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

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264 Holiday homes

Condo rental in Bend

Bend condo

1 bedroom / 2 bathrooms / sleeps 4

6

Responds fast! avg. 1 hour 24 minutes

from £91 / night

£659 / week

Holiday home in Prineville

Prineville house

3 bedrooms / 3 bathrooms / sleeps 10

from £374 / night

£2,337 / week

La Pine ski home to rent.

La Pine house

3 bedrooms / 2 bathrooms / sleeps 8

4

from £99 / night

£544 / week

Home rental in Bend

Bend house

2 bedrooms / 3 bathrooms / sleeps 6

16

Responds fast! avg. 46 minutes

from £323 / night

£2,257 / week

Holiday home in Bend

Bend house

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 3 hours 34 minutes

from £149 / night

£869 - £1,241 / week

Redmond holiday apartment rental

Redmond apartment

3 bedrooms / 3 bathrooms / sleeps 9

4

from £124 / night

£1,234 / week

Holiday apartment in Black Butte Ranch

Black Butte Ranch apartment

3 bedrooms / 2 bathrooms / sleeps 9

from £162 / night

£1,132 - £1,610 / week

Holiday home in Bend

Bend house

8 bedrooms / 3 bathrooms / sleeps 10

from £130 / night

£907 / week

Ski log cabin to rent in Sunriver

Sunriver log cabin

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 31 minutes

from £112 / night

£784 / week

Hotel apartment rental in Bend

Bend hotel apartment

1 bedroom / 2 bathrooms / sleeps 5

7

from £147 / night

£794 / week

Home letting in Black Butte Ranch with shared pool

Black Butte Ranch house

4 bedrooms / 3 bathrooms / sleeps 12

from £360 / night

£2,515 - £3,270 / week

Holiday log cabin in La Pine

La Pine log cabin

3 bedrooms / 2 bathrooms / sleeps 8

4

from £111 / night

£819 / week

Holiday home with shared pool in Sisters

Sisters house

3 bedrooms / 3 bathrooms / sleeps 6

from £215 / night

£1,500 / week

Home letting in La Pine

La Pine house

5 bedrooms / 5 bathrooms / sleeps 22

5

from £284 / night

£1,646 - £2,839 / week

Holiday apartment in Black Butte Ranch

Black Butte Ranch apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £126 / night

£881 - £1,384 / week

Apartment rental in Bend with tennis court

Bend apartment

1 bedroom / 1 bathroom / sleeps 4

9

from £124 / night

£864 / week

Bend holiday home rental

Bend house

4 bedrooms / 3 bathrooms / sleeps 12

1

from £94 / night

£655 / week

Holiday home in Bend

Bend house

3 bedrooms / 2 bathrooms / sleeps 7

“Bend House” This house is absolutely perfect. We loved the land around the house, the outdoor fireplace, and spa. The house was clean, spacious, and comfortable. The owners are very professional and made all arrangements easy. We will come again and again.

12

Responds fast! avg. 3 hours 30 minutes

from £249 / night

£1,738 / week

Holiday cottage with golf nearby in Bend

Bend cottage

1 bedroom / 1 bathroom / sleeps 4

“Best Rental Ever” The Second Street Cottage was simply fantastic. Every amenity you could ask for was available and if there was something that was not there Don offered get it for you. Everything was immaculately clean, everything in its place, everything in great condition, the place seemed brand new. While the cottage is within easy walking distance to downtown and great restaurants we cooked a meal and grilled a meal at the cottage because it was so inviting. We walked to downtown to visit a brewery afterwards. We slept well due to the quite location and bed/bedding. Don was very helpful with hikes and places to see in the area. Don also provided excellent feedback during the rental process, gave great directions and was always helpful. We will be back.

87

Travellers’ Choice award

from £172 / night

£1,148 / week

Holiday home in La Pine

La Pine house

2 bedrooms / 1 bathroom / sleeps 6

1

from £121 / night

£659 / week

Home rental in Black Butte Ranch with shared pool

Black Butte Ranch house

4 bedrooms / 3 bathrooms / sleeps 8

from £277 / night

£1,937 - £2,490 / week

Sunriver holiday home rental

Sunriver house

5 bedrooms / 3 bathrooms / sleeps 12

from £414 / night

£2,731 / week

Black Butte Ranch holiday home rental

Black Butte Ranch house

4 bedrooms / 3 bathrooms / sleeps 8

from £180 / night

£1,258 - £1,811 / week

Holiday guest house in Bend

Bend guest house

7 bedrooms / 2 bathrooms / sleeps 28

2

from £678 / night

£4,744 / week

Ski home to rent in Sunriver

Sunriver house

3 bedrooms / 2 bathrooms / sleeps 7

2

from £187 / night

£1,308 / week

Holiday log cabin with shared pool in Sisters

Sisters log cabin

3 bedrooms / 2 bathrooms / sleeps 7

from £162 / night

£1,132 - £1,610 / week

Holiday log cabin in Sunriver

Sunriver log cabin

2 bedrooms / 3 bathrooms / sleeps 6

“Total enjoyment @ Aspen Falls in Sunriver!” Never knowing what you may end up with when renting online, we were very pleased. Working with Maggie was awesome! Getting to meet her made our stay personal. We enjoyed our time in her home which me made our own for those few days. We relaxed inside by the fire and outside in the hot tub. We enjoyed the outdoors driving up to Mt. Bachelor, hiking up Pilot Butte and Smith Rock and walked the downtown streets of Bend. We would have loved to be there when the snow was falling, but it was like summer during the days. We will plan to return for another stay some day...Thanks, Maggie!

26

from £157 / night

£1,095 / week

Holiday home in Redmond

Redmond house

1 bedroom / 1 bathroom / sleeps 4

1

from £103 / night

£719 - £911 / week

Holiday home in Black Butte Ranch

Black Butte Ranch house

3 bedrooms / 3 bathrooms / sleeps 10

from £223 / night

£1,560 - £2,063 / week

Holiday home in Sunriver

Sunriver house

2 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 3 hours 25 minutes

from £156 / night

£1,029 - £1,317 / week

Home rental in Black Butte Ranch with shared pool, golf nearby

Black Butte Ranch house

3 bedrooms / 3 bathrooms / sleeps 6

from £268 / night

£1,873 / week

Sunriver holiday home rental

Sunriver house

3 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 2 hours 45 minutes

from £218 / night

£1,527 / week

Holiday home letting

Bend house

1 bedroom / 1 bathroom / sleeps 4

from £186 / night

£1,297 / week

Bend holiday home rental

Bend house

5 bedrooms / 3 bathrooms / sleeps 12

1

from £206 / night

£1,440 - £1,958 / week

Holiday home with shared pool in Sisters

Sisters house

4 bedrooms / 3 bathrooms / sleeps 10

from £234 / night

£1,635 - £2,490 / week

Bend holiday home rental

Bend house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 3 minutes

from £167 / night

£1,165 / week

Home rental in Bend

Bend house

3 bedrooms / 2 bathrooms / sleeps 6

from £276 / night

£1,844 / week

Holiday log cabin rental

Black Butte Ranch log cabin

3 bedrooms / 1 bathroom / sleeps 6

6

from £107 / night

£700 - £1,400 / week

Holiday home in Black Butte Ranch

Black Butte Ranch house

4 bedrooms / 4 bathrooms / sleeps 10

from £342 / night

£2,390 - £3,018 / week

Black Butte Ranch holiday home rental

Black Butte Ranch house

4 bedrooms / 2 bathrooms / sleeps 9

from £180 / night

£1,258 - £1,761 / week

Viewing 40 of 264
rentals in Central Oregon

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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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