Simonson Natural Area, Oregon Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Simonson Natural Area, Oregon on RentalSaver.com!

Simonson Natural Area Rentals

From $268 per night (USD)
VRBO
Bluebird Day - High Camp Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the High Camp Retreat! Tucked away in the desirable Awbrey Butte Neighborhood. Just blocks above all of the f ...
From $268 per night (USD)
VRBO
From $320 per night (USD)
Expedia
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 $320 per night (USD)
Expedia
From $340 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 $340 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Bend's West Side, Work-from-Home Office, New and Modern, Light, Bright, and Luxurious
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Gorgeous, high-quality, new construction (2018). This fabulous home is located just 1/4 mile from downtown and river tr ...
From $291 per night (USD)
Expedia
From $252 per night (USD)
VRBO
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 $252 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C
Bedrooms:
2
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 $393 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Beautiful Bend Townhouse - Country Feeling Right in Town!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
You'll love Quiet River! This 4 Bedroom/3.5 Bath one-of-a-kind house, located in a one-of-a-kind spot! This townhome is ...
From $209 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Cozy Cabin Directly on Mirror Pond - Deschutes River!
Bedrooms:
2
Bathrooms:
2
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 $282 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Bluebird Day - Kingfisher Bungalow
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to the Kingfisher Bungalow! Quintessentially located in a quaint and quiet neighborhood just 2 blocks from First ...
From $294 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Remodeled Gem, Quiet Area of West Hills, A/C
Bedrooms:
3
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 $369 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Construction update: As of 1/7/25 A new home is being built a couple of houses down as well as some road construction at ...
From $295 per night (USD)
VRBO
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Expedia
Modern Mountain Retreat Steps from First Street Rapids Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
A short distance from sledding, cross-country skiing, and more, this family-friendly vacation home lets you experienc ...
Click For Pricing
Expedia
From $169 per night (USD)
VRBO
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Close to snowboarding, cross-country skiing, and more, this smoke-free vacation home brings it all within reach. Ther ...
From $169 per night (USD)
VRBO
From $148 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 $148 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Award winning Downtown Cottage Retreat-Fall stays available. EV charger-
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 $243 per night (USD)
VRBO
From $222 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. New kitchen ...
From $222 per night (USD)
Expedia
From $452 per night (USD)
VRBO
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 $452 per night (USD)
VRBO
From $363 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 $363 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Bluebird Day - Sunny Pine Cottage
Bedrooms:
1
Bathrooms:
2
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 $203 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 Pricing
Expedia
From $85 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 $85 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Bluebird Day - Star Cottage
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 $270 per night (USD)
Expedia
From $213 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 $213 per night (USD)
VRBO
From $637 per night (USD)
Expedia
Downtown Bend Waterfront Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Indulge in waterfront bliss at this exquisite 3 BR/2.5 BA home on Mirror Pond. Breathtaking views, steps to downtown, pr ...
From $637 per night (USD)
Expedia
From $309 per night (USD)
VRBO
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 $309 per night (USD)
VRBO
From $221 per night (USD)
Expedia
West Side, Walk to Newport and Downtown, Bocce Ball Court
Bedrooms:
2
Bathrooms:
3
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 $221 per night (USD)
Expedia
From $255 per night (USD)
VRBO
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Construction update: As of 1/7/25 A home is being remodeled next door, as well as some road construction at the end of t ...
From $255 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Cottage in Bend: Walk Everywhere
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
COTTAGE IN BEND: Cozy 1920’s, one bedroom, one bathroom cottage with a large private yard-blocks from the river and down ...
From $192 per night (USD)
Expedia
From $290 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 $290 per night (USD)
VRBO
From $337 per night (USD)
Expedia
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 couple houses away from lovely Deschutes River First Rapid Park and a br ...
From $337 per night (USD)
Expedia
From $229 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 $229 per night (USD)
VRBO
From $143 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 $143 per night (USD)
Expedia
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 $258 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 $258 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Georgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
AMENITIES: Downtown Old Bend Oregon Vacation Rental in Historic District Walk Everywhere | Sleeps 6 comfortably | Pet Fr ...
From $206 per night (USD)
VRBO
From $151 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 $151 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Bluebird Day - Drake Escape
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience Bend’s vibrant, local community with Bluebird Day! Welcome to the Drake Escape! Located in one of Bend’s mos ...
From $440 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Prime West Bend Location! Upper Balcony with View. A/C. Fireplace. Bikes.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ideally located to enjoy Bend’s Westside attractions, the Quincy House is three blocks from Newport Avenue, home to many ...
From $239 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Your Relaxing Getaway Awaits! Outdoor Pool, Pets Allowed Near Trader Joe
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Property's centralized location just minutes drive to many local attractions makes it ideal for those are eager to exper ...
From $162 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Bluebird Day - Cinder Cone 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 $249 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Spacious home on West side with city view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Interior Features: Bedrooms: This cozy vacation home boasts three bedrooms, providing ample space for you and your gues ...
From $197 per night (USD)
VRBO
From $159 per night (USD)
VRBO
Relaxing Accommodation with Free Parking, Outdoor Swimming Pool!
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 $159 per night (USD)
VRBO
From $167 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 $167 per night (USD)
VRBO
From $333 per night (USD)
VRBO
Two Comfortable Units with Free Parking, Onsite Swimming Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
You’ll be close to all the coolest hotspots at this unique Bend property! This listing is for 2 separate rooms within a ...
From $333 per night (USD)
VRBO
From $273 per night (USD)
VRBO
2nd St Lodge: Salt Water Spa, Steps to River & DT Bend
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This fabulous New Craftsman has modern furnishings and is in a fantastic location. It features European bedding, a patio ...
From $273 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Greeley Cottage: Steps to downtown Bend
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This quaint little home is in downtown Bend's heart. You can walk or bike almost everywhere! This little treasure has be ...
From $336 per night (USD)
Expedia
From $510 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 $510 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Crabapple Cottage - 2 Blocks to Mirror Pond, 1 Gig Wifi, 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 $241 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Columbia Spring- 2 Blocks to Mirror Pond, Hot Tub, Sauna, Wifi, Great Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Columbia Spring in the heart of westside Bend! This sweet home is high on modern style while staying true to ...
From $333 per night (USD)
VRBO
From $153 per night (USD)
VRBO
The Bend Shed - A modern home in the heart of town
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Bend Shed is a modern urban cabin in the heart of Bend, Oregon. Designed by the architect owner as a family retreat, ...
From $153 per night (USD)
VRBO
From $311 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 $311 per night (USD)
VRBO
From $1076 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 $1076 per night (USD)
VRBO
From $241 per night (USD)
VRBO
The Cascade River Trail Retreat - a short walk to river & downtown! Pets OK!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
POWDER SKI SPECIAL! Stay in March & get 10% discount! Located in the desirable River West neighborhood, a short stroll ...
From $241 per night (USD)
VRBO
From $347 per night (USD)
Expedia
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 $347 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA
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 $186 per night (USD)
VRBO
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Expedia
15 minute walk to the heart of downtown all Bend has to offer!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
An updated modern bungalow! Pillow top mattresses, high-quality linens, everything you need to make your time in Bend e ...
Click For Pricing
Expedia
From $277 per night (USD)
VRBO
Walk to Downtown! Beautiful Home w/ HOT TUB, FirePit, Bikes, Game Room & Coffee!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Circa 1925, this immaculate home combines Old World charm with modern amenities, beautiful bedding and trendy furnishing ...
From $277 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Book your getaway now and enjoy the splendor of Springtime in Bend!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
It's Spring, the weather is warming up, and now's a great time to enjoy the beauty of Central Oregon. With great food, s ...
From $306 per night (USD)
VRBO
From $446 per night (USD)
VRBO
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 $446 per night (USD)
VRBO
From $225 per night (USD)
Expedia
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 $225 per night (USD)
Expedia
From $229 per night (USD)
VRBO
*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 $229 per night (USD)
VRBO
From $175 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 $175 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Steps to Deschutes River Trail | 1st St Rapids and Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A little piece of Bend's history in on the West Side of Bend steps from the Deschutes River Trail. 2 bedroom, office, 1 ...
From $128 per night (USD)
VRBO
From $392 per night (USD)
Expedia
***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 $392 per night (USD)
Expedia
From $168 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 $168 per night (USD)
VRBO
From $297 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 $297 per night (USD)
Expedia
From $196 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 $196 per night (USD)
VRBO
From $257 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 $257 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Mountain Bird Bungalow near all the fun in Bend Oregon
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Mountain Bird Bungalow, with its perfect location in Bend Oregon, will enable you to experience all the awesome outdoor ...
From $260 per night (USD)
VRBO
From $140 per night (USD)
Expedia
Georgia Studio | 0 Bed, 1 Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
AMENITIES: Downtown Bend Oregon Vacation Rental | Pet Friendly Cottage Lindy Studio | Daylight Basement Studio, Sleeps T ...
From $140 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Great Relaxing Overnight Stay! Pet-friendly Unit! Close to Pine Nursery Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
A delightful Oregon city packed with natural sights and craft breweries. This listing is for a room within a hotel. ✦ ...
From $146 per night (USD)
VRBO
From $146 per night (USD)
VRBO
Better Choice For Your Vacation! Spacious Unit. Near Dowtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
A delightful Oregon city packed with natural sights and craft breweries. This listing is for a room within a hotel. ✦ ...
From $146 per night (USD)
VRBO
From $146 per night (USD)
VRBO
Better Choice For Your Vacation! Accessible Unit! Near Pine Nursery Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A delightful Oregon city packed with natural sights and craft breweries. This listing is for a room within a hotel. ✦ ...
From $146 per night (USD)
VRBO
From $376 per night (USD)
Expedia
NW Louisiana | Old Bend | pet (dog) friendly hot tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NW Louisiana | Historical Downtown Bend | Sleeps 4 Pet Friendly | Hot Tub | Air Conditioning | Fire Pit Historic downto ...
From $376 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Relax and Recharge! 4 Comfortable Units! Near Cascade Village Shopping Center!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
A delightful Oregon city packed with natural sights and craft breweries. This listing is for 4 separate rooms within a ...
From $641 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Get Ready for Adventure! 2 Family-friendly Units. Close to Pine Nursery Park!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
A delightful Oregon city packed with natural sights and craft breweries. This listing is for 2 separate rooms within a ...
From $317 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Comfort and Convenience! 2 Relaxing Units! Close to Bend Municipal Airport!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
A delightful Oregon city packed with natural sights and craft breweries. This listing is for 2 separate rooms within a ...
From $317 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Your Home Away From Home 2 Comfortable Units! Enjoy Swimming Pool Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
A delightful Oregon city packed with natural sights and craft breweries. This listing is for 2 separate rooms within a ...
From $317 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
New to VRBO but more than 350 super positive reviews on another platform. The Blue Spruce is a charming, private second ...
From $208 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Walk to Downtown & River Bend! Fireplace, quiet
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Relax on the private balconies overlooking the park. After your coffee take a 2 minute walk down to the Deschutes river ...
From $153 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Heart of Bend-Walkable, Ping Pong, Billards
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Stay close to everything at this centrally-located place, on a quiet street, right in the heart of all Bend has to offer ...
From $387 per night (USD)
VRBO
From $158 per night (USD)
Expedia
Charming 1 Bedroom Apartment in Historic Old Bend
Bedrooms:
3
Bathrooms:
1
Sleeps:
3
In the heart of Old Bend next to Drake Park. Walk everywhere to shops, restaurants, river and Park events. Off street ...
From $158 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Spacious ranch style home snuggled in the West Hills neighborhood of Bend
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This spacious ranch style home snuggled in the West Hills neighborhood of Bend, could be your next vacation destination, ...
From $345 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Greeley Villa: Salt Water Hot Tub, Sauna, Steps to Downtown.
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Enjoy our fantastic brand-new sauna and oversized saltwater spa! Our trophy property is among our eight five-star rent ...
From $583 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Bluebird Day - Pilot Butte Pad
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
*****NEW LISTING WITH BLUEBIRD DAY**** Welcome to Pilot Butte Pad An adorable Midtown home built in 1952. This three b ...
From $220 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Walk to downtown and Amphitheater
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come enjoy the Bend, OR lifestyle. The Mallard house is located in the heart of the westside. 8 minute walk to downtown ...
From $220 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Little Blue Bungalow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the Little Blue Bungalow located in the middle of Bend's best neighborhood of River West! With A Walk Score ...
From $298 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Greeley Lodge: Hot Tub, Sauna, Steps to Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy our fantastic brand-new sauna! Our trophy property is among our eight five-star rentals in Bend. This quaint hom ...
From $396 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Charming downtown Bend Cottage.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Walk downtown Bend in minutes. Three blocks to Box Factory and Market of Choice, 15 minute walk to Harden Homes Amphithe ...
From $376 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Charming 2-bedroom house, king bed, walk to downtown, fully equipped kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your Bend basecamp! Our beautifully designed home offers an open floor plan, a spacious primary bedroom with ...
From $125 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Modern cottage charm & walk to Downtown Bend
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Cascade Cottage! Modern and charming, this sweet Old Mill era home is fully furnished for your Bend adventure ...
From $282 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Bluebird Day - Twin Mills Bungalow
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Twin Mills Bungalow! Located right in the heart of Bend, this two bedroom duplex is nestled between the Old ...
From $181 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Luxury in Bend, OR | Guestroom + Nature Experience
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the ultimate getaway in Central Oregon's stunning scenery with unparalleled beauty, picturesque views of the ...
From $156 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Newly renovated and 3 minute walk to the center of downtown!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ready just in time for summer! Welcome to your downtown Bend retreat. Sunshine Daydream is IN Downtown Bend. This sweet ...
From $276 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Hip Fun 1 Bed on Bend's Westside
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Bend’s vibrant, local community with My Bend Getaway! The Drake is a charming 1 bedroom, second level 1 be ...
From $242 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Gorgeous 3 Bedroom Home on Bend's Westside
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
The Downtown Awbrey is a modern-contemporary home designed by HGTV's interior designer Shannon Quimby. Located on des ...
From $414 per night (USD)
Expedia
From $143 per night (USD)
VRBO
Cozy Condo by Downtown for 4
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Discover urban comfort! Minutes from downtown, this cozy retreat offers a quick 2-min walk to the Deschutes river trail. ...
From $143 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Nature Experience | 1King w/ Riverview + ADA rated
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Luxurious guestroom featuring a luxuriousking bed with crisp white linens and plush pillows, in-room fireplace,private b ...
From $199 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Connect with Nature | 1 King + ADA rated
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spacious guestroom featuring a luxurious king bed with crisp white linens and plush pillows, private balcony or patio, K ...
From $156 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Luxury in Bend, OR | Bunk Bed Room close to Nature
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Expansive guestroom featuring two twin bunks stacked over two cozy queen beds, private balcony or patio, complimentary W ...
From $166 per night (USD)
Expedia

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Results: 144 Rentals