Rim Rock Natural Area Rentals
From $538 per night (USD)VRBO
Hygge Harmony- Salt Hot Tub, 2 Fireplaces, 100+mbps Wifi, AC, Walk to Galveston!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Hygge Harmony, a 1927 westside bungalow that delivers big on style! This light and bright home has two bedroo ...
From $538 per night (USD)VRBO
From $294 per night (USD)Expedia
Bluebird Day - Harmon Park Bungalow
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Harmon Park Bungalow! Quintessentially located on Harmon Boulevard in the heart of Bend. WALK EVERYWHERE ...
From $294 per night (USD)Expedia
From $264 per night (USD)VRBO
NW McCann | 2 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
AMENITIES: Best L'il Oar House in Old Bend | Sleeps 4 | No Pets Bend Oregon Vacation Homes | Downtown | Fireplace | Step ...
From $264 per night (USD)VRBO
From $474 per night (USD)Expedia
Cinder Cone- Salt Hot Tub, Gas Fireplace, 100+mbps Wifi, Bikes, Very Walkable!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the westside of Bend and the Cinder Cone Cottage. You want the best location in Bend for your getaway and you ...
From $474 per night (USD)Expedia
From $165 per night (USD)VRBO
Adorable Bend townhome with ideal location, kitchenette & central AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Deschutes Delight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $165 per night (USD)VRBO
From $754 per night (USD)Expedia
Bluebird Day - Stargazer
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Experience Bend’s vibrant, local community with Bluebird Day! Lovingly restored Mid-century Modern treasure nestled abo ...
From $754 per night (USD)Expedia
From $219 per night (USD)VRBO
Bluebird Day - Sunny Pine Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to the Sunny Pine Cottage! Leave your car behind and WALK EVERYWHERE! …or hop on a cruiser bike and explore Bend ...
From $219 per night (USD)VRBO
From $282 per night (USD)Expedia
Bluebird Day - Jefferson Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The Jefferson Cottage is a charming cottage with one bedroom + Loft tucked in a quaint and quiet neighborhood in Bend's ...
From $282 per night (USD)Expedia
From $426 per night (USD)VRBO
Basalt Bungalow- Near Gourmet Grocer, Shops, Bikes, Salt Hot tub, 100+mbps Wifi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Basalt Bungalow! The Basalt Bungalow is a fully furnished two bedroom, three bed (1 king, 1 queen, 1 quee ...
From $426 per night (USD)VRBO
From $657 per night (USD)Expedia
Green Gables-2 Fireplaces,Salt Hot tub, 100+mbps Wifi, AC, Bikes, Big Yard,Walk!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Green Gables Estate, a spacious, warm, and vintage-but-modern home featuring 3 bedrooms (king, queen, queen), ...
From $657 per night (USD)Expedia
From $460 per night (USD)VRBO
Walk to the river, Old Mill, 10 Barrel and more!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Please note this house is not listed on any other websites if you find a listing elsewhere it is not legitimate. Lovel ...
From $460 per night (USD)VRBO
From $454 per night (USD)Expedia
Bluebird Day - Haven
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Haven! Right in the heart of all the action and fun on the Westside, the location of Haven is fantastic, and ...
From $454 per night (USD)Expedia
From $456 per night (USD)VRBO
Bluebird Day - Sunnyside
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Fabulous Prairie Style contemporary with an open floor plan, high ceilings, modern furnishings in an amazing location. H ...
From $456 per night (USD)VRBO
From $587 per night (USD)Expedia
Gorgeous and Updated! Perfect Location in NW Bend, Pool Table, 20 Min To Bachelor!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Enjoy one of the best Bend, OR vacation home rentals with outstanding mountain views! This Bend vacation rental is loca ...
From $587 per night (USD)Expedia
From $392 per night (USD)VRBO
Hot Tub, Golf Course Views, Large Deck, Quiet and Peaceful in Broken Top
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the exclusive Broken Top Club, Villa #5 is a convenient, yet luxurious, location on Bend's Westside. This two ...
From $392 per night (USD)VRBO
From $1165 per night (USD)Expedia
River Front on Mirror Pond & Drake Park, Exquisite, Gourmet Kitchen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This elegant Tudor, located on the banks of the Deschutes River near historic Drake Park in Downtown Bend, is an easy wa ...
From $1165 per night (USD)Expedia
From $596 per night (USD)VRBO
Bluebird Day - Red Door
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Red Door! The ultimate luxury gathering place for family and friends in a quintessential Westside loca ...
From $596 per night (USD)VRBO
From $663 per night (USD)Expedia
Bluebird Day - Cascadia Craftsman
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience Bend’s vibrant, local community with Bluebird Day Vacation. The Cascadia Craftsman is a classic, fully restor ...
From $663 per night (USD)Expedia
From $504 per night (USD)VRBO
Perfect Bend Bungalow, Fireplace, A\/C, Walk to Everything!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Westside Walkable is a 3 bedroom 2.5 bath home in fantastic location just off popular Newport Avenue! Locally-owned rest ...
From $504 per night (USD)VRBO
From $382 per night (USD)Expedia
Hot Tub, A\/C - short walk to Galveston, Newport Ave & Downtown
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a modern getaway convenient to both outdoor recreation as well as the comforts of town? Urban Roundabout has ...
From $382 per night (USD)Expedia
From $1089 per night (USD)VRBO
Amazing! Steps to Downtown & River, Gorgeous, Newer, A\/C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Just a short walk from Downtown Bend, is this gorgeous award-winning, 4 bedroom, 2.5 bath home with an office. Awbrey Ho ...
From $1089 per night (USD)VRBO
From $499 per night (USD)Expedia
Stunning & Spacious, Captivating Views, A\/C, Foosball
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This home has a view that will take your breath away. You'll feel the tension leave the moment you walk in the front doo ...
From $499 per night (USD)Expedia
From $609 per night (USD)VRBO
Cozy Cabin Directly on Mirror Pond - Deschutes River!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable and cozy "Mirror Pond" sits on the banks of the Deschutes River at Mirror Pond and Drake Park in the heart o ...
From $609 per night (USD)VRBO
From $325 per night (USD)Expedia
Pet-Friendly Bend Westside Villa in the Broken Top Golf Community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax at the in an 1840 sq ft villa. The peaceful gated community provides an outstanding Westside locati ...
From $325 per night (USD)Expedia
From $615 per night (USD)VRBO
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
"THE EXECUTIVE LODGE" is a 3000 square foot super comfortable home located in Bend's premier neighborhood. It features ...
From $615 per night (USD)VRBO
From $276 per night (USD)Expedia
Bluebird Day - High Desert Dwell
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to the High Desert Dwell! In walking distance to all of the best of Bend, the location is exceptional. Walk a co ...
From $276 per night (USD)Expedia
From $628 per night (USD)VRBO
Bluebird Day - Riverside Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
QUINTESSENTIAL DOWNTOWN LOCATION! Our newly remodeled 1940’s cottage in the heart of Bend has everything you need for a ...
From $628 per night (USD)VRBO
From $603 per night (USD)Expedia
Bluebird Day - Deschutes Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Deschutes Bungalow! Walk everywhere from this exceptional Westside location close to Drake Park in the he ...
From $603 per night (USD)Expedia
From $326 per night (USD)VRBO
Remodeled Gem, Quiet Area of West Hills, A\/C
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the best of Bend at Serenity on 6th located in Bend's desirable West Hills on a 3/4 acre lot, tucked amidst t ...
From $326 per night (USD)VRBO
From $164 per night (USD)VRBO
Art Collector's Sophisticated NW Crossing Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If you care about interior design, good light, and how a space feels, you'll love this home! Beautifully furnished with ...
From $164 per night (USD)VRBO
From $563 per night (USD)VRBO
Sweet Bella Bird-Salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, AC, So walkable!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Bella Bird Bungalow is a completely renewed 1910 solar, craftsman cottage. This solar powered, fully furnished home ...
From $563 per night (USD)VRBO
From $511 per night (USD)Expedia
Perfectly Placed Plum Cottage w\/ private hot tub & easy access to downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Perfectly Placed Plum Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $511 per night (USD)Expedia
From $884 per night (USD)VRBO
Stunning Bend Home on the Hill W\/ Private Hot Tub, City Views, & Game Room
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Whiskey Mountain Lookout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $884 per night (USD)VRBO
From $228 per night (USD)Expedia
Bluebird Day - Kokanee Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
The Kokanee Cottage is tucked into a quaint and quiet neighborhood on Bend's popular Westside. Walk to local craft brewe ...
From $228 per night (USD)Expedia
Click For PricingVRBO
Cozy Executive Studio in the Heart of the Westside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Executive Studio is located in one of the most central, westside Bend neighborhoods (Old Bend), right alongside the ...
Click For PricingVRBO
From $343 per night (USD)Expedia
Bluebird Day - Hummingbird Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The Hummingbird Cottage is a lovely getaway in one of Bend's most popular Westside neighborhoods. Walk to local brewerie ...
From $343 per night (USD)Expedia
From $320 per night (USD)VRBO
Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops\/Dining
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Drake Cottage 307 – A Charming Downtown Bend Retreat Welcome to Drake Cottage 307, an adorable 1-bedroom, 500-square-foo ...
From $320 per night (USD)VRBO
From $304 per night (USD)Expedia
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-e ...
From $304 per night (USD)Expedia
From $325 per night (USD)VRBO
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 $325 per night (USD)VRBO
From $263 per night (USD)Expedia
SPECTACULAR DESIGNER REMODEL BROKEN TOP TOWNHOME
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
STUNNING DESIGNER REMODEL: All new fixtures, fittings and furnishings recently completed by interior design team "Light ...
From $263 per night (USD)Expedia
From $994 per night (USD)VRBO
Walkable NWX & Galveston, A\/C, Views, Fireplace, Updated, Bike & Running Trails
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
The home sits on a spacious private corner lot adjacent to common space and trails in Skyliner Summit Neighborhood on Be ...
From $994 per night (USD)VRBO
From $1146 per night (USD)Expedia
Big Sky by AvantStay | Beautiful Mountain Home w\/ Great Views!
- 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 $1146 per night (USD)Expedia
From $225 per night (USD)VRBO
Bend Zen Den | Prime Westside Location | Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
*** LOCATION, LOCATION, LOCATION *** Truly pet-friendly with great WiFi and loads of SUNSHINE. Whether you're digital n ...
From $225 per night (USD)VRBO
From $576 per night (USD)Expedia
~LARGE WESTSIDE HOME~ Walk to everything! Welcome to KINGSTON HOUSE
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
*New hot tub coming January 2025!* Introducing the Kingston House in beautiful Bend, Oregon! Built in 2000 and remodeled ...
From $576 per night (USD)Expedia
From $305 per night (USD)VRBO
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 th ...
From $305 per night (USD)VRBO
From $197 per night (USD)Expedia
Bend Cottage: walk everywhere
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Cozy 1920’s, one bedroom, one bathroom cottage with a large private yard-blocks from the river and downtown Bend. Enjoy ...
From $197 per night (USD)Expedia
From $419 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 $419 per night (USD)VRBO
From $123 per night (USD)Expedia
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 $123 per night (USD)Expedia
From $253 per night (USD)VRBO
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $253 per night (USD)VRBO
From $722 per night (USD)Expedia
Snow is falling! Fresh Powder at Mt. Bachelor come ski and stay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $722 per night (USD)Expedia
From $494 per night (USD)VRBO
Upscale Artful Luxury, Large Home Theater in Amazing Custom Home in NW Bend!
- Bedrooms:
- 3
- 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 $494 per night (USD)VRBO
From $322 per night (USD)Expedia
Cozy Bungalow in Center of Town
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Classic 2 story bungalow with a large private yard. There are three bedrooms and one common sleeping area bed. The hom ...
From $322 per night (USD)Expedia
From $360 per night (USD)VRBO
Broken Top Townhome, Walk to Lodge, Balcony, Garage, Fireplace, AC, Quick to Mt Bachelor, Old Mill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Broken Top #22, a fabulous two-bedroom, two-bathroom townhome perfectly situated on the edge of Broken Top Go ...
From $360 per night (USD)VRBO
From $367 per night (USD)Expedia
Ultimate Summer House Location - Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Stunning property - lots of walkable trails surrounding the home - river access and Mt. Bachelor nearby - a few minutes ...
From $367 per night (USD)Expedia
From $205 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 $205 per night (USD)VRBO
From $258 per night (USD)Expedia
Bends Westside Kaleana's Garden Cottage … check out our winter rates
- 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 $586 per night (USD)VRBO
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
- Bedrooms:
- 4
- 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 $586 per night (USD)VRBO
From $195 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 $195 per night (USD)Expedia
From $821 per night (USD)VRBO
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 $821 per night (USD)VRBO
From $188 per night (USD)Expedia
Villa Six at Broken Top- Hot Tub, Bend,Golf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Broken Top Golf Club Townhome Bend Westside Villa 6 is a 2 bed room, 2 bath, 2 story, 1730 sf townhouse located in the ...
From $188 per night (USD)Expedia
From $527 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 $527 per night (USD)VRBO
From $262 per night (USD)Expedia
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**Book Today for Only $300 Down at the Time of Booking *** Deschutes Nest is our thoughtfully updated modern craftsman ...
From $262 per night (USD)Expedia
From $538 per night (USD)VRBO
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 $538 per night (USD)VRBO
From $1283 per night (USD)Expedia
Breathtaking Riverfront Luxury Retreat, Hot Tub, Float, Kayak, Paddle From Home, Walk to Everything
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Riverfront Central Estate – Luxury, Adventure & Serenity on the Deschutes Welcome to Riverfront Central Estate, an unpar ...
From $1283 per night (USD)Expedia
From $374 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 $374 per night (USD)VRBO
From $477 per night (USD)Expedia
Bend West Side Cottage ~ Dog Friendly ~ Fireplace
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
You cannot beat this location! Base Camp is the ultimate home base for all your Bend adventures! Walking distance to pub ...
From $477 per night (USD)Expedia
From $786 per night (USD)VRBO
RiverBend Bungalow- RIVERFRONT with Salt Hot Tub, AC, 100+mbps Wifi, So Walkable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The RiverBend Bungalow is a sweet riverfront hide-away on the super popular westside of Bend. Enjoy your riverfront perc ...
From $786 per night (USD)VRBO
From $487 per night (USD)Expedia
NW Union | River West, Blocks to Downtown, Old Mill District pet (dog) friendly
- 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 $487 per night (USD)Expedia
From $356 per night (USD)VRBO
NW Lexington | River West | pet (dog) friendly hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
AMENITIES: DOWNTOWN BEND OREGON VACATION RENTAL | SLEEPS 10 PET FRIENDLY | HOT TUB | River West Four bedrooms Two and h ...
From $356 per night (USD)VRBO
From $326 per night (USD)VRBO
Walk Downtown from Quiet NW Home, Hot Tub, Master Suite, Thoughtful Amenities!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Baltimore Cottage - Meredith Lodging Guests of this Westside Bend home love its proximity to all things downtown: cool ...
From $326 per night (USD)VRBO
From $496 per night (USD)VRBO
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 $496 per night (USD)VRBO
From $249 per night (USD)Expedia
Bluebird Day - Lavender Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $249 per night (USD)Expedia
From $337 per night (USD)VRBO
Prime West Bend Location! Upper Balcony with View. A\/C. Fireplace. Bikes.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ideally located to enjoy Bend’s Westside attractions, the Quincy House is three blocks from Newport Avenue, home to many ...
From $337 per night (USD)VRBO
From $145 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 $145 per night (USD)VRBO
From $257 per night (USD)VRBO
NW Riverside | Old Bend | Pet (dog) friendly | Walk Everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
AMENITIES: Downtown Bend Oregon | Pet Friendly Fire pit | gas fireplace | fenced backyard Two bedrooms with queen beds ...
From $257 per night (USD)VRBO
From $204 per night (USD)Expedia
West side dog-friendly cozy studio w\/ private yard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfectly appointed cozy guest suite located in Bend's desirable Westside. Newly renovated (summer 2023) with modern fix ...
From $204 per night (USD)Expedia
From $343 per night (USD)VRBO
Sweet craftsman bungalow in the heart of Bend
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This sweet cottage is a completely refreshed 1910, craftsman bungalow. Welcome to the Sugar Plum Cottage. This fully fur ...
From $343 per night (USD)VRBO
From $690 per night (USD)Expedia
LUXE Home with EPIC Home Theater - Westside Location!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This is a luxury home located at the top of Overturf Butte in Bend, OR. If you're a movie lover, you'll enjoy the studi ...
From $690 per night (USD)Expedia
From $298 per night (USD)VRBO
Broken Top Townhome on the 18th Fairway, Large patio, Beautiful view!\n
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Close to Mt Bachelor and downtown Bend! Located in the Broken Top community, you will enjoy the privacy and quiet of th ...
From $298 per night (USD)VRBO
From $314 per night (USD)Expedia
Northwest Crossing Bungalow \nWalk to Sparrow Bakery, 5 minute drive to downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great Westside location with several coffee shops, restaurants and shops in walking distance. River sports, biking and w ...
From $314 per night (USD)Expedia
From $453 per night (USD)VRBO
HideAway Chalet, perfect destination for peace, relaxation retreat, adventure
- 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 $453 per night (USD)VRBO
From $101 per night (USD)Expedia
Westside Apt-2 Bedrm, Office, Kitchen, Den & Dining w\/ 1 car garage, RV parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Nestled in Bend, this delightful house is the perfect retreat for guests seeking a pleasant and quaint vacation or a rem ...
From $101 per night (USD)Expedia
From $444 per night (USD)VRBO
Bend West Side Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Stay, Play & Soak your Cares Away Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $444 per night (USD)VRBO
From $333 per night (USD)Expedia
Modern, Mountain Views, Reserve Camp, Walk to NWX
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
If you are looking for your home away from home in Bend's beautiful NWX neighborhood, look no further! This 2 bedroom, 1 ...
From $333 per night (USD)Expedia
From $353 per night (USD)VRBO
1216 Aerie #300 | Private Hot Tub w\/ View | Premier Downtown Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Aerie by AvantStay at Discovery Corner, a collection of modern, upscale spaces nestled at the base of the Cas ...
From $353 per night (USD)VRBO
From $264 per night (USD)Expedia
Bend Condo -2 King Bed\/2ba - Near Old Mill District -Deschutes River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your retreat in Central Oregon! This home is nestled in the scenic gated Broken Top Golf Club community, this ...
From $264 per night (USD)Expedia
From $167 per night (USD)VRBO
The Bend Shed - A modern home in the heart of town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Bend Shed is a modern urban cabin in the heart of Bend, Oregon. Designed by the architect owner as a family retreat, ...
From $167 per night (USD)VRBO
From $238 per night (USD)VRBO
Old Mill Bend - Fantastic location to River, Restaurants and Fun - kid friendly
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Come stay in our Charming McKay Park Retreat and experience all Bend has to offer! Bend and Mount Bachelor are enjoying ...
From $238 per night (USD)VRBO
From $141 per night (USD)VRBO
Cute and Comfy Monthly Rental on the Westside of Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $141 per night (USD)VRBO
From $281 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 $281 per night (USD)VRBO
From $128 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 $128 per night (USD)VRBO
From $367 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 $367 per night (USD)VRBO
From $352 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 $352 per night (USD)VRBO
From $366 per night (USD)Expedia
Stay Steps from the Deschutes River & Drake Park, Old Bend's charm awaits you.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
In the heart of Old Bend is where you'll find your cozy retreat. This charming 2-bedroom vacation home is the perfect ba ...
From $366 per night (USD)Expedia
From $305 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 $305 per night (USD)VRBO
From $448 per night (USD)Expedia
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 $448 per night (USD)Expedia
From $573 per night (USD)VRBO
Light-filled 5BR w\/ gameroom & hot tub near bike trails, golf, ski, downtown
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Our corner home sits on a tree-lined block within a family neighborhood with two private parks and walking paths. While ...
From $573 per night (USD)VRBO
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{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 PricingExpedia
From $305 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 $305 per night (USD)VRBO
From $298 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 $298 per night (USD)Expedia