Simonson Natural Area Rentals
From $130 per night (USD)VRBO
Riverfront Studio in Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: This ground-floor, riverfront studio is on the edge of downtown Bend with eight-foot sliding glass doors openi ...
From $130 per night (USD)VRBO
From $148 per night (USD)Expedia
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)Expedia
From $213 per night (USD)VRBO
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)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 $222 per night (USD)VRBO
Riverfront Condo with Amazing View - Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Book this corner unit and score one of the best views of the Deschutes River! This condo can sleep up to 4 gue ...
From $222 per night (USD)VRBO
From $218 per night (USD)Expedia
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)Expedia
From $215 per night (USD)VRBO
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)VRBO
From $145 per night (USD)Expedia
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)Expedia
From $212 per night (USD)VRBO
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)VRBO
From $352 per night (USD)Expedia
Authentic Mid-Century Marvel, in the quiet and desirable Mid Town neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A beautiful, spacious two bedroom, two bath house, on an extra large lot built for beauty and for privacy. Located in t ...
From $352 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 $156 per night (USD)Expedia
Quiet River - Beautiful Bend Townhouse - EV charger - Deschutes River in the back!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to a one-of-a-kind retreat nestled in a gated community along the picturesque Deschutes River. Experience tranqu ...
From $156 per night (USD)Expedia
From $266 per night (USD)VRBO
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)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 $165 per night (USD)VRBO
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)VRBO
From $195 per night (USD)Expedia
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)Expedia
From $338 per night (USD)VRBO
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay at one few of the remaining homes in the core of downtown Bend. Enjoy the natural light from vaulted ceilings, char ...
From $338 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 $239 per night (USD)VRBO
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)VRBO
From $547 per night (USD)Expedia
Modern Midtown Home w/ Luxury Finishes & Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Newly renovated home with high-end finishes located just 1.5 miles from Downtown Bend. Well stocked for longer stays, th ...
From $547 per night (USD)Expedia
From $340 per night (USD)VRBO
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)VRBO
From $157 per night (USD)Expedia
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)Expedia
From $219 per night (USD)VRBO
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)VRBO
From $270 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 $270 per night (USD)Expedia
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 $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)Expedia
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)Expedia
From $262 per night (USD)VRBO
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)VRBO
From $199 per night (USD)Expedia
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)Expedia
From $148 per night (USD)VRBO
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)VRBO
From $218 per night (USD)Expedia
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)Expedia
From $213 per night (USD)VRBO
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)VRBO
From $1010 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 $1010 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 $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 $327 per night (USD)VRBO
Bluebird Day - Star Cottage: Cozy 2BR home in scenic Bend, OR, Hot tub, Bikes!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Star Cottage! A 1920's historic Craftsman built during the time of Bend's mill heyday, lovingly restored ...
From $327 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 $386 per night (USD)Expedia
Walk To Downtown & The Last Blockbuster from recently renovated home. 3 Bed/2ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Bend! Whether it's biking, hiking, skiing, fishing, playing in the water or just drinking great beer; I know ...
From $386 per night (USD)Expedia
From $220 per night (USD)VRBO
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)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 $120 per night (USD)Expedia
Top Floor Condo near Downtown & Deschutes River!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: This top floor condo on the outskirts of downtown Bend is elegant and modern. It sleeps 4 in a king bed and a ...
From $120 per night (USD)Expedia
From $237 per night (USD)VRBO
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)VRBO
From $507 per night (USD)Expedia
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)Expedia
From $212 per night (USD)VRBO
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)VRBO
From $122 per night (USD)Expedia
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)Expedia
From $300 per night (USD)VRBO
Bluebird Day - Cinder Cone Bungalow: Experience luxury in this charming 2-bedroom bungalow!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cinder Cone Bungalow! This 1940's home is such a great part of the historic Bend. The location is perfect, p ...
From $300 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 $157 per night (USD)VRBO
Just What You Were Looking For! With Pool, Free Parking, Dogs Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You’ll be close to all the coolest hotspots at this unique Bend property! This listing is for a room within a hotel. ✦ ...
From $157 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 $148 per night (USD)VRBO
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)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 $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 $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 $157 per night (USD)VRBO
Vintage Vibes, Heated Pool & Hot Tub Near Deschutes River & Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You’ll be close to all the coolest hotspots at this unique Bend property! This listing is for a room within a hotel. ✦ ...
From $157 per night (USD)VRBO
From $157 per night (USD)VRBO
Retro Pool, Hot Tub & Firepits Near Old Mill District & Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You’ll be close to all the coolest hotspots at this unique Bend property! This listing is for a room within a hotel. ✦ ...
From $157 per night (USD)VRBO
From $157 per night (USD)VRBO
Retro Firepits & Heated Pool Near Downtown Bend & Old Mill District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You’ll be close to all the coolest hotspots at this unique Bend property! This listing is for a room within a hotel. ✦ ...
From $157 per night (USD)VRBO
From $206 per night (USD)Expedia
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)Expedia
From $216 per night (USD)VRBO
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)VRBO
From $320 per night (USD)Expedia
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)Expedia
From $277 per night (USD)VRBO
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)VRBO
From $269 per night (USD)Expedia
Downtown Bend Condo Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hip, Urban, Relaxing. Located in the heart of downtown Bend this high end daylight basement hideaway is sure to enhance ...
From $269 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 $567 per night (USD)Expedia
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)Expedia
From $80 per night (USD)VRBO
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)VRBO
From $97 per night (USD)Expedia
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)Expedia
From $445 per night (USD)VRBO
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)VRBO
From $143 per night (USD)Expedia
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)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 $291 per night (USD)VRBO
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)VRBO
From $168 per night (USD)Expedia
New Listing! Cozy Historic Studio | Walk to Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tucked beneath the Georgia Cottage in one of Bend's most charming historic neighborhoods, this 400 sq. ft. studio is a c ...
From $168 per night (USD)Expedia
From $108 per night (USD)VRBO
New! Historic Bend Cottage | Walk to Breweries & Drake Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Step into a piece of Bend history at the Hawthorne House — a beautifully renovated 1930s cottage with a modern twist, tu ...
From $108 per night (USD)VRBO
From $197 per night (USD)Expedia
New Listing! Historic Cottage | Heart of Downtown Bend
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Georgia Cottage is a beautifully restored historic Mill house that puts you right in the heart of it all. Walk to downto ...
From $197 per night (USD)Expedia
From $587 per night (USD)VRBO
Awbrey Perch ~ Sauna, Hot Tub/Cold Plunge, Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Awbrey Perch is a newly renovated hillside retreat perched in the trees of Awbrey Butte with forested east-facing views ...
From $587 per night (USD)VRBO
From $242 per night (USD)Expedia
Wall Street Wander - Steps to Downtown & River
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Wall Street Wander | Downtown Bend Set in one of Bend's most desirable neighborhoods, Wall Street Wander is a stylish d ...
From $242 per night (USD)Expedia
From $145 per night (USD)VRBO
Comfy 3BR Retreat in Beautiful Bend, OR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Enjoy a relaxing stay in this inviting 3-bedroom home located in one of Central Oregon’s most desirable destinations. Th ...
From $145 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 $169 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 $169 per night (USD)VRBO
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 $464 per night (USD)VRBO
Downtown Bend Vacation Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Light and bright downtown cottage with a landscaped, fenced private yard and hot tub. Walk to breweries, restaurants, co ...
From $464 per night (USD)VRBO
From $292 per night (USD)Expedia
River Views + Prime Bend Location
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Book Direct with Central Oregon Vacation Homes. Lovely 3rd-floor Condo with a private balcony overlooking the ...
From $292 per night (USD)Expedia
From $979 per night (USD)VRBO
Located on Bend's most sought after historic district street, provides the perfe
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The house was built in 1920 and completely renovated in 2007. It's located in the heart of Bend's premiere historic dis ...
From $979 per night (USD)VRBO
From $252 per night (USD)Expedia
The Cascade River Trail Retreat - a short walk to river & downtown! Pets OK!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the desirable River West neighborhood, a short stroll to restaurants, breweries & shopping in Downtown Bend a ...
From $252 per night (USD)Expedia
From $410 per night (USD)VRBO
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The River Run radiates warmth and comfort. This delightful craftsman style home beautifully blends old fashion charm wit ...
From $410 per night (USD)VRBO
From $240 per night (USD)Expedia
First Street Rapids and River Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
One side of a cute and cozy cottage style duplex on the west side of Bend. The host lives on one side and rents the oth ...
From $240 per night (USD)Expedia
From $229 per night (USD)VRBO
Downtown Bungalow, Gourmet Kitchen 2BR/1.5BA, 3-5 blocks Downtown & Box Factory
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Address is 237 NW Georgia Ave, Bend, OR 97703 Here's the rates in a nutshell, Email for an exact quote. Add 11% tax and ...
From $229 per night (USD)VRBO
From $686 per night (USD)Expedia
WALK EVERYWHERE! 4 BEDROOMS +BONUS RM & QUAINT BACKYARD
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This Historic Home has over 2,100 square feet. The newly updated finishes seamlessly blend the historic character and co ...
From $686 per night (USD)Expedia
From $253 per night (USD)VRBO
Stay In The Heart Of Bend, Walk Everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our vacation home. The Chalet is two-levels, with a king bed in the master upstairs, and two twin beds in th ...
From $253 per night (USD)VRBO
From $413 per night (USD)Expedia
*NEW* Downtown Modern Nostalgia, completely updated and convenient
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Century-old mill home that was completely renovated to modern standards while keeping its' nostalgic charm. Location! ...
From $413 per night (USD)Expedia
From $424 per night (USD)VRBO
***NEW*** Charming home located in Downtown Bend!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This quaint bungalow was originally constructed in the 1920’s and now features current amenities for you to enjoy while ...
From $424 per night (USD)VRBO
From $223 per night (USD)VRBO
Bend Bungalow - a Walk in the Park to Downtown and River!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Use the Bend Bungalow as your home base as you explore and taste all Bend has to offer. We welcome you. Looking for a s ...
From $223 per night (USD)VRBO
From $367 per night (USD)VRBO
Westlake Cottage - Great Weekly & Monthly Rates - walk Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our highly walkable neighborhood. Enjoy the hospitality of one of Bend's family-owned, micro businesses on a ...
From $367 per night (USD)VRBO
From $384 per night (USD)Expedia
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
NOTE: Intermittent area construction August 4-8, 2025 with discounted rates! This amazing little downtown cottage provi ...
From $384 per night (USD)Expedia
From $88 per night (USD)VRBO
Close to everything! Recently updated. Walk Downtown, stroll River trail.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
You'll love this comfortable 2nd floor condo unit in the heart of it all. It's stone's throw from the Deschutes River, P ...
From $88 per night (USD)VRBO
From $287 per night (USD)Expedia
A private zen-like home, panoramic views, super chill!Total relaxation for you.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Parking on the first floor with large sauna and shower. 2nd floor is the main living and entertaining floor with kitche ...
From $287 per night (USD)Expedia