Hillside I Park Rentals
- From $250 per night (USD)
VRBO
Bluebird Day - High Camp Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to the High Camp Retreat! Tucked away in the desirable Awbrey Butte Neighborhood. Just blocks above all of the f ...
From $250 per night (USD)VRBO
- From $308 per night (USD)
Expedia
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 $308 per night (USD)Expedia
- From $309 per night (USD)
VRBO
NW Newport Avenue Bungalow | River West | Fully Renovated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AMENITIES: Newport Bungalow | Sleeps Four | River West Pet Free | Prime Location, Walk Downtown! Two bedrooms Two bathr ...
From $309 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 $217 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 $217 per night (USD)VRBO
- From $280 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 $280 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Fantastic Location! Directly above river w\/a 5 minute walk to downtown.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This one-of-a-kind home on a tucked-away street has a location that can't be beat -- a stone's throw from the First Stre ...
From $452 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Bend's West Side, Work-from-Home Office, New and Modern, Light, Bright, and Luxurious
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Gorgeous, high-quality, new construction (2018). This fabulous home is located just 1/4 mile from downtown and river tr ...
From $271 per night (USD)Expedia
- From $439 per night (USD)
VRBO
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 $439 per night (USD)VRBO
- From $184 per night (USD)
Expedia
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 $184 per night (USD)Expedia
- From $188 per night (USD)
VRBO
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)VRBO
- From $298 per night (USD)
Expedia
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 $298 per night (USD)Expedia
- From $388 per night (USD)
VRBO
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 $388 per night (USD)VRBO
- From $298 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 $298 per night (USD)Expedia
- From $347 per night (USD)
VRBO
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 $347 per night (USD)VRBO
- From $241 per night (USD)
Expedia
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 $241 per night (USD)Expedia
- From $208 per night (USD)
VRBO
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)VRBO
- From $393 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 $393 per night (USD)Expedia
- From $320 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 $320 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 $210 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 $210 per night (USD)VRBO
- From $204 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 $204 per night (USD)Expedia
- From $337 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 $337 per night (USD)VRBO
- From $225 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 $225 per night (USD)Expedia
- From $223 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 $223 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Bluebird Day - Kingfisher Bungalow
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Kingfisher Bungalow! Quintessentially located in a quaint and quiet neighborhood just 2 blocks from First ...
From $261 per night (USD)Expedia
- From $277 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 $277 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious and Old Mill home is fully furnished for your Bend getaway! Vintage and modern all at the same time...You ...
From $256 per night (USD)Expedia
- From $164 per night (USD)
VRBO
\"Slopey Seconds\" Riverfront condo with balcony near downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to "Slopey Seconds," a top-floor riverfront condo in downtown Bend. This vacation space features a ski rack and ...
From $164 per night (USD)VRBO
- From $154 per night (USD)
Expedia
\"Slope Floats\" Downtown Riverfront Condo. Best location in Bend!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With our property right on the banks of the Deschutes, this one-bedroom condominium offers a river view with a full kitc ...
From $154 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Downtown Renovated Condo w Views of the Deschutes River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come check out our newly remodeled second floor condo A212/213...... We have a light and bright kitchen with all new ap ...
From $145 per night (USD)VRBO
- From $143 per night (USD)
Expedia
\"River Me Timbers\" Riverfront condo with balcony near downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
This is a one-bedroom condominium on the third floor with a balcony giving you an amazing view of the Deschutes. The con ...
From $143 per night (USD)Expedia
- From $147 per night (USD)
VRBO
\"The Riverhaus\" Riverfront Condo or Downtown Bend? How about both!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a one-bedroom condominium on the third floor with a balcony giving you an amazing view of the Deschutes. The con ...
From $147 per night (USD)VRBO
- Click For Pricing
Expedia
Pet-Friendly Private Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
New construction in an old neighborhood near the base of Awbrey Butte. Close to downtown and the river with quintessent ...
Click For PricingExpedia
- Click For Pricing
VRBO
Stylish Bungalow full of amenities in the Heart of Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stylish experience at this centrally-located Bungalow. This two-bedroom, two-bathroom, dual-living area home is ...
Click For PricingVRBO
- 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 $139 per night (USD)
VRBO
\"Spillway to Heaven\" Top floor Condo w\/ Riverview & Balcony, Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our pet-friendly, one-bedroom condo that's a short walk into downtown and only a 20-minute drive to Mount Bachelor ...
From $139 per night (USD)VRBO
- From $137 per night (USD)
Expedia
\"Drake and Bake\" Riverfront Condo Next to Park and Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This pet-friendly, 2nd-floor condo sits alongside the Deschutes River and is a 10-minute walk into the heart of downtown ...
From $137 per night (USD)Expedia
- From $137 per night (USD)
VRBO
\"Larch Madness\" Riverfront Condo - Pet Friendly Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
With our property right on the banks of the Deschutes, this one-bedroom condominium offers a river view with a full kitc ...
From $137 per night (USD)VRBO
- From $137 per night (USD)
Expedia
\"The Mount Bachelor Pad\" Cozy one-bedroom condo overlooking the Deschutes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
"The Mount Bachelor Pad." is the perfect home base for your Bend adventures, whether you're hear to ski, hike, raft or v ...
From $137 per night (USD)Expedia
- Click For Pricing
VRBO
Modern Mountain Retreat Steps from First Street Rapids Park
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
<p>A short distance from sledding, cross-country skiing, and more, this family-friendly vacation home lets you experienc ...
Click For PricingVRBO
- From $154 per night (USD)
Expedia
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>Close to snowboarding, cross-country skiing, and more, this smoke-free vacation home brings it all within reach. Ther ...
From $154 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Hillside Haven: Tranquil NW Studio Near the River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Wake up refreshed in this bright, elegant studio sanctuary overlooking rocky hillside and grassy meadow in a historic fr ...
From $150 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Exceptional Downtown Cottage Retreat-Level II EV charger
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Top 5 Star rated in Vrbo traveler reviews for entire Bend area. Stunning 1 bedroom cottage just a 4 minute walk across N ...
From $215 per night (USD)Expedia
- From $147 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 $147 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Cute Westside Craftsman, Walk to Downtown, Large Garage, Cruiser Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cute Craftsman in the quiet River West area two blocks from the Deschutes River at First Street Rapids park. Although t ...
From $203 per night (USD)Expedia
- From $305 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 $305 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Beautiful River Views - Ideally Located close to Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**Book Today for Only $300 Down at the Time of Booking *** This downtown condo has great river views, easy access to th ...
From $176 per night (USD)Expedia
- From $189 per night (USD)
VRBO
West Side, Walk to Newport and Downtown, Bocce Ball Court
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enhancing your next trip to beautiful Bend, Oregon is easy to do when you book a stay in The Bend House. This inviting 3 ...
From $189 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your cozy and classic cottage for your downtown Bend adventures! You'll love this delightful space! Plenty of ...
From $285 per night (USD)Expedia
- From $307 per night (USD)
VRBO
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 $307 per night (USD)VRBO
- Click For Pricing
Expedia
Riverside condo with balcony - near parks, breweries, shops, & dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bend Downtown Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
Click For PricingExpedia
- From $354 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 $354 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Bright & Modern Near Downtown & 1st Street Rapids - Walk Downtown Along River
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Exuding natural light and clean simplicity, this calming home is a 2 houses away from gorgeous First Street Rapids park. ...
From $112 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 $638 per night (USD)
Expedia
WINNER WINNER TURKEY DINNER! Stay for Thanksgiving. BOOK TODAY!!!
- 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 $638 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 $136 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 $136 per night (USD)Expedia
- From $285 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 $285 per night (USD)VRBO
- From $733 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 $733 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 $470 per night (USD)
Expedia
~LARGE WESTSIDE HOME~ Walk to everything! Welcome to KINGSTON HOUSE
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Introducing the Kingston House in beautiful Bend, Oregon! Built in 2000 and remodeled in 2018, this vacation home is rea ...
From $470 per night (USD)Expedia
- From $139 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 $139 per night (USD)VRBO
- From $120 per night (USD)
Expedia
\"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 $120 per night (USD)Expedia
- From $337 per night (USD)
VRBO
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 perfect place for you and your friends and family to you to stay while ...
From $337 per night (USD)VRBO
- From $358 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 $358 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 $122 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 $122 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Amazing West Side - Walk Everywhere - Dog Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Situated above the garage, this detached, one-bedroom apartment boasts upgraded features such as hardwood floors, sleek ...
From $169 per night (USD)VRBO
- From $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 $234 per night (USD)
VRBO
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 $234 per night (USD)VRBO
- From $186 per night (USD)
Expedia
\"Cabin Leisure\" Riverfront cottage just steps from Deschutes River
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $186 per night (USD)Expedia
- From $190 per night (USD)
VRBO
\"Leaf Your Troubles Behind\"-Ground level condo near downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $190 per night (USD)VRBO
- From $129 per night (USD)
Expedia
\"Mount Your Blessings\"-Upscale condo on edge of downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $129 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Riverfront Top Floor Condo near downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
"Altitude Adjustment" is a stunning 3rd-floor condo that sits alongside the Deschutes River and is a 10-minute walk into ...
From $145 per night (USD)VRBO
- From $121 per night (USD)
Expedia
\"Knoll It All\" Sweet condo on edge of downtown and river walk
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $121 per night (USD)Expedia
- From $207 per night (USD)
VRBO
\"Truth or Deer\" Riverfront Condo on the Edge of Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $207 per night (USD)VRBO
- From $772 per night (USD)
Expedia
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 $772 per night (USD)Expedia
- From $552 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 $552 per night (USD)VRBO
- From $179 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 $179 per night (USD)Expedia
- From $794 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 $794 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $92 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 $92 per night (USD)VRBO
- From $630 per night (USD)
Expedia
Waterfront home on Mirror Pond is steps away from Downtown Bend
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful house is on Mirror Pond with views of the water and Drake Park. You can't get a better view nor any close ...
From $630 per night (USD)Expedia
- From $122 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 $122 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $516 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 $516 per night (USD)VRBO
- From $253 per night (USD)
Expedia
\"Bend Bungalow\" Elegant Second-Floor Condo Near Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This condo is ideally located alongside Pioneer Park and the spillway at the Deschutes River. Visit downtown for fun-fil ...
From $253 per night (USD)Expedia
- From $362 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 $362 per night (USD)VRBO
- From $335 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 $335 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Bluebird Day - Drake Escape
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Experience Bend’s vibrant, local community with Bluebird Day! Welcome to the Drake Escape! Located in one of Bend’s mos ...
From $380 per night (USD)VRBO
- From $232 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 $232 per night (USD)Expedia
- From $280 per night (USD)
VRBO
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 $280 per night (USD)VRBO
- From $457 per night (USD)
Expedia
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 $457 per night (USD)Expedia
- From $206 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 $206 per night (USD)VRBO
- From $391 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 $391 per night (USD)Expedia
- From $368 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 $368 per night (USD)VRBO
- From $130 per night (USD)
Expedia
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Riverside Condo! Cozy, top floor 2-bed, 2-bath condo in a riverside complex just 2-3 blocks from Downtown ...
From $130 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingExpedia
- From $219 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 $219 per night (USD)Expedia