Updating

Dates
...

Viewing 40 of 2,794 rentals in Bend

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Lettings
> North America
> United States
> Oregon
> Central Oregon
> Houses and Condos in Bend

Houses in Bend and Condos – Holiday Lettings - Holiday Rentals Bend

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type

All filters

Filters

1,466 Holiday homes

Revenue impacts this sort order. Learn more

Ski home to rent in Bend

Bend house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £80 / night

£558 / week

1 / 12

Ski home to rent in Bend

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £255 / night

£1,784 / week

1 / 30

Condo rental in Bend

Bend condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £197 / night

£1,377 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,174 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £239 / night

£1,672 / week

1 / 30

Bend ski home to rent.

Bend house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £136 / night

£949 / week

1 / 17

Bend ski home to rent.

Bend house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £404 / night

£2,824 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £269 / night

£1,881 / week

1 / 30

Bend ski home to rent.

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £248 / night

£1,736 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £228 / night

£1,592 / week

1 / 0

Ski condo to rent in Bend

Bend condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £168 / night

£1,174 / week

1 / 30

Bend holiday home rental

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £239 / night

£1,672 / week

1 / 29

Bend ski home to rent.

Bend house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £358 / night

£2,502 / week

1 / 30

Bend ski apartment to rent.

Bend apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £95 / night

£665 / week

1 / 9

Ski home to rent in Bend

Bend house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £323 / night

£2,256 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £437 / night

£3,054 / week

1 / 28

Ski home to rent in Bend

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £204 / night

£1,425 / week

1 / 26

Bend ski condo to rent.

Bend condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £153 / night

£1,072 / week

1 / 30

Bend ski home to rent.

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £248 / night

£1,736 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £190 / night

£1,329 / week

1 / 20

Bend ski home to rent.

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £204 / night

£1,425 / week

1 / 28

Bend holiday condo rental

Bend condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,104 / week

1 / 30

Bend ski home to rent.

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £227 / night

£1,586 / week

1 / 22

Ski home to rent in Bend

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £154 / night

£1,077 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £455 / night

£3,183 / week

1 / 30

Holiday home in Bend

Bend house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £260 / night

£1,817 / week

1 / 30

Bend ski home to rent.

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £325 / night

£2,272 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £220 / night

£1,538 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £433 / night

£3,027 / week

1 / 24

Bend ski home to rent.

Bend house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £198 / night

£1,383 / week

1 / 26

Ski home to rent in Bend

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £209 / night

£1,463 / week

1 / 30

Bend ski home to rent.

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £198 / night

£1,383 / week

1 / 23

Bend ski home to rent.

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £183 / night

£1,281 / week

1 / 30

Bend holiday condo rental

Bend condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £252 / night

£1,763 / week

1 / 30

Ski home to rent in Bend

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £305 / night

£2,133 / week

1 / 30

Ski condo to rent in Bend

Bend condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £170 / night

£1,190 / week

1 / 29

Ski condo to rent in Bend

Bend condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £137 / night

£954 / week

1 / 30

Bend ski home to rent.

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £313 / night

£2,192 / week

1 / 30

Bend ski home to rent.

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £241 / night

£1,683 / week

1 / 27

Bend ski home to rent.

Bend house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £228 / night

£1,597 / week

1 / 30

×

Bend holidays

Bend, Oregon

The largest city in Central Oregon, Bend is an outdoor lover’s paradise where you can pursue almost any outdoor activity you could dream of.

Holiday Lettings has over 150 holiday rentals in Bend to choose from, so if you’re planning a trip here, you’re sure to find the perfect property to suit your needs and budget.

About Bend, Oregon

Once known only by Native Americans, it wasn’t until 1824 that Bend was discovered by a fur trapping party. Bend became a logging town in the 1900s, and today it’s a haven for outdoor enthusiasts. Here you can enjoy fishing, hiking, mountain biking, camping, rock climbing – and almost any other outdoor pursuit you can think of.

The days here are hot and sunny, but temperatures can drop dramatically at night. This is even true in the summer months, so make sure you pack a sweater and jacket for your trip. Weather can be unpredictable, with hard frost not unheard of in the summer!

Bend has been dubbed ‘Beer Town USA’, thanks to the surprising number of breweries in the town. You simply must try the local dark brews. Mexican food here is also excellent, and you’ll find restaurants and cafes serving cuisine to suit all tastes and budgets.

What to do in Bend, Oregon

Come to Bend in the winter months and head for Mt Bachelor Ski Resort for skiing and snowboarding – the mountains get an average of 30ft of snow a year and kids ski for free! You can also enjoy a dog sled ride, rent a snowmobile or take a guided snowshoe tour.

In the summer months, hike the Oregon Desert Trail up to Horse Ridge for stunning views, explore Smith Rock State Park or discover the miles of lava tubes and caves running beneath the ground. It’s a region with fascinating geology and scenery to admire.

If you want to take to the water, you can go fishing for brown and rainbow trout in the Deschutes River, or try canoeing and kayaking at Sparks Lake or Elk Lake.

Bend has its fair share of shops too, with the Redmond Antique District great for vintage finds and The Old Mill District entertainment and shopping complex home to all your favourite brands.

Top travel tips for Ben, Oregon

The best way to get around is by bike as Bend has a network of bike lanes and paths. The bus service here is infrequent, taxis are hard to find and finding a parking spot during the day can be a challenge—bearing all that in mind, it’s best to explore downtown on foot!

The main airport is Redmond Airport-Roberts Field, a 15-minute drive from Bend. There are several shuttles available servicing the town, so getting from the airport to your rental is pretty easy.

Mt Bachelor opens for winter activities from Thanksgiving weekend until mid-May and for summer activities from the start of July – it’s around 25 minutes’ drive from Bend.

Whether the snow is falling or the sun is shining, Bend is the ideal destination for an active holiday. Holiday Lettings’s range of condos, log cabins and apartments in Bend means you’re sure to find the ideal property for your trip. Start searching today and find the perfect place to suit your style and budget.

Also consider