Simonson Natural Area Rentals
From $242 per night (USD)VRBO
Bend, OR Luxury | 1BR Suite Near Nature Experience
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Private bedroom with luxurious king bed featuring crisp white linens and plush pillows, spacious living room withpull ou ...
From $242 per night (USD)VRBO
From $179 per night (USD)Expedia
Bend, OR | Superior Room w/ Pool, Hot Tub Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the beauty of Central Oregon, with breathtaking views of the Deschutes River. Enjoy world-class amenities and t ...
From $179 per night (USD)Expedia
From $218 per night (USD)VRBO
NEW family friendly private guesthouse in mid town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Mid Town Majesty guest house, your cozy hideaway nestled in a quiet residential neighborhood. Step into o ...
From $218 per night (USD)VRBO
From $311 per night (USD)Expedia
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)Expedia
From $664 per night (USD)VRBO
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Important Note Before Booking Our condo is located in the center of Downtown Bend, surrounded by some of the city’s bes ...
From $664 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 $67 per night (USD)VRBO
Ground level Deschutes River Studio w/ Fireplace! Pet Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
This peaceful pet friendly studio for two is perched along the Deschutes River and is the perfect home base to spend you ...
From $67 per night (USD)VRBO
From $196 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 $196 per night (USD)Expedia
From $204 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 $204 per night (USD)VRBO
From $237 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 $237 per night (USD)Expedia
From $253 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 $253 per night (USD)VRBO
From $311 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 $311 per night (USD)Expedia
From $125 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 $125 per night (USD)VRBO
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)VRBO
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)VRBO
From $156 per night (USD)Expedia
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)Expedia
From $166 per night (USD)VRBO
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)VRBO
From $154 per night (USD)Expedia
Wilderness Exploration | 2 Queens + ADA rated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious guestroom featuring two luxurious queen beds with crisp white linens and plush pillows, private balcony or pati ...
From $154 per night (USD)Expedia
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 $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 $242 per night (USD)VRBO
Hip Fun 1 Bed on Bend's Westside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>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
<p>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 $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 $156 per night (USD)Expedia
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)Expedia
From $276 per night (USD)VRBO
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)VRBO
From $177 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 $177 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 $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 $336 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 $336 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 $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 $220 per night (USD)Expedia
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)Expedia
From $241 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 $241 per night (USD)VRBO
From $205 per night (USD)Expedia
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 $205 per night (USD)Expedia
From $220 per night (USD)VRBO
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)VRBO
From $323 per night (USD)VRBO
River West Retreat in the heart of Bend!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fully renovated 1904 mill house in Bend’s walkable River West neighborhood blends charm with modern finishes. The 2000 s ...
From $323 per night (USD)VRBO
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 $333 per night (USD)Expedia
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)Expedia