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

Ridge View at 7th Mountain Resort

Bend
  • Close to Mountain
1 Bedroom
2 Bathrooms
4 Guests

Modern Luxury Meets Beautiful Forested Setting in This 7th Mountain Resort Condo! Enjoy all the amenities of 7th Mountain Resort, including a year-round pool and hot tubs, plus this beautifully decorated condo near Bend and Mt. Bachelor!

Mt. Bachelor 115

5
(5.0 Average)
Bend
  • Mt. Bachelor Village
1 Bedroom
1 Bathroom
4 Guests

Modern Condo Near Old Mill Gives You Access to Tennis, Swimming, Hot Tub and More! You’ll love this delightful updated condo and all its Mt. Bachelor Village Resort amenities, plus its proximity to golf, hiking, river sports and downtown!

Widgi Executive

Bend
  • Close to Mountain
2 Bedrooms
2 Bathrooms
4 Guests

Luxurious Widgi Creek Golf Club Townhouse with Spa Tub and an Easy Walk to Golf! Contemporary furnishings, work space and luxury amenities join with proximity to outdoor sports for an excellent retreat near Bend!

Mt. Bachelor 162

Bend
  • Mt. Bachelor Village
1 Bedroom
1 Bathroom
4 Guests

Hot Tub, Swimming Pool, Tennis Courts and Deschutes River Trail are easily accessible from this Mt. Bachelor condo. The Old Mill District with shopping, movie theater, restaurants and music is a short bike ride away.

East Park Lane 1

4.714285
(4.7 Average)
Sunriver
  • Near Sunriver Village
2 Bedrooms
2 Bathrooms
4 Guests

East Park Lane 1 is that rustic gem in Sunriver you`ve been looking for; it`s perfect for a small family vacation, or friends looking to discover Sunriver together.

Peaceful in the Parks

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

Beautiful Custom Home with Master Suite Gives You Access To Pool, Parks and Easy Walk to Town! You’ll love the peaceful but convenient Bend location of this lovely home and garden in the Parks, with its own community pool!

Wildflower 46

4.57143
(4.6 Average)
Sunriver
  • SHARC Pass Included
2 Bedrooms
2 Bathrooms
6 Guests

Golf course frontage and a short walk to the Village! Pet friendly and SHARC passes included with this condo!

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!

Pine Knoll

5
(5.0 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!!

Pages