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Welcome to Bend

Bend Oregon Vacation Rentals

Experience unmatched comfort with our selection of vacation rentals in Bend, Oregon, designed to meet the needs of every traveler. From cozy cabins to spacious homes, each rental features modern amenities, fully equipped kitchens, and relaxing spaces to unwind after a day of exploring. Conveniently located near downtown Bend, Mount Bachelor, and the Deschutes River, our rentals offer the perfect base for outdoor adventures, family vacations, or a relaxing getaway. Book your Bend, Oregon, vacation rental today and enjoy a home away from home in the heart of Central Oregon.

Featured Home Collection
Bend West Side Cottage ~ Dog Friendly ~ Fireplace
6 guests
1 rooms
1 baths
Bend, OR
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Dog Friendly ~ SW Bend Home Close to Old Mill ~ Soaking Tub ~ Fireplace
6 guests
3 rooms
2 baths
Bend, OR
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Hot Tub ~ Westside Bend Home ~ AC ~ Fireplace ~ EV charger
8 guests
3 rooms
2 baths
Bend, OR
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The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man
8 guests
3 rooms
2 baths
Bend, OR
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New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes!
8 guests
2 rooms
2 baths
Bend, OR
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Popular Search Categories

Bend Vacations Are Filled With

  • Mt Bachelor

  • Deschutes River

  • Craft Brews

Restaurants & Bars
Guides & Tours
Sport & Gear RENTALS
Grocery Stores

Restaurants & Bars

Bend, Oregon, boasts a vibrant restaurant and bar scene, offering everything from farm-to-table dining to craft breweries and innovative cocktail bars. Nestled in the heart of Central Oregon, this foodie haven features locally-sourced cuisine, award-winning breweries, and scenic patios with mountain views. Whether you're craving artisan pizza, fresh Northwest seafood, or creative craft cocktails, Bend’s culinary culture delivers an unforgettable experience.

Ariana – New American Fine Dining
1304 NW Galveston Ave, Bend, OR 97703
(541) 330-5539

McKay Cottage Restaurant – Breakfast & Brunch
62910 O.B. Riley Rd, Bend, OR 97703
(541) 383-2697

Zydeco Kitchen & Cocktails – Cajun & American Cuisine
919 NW Bond St, Bend, OR 97703
(541) 312-2899

Spork – Global Fusion Street Food
937 NW Newport Ave, Bend, OR 97703
(541) 390-0946

Wild Rose Northern Thai Eats – Authentic Thai Cuisine
150 NW Oregon Ave, Bend, OR 97703
(541) 382-0441

Jackson's Corner – Farm-to-Table Café
845 NW Delaware Ave, Bend, OR 97703
(541) 647-2198

 

Bangers and Brews – Gourmet Sausages
1288 SW Simpson Ave, Bend, OR 97702
(541) 389-2050

DRAKE-Downtown Bend – Modern American Gastropub
801 NW Wall St, Bend, OR 97703
(541) 306-3366

Bosa – Italian and French Bistro
924 Bond St, Bend, OR 97703
(541) 241-2735

Bos Taurus – Upscale Steakhouse
163 NW Minnesota Ave, Bend, OR 97703
(541) 241-2735

Lemon Tree – Global Breakfast & Lunch
718 NW Franklin Ave, Bend, OR 97703
(541) 241-5306

The Blacksmith – Modern American Steakhouse
211 NW Greenwood Ave, Bend, OR 97703
(541) 318-0588

Esta Bien – Latin American Café
852 NW Brooks St, Bend, OR 97703
(541) 797-6335

Click to view some of our favorites

Guides & Tours

Bend, Oregon, is a hub for outdoor adventure, offering a wide range of guided tours and experiences that showcase its natural beauty. From thrilling whitewater rafting and mountain biking tours to serene fly-fishing and nature walks, there's something for every explorer. Whether you’re seeking a scenic brewery tour, a deep dive into volcanic landscapes, or a guided paddleboard trip on the Deschutes River, Bend has expert-led adventures for all skill levels.

Bend Vacations – Rental Drop-Off & Pick-up

Wanderlust Tours – Year-round Adventure and Culture Tours  (541) 389-8359

Oregon Ski Guides – Mountaineering and Backcountry Skiing –  (541) 312-9242

River’s Bend Fly Fishing Guides – Fly Fishing –  (541) 323-3007

Bend Jeep Tours – Scenic Off-road Tours
390 SW Columbia St, #120
(541) 797-3678

Visit Bend – Tourist Information Center
750 NW Lava Rd #160
 (541) 382-8048

Sun Country Tours – River Rafting/SUP
531 SW 13th St
(541) 382-1709

Stagecoach Shuttle Service - Shuttle Service - (541) 241-6089

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Sport & Gear Rentals

Bend, Oregon, is a paradise for outdoor sports enthusiasts, with top-notch gear rental shops catering to every adventure. From mountain bikes and paddleboards to skis and snowshoes, you’ll find everything you need to explore the region’s trails, rivers, and slopes. Whether you're hitting Mt. Bachelor, floating the Deschutes River, or biking the Cascade Lakes, Bend’s rental shops ensure you're equipped for every season.

Powder House Ski & Snowboard – Ski & Snowboard Rentals
311 SW Century Dr, Bend, OR 97702
(541) 389-6234

Pine Mountain Sports – Bike and Winter Gear Rentals
255 SW Century Dr, Bend, OR 97702
(541) 385-8080

Mt. Bachelor Rentals – Ski & Snowboard Rentals
13000 SW Century Dr, Bend, OR 97702
(541) 382-1709

Mountain Supply – Climbing and Backpacking Gear Rentals
834 NW Colorado Ave, Bend, OR 97703
(541) 388-0688

Latitude 44 Sports – Ski, Snowboard, and Water Sports Rentals
1441 SW Chandler Ave, Bend, OR 97702
(541) 306-6335

Between Evergreens – Ski, Snowboard, and Bike Rentals
2765 NW Crossing Dr, Bend, OR 97703
(541) 728-0066

Tumalo Creek Kayak & Canoe – Kayak, Canoe, and SUP Rentals
805 SW Industrial Way, Bend, OR 97702
(541) 317-9407

Stand on Liquid – Stand-Up Paddleboard Rentals
100 NE Bend River Mall Dr, Bend, OR 97703
(541) 639-4596

WebCyclery & WebSkis – Bike and Nordic Ski Rentals
157 NW Franklin Ave, Bend, OR 97703
(541) 318-6188

Skjersaa's – Ski & Snowboard Rentals
635 NW 14th St, Bend, OR 97703
(541) 382-5466

Click to view some of our favorites

Grocery Stores

Bend, Oregon, offers a diverse selection of grocery stores, from health-focused markets to traditional supermarkets. With options like locally-owned co-ops, organic food stores, and big-name retailers, you’ll find everything you need, including fresh, locally-sourced ingredients.

Bend Vacations - Grocery Delivery 

Newport Avenue Market
1121 NW Newport Ave, Bend, OR 97703
(541) 382-3940

Market of Choice
115 NW Sisemore St, Bend, OR 97703
(541) 382-5828

Safeway (Multiple Locations)
642 NE 3rd St & 320 W SW Century Dr, Bend, OR 97702
(541) 312-6480

Trader Joe’s
63455 N Hwy 97, Bend, OR 97703
(541) 312-4198

Albertsons
61155 S Hwy 97, Bend, OR 97702
(541) 382-1444

Fred Meyer
61535 S Hwy 97, Bend, OR 97702
(541) 385-6667

Click to view some of our favorites

Meet Your Bend Area Expert

Jess Schum

The Bend Collection
Jess Schum
It has become a well-known epitaph that Central Oregon boasts 300 days of sunshine a year. I think one of the best aspects of this area is the beauty and access to recreation all 4 seasons of the year. Folks come for the outdoor recreation and stay for the phenomenal eateries. I highly recommend starting your day with a Dirty Hippy (chai/espresso latte) at the Looney Bean overlooking Mirror Pond in downtown Bend; don't forget the espresso whip cream! Brunch at Lemon Tree, also in downtown Bend is unrivaled but arrive early and enjoy a mimosa while you wait because the secret is out about this gem. On a sunny day you can't go wrong at any of the food cart lots in Bend or Redmond, some of the best chefs in town have created mobile-versions of their award-winning fare. No trip to Central Oregon is complete without a dinner at Bos Taurus in Bend or Diego's Spirited Kitchen in Redmond. We look forward to hosting you but be prepared to change your flight plans when you inevitably want to extend your trip!

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Hear from Our Happy Guests

We always stay in a Vrbo when we go on vacation and I have never been inclined to write a review until now! It’s too bad you can only give a 5 star rating because this place deserves a perfect 10! The property management team is always prompt to reply and is the most on-the-ball property manager I have ever dealt with. They, too, deserve a perfect 10 rating... This was the best family reunion we have had to date and part of the reason is because this property was a dream to stay in for my entire family! Kudos to the owners and Vacation Rental Collective property management team. We will be back!!!

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