Rim Rock Natural Area Rentals
From $303 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 $303 per night (USD)VRBO
From $245 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 $245 per night (USD)Expedia
From $216 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 $216 per night (USD)VRBO
From $285 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 $285 per night (USD)Expedia
From $145 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 $145 per night (USD)VRBO
From $443 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 $443 per night (USD)Expedia
From $182 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 $182 per night (USD)VRBO
From $188 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 $188 per night (USD)Expedia
From $240 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 $240 per night (USD)VRBO
From $377 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 $377 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $262 per night (USD)Expedia
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 $262 per night (USD)Expedia
From $289 per night (USD)VRBO
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 $289 per night (USD)VRBO
From $333 per night (USD)Expedia
Bluebird Day - Sunnyside
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Fabulous Prairie Style contemporary with an open floor plan, high ceilings, modern furnishings in an amazing location. H ...
From $333 per night (USD)Expedia
From $236 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 $236 per night (USD)VRBO
From $208 per night (USD)Expedia
Bluebird Day - Sparks Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Bend’s vibrant, local community with Bluebird Day Vacation! Lovingly restored and renovated, in a fantastic ...
From $208 per night (USD)Expedia
From $260 per night (USD)VRBO
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 $260 per night (USD)VRBO
From $199 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 $199 per night (USD)Expedia
From $358 per night (USD)VRBO
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 $358 per night (USD)VRBO
From $205 per night (USD)Expedia
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 $205 per night (USD)Expedia
From $190 per night (USD)VRBO
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 $190 per night (USD)VRBO
From $318 per night (USD)Expedia
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 $318 per night (USD)Expedia
From $418 per night (USD)VRBO
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 $418 per night (USD)VRBO
From $202 per night (USD)Expedia
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 $202 per night (USD)Expedia
From $234 per night (USD)VRBO
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 $234 per night (USD)VRBO
From $181 per night (USD)Expedia
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 $181 per night (USD)Expedia
From $305 per night (USD)VRBO
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 $305 per night (USD)VRBO
From $606 per night (USD)Expedia
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 $606 per night (USD)Expedia
From $224 per night (USD)VRBO
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 $224 per night (USD)VRBO
From $326 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 $326 per night (USD)Expedia
From $273 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 $273 per night (USD)VRBO
From $306 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 $306 per night (USD)Expedia
From $296 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 $296 per night (USD)VRBO
From $147 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 $147 per night (USD)Expedia
From $358 per night (USD)VRBO
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 $358 per night (USD)VRBO
From $839 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 $839 per night (USD)Expedia
From $180 per night (USD)VRBO
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 $180 per night (USD)VRBO
Click For PricingExpedia
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 $175 per night (USD)VRBO
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 $175 per night (USD)VRBO
From $92 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 $92 per night (USD)Expedia
From $243 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 $243 per night (USD)VRBO
From $647 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 $647 per night (USD)Expedia
From $139 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
You can’t find a better place than Central Oregon to escape the stress safely. River, hill, and trail welcome you and p ...
From $139 per night (USD)VRBO
From $135 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 $135 per night (USD)Expedia
From $284 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 $284 per night (USD)VRBO
From $271 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 $271 per night (USD)Expedia
From $466 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 $466 per night (USD)VRBO
From $727 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 $727 per night (USD)Expedia
From $180 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 $180 per night (USD)VRBO
From $465 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 $465 per night (USD)Expedia
From $144 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 $144 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $318 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 $318 per night (USD)VRBO
From $367 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 $367 per night (USD)VRBO
From $228 per night (USD)VRBO
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 $228 per night (USD)VRBO
From $181 per night (USD)Expedia
Broken Top Townhome. Walk to Lodge. Balcony, Garage, Fireplace, AC. Quick to Mt Bachelor, Old Mill.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly furnished condo for 2 couples or small family in desirable Broken Top location. Please note: Reservations made w ...
From $181 per night (USD)Expedia
From $342 per night (USD)VRBO
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 $342 per night (USD)VRBO
From $120 per night (USD)Expedia
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $120 per night (USD)Expedia
From $171 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 $171 per night (USD)VRBO
From $235 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 $235 per night (USD)Expedia
From $558 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 $558 per night (USD)VRBO
From $181 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 $181 per night (USD)Expedia
From $783 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 $783 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $546 per night (USD)VRBO
Beautiful Modern Home and Studio Apt Combined
- Bedrooms:
- 2
- Bathrooms:
- 6
- 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 $546 per night (USD)VRBO
From $284 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 $284 per night (USD)Expedia
From $361 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 $361 per night (USD)VRBO
From $180 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 $180 per night (USD)Expedia
From $332 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 $332 per night (USD)VRBO
From $466 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 $466 per night (USD)VRBO
From $213 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 $213 per night (USD)VRBO
From $1519 per night (USD)Expedia
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 $1519 per night (USD)Expedia
From $224 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 $224 per night (USD)VRBO
From $275 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 $275 per night (USD)Expedia
From $439 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 $439 per night (USD)VRBO
From $351 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 $351 per night (USD)Expedia
From $367 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 $367 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $216 per night (USD)VRBO
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 $216 per night (USD)VRBO
From $255 per night (USD)Expedia
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 $255 per night (USD)Expedia
From $240 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 $240 per night (USD)VRBO
From $209 per night (USD)Expedia
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 $209 per night (USD)Expedia
From $125 per night (USD)VRBO
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 $125 per night (USD)VRBO
From $199 per night (USD)Expedia
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 $199 per night (USD)Expedia
Click For PricingVRBO
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 ...
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From $269 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 $269 per night (USD)VRBO
From $314 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 $314 per night (USD)VRBO
From $273 per night (USD)Expedia
HideAway Chalet is the perfect vacation destination for adventure and get-away!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The HideAway Chalet, like a luxury treehouse, is located at the foot of Awbrey Butte. It is perfect for couples, solos, ...
From $273 per night (USD)Expedia
From $395 per night (USD)VRBO
Mt Bike Heaven, Hot Tub, A\/C, NWX Area, EV Charger
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to your own private retreat nestled among the trees, adjacent to the Cascade Highlands Trail system in beautiful ...
From $395 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
Click For PricingVRBO
Broken Top Retreat in Bend – 2 BDR in Golf Community w\/ Tons of Perks!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled within the gated Broken Top Club community in vibrant Bend, Oregon, this picture-perfect 2-bedroom condo is perf ...
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From $443 per night (USD)Expedia
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 $443 per night (USD)Expedia
From $291 per night (USD)VRBO
Modern, Mountain Views, Reserve Camp, Walk to NWX
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If you are looking for your home away from home in Bend's beautiful NWX neighborhood, look no further! This 2 bedroom, 1 ...
From $291 per night (USD)VRBO
From $153 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 $153 per night (USD)VRBO
From $280 per night (USD)VRBO
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 $280 per night (USD)VRBO
From $164 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 $164 per night (USD)VRBO
From $222 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 $222 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 $303 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 $303 per night (USD)VRBO
From $296 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 $296 per night (USD)Expedia