
Hillside I Park Rentals

- From $132 per night (USD)
VRBO
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 $132 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Stunning Riverfront Condo - Sleeps 3
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
'Hot Dam' is what we call this absolutely stunning river level cottage which is situated right in the heart of Bend! Up ...
From $181 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Cozy Craftsman in awesome location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy, remodeled 1923 historic craftsman style home centrally located on Bend's westside. Large kitchen opens to dining a ...
From $233 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Pet-Friendly Bend Rental, Walk to Galveston Ave!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
It's time to plan your next extended 30-night stay in Bend. This gorgeous Oregon home — featuring 3 bedrooms, 2 baths, a ...
From $193 per night (USD)Expedia
- Click For Pricing
VRBO
Condo by Deschutes River, Pioneer Park and Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
A nicely laid out condo space near downtown Bend, the Deschutes River Trail, Midtown and Newport Avenue districts. Setup ...
Click For PricingVRBO
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Expedia
Walk to downtown and the river!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
About this space Walk to downtown from this Modern Bungalow. Downtown is less than a 15 minute walk and a short 5 minute ...
Click For PricingExpedia
- From $352 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 $352 per night (USD)VRBO
- From $256 per night (USD)
Expedia
Prime West Bend Location! Upper Balcony with View. A/C. Fireplace. Bikes.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Ideally located to enjoy Bend’s Westside attractions, the Quincy House is three blocks from Newport Avenue, home to many ...
From $256 per night (USD)Expedia
- From $196 per night (USD)
VRBO
The Sparrow Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Sparrow House is located in the heart of Bend between the historic downtown and desirable Old Mill district. It is w ...
From $196 per night (USD)VRBO
- From $480 per night (USD)
VRBO
Bend bungalow w/hot tub and fireplace walking distance to downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Available for six-day or more stays in June and July. **Available for 30 days or more from August 1 to September 4, 20 ...
From $480 per night (USD)VRBO
- From $240 per night (USD)
VRBO
NW Riverside | Old Bend | Pet (dog) friendly | Walk Everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
AMENITIES: Downtown Bend Oregon | Pet Friendly Fire pit | gas fireplace | fenced backyard Two bedrooms with queen beds ...
From $240 per night (USD)VRBO
- Click For Pricing
Expedia
Walk to downtown and only a block from the river!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Walk to downtown from this Modern Bungalow. Downtown is less than a 15 minute walk and a short 5 minute walk to the beau ...
Click For PricingExpedia
- From $269 per night (USD)
VRBO
NW Trenton Treehouse | River West | Pet (dog) Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
AMENITIES: West side Bend Oregon Vacation Rental Trenton Treehouse | Panoramic City Views Four bedrooms with queen beds ...
From $269 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Charming Craftsman Bungalow - Downtown Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Bend home with a perfect downtown location, with easy access to everything Bend. Restored with craftsman charm, ...
From $434 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your downtown historic retreat. Cecil Sly is IN Downtown Bend. Fully Furnished with 1 king bed and modern ame ...
From $260 per night (USD)VRBO
- From $94 per night (USD)
VRBO
Treetop Retreat in River West Neighborhood. Walk to Town.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This fully furnished apartment is the perfect place for a long stay in a quiet, treed, established neighborhood in Bend, ...
From $94 per night (USD)VRBO
- From $136 per night (USD)
VRBO
Cute and Comfy Monthly Rental on the Westside of Bend
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This fully furnished home is available for 30-day minimum rentals on the westside of Bend. With 2 off-street parking sp ...
From $136 per night (USD)VRBO
- From $298 per night (USD)
Expedia
BEST location in Bend! ~HOT TUB!~
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Columbia House! Just steps away to Downtown Bend, Drake Park, Galveston Corridor (10 Barrel, Sunriver Brewing ...
From $298 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Mckay Getaway, between Drake Park/Miller's Landing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming House in a prime Old Bend location. This 2 bedroom, 1 bathroom home features an open kitchen/dining/living are ...
From $236 per night (USD)VRBO
- From $211 per night (USD)
Expedia
\"Ale As Old As Time\" ground-floor studio with a beautiful view of the Deschutes River!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You want adventure in the great wide somewhere, you want it more than you can tell… For once it might be grand to have s ...
From $211 per night (USD)Expedia
- From $123 per night (USD)
VRBO
\"Snow Place Like Home\" Top Floor Condo on Edge of Downtown near Deschutes River with Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you're coming to Bend to ski, hike, raft, or just to get some well-deserved R&R, “Snow Place Like Home” has you ...
From $123 per night (USD)VRBO
- From $121 per night (USD)
Expedia
\"Pioneer Perk\" - Upscale ground-floor condo on edge of downtown
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to “Pioneer Perk”, where the friends are plenty and worries are few. Enjoy a Half-Caf, Double Tall, Easy Hazelnu ...
From $121 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Darling Remodel, AC, Walkable Westside
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Darling Bungalow in the heart of Bend. that was taken down to studs and completely remodeled in 2020! Bright primary bed ...
From $135 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Downtown Pet Friendly Condo with River View and Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Located directly on the Deschutes River, “High Desert Hideout” has unobstructed views of water through the 8 foot slidin ...
From $139 per night (USD)Expedia
- Click For Pricing
VRBO
Modern Westside House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space Desirable Westside location within close walking distance to the best restaurants, breweries, coffee sh ...
Click For PricingVRBO
- Click For Pricing
Expedia
Westside 2BD Adventure Chalet
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Super convenient and comfortable Westside house. Blocks from cute restaurants, breweries, grocery store ...
Click For PricingExpedia
- Click For Pricing
VRBO
New Penthouse Apartment with outdoor deck and fire pit near downtown Bend!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Detached luxury apartment is located in the heart of trendy Galveston Corridor near beautiful Drake Park/Deschutes River ...
Click For PricingVRBO
- From $129 per night (USD)
Expedia
Riverfront Studio With Spectacular River View. Pool Access. WiFi.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Are you looking for a romantic getaway? Get cozy in this studio condominium that overlooks the gorgeous Deschutes River ...
From $129 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Westside Bend: Walk to Eateries & Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your ultimate retreat in the heart of Bend! From the moment you step through the door, you'll feel the cozy ...
From $482 per night (USD)VRBO
- From $727 per night (USD)
VRBO
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our luxury rooftop condo nestled in the heart of Downtown Bend, Oregon! Perched high above the cityscape, our ...
From $727 per night (USD)VRBO
- From $132 per night (USD)
VRBO
Strawbale Basecamp-Salt Hot Tub, AC, Heated Floors, Fireplace, 100+ wifi, 30nts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Here is your chance to experience an amazing straw bale home in one of Bend's best locations! This eco friendly, lofted ...
From $132 per night (USD)VRBO
- From $211 per night (USD)
Expedia
NW Hartford | 3 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
AMENITIES: Pet friendly | Downtown Bend Oregon Air Conditioning | Free WiFi | Hot Tub Three bedrooms One bathroom Newly ...
From $211 per night (USD)Expedia
- From $111 per night (USD)
VRBO
Your Home Away from Home for all of Your Bend Adventures!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Your Bend getaway starts here! Welcome to Butte 66 – a freshly remodeled hideaway nestled in the heart of Bend, Oregon. ...
From $111 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Panoramic views of the rippling Deschutes River w/ pool access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your very own private cottage overlooking the river awaits you when you book condo 257 Juniper Twist. Access the condo t ...
From $154 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Newly Renovated Pioneer Park Condo in Downtown Bend!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Look no further, this recently updated condo right in the heart of Bend is what you've been searching for! This condo si ...
From $118 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Sweet craftsman bungalow in the heart of Bend
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This sweet cottage is a completely refreshed 1910, craftsman bungalow. Welcome to the Sugar Plum Cottage. This fully fur ...
From $195 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Modern Style Third Floor Condo with Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Step into comfort in this recently refurbished and furnished third-floor condominium! Revel in the fresh hardwood floors ...
From $270 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Bluebird Day - Casa Luna
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Casa Luna Casa Luna is a modern stucco home. That gives you a little feel of Mexico in Bend, Oregon. This co ...
From $207 per night (USD)Expedia
- From $208 per night (USD)
VRBO
Bluebird Day - Casa Sol
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Casa Sol Come and feel a little bit of Mexico in Bend, Oregon. Casa Sol is a modern stucco home just blocks ...
From $208 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Bluebird Day - Crater Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Crater Retreat! Crater Retreat is light and bright modern home tucked backed in a quiet corner of the histor ...
From $255 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Bluebird Day - Lava Hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Lava Hideaway! Come and stay in this tiny house in the heart of downtown Bend. This adorable 400 square foot ...
From $167 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Heart of Bend- Walk 1 Blk to Food & Shops, 100+mbps Wifi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy playing around Bend (hiking, Ale Trail, SUPs, mountain biking, skiing, shopping, l) and retreat back to Bend's pre ...
From $312 per night (USD)Expedia
- From $120 per night (USD)
VRBO
Cute Westside Bungalow, Walkable to Food & Fun!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your ideal vacation retreat in sunny Central Oregon, located on the picturesque west side of Bend. This charm ...
From $120 per night (USD)VRBO
- From $181 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 $181 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Park View Condo for 4 with King Bed, 2 Patios and Fireplace!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the perfect home base for all of your Bend adventures! Buck Norris is what we have affectionatly named condo ...
From $256 per night (USD)VRBO
- From $493 per night (USD)
Expedia
Bright, spacious Bend home. Perfect basecamp for Central Oregon adventures!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Stay like a local in one of Bend’s best residential neighborhoods. Located in the Galveston district, the property is wa ...
From $493 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Studio along the Deschutes River and Trail!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Let us introduce you to this charming studio, which we have nicknamed, 'Steidl Cottage," nestled on the banks of the Des ...
From $354 per night (USD)VRBO
- From $268 per night (USD)
Expedia
2 Bed/ 1 Bath, Dog Friendly, West Bend, Bikes, AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Book direct with Central Oregon Vacation Homes! Beautiful Cottage in Heart of Westside Bend, near Drake Park an ...
From $268 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Centrally located 3 bedroom 2 bath with AC and dedicated workspaces in Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Enjoy a peaceful stay at this 3-bedroom house in Bend. Marvel at the enjoyable atmosphere as you step into this perfect ...
From $145 per night (USD)VRBO
- From $451 per night (USD)
VRBO
Modern Industrial Luxury • 10 Minute Walk to Iconic Downtown • Infrared Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home offers beautiful architectural designs that are both aesthetically pleasing and very functional. The kitchen, ...
From $451 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Pet Friendly Studio on the Banks of the Deschutes River with Pool and Hot Tub Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The studio condo is a charming accommodation nestled along the picturesque banks of the Deschutes River. With its serene ...
From $139 per night (USD)VRBO
- From $188 per night (USD)
Expedia
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 $188 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Northwest Crossing Bungalow \nWalk 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 $314 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Khaya- LEED Modern, Walkable to Food & Shops, 100+mbps Wifi, Shuffleboard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Khaya, a LEED certified, solar powered home that is as serious about its carbon footprint as it is about the ...
From $294 per night (USD)Expedia
- From $314 per night (USD)
VRBO
HideAway Chalet, perfect destination for peace, relaxation retreat, adventure
- 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 $314 per night (USD)VRBO
- From $263 per night (USD)
Expedia
\"Skiing Red\" ground-floor studio with gorgeous view of the Deschutes River!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This modern ground floor studio is just the getaway you've been looking for! 'Skiing Red' is what we have named unit 208 ...
From $263 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Shaffer's Flat - Stay and play IN downtown Bend!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
****30+ night stays only**** Enjoy a stylish experience at this centrally-located place. The building was built in the ...
From $178 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Stunning Condo With Perfect River View. Pool and Hot Tub.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Condo 309/310 is a stunningly remodeled condo here at Bend Riverside Rentals, which we have named 'Deschutes Trail Mix." ...
From $141 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Top Floor Condo with Balcony & Only a 10 Minute Walk to Downtown Bend!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Optimus Pine, a comfortable third floor condo that sleeps up to four guests and is soon to be your new home a ...
From $132 per night (USD)VRBO
- From $163 per night (USD)
Expedia
New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming & Updated 100-Year-Old Home in the Heart of Bend Welcome to the Old Bend Cutie, a charming and updated histori ...
From $163 per night (USD)Expedia
- From $220 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 bedro ...
From $220 per night (USD)VRBO
- From $384 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 desira ...
From $384 per night (USD)Expedia
- From $226 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 $226 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Top Floor Condo With Views of Pioneer Park & Private Grill!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Offering a sunny perch right in the heart of Bend, this modern condo is within walking distance of multiple shops, brewe ...
From $150 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $218 per night (USD)
Expedia
Riverfront Cottage along the Deschutes River with Pool and Hot Tub Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Unit 263, here at Bend Riverside Rentals—a picturesque riverfront studio designed for the ultimate getaway ex ...
From $218 per night (USD)Expedia
- From $263 per night (USD)
VRBO
King bed, Fireplace, 100+mbps Wifi, AC, Big Yard, So Walkable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely home is ready just in time for Memorial Day! Welcome to St Helens Cottage, a sweet, warm and inviting vintag ...
From $263 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Condo w Awesome Views & a Even Better Location!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Looking for a cozy and charming Central Oregon retreat? Welcome to "Pine and Dandy," our newly remodeled corner condo, r ...
From $176 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Condo w/ Private Balcony Overlooking the Deschutes w Pool and Hot Tub Access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Happy Trails, our charming condo 315/316 at Bend Riverside Rentals. Situated on the second floor, this unit o ...
From $151 per night (USD)VRBO
- From $226 per night (USD)
Expedia
\"Creative Licenses\" - Riverfront Luxury In Downtown Bend. Pool and Hot Tub.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Planning a family reunion or gathering and need separate spaces that still connect? Look no further! These two units off ...
From $226 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Gorgeous 3-bedroom designer home in the heart of historic Bend!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our 3-bedroom gorgeous designer home is in the heart of Bend-just blocks from downtown and the Old Mill district. Situat ...
From $174 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 $344 per night (USD)
VRBO
Sweet Historic Craftsman on Bend’s West Side has Modern Amenities, Fenced Yard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Aspen Bungalow - Meredith Lodging You’ll love the quaint, Craftsman vibe of this distinctive home in Bend’s historic we ...
From $344 per night (USD)VRBO
- From $491 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 $491 per night (USD)Expedia
- From $153 per night (USD)
VRBO
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 $153 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Riverfront Bend by AvantStay | Private Dock+Kayaks, Large Yard w/ Views, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Nestled on the riverfront lies Riverfront Bend. This dreamy cottage boasts a spacious yard with scenic river views and a ...
From $446 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Steps to Mcmenamins, A/C, Modern and Bright, Cozy Fireplace, Balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Absolutely the best location in Bend! In the heart of downtown - just steps to cozy, hidden fire pits and food, live ban ...
From $220 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Cozy Downtown 2nd Story Condo That Overlooks Pioneer Park
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This condo is the perfect place to stay if you want to spend time in downtown Bend on the Deschutes River. There is no b ...
From $207 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 $124 per night (USD)
Expedia
Hunker Downtown - Relaxing Condo. Close to Shops and Restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to this delightful second-story condo, perfectly situated just 10 minutes from downtown Bend and right along the ...
From $124 per night (USD)Expedia
- From $129 per night (USD)
VRBO
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 $129 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful and spacious dog-friendly home, walk to downtown Bend, with patio
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Best of Bend Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For PricingExpedia
- From $248 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 $248 per night (USD)VRBO
- From $171 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 $171 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 $369 per night (USD)
Expedia
New! Westside Home ~ Hot Tub ~ Dog Friendly ~ Location, Location, Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this spacious 2,357-square-foot vacation home in the heart of Bend's west side, where modern comfort meets out ...
From $369 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Experience the Bend lifestyle and convenience in this stylish and upscale home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the ultimate Bend lifestyle and convenience in this stylish, upscale, and fully furnished home located in the ...
From $207 per night (USD)VRBO
- Click For Pricing
Expedia
Modern Nordic Nest: Sauna & Stroll to Galveston Ave
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Scandinavian getaway! Featuring an open floor plan with soaring architecture, modern furnishings ...
Click For PricingExpedia
- From $215 per night (USD)
VRBO
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 $215 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Beautiful home w/ patio - in the perfect location near Downtown Bend & more
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Bend Basecamp Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $330 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Downtown condo with an awesome view and pool and hot tub access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your cozy Bend getaway where comfort, convenience, and killer views come together in one top-floor condo! Des ...
From $141 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Charming 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 $187 per night (USD)Expedia
- From $187 per night (USD)
VRBO
At the River - Beautiful Stay, Amazing River View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Experience the ultimate Bend getaway “At the River,” located in the heart of Bend. This charming unit offers a ...
From $187 per night (USD)VRBO
- From $294 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 $294 per night (USD)Expedia
- From $308 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 $308 per night (USD)VRBO
- From $472 per night (USD)
Expedia
Quaint, Cozy, Comfortable Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our 3 bed, 3 bath 2008 custom built home features a unique and inviting presence with emphasis on light, open space and ...
From $472 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Bluebird Day - Westside Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*****NEW LISTING WITH BLUEBIRD DAY***** Welcome to Westside Retreat! Perfect location. Perfect 30 day furnished rental ...
From $356 per night (USD)VRBO
- Click For Pricing
Expedia
3-Bedroom, 2 Bath House in Westside Bend
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming 3BR/2BA (with an additional pullout couch bed) home in the heart of Bend’s Westside, just blocks from Drake Par ...
Click For PricingExpedia
- From $208 per night (USD)
VRBO
Northwest Crossing- The Hartford 1856
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Hartford 1856 is a one of a kind property with extras around every corner. Available for mid-term rental with a mini ...
From $208 per night (USD)VRBO