Rim Rock Natural Area Rentals
From $369 per night (USD)VRBO
Bluebird Day - Red Door, a spacious 3BR home in Bend, OR, perfect for families.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Red Door! The ultimate luxury gathering place for family and friends in a quintessential Westside locati ...
From $369 per night (USD)VRBO
From $400 per night (USD)Expedia
Quinn Creek - Gorgeous and Updated! Perfect Location in NW Bend, Pool Table, 20 Min To Bachelor!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the heart of Bend, Oregon, this inviting vacation home boasts stunning mountain views and proximity to the re ...
From $400 per night (USD)Expedia
From $386 per night (USD)VRBO
Villa 5 - Hot Tub, Golf Course Views, Large Deck, Quiet and Peaceful in Broken Top
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the perfect blend of outdoor adventure and city excitement with a stay at Villa #5 at Broken Top in Bend, Orego ...
From $386 per night (USD)VRBO
From $365 per night (USD)Expedia
Drake Park Villa - River Front on Mirror Pond & Drake Park, Exquisite, Gourmet Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Elevate your vacation experience by choosing Drake Park Villa in Bend, Oregon, where luxury meets convenience. Nestled o ...
From $365 per night (USD)Expedia
From $261 per night (USD)VRBO
Walk to the river, Old Mill, 10 Barrel and more!
- Bedrooms:
- 2
- 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 $261 per night (USD)VRBO
From $440 per night (USD)Expedia
Bluebird Day - Cascadia Craftsman: A cozy 3BR home in Bend, OR, with hot tub and modern amenities.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Cascadia Craftsman! Experience Bend's vibrant, local community with Bluebird Day Vacation. The Cascadia Craf ...
From $440 per night (USD)Expedia
From $288 per night (USD)VRBO
Urban Roundabout - Hot Tub, A/C, Modern, Walk to Galveston, Newport Ave & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Urban Roundabout, where your Bend getaway becomes an elevated experience. This contemporary 2-bedroom, 2.5-ba ...
From $288 per night (USD)VRBO
From $420 per night (USD)Expedia
Awbrey - Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the perfect blend of urban excitement and outdoor adventure at Awbrey House, a stunning award-winning vacation ...
From $420 per night (USD)Expedia
From $371 per night (USD)VRBO
Golden Butte - Stunning & Spacious, Captivating Views, A/C, Foosball
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Golden Butte, a stunning retreat in Bend, Oregon, where breathtaking views and serene sunrises await. Unwind ...
From $371 per night (USD)VRBO
From $266 per night (USD)Expedia
Mirror Pond - Cozy Cabin Directly on Mirror Pond - Deschutes River!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the charm of Bend, Oregon, by staying at Mirror Pond, a delightful retreat nestled on the tranquil banks of the ...
From $266 per night (USD)Expedia
From $330 per night (USD)VRBO
Pet Friendly Villa Unit with Two-Primary Bedroom Suites on Bend's Westside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine waking up with adventure just outside your door. This villa located in the Broken Top Golf Community on Bend's W ...
From $330 per night (USD)VRBO
From $488 per night (USD)Expedia
Bluebird Day - Riverside Cottage, Relax at a cozy 3-bedroom retreat in Bend, OR.
- 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 $488 per night (USD)Expedia
From $381 per night (USD)VRBO
Bluebird Day - Deschutes Bungalow in Bend, OR with 2 king beds, Hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Deschutes Bungalow! Walk everywhere from this exceptional Westside location close to Drake Park in the hear ...
From $381 per night (USD)VRBO
From $1293 per night (USD)Expedia
The Executive Lodge up in the West Hills and 2 miles from downtown Bend.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Escape to this comfy Bend retreat, perfect for families, friends, skiers, and outdoor enthusiasts. After a day of explor ...
From $1293 per night (USD)Expedia
From $181 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 $181 per night (USD)VRBO
From $311 per night (USD)Expedia
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)Expedia
From $163 per night (USD)VRBO
Trailside on the Westside
- Bedrooms:
- 2
- 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 $163 per night (USD)VRBO
From $280 per night (USD)Expedia
Bluebird Day - Kokanee Cottage: A cozy 2BR retreat in beautiful Bend, OR.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Kokanee Cottage! The Kokanee Cottage is tucked into a quaint and quiet neighborhood on Bend's popular Westsi ...
From $280 per night (USD)Expedia
From $293 per night (USD)VRBO
Bluebird Day - Hummingbird Cottage in Bend, OR. Experience cozy luxury!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Hummingbird Cottage! The Hummingbird Cottage is a lovely getaway in one of Bend's most popular Westside neig ...
From $293 per night (USD)VRBO
From $309 per night (USD)Expedia
Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
*NEWLY RENOVATED* Drake Cottage 307 – A Charming Downtown Bend Retreat Welcome to Drake Cottage 307, an adorable 1-bed ...
From $309 per night (USD)Expedia
From $289 per night (USD)VRBO
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*NEWLY RENOVATED* Drake Cottage 473 – A Romantic Hideaway in the Heart of Bend Welcome to Drake Cottage 473, a creativ ...
From $289 per night (USD)VRBO
From $274 per night (USD)Expedia
CASCADE RETREAT - Bend, Oregon, USA, Spectacular Designer Remodel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
CASCADE RETREAT - Bend, Oregon, USA, Spectacular Designer Remodel STUNNING DESIGNER REMODEL: All new fixtures, fitting ...
From $274 per night (USD)Expedia
From $617 per night (USD)VRBO
Flagline Trail - Walkable NWX & Galveston, A/C, Views, Fireplace, Updated, Bike & Running Trails
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to your serene retreat in the heart of Bend's prestigious Skyliner Summit Neighborhood. Nestled on a private cor ...
From $617 per night (USD)VRBO
From $668 per night (USD)Expedia
Big Sky by AvantStay | Mountain Home w/ Great Views, Hot Tub, Al Fresco Dining
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Big Sky, an AvantStay home! A trip into nature doesn’t have to involve staying somewhere rugged– at least no ...
From $668 per night (USD)Expedia
From $256 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 $256 per night (USD)VRBO
From $810 per night (USD)Expedia
~LARGE WESTSIDE HOME~ Walk to everything! Welcome to KINGSTON HOUSE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
*New salt water hot tub* Introducing the Kingston House in beautiful Bend, Oregon! Built in 2000 and recently remodeled, ...
From $810 per night (USD)Expedia
From $302 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
*NEWLY RENOVATED* Drake Cottage 311 – A Charming Downtown Bend Getaway Welcome to Drake Cottage 311, an adorable one-b ...
From $302 per night (USD)VRBO
From $237 per night (USD)Expedia
Cottage in Bend: Walk Everywhere
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
COTTAGE IN BEND: Cozy 1920’s, one bedroom, one bathroom cottage with a large private yard-blocks from the river and down ...
From $237 per night (USD)Expedia
From $507 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 $507 per night (USD)VRBO
From $506 per night (USD)VRBO
Upscale Artful Luxury, Large Home Theater in Amazing Custom Home in NW Bend!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Davenport - Meredith Lodging Get ready to make your vacation home a big part of your getaway with The Davenport in ...
From $506 per night (USD)VRBO
From $251 per night (USD)VRBO
Bungalow in Bend: Center of Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
BUNGALOW IN BEND: Charming Two-Story Bungalow with Private Yard in Bend, Oregon Welcome to your perfect getaway in this ...
From $251 per night (USD)VRBO
From $257 per night (USD)Expedia
Broken Top Townhome, Walk to Lodge, Balcony, Garage, AC, Quick to Mt Bachelor, Old Mill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Broken Top #22, a fabulous two-bedroom, two-bathroom townhome perfectly situated on the edge of Broken Top Go ...
From $257 per night (USD)Expedia
From $177 per night (USD)VRBO
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This light, bright, cheerful and modern studio just a couple blocks above all the great shops on Newport Ave. Walk to Ne ...
From $177 per night (USD)VRBO
From $239 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 $239 per night (USD)Expedia
From $322 per night (USD)VRBO
Bends Westside Kaleana's Garden Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kaleana’s Garden Come for a visit in beautiful Bend Oregon Come stay in the heart of the Old West side of Bend in ...
From $322 per night (USD)VRBO
From $593 per night (USD)Expedia
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If this home is not available for your dates or if you would like two homes together, please also see our other almost i ...
From $593 per night (USD)Expedia
From $195 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 $195 per night (USD)VRBO
From $916 per night (USD)Expedia
Skyline Lodge, Gorgeous Setting, Walk to Downtown!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
From this beautiful Lodge style home, walk in minutes down Galveston Avenue Corridor to downtown Bend. This spectacular ...
From $916 per night (USD)Expedia
From $215 per night (USD)VRBO
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Location! Location! Location! Convenient location is a five minute walk to the river and Drake Park and no more than ...
From $215 per night (USD)VRBO
From $251 per night (USD)Expedia
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located within a 10 min walk to restaurants and shopping and within 200 ft. of the Deschutes river, the Larson house is ...
From $251 per night (USD)Expedia
From $925 per night (USD)VRBO
RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to one of the most beloved and truly unique vacation rentals in Bend, Oregon — a luxury, pet-friendly cottage lo ...
From $925 per night (USD)VRBO
From $336 per night (USD)Expedia
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Deschutes Nest is our thoughtfully updated modern craftsman perched two blocks from the Deschutes River, Mt Bachelor shu ...
From $336 per night (USD)Expedia
From $632 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 $632 per night (USD)VRBO
From $312 per night (USD)Expedia
Huckleberry Cottage - A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Huckleberry Cottage, where comfort meets convenience in the heart of Bend. This charming 3-bedroom, 2-bathroo ...
From $312 per night (USD)Expedia
From $1704 per night (USD)VRBO
Riverfront Paradise includes SUP, Kayaks, floating equipment, 3 Masters, Hot Tub, Near Downtown
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Riverfront Central Estate – Luxury, Adventure & Serenity on the Deschutes Welcome to Riverfront Central Estate, an unp ...
From $1704 per night (USD)VRBO
From $500 per night (USD)Expedia
RiverBend Bungalow- RIVERFRONT with Salt Hot Tub, AC, 100+mbps Wifi, So Walkable
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The RiverBend Bungalow is a sweet riverfront hide-away on the super popular westside of Bend. Enjoy your riverfront perc ...
From $500 per night (USD)Expedia
From $323 per night (USD)VRBO
Bluebird Day - Lavender Cottage, Experience cozy comfort in scenic Bend, OR.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Lavender Cottage! The Lavender Cottage is an enchanting 2 bedroom 1 bath classic Bend cottage built in the 1 ...
From $323 per night (USD)VRBO
From $135 per night (USD)VRBO
Furnished Rental Bend Oregon – 1BR Walk to Old Mill & Downtown, Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for a long-term furnished rental in Bend, Oregon? Welcome to your next extended stay in the heart of Central Or ...
From $135 per night (USD)VRBO
From $539 per night (USD)VRBO
Broken Top Townhome on the 18th Fairway, Large patio, Beautiful view!
- Bedrooms:
- 2
- 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 $539 per night (USD)VRBO
From $394 per night (USD)VRBO
Northwest Crossing Bungalow Walk 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 $394 per night (USD)VRBO
From $465 per night (USD)VRBO
HideAway Chalet, like a Luxury Treehouse in Central Oregon, is the perfect vacation destination, peace relaxation retreat, weekend adventure for couples, close friends, or solos to get-a-way!. It is located at the foothills of Awbrey Butte, snuggled
- 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 $465 per night (USD)VRBO
From $308 per night (USD)Expedia
Reserve Camp 25 - Modern, Mountain Views, Reserve Camp, Walk to NWX
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Reserve Camp 25, a sophisticated 3-bedroom, 2.5-bath condo in the highly sought-after NWX neighborhood of Ben ...
From $308 per night (USD)Expedia
From $119 per night (USD)VRBO
Westside Apt-2 Bedrm, Office, Kitchen, Den & Dining w/ 1 car garage
- 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 $119 per night (USD)VRBO
From $612 per night (USD)Expedia
Mill Quarter - In the HEART of Bend!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Mill Quarter, an iconic brick landmark right in the heart of Bend! From this urban luxury home, easily stroll ...
From $612 per night (USD)Expedia
From $228 per night (USD)VRBO
Crabapple Cottage - 2 Blocks to Mirror Pond, Water Toys, Great Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Crabapple Cottage in the heart of westside Bend! The first thing you'll notice when you arrive is the enormou ...
From $228 per night (USD)VRBO
From $282 per night (USD)Expedia
NW Crossing Getaway with all the amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in NW Crossing Bend, this delightful house offers 3 bedrooms - 2 with king beds and 1 with a queen bed. Guests c ...
From $282 per night (USD)Expedia
From $789 per night (USD)VRBO
2 Units | Minutes to Downtown Bend | Hot Tub | 1208 Skyline Ranch by AvantStay
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Aerie by AvantStay at Discovery Corner, a collection of modern, townhomes nestled Bend's west side in the hea ...
From $789 per night (USD)VRBO
From $803 per night (USD)Expedia
2 Units | Minutes to Old Bend | Deck + Hot Tub | 1216 Skyline Ranch by AvantStay
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Aerie by AvantStay at Discovery Corner, a collection of modern, townhomes nestled Bend's west side in the hea ...
From $803 per night (USD)Expedia
From $305 per night (USD)VRBO
Walk to downtown and amphitheater
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Drake Club has quite the history. During the remodel of what we thought was just upgrading an old garage we discover ...
From $305 per night (USD)VRBO
From $312 per night (USD)Expedia
Best Location in Town! Walkable Westside 3BR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Historic Galveston Getaway! Steps from Bend’s best coffee shops, breweries, and restaurants. Walk everyw ...
From $312 per night (USD)Expedia
From $231 per night (USD)VRBO
Westside Hidden Gem! Walkable 2 BR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this Galveston hidden gem! • Unbeatable Westside Location – steps to Bend’s best coffee shops, breweries, an ...
From $231 per night (USD)VRBO
From $127 per night (USD)Expedia
Bend river park retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a peaceful stay in this centrally located space just steps from the Deschutes River. Walk to the Whitewater Park, ...
From $127 per night (USD)Expedia
From $320 per night (USD)VRBO
Treetop Cottage ~ Westside Bend ~ Views + Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A charming craftsman cottage perched above Bend's coveted Westside — treetop views from every window, open-concept livin ...
From $320 per night (USD)VRBO
From $350 per night (USD)Expedia
Beautiful home with patio - in the perfect location near Downtown Bend & more
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: The Bend Basecamp The Space: Welcome to Your Ultimate Basecamp in the Heart of Bend, OR! Nestled in one ...
From $350 per night (USD)Expedia
From $573 per night (USD)VRBO
Westside Craftsman with enclosed yard & jetted tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
Summary: Evergreen Shadow The Space: Experience scenic, outdoorsy Bend from this spacious Craftsman vacation home i ...
From $573 per night (USD)VRBO
From $138 per night (USD)Expedia
Charming dog-friendly retreat near skiing & golf with views & fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Bend Bliss The Space: Nestled perfectly in the idyllic Broken Top neighborhood, this second-floor condo wi ...
From $138 per night (USD)Expedia
From $302 per night (USD)VRBO
Conveniently located townhome with kitchen, kitchenette, balcony & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: High Desert Hideaway The Space: Perfect for friends or extended family sharing a getaway in Bend, this hig ...
From $302 per night (USD)VRBO
From $119 per night (USD)Expedia
Adorable Bend townhome with ideal location, kitchenette & central AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Deschutes Delight The Space: Perfect for a romantic getaway or writer's retreat surrounded by the beauty o ...
From $119 per night (USD)Expedia
From $441 per night (USD)VRBO
w/ private hot tub & easy access to downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Perfectly Placed Plum Cottage The Space: Perfectly Placed Plum Cottage is a beautifully updated home boast ...
From $441 per night (USD)VRBO
From $225 per night (USD)Expedia
Fir Millhouse - Lovely historic cottage in downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the Fir Millhouse! This lovely home is 1 of 2 beautifully restored homes located in the Jefferson Millhouse. ...
From $225 per night (USD)Expedia
From $279 per night (USD)VRBO
Oak Millhouse - Beautifully restored home in Downtown Old Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the Oak Millhouse! This lovely home is 1 of 2 beautifully restored homes located in the Jefferson Millhouse. ...
From $279 per night (USD)VRBO
From $432 per night (USD)Expedia
Mins to Old Bend, Hot Tub + Deck | Aerie 3BDR King
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Aerie Residences by AvantStay, a collection of modern townhomes nestled in Bend's west side in the heart of t ...
From $432 per night (USD)Expedia
From $349 per night (USD)VRBO
HotTub, Near Old Bend & Downtown | Aerie 2BDR King
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Aerie by AvantStay — a modern 2-bedroom retreat perched above Discovery Corner, a lively neighborhood plaza o ...
From $349 per night (USD)VRBO
From $751 per night (USD)Expedia
Hot Tub, Mins to Old Bend | 2 Units - King | Aerie
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Aerie Residences by AvantStay, a collection of modern townhomes nestled in Bend's west side in the heart of t ...
From $751 per night (USD)Expedia
From $442 per night (USD)VRBO
Deck, HotTub, Mins to Old Bend | Aerie 3BDR Family
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome Aerie by AvantStay at Discovery Corner, a collection of modern, townhomes nestled Bend's west side in the heart ...
From $442 per night (USD)VRBO
From $2119 per night (USD)Expedia
Sleeps 20 | Hot Tub + Near DT | 4 Units | Aerie
- Bedrooms:
- 6
- Bathrooms:
- 10
- Sleeps:
- 20
Welcome to Aerie Residences by AvantStay, a collection of modern townhomes nestled in Bend's west side in the heart of t ...
From $2119 per night (USD)Expedia
From $1083 per night (USD)VRBO
Near Old Bend, Hot Tub | 2 Units - Family | Aerie
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Aerie Residences by AvantStay, a collection of modern townhomes nestled in Bend's west side in the heart of t ...
From $1083 per night (USD)VRBO
From $549 per night (USD)Expedia
Riverfront Retreat near Bend's Drake Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Riverfront Bend – A Romantic Cottage on the Deschutes River This is where river views meet downtown rustic charm. Tuc ...
From $549 per night (USD)Expedia
From $237 per night (USD)VRBO
Private Pickleball Court + Riverfront Bend Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Riverfront Court & Cottage A rare opportunity! This is quite simply one of the most fun and unique homes on ...
From $237 per night (USD)VRBO
From $290 per night (USD)Expedia
Westside Vibes - walkable w/ salt water hot tub too!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your cozy and classic cottage for your downtown Bend adventures! You'll love this delightful space! Plenty of ...
From $290 per night (USD)Expedia
From $293 per night (USD)VRBO
Bluebird Day - Desert Zen in Bend with 2 queens, fenced yard, fireplace, Walk Everywhere!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Desert Zen! The location of the Desert Zen cannot be beat! Located on Bend's popular Westside, just 4 blocks ...
From $293 per night (USD)VRBO
From $337 per night (USD)Expedia
New! Charming Bend Cottage | 5 Min Walk to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
St. Helens Cottage is a sunny downtown Bend retreat just steps from Drake Park, the Deschutes River, and the heart of ev ...
From $337 per night (USD)Expedia
From $329 per night (USD)VRBO
New! Luxury Westside Home | Prime Walkable Location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Perfectly positioned in the heart of Bend's beloved west side, this spacious 2,300 sq. ft. four-bedroom retreat puts som ...
From $329 per night (USD)VRBO
From $298 per night (USD)Expedia
New! Trenton Treehouse | Large Yard | Ping Pong | Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Trenton Treehouse is a beautiful, dog-friendly, air-conditioned four-bedroom, three-and-a-half-bathroom vacation ren ...
From $298 per night (USD)Expedia
From $371 per night (USD)VRBO
New Listing! Westside Gem | Hot Tub | Walk Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Perfectly positioned on Bend's west side just steps from downtown, this spacious, sun-filled four-bedroom home is the id ...
From $371 per night (USD)VRBO
From $202 per night (USD)Expedia
New! Downtown Bungalow | Walk to River, Dining & Breweries
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tucked near from Drake Park and the Deschutes River in the heart of downtown Bend, the St. Helens Bungalow is an adorabl ...
From $202 per night (USD)Expedia
From $359 per night (USD)VRBO
New! NW Bend Home | Private Hot Tub | Walk to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Walk to everything Bend has to offer from this 4-bedroom, 2.5-bathroom vacation home in the quiet River West neighborhoo ...
From $359 per night (USD)VRBO
From $248 per night (USD)Expedia
New! Pet Friendly Basecamp | Hot Tub | Walk to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Centrally located on the west-side of Bend, this beautifully remodeled 3 bedroom, 1 bathroom home is the perfect vacatio ...
From $248 per night (USD)Expedia
From $257 per night (USD)VRBO
New! Historic Bend Cottage | Walk to Deschutes River & Downtown Shops
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Best L'il Oar House in Old Bend — a charming 2-bedroom, 1-bath cottage nestled in the heart of downtown B ...
From $257 per night (USD)VRBO
From $257 per night (USD)Expedia
Meet Me on Milwaukee | Hot Tub, EV Charger & Walkable Bend Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Meet Me on Milwaukee is a beautifully furnished 2-bedroom, 2.5-bath home located in one of Bend's most desirable Westsid ...
From $257 per night (USD)Expedia
- From $634 per night (USD)
VRBO
Reserve Camp 25 30 Day Minimum
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Summary: If you are looking for your home away from home in Bend s beautiful NWX neighborhood look no further This 2 ...
From $634 per night (USD)VRBO
- From $487 per night (USD)
Expedia
Villa #5 at Broken Top
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Located in the exclusive Broken Top Club Villa 5 is a convenient yet luxurious location on Bend s Westside ...
From $487 per night (USD)Expedia
- From $251 per night (USD)
VRBO
NW Nest 30 Day Minimum
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to your ideal vacation retreat in sunny Central Oregon located on the picturesque west side of Bend ...
From $251 per night (USD)VRBO
From $722 per night (USD)Expedia
Charming home blocks from river, downtown and Mt Bachelor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of Bend from this gorgeous 3-bedroom house. Guests will find a king bed and two queen beds, plus a c ...
From $722 per night (USD)Expedia
From $377 per night (USD)VRBO
Broken Top Villa One - A Beautiful Two Bedroom Villa in Bend's Westside!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Broken Top Villa One, our spacious, well appointed two bedroom villa located in the gorgeous and quiet Broken ...
From $377 per night (USD)VRBO
From $566 per night (USD)Expedia
Fireplace & Hot Tub Nights | Walk to Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Private hot tub and firepit under twinkle lights set the mood at Magnolia House, a lovingly restored 1925 West ...
From $566 per night (USD)Expedia
From $524 per night (USD)VRBO
Bluebird Day - Trenton View, Experience luxury, 4-bedroom home in Bend, OR. Hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Trenton View! Tucked in the trees on the Westside! This beautiful 1970s home is just what you will want for ...
From $524 per night (USD)VRBO
From $256 per night (USD)Expedia
Bluebird Day - Pine Rosa Retreat, Cozy 2 BR, West side!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Pine Rosa Retreat! You can WALK EVERYWHERE! This little retreat is located right up the street from one of o ...
From $256 per night (USD)Expedia
From $276 per night (USD)VRBO
The Crosby Hall Shevlin House | Built 1920
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Summary: Stay in a piece of Bend history at The Crosby Hall Shevlin House, a beautifully preserved 1920 Revival-style h ...
From $276 per night (USD)VRBO
From $373 per night (USD)Expedia
Historic Bungalow in Walkable Old Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the heart of Old Bend! Our historic one-bedroom bungalow blends vintage charm with modern comforts, perfect ...
From $373 per night (USD)Expedia