrooms, 2 baths, a ...
From $148 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Westside Craftsman with private hot tub, enclosed yard & jetted tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 4
Evergreen Shadow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $326 per night (USD)VRBO
- From $176 per night (USD)
VRBO
St. Helens Place Bungalow | 1 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
AMENITIES: Downtown Sunny Bend Bungalow | Pet Friendly (One Dog) One Bedroom | One Bathroom | Sleeps Two One bedroom On ...
From $176 per night (USD)VRBO
- Click For Pricing
Expedia
St. Helens Hideaway | 2 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
AMENITIES: St. Helens Hideaway | Sleeps Four | Daylight Basement Two Bedroom Downtown Bend Oregon Vacation Home Two bed ...
Click For PricingExpedia
- From $199 per night (USD)
VRBO
LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer\/Dryer. Dog Friendly. Bikes.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You can’t find a better place than Central Oregon to escape the stress safely. River, hill, and trail welcome you and p ...
From $199 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Inviting home with private hot tub & deck - walk to cafes, breweries & the river
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
West Side Wonder Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $239 per night (USD)VRBO
- From $95 per night (USD)
VRBO
Kingston Kottage, Bend's popular Westside neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Kingston Kottage is conveniently located in the heart of Bend's popular west side. Just a 5-10 minute walk from some of ...
From $95 per night (USD)VRBO
- Click For Pricing
Expedia
Drake Park Hideaway in the Heart of Bend
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
This location can't be beat. Built in 1919 serving as the first maternity hospital, the property has been lovingly resto ...
Click For PricingExpedia
- Click For Pricing
VRBO
Year Round Vacation - Sleeps up to 10 with Best Views.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
House, 5 Bedrooms , 3Baths, (Sleeps 10)6 *127 Five Star reviews* Year Around vacation. The ultimate sanctuary. South eas ...
Click For PricingVRBO
- From $159 per night (USD)
VRBO
Centered around everything that makes Bend \"Bend\"
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Established vacation rental for the past three years is now under new owners! You can't get any closer to all of Bend's ...
From $159 per night (USD)VRBO
- Click For Pricing
VRBO
Light, Bright and Spacious Home in Premier Northwest Crossing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Come and enjoy this beautiful new home that is filled with high end finishes and bright sun. Built in 2015, this custom ...
Click For PricingVRBO
- From $565 per night (USD)
Expedia
Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Shevlin and enjoy Bend's beautiful Westside; close to trails, restaurants, shops, Northwest Crossing and 951 ...
From $565 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Cumberland Bungalow walking distance to downtown!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Book Direct with Central Oregon Vacation Homes. Cumberland Bungalow is the perfect studio for friends, adventur ...
From $135 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Broken Top townhome with private hot tub, deck, grill, fast WiFi, & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Broken Top Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $253 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Bungalow Blue- Walk 1 Blk to Food & Shops, 2 Gas Fireplaces, 100+mbps Wifi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bungalow Blue is a charming 3 bed, 2 ½ bath home located on Bend’s popular West Side right in the heart of it all! You'l ...
From $296 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This Bend Westside home is the perfect home base for all your adventures! Relax in the hot tub after a day of activities ...
From $399 per night (USD)Expedia
- From $203 per night (USD)
VRBO
One Block to Discovery Park, Gorgeous Home, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning Mid-Century Modern in NorthWest Crossing near Discovery Park! This meticulous single level home has been lightl ...
From $203 per night (USD)VRBO
- Click For Pricing
Expedia
Bend Life Vacation Rental
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
We’ve redone our sweet Westside house and are welcoming guests far and wide to experience our outdoor wonderland! Super ...
Click For PricingExpedia
- Click For Pricing
VRBO
Amazing View Home on Bend's Westside
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful home with amazing mountain views ...modern design Fully furnished and ready for you. 3300 sq feet The home ...
Click For PricingVRBO
- From $133 per night (USD)
Expedia
Bluebird Day - River Otter
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The River Otter is a darling 1 bedroom bungalow available for 30 day stays and longer, steps away from the Deschutes Riv ...
From $133 per night (USD)Expedia
- Click For Pricing
VRBO
Broken Top Gated Community, Quiet and Peaceful
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Villa #32 – a light, bright, clean and comfortable, lower-level 1 bedroom, 1 bath 780 sqft apartment with ple ...
Click For PricingVRBO
- From $77 per night (USD)
Expedia
Bluebird Day - Ogden Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience Bend’s vibrant, local community with Bluebird Day! Welcome to Ogden Getaway! This modern studio is located o ...
From $77 per night (USD)Expedia
- From $152 per night (USD)
VRBO
The Bend Haus -- Designer 3bd home in NW Crossing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a stylish experience at this centrally-located home. This brand new 1625 sq ft, designer-decorated home in NW Cros ...
From $152 per night (USD)VRBO
- From $599 per night (USD)
Expedia
Stunning Historic Home on Bend's West Side
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Excellent Location! - Leave the car. Walk or ride everywhere. The house is located on the Westside within 2-3 short bloc ...
From $599 per night (USD)Expedia
- From $495 per night (USD)
VRBO
Bluebird Day - Yarrow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Yarrow is a modern-contemporary home in a quintessential location with a fabulous outdoor area featuring a private h ...
From $495 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Bluebird Day - Delaware House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
The quintessential location to get to know Bend like a local! Meander through historic neighborhoods to Jackson’s corner ...
From $140 per night (USD)Expedia
- From $208 per night (USD)
VRBO
Bluebird Day - Cascade Modern
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cascade Modern! Come stay for 30 days in this fully furnished modern townhome located on Bend’s desirable We ...
From $208 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Charming Craftsman Bungalow - Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Bend home with a perfect downtown location, with easy access to everything Bend. Restored with craftsman charm, ...
From $150 per night (USD)Expedia