Hillside II Park Rentals
- From $169 per night (USD)
VRBO
Amazing West Side -- Walk Everywhere -- Dog-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Situated above the garage, this detached, one-bedroom apartment boasts upgraded features such as hardwood floors, sleek ...
From $169 per night (USD)VRBO
- From $633 per night (USD)
Expedia
Skyline Lodge, Gorgeous Setting, Walk to Downtown!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
From this beautiful Lodge style home, walk in minutes down Galveston Avenue Corridor to downtown Bend. This spectacular ...
From $633 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Modern Home along Century with a Big Yard, Walk to Everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Wonderful, newly-remodeled modern space located in the River West district of Bend. It's a three bedroom house with a fu ...
From $368 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located within a 10 min walk to restaurants and shopping and within 200 ft. of the Deschutes river, the Larson house is ...
From $220 per night (USD)Expedia
- From $695 per night (USD)
VRBO
Spring Time on the River all the amenities without the summer crowds. SUP & Row!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wow! I started in May 2010 how time flies when you are having fun! I am so happy I have been able to offer this fantast ...
From $695 per night (USD)VRBO
- From $156 per night (USD)
Expedia
Bend Zen Den | Prime Westside Location | Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
*** LOCATION, LOCATION, LOCATION *** Truly pet-friendly with great WiFi and loads of SUNSHINE. Whether you're digital n ...
From $156 per night (USD)Expedia
- From $651 per night (USD)
VRBO
~LARGE WESTSIDE HOME~ Walk to everything! Welcome to KINGSTON HOUSE
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Introducing the Kingston House in beautiful Bend, Oregon! Built in 2000 and remodeled in 2018, this vacation home is rea ...
From $651 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You can’t find a better place than Central Oregon to escape the stress safely. River, hill, and trail welcome you and p ...
From $200 per night (USD)Expedia
- From $172 per night (USD)
VRBO
\"Boaty and Soul\" Condo on outskirts of downtown near river trail
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This beautiful condo only steps away from the Deschutes River and downtown has everything you could ever want in a vacat ...
From $172 per night (USD)VRBO
- From $59 per night (USD)
Expedia
\"Bend Bungalow\" Elegant Second-Floor Condo Near Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This condo is ideally located alongside Pioneer Park and the spillway at the Deschutes River. Visit downtown for fun-fil ...
From $59 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming cottage has been a favorite to Bend's non-resident family for the past several years. The owners have disc ...
From $364 per night (USD)VRBO
- Click For Pricing
Expedia
Riverside Place: 1 BR, 1 BA Condominium in Bend, Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
**Book Today for Only $300 Down at the Time of Booking *** Sitting steps away from Pioneer Park, the River Studio offer ...
Click For PricingExpedia
- From $404 per night (USD)
VRBO
Private Hot Tub ~ Walk to downtown ~ Bend Cottage ~ Fire Pit ~ Dog Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location, Location! The BE kiND Cottage, located in the heart of the west side, provides a true Bend experienc ...
From $404 per night (USD)VRBO
- From $392 per night (USD)
Expedia
A\/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom, 2 Bath 7 Sleeps Cottage Located right off Century Drive, this home is in a peaceful neighborhood just ...
From $392 per night (USD)Expedia
- From $2434 per night (USD)
VRBO
Luxurious Riverfront Retreat, Walk to Ski Shuttle, 3 Masters, Steam Shower, Hot Tub, Near Downtown
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
More than 100 ft of river frontage for your outdoor enjoyment!! This property is central to anything your heart desires ...
From $2434 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Bluebird Day - Drake Escape
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Experience Bend’s vibrant, local community with Bluebird Day! Welcome to the Drake Escape! Located in one of Bend’s mos ...
From $447 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Federal- AC, In the Heart of Walkable Westside Bend
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Federal House! This classic Westside Bend home is fully furnished for your Bend getaway for summer or win ...
From $275 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Bend West Side Cottage ~ Dog Friendly ~ Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
You cannot beat this location! Base Camp is the ultimate home base for all your Bend adventures! Walking distance to pub ...
From $363 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Khaya- LEED Modern, Walkable to Food & Shops, 100+mbps Wifi, Shuffleboard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Khaya, a LEED certified, solar powered home that is as serious about its carbon footprint as it is about the ...
From $294 per night (USD)VRBO
- From $660 per night (USD)
Expedia
RiverBend Bungalow- RIVERFRONT with Salt Hot Tub, AC, 100+mbps Wifi, So Walkable
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The RiverBend Bungalow is a sweet riverfront hide-away on the super popular westside of Bend. Enjoy your riverfront perc ...
From $660 per night (USD)Expedia
- From $86 per night (USD)
VRBO
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Riverside Condo! Cozy, top floor 2-bed, 2-bath condo in a riverside complex just 2-3 blocks from Downtown ...
From $86 per night (USD)VRBO
- From $436 per night (USD)
Expedia
Branch & Thistle- Modern Cabin, Walkable Bend, Salt Hot Tub, AC, 100+mbps Wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your rustic modern Bend abode! The branch & thistle is everything you need for your authentic Bend stay! With ...
From $436 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Bluebird Day - Lavender Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Lavender Cottage is an enchanting 2 bedroom 1 bath classic Bend cottage built in the 1920`s during Bend`s mill town ...
From $248 per night (USD)VRBO
- From $427 per night (USD)
Expedia
West Side Location, Blocks to Downtown, Old Mill District
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
AMENITIES: West Side Bend Oregon Pet Friendly Vacation Homes, sleeps 10 Great Location! Four Bedrooms 2.5 Bathrooms 1, ...
From $427 per night (USD)Expedia
- From $215 per night (USD)
VRBO
NW Lexington | 4 Bed, 2 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
AMENITIES: DOWNTOWN BEND OREGON VACATION RENTAL | SLEEPS 10 PET FRIENDLY | HOT TUB Four bedrooms Two and half bathrooms ...
From $215 per night (USD)VRBO
- From $138 per night (USD)
Expedia
Prime West Bend Location! Upper Balcony with View. A\/C. Fireplace. Bikes.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ideally located to enjoy Bend’s Westside attractions, the Quincy House is three blocks from Newport Avenue, home to many ...
From $138 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Downtown Treehouse -Walk Anywhere - Newly Built!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Located right in the heart of downtown between the Old Mill, Galveston District and Downtown is this newly built and spa ...
From $110 per night (USD)VRBO
- Click For Pricing
Expedia
NW Riverside | 2 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
AMENITIES: Downtown Bend Oregon | Pet Friendly Fire pit | gas fireplace | fenced backyard Two bedrooms with queen beds ...
Click For PricingExpedia
- From $204 per night (USD)
VRBO
Panoramic views of the rippling Deschutes River w\/ pool access!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Your very own private cottage overlooking the river awaits you when you book condo 257 Juniper Twist. Access the condo t ...
From $204 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Downtown cottage with hot tub and fenced yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Light and bright, lovingly remodeled downtown Bend vacation cottage with landscaped, fenced backyard and hot tub. Walk t ...
From $250 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Sweet craftsman bungalow in the heart of Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This sweet cottage is a completely refreshed 1910, craftsman bungalow. Welcome to the Sugar Plum Cottage. This fully fur ...
From $275 per night (USD)VRBO
- From $395 per night (USD)
VRBO
1 block to river! Central location - walk to downtown, river, shops\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This oasis is just steps from the Deschutes River! Enjoy all that Bend has to offer, then relax in our light and bright ...
From $395 per night (USD)VRBO
- From $118 per night (USD)
VRBO
Bluebird Day - Brooks Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
****New 30 Day minimum listing with Bluebird Day**** Welcome to Brooks Cottage! Come stay 30 days at this adorable his ...
From $118 per night (USD)VRBO
- From $72 per night (USD)
Expedia
Modern Style Third Floor Condo with Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Step into comfort in this recently refurbished and furnished third-floor condominium! Revel in the fresh hardwood floors ...
From $72 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Bluebird Day - Cinder Cone Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*****New Bluebird Day Listing***** Welcome to Cinder Cone Bungalow! This 1940’s home is such a great part of the histo ...
From $254 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Spacious home on West side with city view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Interior Features: Bedrooms: This cozy vacation home boasts three bedrooms, providing ample space for you and your gues ...
From $220 per night (USD)Expedia
- From $223 per night (USD)
VRBO
HideAway Chalet, like a Luxury Treehouse in Central Oregon, is the perfect vacation destination, peace relaxation retreat, weekend adventure for couples, close friends, or solos to get-a-way!. It is located at the foothills of Awbrey Butte, snuggled
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This spacious mountain Chalet-style 2-story building is a peaceful home surrounded by nature. It was lovingly designed ...
From $223 per night (USD)VRBO
- From $70 per night (USD)
VRBO
Pet Friendly Riverfront Condo w\/ Fireplace and Pool use for 30-90 days!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Come spend the winter in Bend! This cozy condo right on the Deschutes River is available for a 30-90 day rental! It can ...
From $70 per night (USD)VRBO
- From $60 per night (USD)
VRBO
Comfortable home base with a fireplace for a winter in Bend!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This comfortable condo is available for a 30 to 90 day rental right in the heart of Bend! Up to two people can stay here ...
From $60 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Downtown Bend Vacation Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Light and bright downtown cottage with a landscaped, fenced private yard and hot tub. Walk to breweries, restaurants, co ...
From $305 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Cute and Comfy Monthly Rental on the Westside of Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This fully furnished home is available for 30-day minimum rentals on the westside of Bend. With 2 off-street parking sp ...
From $128 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The River Run radiates warmth and comfort. This delightful craftsman style home beautifully blends old fashion charm wit ...
From $395 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Blissful Westside Bend location, the best of Bend and near many amenities.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
City of Bend licensed. Note: We cannot accept a reservation until the "standard questions", posted below at the end, are ...
From $295 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Great Downtown Location And House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This is a completely remodeled 1920's Bungalow. The house has an old charm with modern touches. The house is surrounde ...
From $165 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Downtown Bungalow, Gourmet Kitchen, 2BR\/1.5BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Address is 237 NW Georgia Ave, Bend, OR 97703 Here's the rates in a nutshell, Email for an exact quote. Add 11% tax and ...
From $215 per night (USD)VRBO
- From $299 per night (USD)
VRBO
5 Star Westside Spot! Hot Tub + Pubs! Dog Ok, Walk Downtwn, River, Parks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**Blue Bird Cottage!!** Pet Friendly Everyone loves Bluebird Cottage! Come enjoy a wonderful vacation in this lovely co ...
From $299 per night (USD)VRBO
- Click For Pricing
VRBO
Two Bedroom Upstairs Shared Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bedroom for overnight use, private bath, shared kitchen and other spaces. Great location: just off the Parkway, 15 min w ...
Click For PricingVRBO
- From $161 per night (USD)
Expedia
First Street Rapids and River Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
One side of a cute and cozy cottage style duplex on the west side of Bend. The host lives on one side and rents the oth ...
From $161 per night (USD)Expedia
- 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 $369 per night (USD)
VRBO
Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Featuring classic cottage charm with a contemporary modern twist, The Modern Mill Cottage perfectly embodies the spirit ...
From $369 per night (USD)VRBO
- From $924 per night (USD)
VRBO
Located on Bend's most sought after historic district street, provides the perfe
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The house was built in 1920 and completely renovated in 2007. It's located in the heart of Bend's premiere historic dis ...
From $924 per night (USD)VRBO
- From $80 per night (USD)
VRBO
The Cascade River Trail Retreat - a short walk to river & downtown! Pets OK!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the desirable River West neighborhood, a short stroll to restaurants, breweries & shopping in Downtown Bend a ...
From $80 per night (USD)VRBO
- Click For Pricing
Expedia
15 minute walk to the heart of downtown all Bend has to offer!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
An updated modern bungalow! Pillow top mattresses, high-quality linens, everything you need to make your time in Bend e ...
Click For PricingExpedia
- From $131 per night (USD)
VRBO
Riverside Condo located Downtown, Enjoy Nightlife!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Book Direct with Central Oregon Vacation Homes. Lovely 3rd floor Condo with a private balcony overlooking the D ...
From $131 per night (USD)VRBO
- From $380 per night (USD)
VRBO
WALK EVERYWHERE! 4 BEDROOMS +BONUS RM & QUAINT BACKYARD
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This Historic Home has over 2,100 square feet. The newly updated finishes seamlessly blend the historic character and co ...
From $380 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 $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
- 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
- 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
- From $205 per night (USD)
VRBO
Stay In The Heart Of Bend, Walk Everywhere!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our vacation home. The Chalet is two-levels, with a king bed in the master upstairs, and two twin beds in th ...
From $205 per night (USD)VRBO
- 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 $209 per night (USD)
VRBO
April Sale! Enjoy some of our lowest rates of the year.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Whether you're looking for late-season fun in the mountains, or a relaxing weekend around town, it's a great time to be ...
From $209 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
- From $316 per night (USD)
VRBO
***NEW*** Charming home located in Downtown Bend!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This quaint bungalow was originally constructed in the 1920’s and now features current amenities for you to enjoy while ...
From $316 per night (USD)VRBO
- From $356 per night (USD)
VRBO
Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Bend's fabulous west side. The Cumberland House is perfectly located two blocks from the Galveston Avenue Dis ...
From $356 per night (USD)VRBO
- 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 $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 $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 $169 per night (USD)
VRBO
Westlake Cottage - Great Weekly & Monthly Rates - walk Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our highly walkable neighborhood. Enjoy the hospitality of one of Bend's family-owned, micro businesses on a ...
From $169 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 $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 $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 $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 $125 per night (USD)
Expedia
Steps to Deschutes River Trail | 1st St Rapids and Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A little piece of Bend's history in on the West Side of Bend steps from the Deschutes River Trail. 2 bedroom, office, 1 ...
From $125 per night (USD)Expedia
- From $250 per night (USD)
VRBO
A private zen-like home, panoramic views, super chill!Total relaxation for you.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Parking on the first floor with large sauna and shower. 2nd floor is the main living and entertaining floor with kitche ...
From $250 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 $140 per night (USD)
VRBO
Close to everything! Recently updated. Walk Downtown, stroll River trail.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
You'll love this comfortable 2nd floor condo unit in the heart of it all. It's stone's throw from the Deschutes River, P ...
From $140 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 $366 per night (USD)
VRBO
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This amazing little downtown cottage provides all the comforts of home with the freedoms of vacationing. You cannot find ...
From $366 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 $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 $118 per night (USD)
VRBO
LOCATION: quiet and central! Cottage In The Heart Of Historic Downtown Bend!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cottage is the perfect Bend location for activities, foodies, craft beer lovers, or just quiet respite. You can ch ...
From $118 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 $223 per night (USD)
VRBO
Mountain Bird Bungalow near all the fun in Bend Oregon
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Mountain Bird Bungalow, with its perfect location in Bend Oregon, will enable you to experience all the awesome outdoor ...
From $223 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 $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
- 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 $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 $73 per night (USD)
VRBO
Charming and well-equipped studio w\/great location and water views
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Deschutes Riverside Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $73 per night (USD)VRBO
- 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