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Houses in Central Oregon and Condos – Holiday Lettings - Holiday Rentals Central Oregon

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332 Holiday homes

Bend ski camper van to rent.

Bend camper van

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £137 / night

£954 / week

1 / 10

Holiday condo in Bend

Bend condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £72 / night

£502 / week

1 / 34

Bend ski camper van to rent.

Bend camper van

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £137 / night

£954 / week

1 / 8

Bend holiday log cabin let

Bend log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £159 / night

£1,113 / week

1 / 7

Holiday home in Bend

Bend house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £409 / night

£2,859 / week

1 / 27

Redmond holiday tented camp rental

Redmond tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £159 / night

£1,258 / week

1 / 21

Bend holiday home rental

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £209 / night

£1,817 / week

1 / 34

Holiday tented camp in Madras

Madras tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £614 / night

£1,817 / week

1 / 4

Holiday home in Prineville

Prineville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £455 / night

£2,272 / week

1 / 12

Holiday home in Bend

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from £55 / night

£382 / week

1 / 18

Chalet accommodation in Terrebonne with shared pool

Terrebonne chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 9

from £150 / night

£1,050 / week

1 / 10

Lodge rental in Terrebonne with shared pool

Terrebonne lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £82 / night

£572 / week

1 / 11

Terrebonne holiday lodge rental

Terrebonne lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £109 / night

£763 / week

1 / 12

Holiday home with shared pool in Powell Butte

Powell Butte house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £182 / night

£1,271 / week

1 / 22

Holiday home rental

Bend house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £186 / night

£1,294 - £2,141 / week

1 / 46

Holiday apartment in La Pine

La Pine apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£522 - £545 / week

1 / 12

Holiday home rental

Sisters house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 18

from £991 / night

£6,936 / week

1 / 28

Home rental in Redmond

Redmond house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £91 / night

£636 - £2,478 / week

1 / 50

Holiday home letting

Bend house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £105 / night

£729 - £2,310 / week

1 / 52

Bend holiday home rental

Bend house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £431 / night

£2,647 - £4,829 / week

1 / 49

Log cabin rental in Bend

Bend log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £362 / night

£2,532 / week

1 / 51

Holiday home in Bend

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £98 / night

£690 - £1,544 / week

1 / 36

Holiday home in Bend

Bend house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £164 / night

£2,192 - £3,368 / week

1 / 44

Home rental in Redmond

Redmond house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £91 / night

£636 - £1,525 / week

1 / 35

Home rental in Redmond

Redmond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £168 / night

£1,177 / week

1 / 32

Redmond holiday home rental

Redmond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £123 / night

£858 - £1,335 / week

1 / 26

Home rental in Bend

Bend house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £91 / night

£550 - £1,557 / week

1 / 20

Holiday condo rental

Black Butte Ranch condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £329 / night

£2,303 / week

1 / 18

Cottage rental in Bend

Bend cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £66 / night

£1,468 - £1,624 / week

1 / 32

Holiday condo in Bend

Bend condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £64 / night

£445 / week

1 / 15

Holiday condo in Bend

Bend condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £72 / night

£502 / week

1 / 30

Home rental in Black Butte Ranch with shared pool

Black Butte Ranch house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £456 / night

£3,191 / week

1 / 19

Holiday condo in Bend

Bend condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £206 / night

£2,253 - £3,225 / week

1 / 34

Holiday apartment in Redmond

Redmond apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £128 / night

£898 - £1,576 / week

1 / 53

Home rental in Bend

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £111 / night

£836 - £2,526 / week

1 / 24

Bend holiday home rental

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £120 / night

£1,398 - £2,027 / week

1 / 37

Holiday home in Bend

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £171 / night

£2,119 - £4,661 / week

1 / 34

Holiday cottage in Bend

Bend cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £60 / night

£430 - £1,586 / week

1 / 23

Holiday home in Bend

Bend house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £171 / night

£2,253 - £2,634 / week

1 / 33

Holiday home in Bend

Bend house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £524 / night

£3,174 / week

1 / 53

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Central Oregon holidays

Despite its reputation as a ski haven, Central Oregon is a year-round holiday destination with plenty of things to do in every season. With a beautiful mountain backdrop, a surprisingly large food culture and hospitable locals, this is a great place to escape on a family holiday or romantic getaway. For the best restaurants and shops in the area, head to Minnesota Avenue and Bond Street, two of the biggest streets in Bend.

Here are a few suggestions of things to do in Central Oregon:

  • Mount Bachelor: This is known amongst locals as the best mountain for skiing and snowboarding in the area.
  • Go mountain biking: Hundreds of miles of trails are available to explore the beautiful outdoor scenery.
  • High Desert Museum: This museum is a great way to learn about the animals and habitat that surround the area.
  • Smith Rock State Park: This park has over 1,400 climbing routes to choose from, and the park and campground are open year-round.
  • Les Schwab Amphitheater: There are plenty of weekend concerts to choose from and huge international artists often perform during the summer months.
  • Newberry National Volcanic Monument: Watch lava flow in the lava caves or go fishing in the ice caves.

No matter when you decide to visit the area, this year-round holiday destination has plenty of activities and events to keep you entertained. Some of the main one's include the Annual CrabFest in January, Bend Winterfest in February, and the Deschutes Brewery Sagebrush Classic in July.

Whether you're looking for a spacious home with luxury amenities and steps from great dining and shopping, or a rustic cabin in the wilderness, there's a holiday rental available to help you get the most out of your time in Central Oregon.

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