
Hillside I Park Rentals

- From $115 per night (USD)
VRBO
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Location! Location! Location! Convenient location is a five minute walk to the river and Drake Park and no more than ...
From $115 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Downtown Bend Waterfront Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Indulge in waterfront bliss at this exquisite 3 BR/2.5 BA home on Mirror Pond. Breathtaking views, steps to downtown, pr ...
From $528 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
PLEASE NOTE: The hot tub will be unavailable for guest use August 11-28, 2025 while we replace with a brand new one that ...
From $239 per night (USD)VRBO
- From $225 per night (USD)
Expedia
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 $225 per night (USD)Expedia
- Click For Pricing
VRBO
Steps from the Deschutes River located between Downtown and Old Mill District
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
NOTICE: CLOSED DUE TO CONSTRUCTION on Property. Bend's Best Location! Tucked in Historic Bend, ideally situated near De ...
Click For PricingVRBO
- From $292 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 $292 per night (USD)Expedia
- From $579 per night (USD)
VRBO
RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to one of the most beloved and truly unique vacation rentals in Bend, Oregon — a luxury, pet-friendly cottage lo ...
From $579 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Drake Cottage 307 – A Charming Downtown Bend Retreat Welcome to Drake Cottage 307, an adorable 1-bedroom, 500-square-f ...
From $173 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Drake Cottage 473 – A Romantic Hideaway in the Heart of Bend Welcome to Drake Cottage 473, a creatively restored 1930s ...
From $174 per night (USD)VRBO
- From $326 per night (USD)
Expedia
NW Federal | 2 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AMENITIES: Two queen suites with on suite private bathrooms Two full bathrooms 1,525 sq. ft. Sleeps 4 comfortably Hardwo ...
From $326 per night (USD)Expedia
- From $785 per night (USD)
VRBO
Big Sky by AvantStay | Mountain Home w/ Great Views, Hot Tub, Al Fresco Dining
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Big Sky, an AvantStay home! A trip into nature doesn’t have to involve staying somewhere rugged– at least no ...
From $785 per night (USD)VRBO
- From $180 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 $180 per night (USD)Expedia
- From $400 per night (USD)
VRBO
~LARGE WESTSIDE HOME~ Walk to everything! Welcome to KINGSTON HOUSE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
*New salt water hot tub* Introducing the Kingston House in beautiful Bend, Oregon! Built in 2000 and remodeled in 2018, ...
From $400 per night (USD)VRBO
- From $171 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
Drake Cottage 311 – A Charming Downtown Bend Getaway Welcome to Drake Cottage 311, an adorable one-bedroom retreat in ...
From $171 per night (USD)Expedia
- From $130 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 $130 per night (USD)VRBO
- From $132 per night (USD)
Expedia
\"Deschutes and Ladders\" Elegant condo near downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This elegant condo located in our Pioneer Park Condos has had a recent make-over from head to toe! The owner of this uni ...
From $132 per night (USD)Expedia
- From $120 per night (USD)
VRBO
\"Downtown Abbey\" Condo on the outskirts of downtown near river
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
If you are looking for a place that is close to it all, then the Downtown Abbey is for you! This condo is within walking ...
From $120 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Cottage in Bend: Walk Everywhere
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
COTTAGE IN BEND: Cozy 1920’s, one bedroom, one bathroom cottage with a large private yard-blocks from the river and down ...
From $180 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The River West Retreat is a beautiful representation of where cozy mountain lodge meets contemporary city loft. This fan ...
From $290 per night (USD)VRBO
- From $2352 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 $2352 per night (USD)VRBO
- Click For Pricing
VRBO
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 PricingVRBO
- From $174 per night (USD)
Expedia
Bluebird Day - Soleil Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Soleil (SO-LEH) Bungalow! 30 Day Minimum Stay. Come stay for 30 days in this historical, gorgeous, sunny, and bright ho ...
From $174 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Charming 1 Bedroom Apartment in Historic Old Bend
- Bedrooms:
- 3
- 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 $152 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
- Bedrooms:
- 2
- 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 $335 per night (USD)Expedia
- From $198 per night (USD)
VRBO
1Bd/2Bath, Downtown Bend, Views of Deschutes River
- 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 $198 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Charming family friendly cabin with Hot Tub and outdoor fire ring
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
We hope you enjoy our vacation cabin in Bend! A couple houses away from lovely Deschutes River First Rapid Park and a br ...
From $337 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Upscale Artful Luxury, Large Home Theater in Amazing Custom Home in NW Bend!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Davenport - Meredith Lodging Get ready to make your vacation home a big part of your getaway with The Davenport in ...
From $257 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Bungalow in Bend: Center of Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
BUNGALOW IN BEND: Charming Two-Story Bungalow with Private Yard in Bend, Oregon Welcome to your perfect getaway in this ...
From $253 per night (USD)Expedia
- From $131 per night (USD)
VRBO
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This light, bright, cheerful and modern studio just a couple blocks above all the great shops on Newport Ave. Walk to Ne ...
From $131 per night (USD)VRBO
- From $204 per night (USD)
Expedia
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 $204 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Historic home near downtown Bend and Drake Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Up to date historic home, 2 bedroom, 2 bath home. 3 levels. This property is our main residence and we rent it while w ...
From $308 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Bends Westside Kaleana's Garden Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kaleana’s Garden Come for a visit in beautiful Bend Oregon Come stay in the heart of the Old West side of Bend in ...
From $258 per night (USD)Expedia
- From $179 per night (USD)
VRBO
\"Cabin Leisure\" Riverfront cottage just steps from Deschutes River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Here we have one of our most beautiful cottages on property! This cottage is literally right on the water, you can't get ...
From $179 per night (USD)VRBO
- From $123 per night (USD)
Expedia
\"Leaf Your Troubles Behind\"-Ground level condo near downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This condo is Unit 114/115, A.K.A "Leaf Your Troubles Behind", It is part of the Pioneer Park Condominiums on the edge o ...
From $123 per night (USD)Expedia
- From $135 per night (USD)
VRBO
\"Mount Your Blessings\"-Upscale condo on edge of downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This upscale condo located in our Pioneer Park Condos has had a recent make-over from head to toe. The owner of this uni ...
From $135 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Riverfront Top Floor Condo near downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
"Altitude Adjustment" is a stunning 3rd-floor condo that sits alongside the Deschutes River and is a 10-minute walk into ...
From $150 per night (USD)Expedia
- From $126 per night (USD)
VRBO
\"Knoll It All\" Sweet condo on edge of downtown and river walk
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This condo is Unit 146/147, which we've nicknamed "Knoll It All." It's part of the Pioneer Park Condominiums on the edge ...
From $126 per night (USD)VRBO
- From $151 per night (USD)
Expedia
\"Truth or Deer\" Riverfront Condo on the Edge of Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Truth or Deer. We have all you need to enjoy anything from a short weekend getaway to a full stay of a week i ...
From $151 per night (USD)Expedia
- From $765 per night (USD)
VRBO
Riverfront Lodge great setting, walk to downtown!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
If you’re coming to Bend for a vacation, or business, why stay anywhere else! We will accommodate you even if it’s just ...
From $765 per night (USD)VRBO
- From $611 per night (USD)
Expedia
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If this home is not available for your dates or if you would like two homes together, please also see our other almost i ...
From $611 per night (USD)Expedia
- From $237 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 $237 per night (USD)VRBO
- From $765 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 $765 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Walk to Downtown! Beautiful Home w/ HOT TUB, FirePit, Bikes, Game Room & Coffee!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Circa 1925, this immaculate home combines Old World charm with modern amenities, beautiful bedding and trendy furnishing ...
From $266 per night (USD)VRBO
- From $123 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 $123 per night (USD)Expedia
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $161 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 $161 per night (USD)Expedia
- From $679 per night (USD)
VRBO
Stunning Historic Home on Bend's West Side
- Bedrooms:
- 3
- 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 $679 per night (USD)VRBO
- From $147 per night (USD)
Expedia
\"Dam Pretty View\" Condo overlooking Deschutes River
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Here we are at "Dam Pretty View", a 2nd-floor condo along the beautiful Deschutes River and less than a 10 minute walk i ...
From $147 per night (USD)Expedia
- From $1322 per night (USD)
VRBO
Hot Tub ~ Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace ~ Bikes
- 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 $1322 per night (USD)VRBO
- From $568 per night (USD)
Expedia
Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Location, Location, Location! The BE kiND Cottage, located in the heart of Bend's vibrant west side, offers an authentic ...
From $568 per night (USD)Expedia
- From $159 per night (USD)
VRBO
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 $159 per night (USD)VRBO
- From $243 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 $243 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $157 per night (USD)
VRBO
River West Home with Stunning Views - Walk Everywhere!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Luxurious modern living with fantastic views, walkable to shops, restaurants and parks, as well as downtown. Well appoin ...
From $157 per night (USD)VRBO
- From $489 per night (USD)
VRBO
Bluebird Day - Drake Escape
- Bedrooms:
- 3
- 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 $489 per night (USD)VRBO
- From $201 per night (USD)
Expedia
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 $201 per night (USD)Expedia
- From $285 per night (USD)
VRBO
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 $285 per night (USD)VRBO
- From $391 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 $391 per night (USD)Expedia
- From $225 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 $225 per night (USD)VRBO
- From $1142 per night (USD)
VRBO
Located on Bend's most sought after historic district street, provides the perfe
- Bedrooms:
- 3
- 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 $1142 per night (USD)VRBO
- From $284 per night (USD)
VRBO
The Cascade River Trail Retreat - a short walk to river & downtown! Pets OK!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
POWDER SKI SPECIAL! Stay in March & get 10% discount! Located in the desirable River West neighborhood, a short stroll ...
From $284 per night (USD)VRBO
- From $399 per night (USD)
Expedia
NW Union | River West, Blocks to Downtown, Old Mill District pet (dog) friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
AMENITIES: West Side Bend Oregon Pet Friendly Vacation Homes, sleeps 10 Great Location! Four bedrooms 2.5 bathrooms 1, ...
From $399 per night (USD)Expedia
- From $353 per night (USD)
VRBO
NW Lexington | River West | pet (dog) friendly hot tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
AMENITIES: DOWNTOWN BEND OREGON VACATION RENTAL | SLEEPS 10 PET FRIENDLY | HOT TUB | River West Four bedrooms Two and h ...
From $353 per night (USD)VRBO
- From $245 per night (USD)
Expedia
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 $245 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the Riverside Condo! Cozy, top floor 2-bed, 2-bath condo in a riverside complex just 2-3 blocks from Downtown ...
From $146 per night (USD)VRBO
- From $181 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 $181 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Bend River Cottage – Pet-Friendly, Historic, Walkable to Old Mill & Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Riverway Cottage — a historic, pet-friendly 2-bedroom, 1-bathroom vacation rental in the heart of Bend, Orego ...
From $279 per night (USD)VRBO
- From $305 per night (USD)
Expedia
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 $305 per night (USD)Expedia
- From $243 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 $243 per night (USD)VRBO
- From $180 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 $180 per night (USD)VRBO
- From $198 per night (USD)
VRBO
Bluebird Day - Cascade Modern
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Cascade Modern! 30 Day Minimum Stay. Come stay for 30 days in this fully furnished modern townhome located o ...
From $198 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Amazing Location! Charming home - Little City Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
There is no better way to explore Bend than in this vibrant, centrally located, popular neighborhood in the heart of Ben ...
From $154 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Blissful Westside Bend location, the best of Bend and near many amenities.
- Bedrooms:
- 2
- 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 $349 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Westside Spot! Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**Blue Bird Cottage!!** Pet Friendly and Hot Tub! Located right in the heart of Northwest Bend in the m ...
From $260 per night (USD)VRBO
- From $147 per night (USD)
VRBO
\"Bend in the River\" - one-bedroom, top-floor condominium offers a balcony with river view.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to "Bend in the River," a newly remodeled, funky riverfront top-floor condo that's the perfect destination for y ...
From $147 per night (USD)VRBO
- From $620 per night (USD)
Expedia
Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If this home is not available for your dates or if you would like two homes together, please also see our other almost i ...
From $620 per night (USD)Expedia
- From $646 per night (USD)
VRBO
Riverfront LUXE- Private Waterfront Retreat, 4 Fireplaces, Salt Hot Tub, Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Riverfront Retreat. A stunning riverfront hide-away on the super popular westside of Bend. Perched above ...
From $646 per night (USD)VRBO
- From $275 per night (USD)
Expedia
NW Ogden | River West | Pet Free
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
AMENITIES: Beautiful West Side Bend Oregon Vacation Rental, Walk Everywhere! Four bedrooms Two and half bathrooms Appro ...
From $275 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $144 per night (USD)
Expedia
Pet Friendly Riverfront Condo, Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This stunningly remodeled condominium sits on the second floor, offering a killer view of the Deschutes River from the b ...
From $144 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Rooftop deck. Walk to downtown&River! Fire pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the private rooftop deck with gas fire pit and wet bar. After a day of activities relax in the custom soaking tub. ...
From $230 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Heart of Bend-Walkable, Ping Pong, Billards
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay close to everything at this centrally-located place, on a quiet street, right in the heart of all Bend has to offer ...
From $282 per night (USD)Expedia
- From $121 per night (USD)
VRBO
Bluebird Day - Treetop Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Treetop Studio Treetop Studio is a charming 1 bedroom. This second story studio is located on the popular w ...
From $121 per night (USD)VRBO
- From $221 per night (USD)
VRBO
NW Bend furnished home. Walk to river, downtown, restaurants, breweries, etc
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect short term rental in the heart of NW Bend. Walk to popular restaurants, grocery store, yoga studios, breweries, ...
From $221 per night (USD)VRBO
- From $372 per night (USD)
VRBO
Comfortable Base Camp for Bend Adventures
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Unwind after a long day exploring all that Bend has to offer at this comfortable newer single family home with 3 king be ...
From $372 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Unparalleled Location on Galveston Corridor, Pet Friendly, Backyard w/ Firepit, Walk to Everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Bend Central, your perfect home base in the heart of Bend! This charming two-bedroom, one-bathroom single-lev ...
From $187 per night (USD)Expedia
- From $133 per night (USD)
VRBO
Central, Cozy, and Walkable West Bend Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Extremely central and walkable home in West Bend. Within a few blocks, you can find yourself at breweries, cafes, shops, ...
From $133 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Ski Season Rental - Location Location Location - West Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3-bedrooms, 2-bathrooms, laundry room, fully furnished and accessorized, attached 2-car garage, fenced yard, pets welcom ...
From $200 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Perfect Location, Steps From Incredible Dining, Drinks, and Entertainment, Firepit, Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Galveston Getaway – Your Perfect Base Camp in the Heart of Bend Welcome to Galveston Getaway, a charming and updated 3 ...
From $270 per night (USD)VRBO
- From $141 per night (USD)
Expedia
\"It Must Have Bend Love\" quaint studio in downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
If you're looking to visit downtown Bend, let this unit be you home base. This condo is nicknamed "It Must Have Bend Lov ...
From $141 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Beautifully remodeled ground floor condo near downtown w/ gas fireplace and BBQ!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This newly remodeled ground-floor unit is a breath of fresh air. Simple yet elegant, this stunning condominium comfortab ...
From $124 per night (USD)VRBO
- From $356 per night (USD)
Expedia
Bluebird Day - Hartford Haven
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Hartford Haven is nestled among the pines on the desirable Westside of Bend. It is a straight drive to Mount Bachelor. W ...
From $356 per night (USD)Expedia
- From $197 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 $197 per night (USD)VRBO
- From $164 per night (USD)
Expedia
St. Helens Place Bungalow | Old Bend | Pet friendly (dog)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
AMENITIES: Downtown Sunny Old Bend Bungalow | Pet Friendly (One Dog) One Bedroom | One Bathroom | Sleeps Two One bedroo ...
From $164 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Updated Condo with Deschutes River View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Whether you are here to explore central Oregon, hit the slopes at Mount Bachelor, or on business we have the condo for y ...
From $163 per night (USD)VRBO
- From $133 per night (USD)
Expedia
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
New to VRBO but more than 350 super positive reviews on another platform. The Blue Spruce is a charming, private second ...
From $133 per night (USD)Expedia
- From $89 per night (USD)
VRBO
Historic Drake Cottage 30 Day Rental. Across from Drake Park, Mirror Pond, downtown Bend. Furnished.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Drake Cottage 309 – an adorable, lovingly restored gem nestled in a historic 1930 fourplex in downtown Bend. ...
From $89 per night (USD)VRBO
- From $137 per night (USD)
Expedia
River Studio for Two with Pool and Hot Tub Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unit 251 here at Bend Riverside Rentals is a riverfront studio that is a perfect getaway spot for one or two travelers! ...
From $137 per night (USD)Expedia
- From $262 per night (USD)
VRBO
Pet Friendly Studio in Downtown Bend with Kitchenette and River View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
"Fish Upon a Star" is the official name for unit 252. It is a small but comfortable ground floor studio cottage with eve ...
From $262 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Riverfront Cottage with Private Patio on the Deschutes River!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
"The Chosen View" is what we have named unit 250 here at Bend Riverside Rentals. It is an adorable one bedroom, two bath ...
From $217 per night (USD)Expedia