Rim Rock Natural Area Rentals
- From $406 per night (USD)
VRBO
Hygge Harmony- Salt Hot Tub, 2 Fireplaces, 100+mbps Wifi, AC, Walk to Galveston!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Hygge Harmony, a 1927 westside bungalow that delivers big on style! This light and bright home has two bedroo ...
From $406 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Bluebird Day - Harmon Park Bungalow
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Harmon Park Bungalow! Quintessentially located on Harmon Boulevard in the heart of Bend. WALK EVERYWHERE ...
From $226 per night (USD)Expedia
- From $171 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 $171 per night (USD)VRBO
- From $454 per night (USD)
Expedia
Cinder Cone- Salt Hot Tub, Gas Fireplace, 100+mbps Wifi, Bikes, Very Walkable!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $454 per night (USD)Expedia
- Click For Pricing
Expedia
\"Milwaukee\" A Cheerful Cottage on the Westside of Bend
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax with the whole family at this quaint and inviting home. Milwaukee is an adorable 700 sq. ft. cottage originally b ...
Click For PricingExpedia
- From $57 per night (USD)
Expedia
Adorable Bend townhome with ideal location, kitchenette & central AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Deschutes Delight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $57 per night (USD)Expedia
- From $585 per night (USD)
VRBO
Bluebird Day - Stargazer
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Experience Bend’s vibrant, local community with Bluebird Day! Lovingly restored Mid-century Modern treasure nestled abo ...
From $585 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Bluebird Day - Sunny Pine Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $136 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Bluebird Day - Jefferson Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Jefferson Cottage is a charming cottage with one bedroom + Loft tucked in a quaint and quiet neighborhood in Bend's ...
From $124 per night (USD)VRBO
- From $101 per night (USD)
Expedia
Basalt Bungalow- Near Gourmet Grocer, Shops, Bikes, Salt Hot tub, 100+mbps Wifi
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $101 per night (USD)Expedia
- From $468 per night (USD)
VRBO
Green Gables-2 Fireplaces,Salt Hot tub, 100+mbps Wifi, AC, Bikes, Big Yard,Walk!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Green Gables Estate, a spacious, warm, and vintage-but-modern home featuring 3 bedrooms (king, queen, queen), ...
From $468 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Cozy Studio along Century, Dog Friendly - Walk to Everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Incredible second-floor studio overlooking the neighborhood. Located in the River West district of Bend, the fireplace a ...
From $99 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Walk to the river, Old Mill, 10 Barrel and more!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $255 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Bluebird Day - Haven
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $242 per night (USD)Expedia
- From $469 per night (USD)
VRBO
Bluebird Day - Sunnyside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fabulous Prairie Style contemporary with an open floor plan, high ceilings, modern furnishings in an amazing location. H ...
From $469 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Bluebird Day - Red Door
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Red Door! The ultimate luxury gathering place for family and friends in a quintessential Westside loca ...
From $311 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Bluebird Day - Blue Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tucked into a quaint, quiet neighborhood, the Blue Cottage is just around the corner from Newport Avenue with so much ri ...
From $128 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Bluebird Day - Sparks Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Bend’s vibrant, local community with Bluebird Day Vacation! Lovingly restored and renovated, in a fantastic ...
From $171 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Gorgeous and Updated! Perfect Location in NW Bend, Pool Table, 20 Min To Bachelor!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy one of the best Bend, OR vacation home rentals with outstanding mountain views! This Bend vacation rental is loca ...
From $334 per night (USD)VRBO
- From $336 per night (USD)
Expedia
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 $336 per night (USD)Expedia
- From $890 per night (USD)
VRBO
River Front on Mirror Pond & Drake Park, Gorgeous, Gourmet Kitchen
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $890 per night (USD)VRBO
- From $372 per night (USD)
Expedia
On The River - Waterfront View & Access, Hot Tub, 100mbps Wifi, AC, So Walkable!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to On The River Westside in Bend. Available for monthly stays and longer, this lovely riverfront home will be a ...
From $372 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Kathy's Westside Knoll Apartment with Garage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Spacious, clean, convenient 2BR/1BA single-level, 950 sq ft, family-friendly home on the trendy Westside of Bend, OR. Ea ...
From $110 per night (USD)VRBO
- From $567 per night (USD)
Expedia
Bluebird Day - Cascadia Craftsman
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience Bend’s vibrant, local community with Bluebird Day Vacation. The Cascadia Craftsman is a classic, fully restor ...
From $567 per night (USD)Expedia
- From $377 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 $377 per night (USD)VRBO
- From $317 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 $317 per night (USD)Expedia
- From $812 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. Awbrey House is applaude ...
From $812 per night (USD)VRBO
- From $369 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 $369 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Cozy Cabin Directly on Mirror Pond - Deschutes River!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $118 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Pet-Friendly Bend Westside Villa in the Broken Top Golf Community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kick back and relax at the in an 1840 sq ft villa. The peaceful gated community provides an outstanding Westside locati ...
From $236 per night (USD)Expedia
- From $500 per night (USD)
VRBO
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
"THE EXECUTIVE LODGE" is a 3000 square foot super comfortable home located in Bend's premier neighborhood. It features ...
From $500 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Bluebird Day - High Desert Dwell
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $182 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Bluebird Day - Juniper Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Juniper Retreat! Ideally located in a quiet neighborhood just a block away from some of Bends best restau ...
From $188 per night (USD)VRBO
- From $371 per night (USD)
Expedia
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 $371 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Bluebird Day - Riverside Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
QUINTESSENTIAL DOWNTOWN LOCATION! Our newly remodeled 1940’s cottage in the heart of Bend has everything you need for a ...
From $500 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Bluebird Day - Deschutes Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Deschutes Bungalow! Walk everywhere from this exceptional Westside location close to Drake Park in the he ...
From $464 per night (USD)Expedia
- From $312 per night (USD)
VRBO
West Bend Gem ~ 1 Mi to Drake Park & Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your outdoor adventure begins at this 4-bedroom, 2.5-bath westside Bend home which thoughtfully combines comfortable liv ...
From $312 per night (USD)VRBO
- From $140 per night (USD)
Expedia
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 $140 per night (USD)Expedia
- From $311 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 $311 per night (USD)VRBO
- From $105 per night (USD)
Expedia
Trailside on the Westside
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
30 day minimum. Fabulous three bedroom, two-and-a-half bath house, 1750 sq. ft. plus garage, on Mt. Washington Dr. a hal ...
From $105 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Perfectly Placed Plum Cottage w\/ private hot tub & easy access to downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Perfectly Placed Plum Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $169 per night (USD)VRBO
- From $795 per night (USD)
Expedia
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 $795 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Bluebird Day - Kokanee Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Kokanee Cottage is tucked into a quaint and quiet neighborhood on Bend's popular Westside. Walk to local craft brewe ...
From $161 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $191 per night (USD)
VRBO
Bluebird Day - Hummingbird Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Hummingbird Cottage is a lovely getaway in one of Bend's most popular Westside neighborhoods. Walk to local brewerie ...
From $191 per night (USD)VRBO
- From $60 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 $60 per night (USD)Expedia
- From $185 per night (USD)
VRBO
Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops\/Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
You can’t find a better place than Central Oregon to escape the stress safely. River, hill, and trail welcome you and p ...
From $185 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
- 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 $191 per night (USD)Expedia
- From $223 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 $223 per night (USD)VRBO
- From $233 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 $233 per night (USD)Expedia
- From $785 per night (USD)
VRBO
Walkable NWX & Galveston, A\/C, Views, Fireplace, Updated, Bike & Running Trails
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
The home sits on a spacious private corner lot adjacent to common space and trails in Skyliner Summit Neighborhood on Be ...
From $785 per night (USD)VRBO
- From $405 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 $405 per night (USD)Expedia
- From $220 per night (USD)
VRBO
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)VRBO
- From $350 per night (USD)
Expedia
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 $350 per night (USD)Expedia
- From $156 per night (USD)
VRBO
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)VRBO
- From $399 per night (USD)
Expedia
~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 $399 per night (USD)Expedia
- From $157 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
You can’t find a better place than Central Oregon to escape the stress safely. River, hill, and trail welcome you and p ...
From $157 per night (USD)VRBO
- From $157 per night (USD)
Expedia
Bend Cottage: walk everywhere
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Cozy 1920’s, one bedroom, one bathroom cottage with a large private yard-blocks from the river and downtown Bend. Enjoy ...
From $157 per night (USD)Expedia
- From $189 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 $189 per night (USD)VRBO
- From $335 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 Get ready to make your vacation home a big part of your getaway with The Davenport in the heart of NW Ben ...
From $335 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Cozy Bungalow in Center of Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Classic 2 story bungalow with a large private yard. Due to severe allergies this property is a pet and animal free home ...
From $200 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Broken Top Townhome. Walk to Lodge. Balcony, Garage, Fireplace, AC. Quick to Mt Bachelor, Old Mill.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly furnished condo for 2 couples or small family in desirable Broken Top location. Please note: Reservations made w ...
From $190 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Ultimate Summer House Location - Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stunning property - lots of walkable trails surrounding the home - river access and Mt. Bachelor nearby - a few minutes ...
From $294 per night (USD)VRBO
- From $70 per night (USD)
Expedia
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 $70 per night (USD)Expedia
- From $142 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 $142 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Bends Westside Kaleana's Garden Cottage … Check out February-April Specials!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kaleana’s Garden Special for the months of February through April $145.00 ..a night … come for a visit in beautifu ...
From $158 per night (USD)Expedia
- From $509 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 $509 per night (USD)VRBO
- From $175 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 $175 per night (USD)Expedia
- From $600 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 $600 per night (USD)VRBO
- From $375 per night (USD)
Expedia
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 $375 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Beautiful Modern Home and Studio Apt Combined
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Wonderful, newly-remodeled modern space located in the River West district of Bend. It's a three bedroom house with a fu ...
From $557 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Villa Six at Broken Top- Bend Westside
- 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 $303 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Walk Downtown from Quiet NW Home, Hot Tub, Master Suite, Thoughtful Amenities!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Baltimore Cottage Guests of this Westside Bend home love its proximity to all things downtown: cool shops, brew pubs an ...
From $271 per night (USD)VRBO
- From $315 per night (USD)
Expedia
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 $315 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Book Today for Only $300 Down at the Time of Booking *** Deschutes Nest is our thoughtfully updated modern craftsman ...
From $250 per night (USD)VRBO
- From $346 per night (USD)
Expedia
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 $346 per night (USD)Expedia
- From $405 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 $405 per night (USD)VRBO
- From $172 per night (USD)
Expedia
Broken Top Home. 2 King Master Suites, Fireplace, Garage, Deck. 20 Min to Mt Bachelor. 1 Gig WiFi.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You can’t find a better place than Central Oregon to escape the stress safely. River, hill, and trail welcome you and p ...
From $172 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 $258 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 $258 per night (USD)Expedia
- From $347 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 $347 per night (USD)VRBO
- From $294 per night (USD)
Expedia
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)Expedia
- From $558 per night (USD)
VRBO
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 $558 per night (USD)VRBO
- From $355 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 $355 per night (USD)Expedia
- From $300 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 $300 per night (USD)VRBO
- From $330 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 $330 per night (USD)Expedia
- From $235 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 $235 per night (USD)VRBO
- From $164 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 $164 per night (USD)Expedia
- From $135 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 $135 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 $332 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 $332 per night (USD)VRBO
- From $533 per night (USD)
Expedia
Discounted 1st Booking - 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 $533 per night (USD)Expedia
- From $175 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 $175 per night (USD)VRBO
- From $140 per night (USD)
Expedia
West side dog-friendly studio w\/ private yard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfectly appointed studio located in Bend's desirable Westside. Newly updated with modern fixtures and comfort of home ...
From $140 per night (USD)Expedia
- From $250 per night (USD)
VRBO
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 $250 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 $272 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 $272 per night (USD)VRBO
- From $298 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 $298 per night (USD)VRBO
- From $290 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 $290 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO