Bend Vacation Rentals

Our Bend Vacation Rentals in central Oregon are the perfect places to enjoy the outdoor sports and gorgeous mountain views that Bend has to offer. Bend, OR is also a thriving Central Oregon city that caters to enthusiasts of all kinds. You can enjoy exceptional dining, craft-brewed beers and Oregon wines, shopping at the Old Mill District or Bend Factory Stores, hiking along the Deschutes River or a kayak paddle through Drake Park. With over 300 days of sunshine per year and a four-season climate, Bend is your launching pad to dozens of outdoor activities including golf, boating, fishing, skiing, horseback riding and ice skating.

Planning a trip to Bend? Bend features events such as the Oregon for the Oregon High Desert ClassicsPole Pedal PaddleRush Soccer TournamentBend Elks Memorial Day TournamentThe Halloween Cyclocross Crusade of Bend, and many more! Check out our events page or Visit Bend.

Large Group? We have you covered. Many of our large Bend rental homes are designed to accommodate large groups, families, reunions and corporate rentals, and some of our Bend rentals are even pet friendly. Hot tubs, golf course views, resort settings and convenient locations to downtown Bend, the Old Mill, and Mt. Bachelor ski resort make your Bend vacations even better. 

Check out the Bend, Oregon Good Neighbor Policies

  • Mt. Bachelor Ski Resort
  • Old Mill District and Bend Factory Stores Shopping
  • High Desert Museum
  • Drake Park

River Farewell

5
(5.0 Average)
Bend
  • Downtown
3 Bedrooms
2 Bathrooms
6 Guests

Walk across the street from this beautiful one-story home to the Deschutes and Riverbend Park and raft, SUP or walk the short distance to the Old Mill District!

The Nest

5
(5.0 Average)
Bend
  • West Side
2 Bedrooms
2 Bathrooms
6 Guests

Ski, Dine, Shop and Hike with Ease from this Pretty Two-Bedroom Home on Bend’s Westside! Close to the Old Mill District and Downtown Bend.

Pine Knoll

4.8
(4.8 Average)
Bend
  • West Side
2 Bedrooms
2 Bathrooms
6 Guests

Looking for that spot that delights you when you walk into the door, here you go! Bend comfort in an open design, large windows to fill the rooms with CO (Central Oregon) light. One level living keeps everyone comfortable and easy. A LARGE backyard!!

Klamath 24

4.8
(4.8 Average)
Sunriver
  • SHARC Pass Included
3 Bedrooms
2 Bathrooms
7 Guests

on vacation couldn’t be any better! This inviting home in the heart of Sunriver has everything you need in a Central Oregon vacation rental.

Tranquility on The Bluffs

5
(5.0 Average)
Bend
  • Downtown
3 Bedrooms
2.5 Bathrooms
8 Guests

Austere, modern design presents easy living in this great spot. Whoever books this spot will be a star!! Everyone is happy with this townhome (it's private & quiet) that offers plenty of space and functionality. A fenced backyard makes the pup happy too!

Georgia Peach

4.666665
(4.7 Average)
Bend
  • Downtown
3 Bedrooms
2.5 Bathrooms
8 Guests

A perfect location for your ultimate Bend experience. Leave the car in the driveway and walk everywhere in central downtown Bend from this spacious home with outdoor patio and hot tub!

Portlandia

Bend
  • Downtown
4 Bedrooms
2 Bathrooms
8 Guests

Huge Backyard with Hot Tub and Close to Downtown Bend! You and your family and friends will love exploring Bend and returning at night to dine, relax and soak under the stars!

Bright Tree Court

5
(5.0 Average)
Bend
  • Downtown
3 Bedrooms
2.5 Bathrooms
8 Guests

Three-Bedroom, Three-Bath Beauty in Quiet Bend Neighborhood Five Minutes from Downtown, Old Mill District & Outlet mall. Make yourself at home in this bright, cheerful spacious two-story with a master suite and spa tub!

Tennis Village 50

4.42857
(4.4 Average)
Sunriver
  • SHARC Pass Included
2 Bedrooms
2 Bathrooms
8 Guests

Located in Sunriver’s most desirable area, this charming, well appointed, fully equipped condo retreat is ideal for a romantic getaway or family gathering.

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