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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
Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard!
6 guests
3 rooms
1 baths
Bend, OR
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New! Hot Tub~ Riverfront ~EV Charger ~ Dog Friendly ~ Ping Pong~Trail Access
8 guests
4 rooms
2 baths
Bend, OR
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New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!
2 guests
1 rooms
1 baths
Bend, OR
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New! Eagle Crest | Chalet | Resort Access | Golf | Game Room
8 guests
3 rooms
2 baths
Bend, OR
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Private Hot Tub ~ In the heart of Sunriver ~ SHARC Passes~Fireplace~Sleeps 10
10 guests
4 rooms
2 baths
Bend, OR
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New! Hot Tub ~ SHARC Passes ~ Fireplace ~ BBQ ~ Patio ~ Ping Pong!
8 guests
3 rooms
2 baths
Bend, OR
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Hot Tub ~ Mountain Views ~ Home Gym~ Sauna ~ Firepit ~ AC ~ Dog Friendly!
10 guests
4 rooms
4 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.

For a complete list of restaurants in Bend and reviews, please click here.

Spork – Mexican, Asian Fusion, Soul Food – 937 NW Newport Ave Ste 120

Bangers & Brews – German, Beer Gardens, Gastropubs– 1288 SW Simpson Ave

Ste A

McKay Cottage – American (Traditional), Bakeries, Breakfast & Brunch – 62910 O B Riley Rd 

Sparrow Bakery – Coffee & Tea, Sandwiches, Breakfast & Brunch– 50 SE Scott St 

Zydeco Kitchen – American (New), Cocktail Bars – 919 NW Bond St 

Chow Bend – Breakfast & Brunch, American (New), Beer, Wine & Spirits – 1100 NW Newport Ave

Wild Rose – $$ – Thai, Gluten-Free – 150 NW Oregon Ave –  (541) 382-0441

10 Barrel Brewing – Gastropubs, Breweries, American (New) – 1135 NW Galveston Ave Bldg A

Planker Sandwiches – Sandwiches – 824 NW Wall St 

Jackson’s Corner – Sandwiches, Pizza, Breakfast & Brunch – 845 NW Delaware Ave 

Ariana Restaurant – French, Wine Bars, Italian – 1304 NW Galveston Ave 

Victorian Cafe – Breakfast & Brunch – 1404 NW Galveston Ave

5 Fusion – Sushi Bars, Asian Fusion, Thai – 821 NW Wall St Ste 100

Joolz –  Middle Eastern – 916 NW Wall St 

Drake – American comfort fare & cocktails – 801 NW Wall St

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

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

The Bend Tour Company – City and Adventure Tours/Rentals – 550 SW Industrial Way #105 – (541) 480–8477

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

Click to view some of our favorites

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.

DICK’S Sporting Goods – Equipment/Retail – 63455 N Hwy 97 #8

Pro Image Sports – Retail – 63455 N Hwy 97 #71 

Pine Mountain Sports – Retail/Rentals – 255 SW Century Dr

Sunnyside Sports – Bicycle Shop/Rentals – 930 NW Newport Ave 

Project Bike – Mountain Bike Rentals – 35 NW Bond St

The Gear Fix, LLC – Outdoor Gear Consignment – 550 SW Industrial Way #183 

REI – Gear/Retail/Rentals – 380 SW Powerhouse Dr 

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.

Grocery Delivery — Bend Vacations

Newport Avenue Market – 1121 NW Newport Ave

Market of Choice – 115 NW Sisemore St 

Safeway (Multiple Locations) –
642 NE 3rd St & 320 W SW Century Dr 

Trader Joe’s – 63455 N Hwy 97 

CE Lovejoys Brookswood Market – 19530 Amber Meadow Dr 

Albertsons – 61155 S Hwy 97

Fred Meyer – 61535 S Hwy 97

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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