
Hillside II Park Rentals

- From $262 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 $262 per night (USD)VRBO
- From $263 per night (USD)
Expedia
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)Expedia
- From $176 per night (USD)
VRBO
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)VRBO
- From $151 per night (USD)
Expedia
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)Expedia
- From $226 per night (USD)
VRBO
\"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)VRBO
- 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)
VRBO
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)VRBO
- From $153 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 $153 per night (USD)Expedia
- From $104 per night (USD)
VRBO
An Urban Oasis: Steps to the Deschutes River
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Your Bend adventure awaits! Ideally located within steps of the Deschutes River Trail, access First Street Rapids Park, ...
From $104 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 $332 per night (USD)
VRBO
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 $332 per night (USD)VRBO
- From $376 per night (USD)
Expedia
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)Expedia
- From $124 per night (USD)
VRBO
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)VRBO
- From $129 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 $129 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $248 per night (USD)
Expedia
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)Expedia
- From $161 per night (USD)
VRBO
Bluebird Day - Huckleberry Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Huckleberry Cottage! Come to Central Oregon and visit our one bedroom Huckleberry Cottage, located in a ...
From $161 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