Hillside I Park 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 $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 $440 per night (USD)VRBO
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)VRBO
From $288 per night (USD)Expedia
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)Expedia
From $420 per night (USD)VRBO
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)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 $488 per night (USD)VRBO
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)VRBO
From $260 per night (USD)Expedia
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $260 per night (USD)Expedia
From $218 per night (USD)VRBO
Riverfront condo with balcony near downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This top floor, riverfront condo has an incredible view of the Deschutes River. It can sleep four people and i ...
From $218 per night (USD)VRBO
From $215 per night (USD)Expedia
Downtown Riverfront! Condo Best location in Bend!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This second-floor condominium overlooks the beautiful Deschutes River and is just a short walk into downtown B ...
From $215 per night (USD)Expedia
From $145 per night (USD)VRBO
Third-floor riverfront condo near downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This cozy, one-bedroom riverside top floor condo can sleep up to two people, has two full bathrooms and a full ...
From $145 per night (USD)VRBO
From $212 per night (USD)Expedia
Riverfront Condo in Downtown! Pool and Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: This beautiful riverside top floor condo can sleep up to six people, has two full bathrooms and a full kitchen ...
From $212 per night (USD)Expedia
From $1293 per night (USD)VRBO
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)VRBO
From $392 per night (USD)Expedia
Bluebird Day - Kingfisher Bungalow in Bend, OR, with 3 beds and a hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Kingfisher Bungalow! Quintessentially located in a quaint and quiet neighborhood just 2 blocks from F ...
From $392 per night (USD)Expedia
From $148 per night (USD)VRBO
Downtown Condo with Riverview & Balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Summary: "Spillway to Heaven" welcomes parties of up to 6 in this top floor, riverfront property in the hub of Bend. Th ...
From $148 per night (USD)VRBO
From $213 per night (USD)Expedia
Riverfront Condo Next to Park and Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: What more could you ask for with a 10-minute walk to downtown Bend and river views from the living room or pat ...
From $213 per night (USD)Expedia
From $157 per night (USD)VRBO
Riverfront Condo - Pet Friendly Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This condo is perfectly nestled in next to the Deschutes River, not far from the heart of downtown Bend. Grab ...
From $157 per night (USD)VRBO
From $219 per night (USD)Expedia
Cozy one-bedroom condo overlooking the Deschutes
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Get the best of both worlds in this 2nd story condo nestled into the Deschutes River while only moments away f ...
From $219 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 $165 per night (USD)Expedia
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>A short distance from snowboarding, cross-country skiing, and more, this smoke-free vacation home lets you experience ...
From $165 per night (USD)Expedia
From $195 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 $195 per night (USD)VRBO
From $305 per night (USD)Expedia
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $305 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 $239 per night (USD)Expedia
Cute Westside Craftsman, Walk to Downtown, Large Garage, Cruiser Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cute Craftsman Vacation Rental in the quiet River West area two blocks from the Deschutes River at First Street Rapids p ...
From $239 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 $340 per night (USD)Expedia
Beautiful River Views - Walk Downtown ~ Fireplace ~ Patio
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This downtown condo has great river views, easy access to the river trail and Pioneer Park, and just a short walk to dow ...
From $340 per night (USD)Expedia
From $270 per night (USD)VRBO
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 $270 per night (USD)VRBO
From $215 per night (USD)Expedia
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)Expedia
From $506 per night (USD)VRBO
Bend Waterfront Home: Hot Tub, Walk to Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront Luxury in Downtown Bend w/ Private Hot Tub & River Access Indulge in waterfront bliss on Mirror Pond. Soak u ...
From $506 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 $177 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 $177 per night (USD)Expedia
From $239 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 $239 per night (USD)VRBO
From $347 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 $347 per night (USD)VRBO
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 $262 per night (USD)Expedia
Riverfront Cottage Just Steps From Deschutes River
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This elegant riverfront cottage is just steps away from the Deschutes River and only 10 minutes from downtown ...
From $262 per night (USD)Expedia
From $199 per night (USD)VRBO
Ground level Condo near Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: "Leaf Your Troubles Behind" is part of the Pioneer Park Condos on the edge of downtown Bend, near the banks of ...
From $199 per night (USD)VRBO
From $148 per night (USD)Expedia
Newly Remodeled Top-floor Condo near Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Get the best of all worlds in this top floor condo located outside the heart of downtown Bend along the Deschu ...
From $148 per night (USD)Expedia
From $218 per night (USD)VRBO
Upscale Condo near Downtown & the Deschutes
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to this upscale two-room suite on the second floor of the Pioneer Park Condominiums, your home base fo ...
From $218 per night (USD)VRBO
From $213 per night (USD)Expedia
Condo near Downtown Bend - Top-floor with Riverview!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Do you need a place to refuel between your high desert adventures? Want a stellar view of the Deschutes River ...
From $213 per night (USD)Expedia
From $1010 per night (USD)VRBO
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 $1010 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 $122 per night (USD)VRBO
Elegant Second-Floor Condo Near Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This one-bedroom condo at Pioneer Park offers an unbeatable location next to the Deschutes River and Pioneer P ...
From $122 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 $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 $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 $120 per night (USD)Expedia
Ground-floor Condo near Pioneer Park and Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This beautiful condo only steps away from the Deschutes River and downtown has everything you could ever want ...
From $120 per night (USD)Expedia
From $194 per night (USD)VRBO
Cozy Condo near Deschutes River and Pioneer Park
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Consider this condo your gateway to downtown Bend. It comfortably sleeps two with a full kitchen, two bathroom ...
From $194 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 $311 per night (USD)VRBO
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 $311 per night (USD)VRBO
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 $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 $312 per night (USD)VRBO
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)VRBO
From $220 per night (USD)Expedia
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $220 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 $212 per night (USD)Expedia
Rustic Cottage with Views of the Deschutes River!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Your private riverside cottage awaits! This condo can sleep up to two people in a full size bed, includes a ki ...
From $212 per night (USD)Expedia
From $122 per night (USD)VRBO
Modern Style Third Floor Condo with Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This recently renovated third floor condo is the perfect place for a weekend getaway! It is just a 10-15 minut ...
From $122 per night (USD)VRBO
From $465 per night (USD)Expedia
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)Expedia
From $505 per night (USD)VRBO
Downtown Craftsman with Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in your brand-new, private saltwater hot tub, now ready for you to enjoy! Welcome to our fabulous Craftsman, wher ...
From $505 per night (USD)VRBO
From $200 per night (USD)Expedia
Downtown Condo With Private Balcony & Grill!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Located just on the outskirts of Downtown Bend, up to four travelers can stay here on a king bed and a queen s ...
From $200 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 $148 per night (USD)Expedia
Cottage along Deschutes River Trail w Epic Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Our unit, here at Bend Riverside Rentals, is a serene riverfront studio ideal for solo travelers or couples se ...
From $148 per night (USD)Expedia
From $143 per night (USD)VRBO
Riverfront Condo w/ Pool and Hot Tub Access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Condo 315/316 is an awesome condo here at Bend Riverside Rentals, which we have named "Happy Trails". Perched ...
From $143 per night (USD)VRBO
From $257 per night (USD)Expedia
Lucy Lou - City View, Cute Home, Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this charming vacation retreat in Bend, where comfort meets convenience. Enjoy stunning views of Bend and Pilo ...
From $257 per night (USD)Expedia
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 $446 per night (USD)Expedia
Stylish Downtown Cottage, Walk Everywhere
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Greeley Cottage, where historic charm meets modern comfort in the heart of Bend. Living Area: - Relax ...
From $446 per night (USD)Expedia
From $732 per night (USD)VRBO
The Church in Bend 3 King Beds and 2 twin beds, Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
3 King Beds and 2 twin beds The Alliance Tabernacle Church, built in 1923, is reported to be the first house of worship ...
From $732 per night (USD)VRBO
From $228 per night (USD)Expedia
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)Expedia
From $231 per night (USD)VRBO
Cozy Condo by Downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Cozy Condo by Downtown in Pioneer Park Condos places you within easy reach of many of Bend's most popular attr ...
From $231 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 $496 per night (USD)Expedia
Blue Brick- Pet-friendly, Hot tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to your charming home away from home in Bend! This comfortable four-bedroom house is perfect for families, frien ...
From $496 per night (USD)Expedia
From $206 per night (USD)VRBO
Top Floor Downtown Condo With Balcony & Grill!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Come kick back and enjoy Bend with a little Big Lebowski flair! This top floor condo has plenty of personality ...
From $206 per night (USD)VRBO
From $216 per night (USD)Expedia
Deschutes River View + Pioneer Park. Short Walk to Downtown Along River Path
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your private oasis on the Deschutes River! This boho modern ground floor studio is the adventure you've been ...
From $216 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 $277 per night (USD)Expedia
Exceptional Luxury - Walk to Downtown - Hot Tub - Outdoor Living
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 bed 2.5 bath home on Awbrey Butte not far from Downtown Bend. Entry opens to great room w/ cozy gas fireplace, open ki ...
From $277 per night (USD)Expedia
From $350 per night (USD)VRBO
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)VRBO
From $441 per night (USD)Expedia
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)Expedia
From $116 per night (USD)VRBO
Bend's Darling Bungalow - Walk to Old Downtown & River + Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
♡ LOCATION ♡ Charming 2BR/2BA bungalow located in Old Town Bend! Enjoy a stroll to local breweries, shops, and restaura ...
From $116 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 $567 per night (USD)VRBO
New! Luxury Bend Retreat Steps From Downtown & River
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Steps from downtown Bend, this beautifully furnished 2,400 sq. ft. vacation home is a one-of-a-kind retreat with a whims ...
From $567 per night (USD)VRBO
From $80 per night (USD)Expedia
Upper Pine Vacation Rental | Bend Living
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: It’s all about location at Upper Pine Vacation Rental. This bright and updated 1-bedroom upper-level retreat i ...
From $80 per night (USD)Expedia
From $97 per night (USD)VRBO
Lower Pine Vacation Rental | Bend Living
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: It’s all about location at Lower Pine Vacation Rental. This cozy, modern 1-bedroom retreat is just blocks from ...
From $97 per night (USD)VRBO
From $445 per night (USD)Expedia
3 Bedroom house 2 blocks from down town Bend
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Office is a retro modern Bend bungalow packed with personality. Velvet bedrooms, cocktail lounge vibes, shag rugs, a ...
From $445 per night (USD)Expedia
From $290 per night (USD)VRBO
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)VRBO
From $293 per night (USD)Expedia
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)Expedia
From $337 per night (USD)VRBO
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)VRBO
From $329 per night (USD)Expedia
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)Expedia
From $298 per night (USD)VRBO
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)VRBO
From $291 per night (USD)Expedia
New Listing! Restored Bungalow | Walk to Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This restored historic Newport Bungalow is a sun-drenched 1,250 sq. ft. retreat in the heart of downtown Bend. Reclaimed ...
From $291 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