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Crooked River Ranch Holiday Rentals

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50 rentals in Crooked River Ranch.
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'Desert Sage'  Relax and Unwind in Beautiful Central Oregon, holiday rental in Crooked River Ranch

'Desert Sage' Relax and Unwind in Beautiful Central Oregon

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Best Eagle Crest golf course view !, holiday rental in Crooked River Ranch

Best Eagle Crest golf course view !

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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RUSTIC LUXURY CHALET GOLF COURSE VIEW...RELAX ON DECK & ENJOY HOT TUB, holiday rental in Crooked River Ranch

RUSTIC LUXURY CHALET GOLF COURSE VIEW...RELAX ON DECK & ENJOY HOT TUB

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Updated Chalet on 17th Green with Views and Private Hot Tub!, holiday rental in Crooked River Ranch

Beautiful Updated Chalet on 17th Green with Views and Private Hot Tub!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Completely Remodeled Golfers Paradise, holiday rental in Crooked River Ranch

Completely Remodeled Golfers Paradise

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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A vacation experience that does your heart good!, holiday rental in Crooked River Ranch

A vacation experience that does your heart good!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ENJOY THE SUNSHINE! Golf, Hike, Swim and relax in Hot Tub, Wi-Fi & GREAT VALUE, holiday rental in Crooked River Ranch

ENJOY THE SUNSHINE! Golf, Hike, Swim and relax in Hot Tub, Wi-Fi & GREAT VALUE

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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4 BR, 3 Bth, No. Bend Country, Lodge Home Retreat, Peaceful 9 ac., 9 Mt View, holiday rental in Crooked River Ranch

4 BR, 3 Bth, No. Bend Country, Lodge Home Retreat, Peaceful 9 ac., 9 Mt View

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Riverfront with stunning views and private hot tub near Smith Rock State Park!, holiday rental in Crooked River Ranch

Riverfront with stunning views and private hot tub near Smith Rock State Park!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect Location With Golf Course View And Luxury Accommodations!, holiday rental in Crooked River Ranch

Perfect Location With Golf Course View And Luxury Accommodations!

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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BEAUTIFUL 3/2 W/ GARAGE! LARGE LOT FOR OUTDOOR FUN!, holiday rental in Crooked River Ranch

BEAUTIFUL 3/2 W/ GARAGE! LARGE LOT FOR OUTDOOR FUN!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Shelter at OUR home 20% off for December!!, holiday rental in Crooked River Ranch

Shelter at OUR home 20% off for December!!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming & family-friendly home in Redmond near parks & downtown!, holiday rental in Crooked River Ranch

Charming & family-friendly home in Redmond near parks & downtown!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Little Rojo - apartment over the garage, holiday rental in Crooked River Ranch

The Little Rojo - apartment over the garage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Cabin on Golf course, Hot tub on deck, Pet Friendly!!, holiday rental in Crooked River Ranch

Charming Cabin on Golf course, Hot tub on deck, Pet Friendly!!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Golf course home w/ deck - walk to shared pools, hot tubs, tennis & more!, holiday rental in Crooked River Ranch

Golf course home w/ deck - walk to shared pools, hot tubs, tennis & more!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Lava House * Enjoy the Outdoors in Central Oregon with us!*, holiday rental in Crooked River Ranch

The Lava House * Enjoy the Outdoors in Central Oregon with us!*

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Great golf course view home with deck, private hot tub and shared resort pool!, holiday rental in Crooked River Ranch

Great golf course view home with deck, private hot tub and shared resort pool!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Family-friendly townhouse w/private hot tub, shared pool & tennis, holiday rental in Crooked River Ranch

Family-friendly townhouse w/private hot tub, shared pool & tennis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Lodge Style Chalet W/ Hot Tub on Golf Course, holiday rental in Crooked River Ranch

The Lodge Style Chalet W/ Hot Tub on Golf Course

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lovely home w/ a cozy fireplace, deck, shared pool, gym, hot tub, & tennis, holiday rental in Crooked River Ranch

Lovely home w/ a cozy fireplace, deck, shared pool, gym, hot tub, & tennis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Big Red In Redmond, holiday rental in Crooked River Ranch

The Big Red In Redmond

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly remodeled with shared hot tub, pool, and resort amenities, holiday rental in Crooked River Ranch

Newly remodeled with shared hot tub, pool, and resort amenities

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Beautiful Eagle Crest townhouse w/ stunning views & shared pools/hot tubs!, holiday rental in Crooked River Ranch

Beautiful Eagle Crest townhouse w/ stunning views & shared pools/hot tubs!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious home w/private deck & gas grill - shared pool and more resort amenities, holiday rental in Crooked River Ranch

Spacious home w/private deck & gas grill - shared pool and more resort amenities

4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Charming home on golf course w/ shared pool, hot tub & resort amenities!, holiday rental in Crooked River Ranch

Charming home on golf course w/ shared pool, hot tub & resort amenities!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Resort style condo w/private washer/dryer, access to golf, & hiking trails!, holiday rental in Crooked River Ranch

Resort style condo w/private washer/dryer, access to golf, & hiking trails!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming resort home with fireplace, deck, gas grill, and gas stone fireplace!, holiday rental in Crooked River Ranch

Charming resort home with fireplace, deck, gas grill, and gas stone fireplace!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Five acres on the Deschutes Riverfront, near fishing, skiing, hiking!, holiday rental in Crooked River Ranch

Five acres on the Deschutes Riverfront, near fishing, skiing, hiking!

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Updated home w/ a large kitchen & a deck w/ stunning mountain views, holiday rental in Crooked River Ranch

Updated home w/ a large kitchen & a deck w/ stunning mountain views

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Redmond, OR: 1 Bedroom Suite with Balcony, Mini Kitchen, 2 Pools, 3 Golf Courses, holiday rental in Crooked River Ranch

Redmond, OR: 1 Bedroom Suite with Balcony, Mini Kitchen, 2 Pools, 3 Golf Courses

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Eagle Crest home with bonus room, shared pool, hot tub, gym & tennis!, holiday rental in Crooked River Ranch

Spacious Eagle Crest home with bonus room, shared pool, hot tub, gym & tennis!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Redmond Retreat - Brand new full studio apartment, holiday rental in Crooked River Ranch

Redmond Retreat - Brand new full studio apartment

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Redmond, OR: 2 Bedroom Condo with Balcony, Mini Kitchen, 2 Pools, 3 Golf Courses, holiday rental in Crooked River Ranch

Redmond, OR: 2 Bedroom Condo with Balcony, Mini Kitchen, 2 Pools, 3 Golf Courses

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Refined Golf Course Resort Condo w/ Private Hot Tub & Views of Smith Rock, holiday rental in Crooked River Ranch

Refined Golf Course Resort Condo w/ Private Hot Tub & Views of Smith Rock

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly Cozy Eagle Crest Home, holiday rental in Crooked River Ranch

Family Friendly Cozy Eagle Crest Home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxe Townhouse at Eagle Crest Resort Golf Course w/ Private Hot Tub, holiday rental in Crooked River Ranch

Luxe Townhouse at Eagle Crest Resort Golf Course w/ Private Hot Tub

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous views ~ 15 min from Smith Rock! Quick drive to Hoodoo and Bachelor!, holiday rental in Crooked River Ranch

Gorgeous views ~ 15 min from Smith Rock! Quick drive to Hoodoo and Bachelor!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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River views!  Close to pool & river trail access with FREE Wifi, holiday rental in Crooked River Ranch

River views! Close to pool & river trail access with FREE Wifi

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lodge Style living at Smith Rock, holiday rental in Crooked River Ranch

Lodge Style living at Smith Rock

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Forest Ridge, holiday rental in Crooked River Ranch

Forest Ridge

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Eagle Crest Retreat w/ Deck & Resort Access!, holiday rental in Crooked River Ranch

NEW! Eagle Crest Retreat w/ Deck & Resort Access!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing! Lavish New-Build w/ Hot Tub, Firepit, 2 Living Areas, RV Parking, holiday rental in Crooked River Ranch

New Listing! Lavish New-Build w/ Hot Tub, Firepit, 2 Living Areas, RV Parking

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern Townhome on Golf Course w/ Large Deck & Fabulous Resort Amenities, holiday rental in Crooked River Ranch

Modern Townhome on Golf Course w/ Large Deck & Fabulous Resort Amenities

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hawks Landing | River & Mountain Views | Pool, Spa, Water Park, Tennis, Golf, holiday rental in Crooked River Ranch

Hawks Landing | River & Mountain Views | Pool, Spa, Water Park, Tennis, Golf

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Cabin with Awe-Inspiring Views, holiday rental in Crooked River Ranch

Cozy Cabin with Awe-Inspiring Views

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Classic Timber Framed Chalet, holiday rental in Crooked River Ranch

Classic Timber Framed Chalet

2 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Old World Craftsmanship with Stunning Canyon Views, holiday rental in Crooked River Ranch

Old World Craftsmanship with Stunning Canyon Views

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Eagle Crest Family Friendly Chalet, holiday rental in Crooked River Ranch

Eagle Crest Family Friendly Chalet

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Exceptional Vacation Home with Private Hot Tub, holiday rental in Crooked River Ranch

Exceptional Vacation Home with Private Hot Tub

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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