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Holiday Homes in Sisters

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73 rentals in Sisters.
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Golf Course Frontage   ** Family & Pet Friendly  ** 110 + 5 STAR REVIEWS **, holiday rental in Sisters

Golf Course Frontage ** Family & Pet Friendly ** 110 + 5 STAR REVIEWS **

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Enjoy Our Dog/Family Friendly House In Tollgate, holiday rental in Sisters

Enjoy Our Dog/Family Friendly House In Tollgate

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lovely setting on Aspen Lake, holiday rental in Sisters

Lovely setting on Aspen Lake

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy, Family Friendly, 3 Bedroom, 2 Bath, Sleeps 8, holiday rental in Sisters

Cozy, Family Friendly, 3 Bedroom, 2 Bath, Sleeps 8

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wooded Getaway Near Sisters, Central Oregon, holiday rental in Sisters

Wooded Getaway Near Sisters, Central Oregon

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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3 BR Home, 1 Block to Glaze Meadow Rec Complex, Hot Tub, holiday rental in Sisters

3 BR Home, 1 Block to Glaze Meadow Rec Complex, Hot Tub

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ENJOY SUMMER IN SISTERS COUNTRY!, holiday rental in Sisters

ENJOY SUMMER IN SISTERS COUNTRY!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Rivers and Mountains and Trails - Oh My!, holiday rental in Sisters

Rivers and Mountains and Trails - Oh My!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Newly renovated! Close to Glaze Meadow pool. Great for Families! Shuffleboard!, holiday rental in Sisters

Newly renovated! Close to Glaze Meadow pool. Great for Families! Shuffleboard!

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Downtown Sisters home w/ private hot tub & fenced yard - dogs welcome!, holiday rental in Sisters

Downtown Sisters home w/ private hot tub & fenced yard - dogs welcome!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Meadow Views | Walk to Town | Sisters OR Vacation Cabin, holiday rental in Sisters

Beautiful Meadow Views | Walk to Town | Sisters OR Vacation Cabin

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family Oriented Cabin At Black Butte Ranch, holiday rental in Sisters

Family Oriented Cabin At Black Butte Ranch

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Privacy and location! Backs up to forestry land, easy access to Glaze Meadow, holiday rental in Sisters

Privacy and location! Backs up to forestry land, easy access to Glaze Meadow

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Great Mountain View in Heart of Central Oregon, holiday rental in Sisters

Great Mountain View in Heart of Central Oregon

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Oasis in the Pines- large deck with view, pool & hot tub, holiday rental in Sisters

Oasis in the Pines- large deck with view, pool & hot tub

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Prime Location ~ IMMACULATE - Steps to Downtown & Amazing Views -, holiday rental in Sisters

Prime Location ~ IMMACULATE - Steps to Downtown & Amazing Views -

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sisters Sweet Escape, holiday rental in Sisters

Sisters Sweet Escape

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Deschutes Forest views w/ game room, shared pools/hot tub, on-site golf, & more!, holiday rental in Sisters

Deschutes Forest views w/ game room, shared pools/hot tub, on-site golf, & more!

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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NEW LISTING! Beautifully remodeled and centrally located BBR gem, holiday rental in Sisters

NEW LISTING! Beautifully remodeled and centrally located BBR gem

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Black Butte Family home in Glaze Meadow, holiday rental in Sisters

Black Butte Family home in Glaze Meadow

4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Golf House 278.  Prime location!  On the 13th green! Minutes to Paulina Pool!, holiday rental in Sisters

Golf House 278. Prime location! On the 13th green! Minutes to Paulina Pool!

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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GM#167 Stunning Views, Stunning Home! Come Live Your Dream Family Vacation., holiday rental in Sisters

GM#167 Stunning Views, Stunning Home! Come Live Your Dream Family Vacation.

7 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Mountain Sage - Walk to everything in Sisters from this spacious Sisters Vacatio, holiday rental in Sisters

Mountain Sage - Walk to everything in Sisters from this spacious Sisters Vacatio

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Basecamp for Endless Adventure, Perfect Black Butte Location - Owner Managed!, holiday rental in Sisters

Basecamp for Endless Adventure, Perfect Black Butte Location - Owner Managed!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mountain View Home w/ On-site Golf and Private Hot Tub - Near Skiing and Bend!, holiday rental in Sisters

Mountain View Home w/ On-site Golf and Private Hot Tub - Near Skiing and Bend!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy, newly remodeled golf course home with shared hot tub, pool and resort., holiday rental in Sisters

Cozy, newly remodeled golf course home with shared hot tub, pool and resort.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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GM#349! Spacious, Stunning Lodge Inspired Home, Views of GM#14 Fairway, holiday rental in Sisters

GM#349! Spacious, Stunning Lodge Inspired Home, Views of GM#14 Fairway

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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House on the Golf Course - Location, Location, Location!, holiday rental in Sisters

House on the Golf Course - Location, Location, Location!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoyable Three Bedroom home on  golf course.  Hot tub September to June 15, holiday rental in Sisters

Enjoyable Three Bedroom home on golf course. Hot tub September to June 15

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious, family – friendly luxury estate with theater room and much more, holiday rental in Sisters

Spacious, family – friendly luxury estate with theater room and much more

5 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Updated Black Butte house with 2 master suites.  Great for 2 families., holiday rental in Sisters

Updated Black Butte house with 2 master suites. Great for 2 families.

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Creekside Retreat- Walk to everything in Sisters from this spacious Sisters Vaca, holiday rental in Sisters

Creekside Retreat- Walk to everything in Sisters from this spacious Sisters Vaca

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Black Butte Ranch- GM 133.  Winter Specials for *********!, holiday rental in Sisters

Black Butte Ranch- GM 133. Winter Specials for *********!

4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Enjoy this spacious 3 bedroom / 2.5 bath (5/15/21 home will have 5bdrm/4.5bath 5, holiday rental in Sisters

Enjoy this spacious 3 bedroom / 2.5 bath (5/15/21 home will have 5bdrm/4.5bath 5

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Winter at the Ranch in a updated Cozy cabin! Book now!, holiday rental in Sisters

Winter at the Ranch in a updated Cozy cabin! Book now!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Black Butte Ranch is beautiful at the holidays...New Year's is still open!, holiday rental in Sisters

Black Butte Ranch is beautiful at the holidays...New Year's is still open!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Stunning updated home w/ shared pool/hot tub & plenty of space to enjoy!, holiday rental in Sisters

Stunning updated home w/ shared pool/hot tub & plenty of space to enjoy!

6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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Pine Haven - Walk to everything in Sisters from this spacious Sisters Vacation h, holiday rental in Sisters

Pine Haven - Walk to everything in Sisters from this spacious Sisters Vacation h

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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GH#94  Golfers Delight!  Spacious Home, Great for Two Families or Golf Groups, holiday rental in Sisters

GH#94 Golfers Delight! Spacious Home, Great for Two Families or Golf Groups

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Sisters Dream Inn - amazing pet friendly cabin located on 2 beautiful acres in a, holiday rental in Sisters

Sisters Dream Inn - amazing pet friendly cabin located on 2 beautiful acres in a

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming, family-friendly house w/ separate studio in downtown Sisters!, holiday rental in Sisters

Charming, family-friendly house w/ separate studio in downtown Sisters!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Perfectly Located Home Sleeps 8. Close to pools, golf, biking. Family friendly!, holiday rental in Sisters

Perfectly Located Home Sleeps 8. Close to pools, golf, biking. Family friendly!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Home in Tollgate Sleeps Up To 6 Short Walk to the Tollgate Seasonal Pool Minutes, holiday rental in Sisters

Home in Tollgate Sleeps Up To 6 Short Walk to the Tollgate Seasonal Pool Minutes

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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NEW! Beautiful Log home outside of Sisters, OR, holiday rental in Sisters

NEW! Beautiful Log home outside of Sisters, OR

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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3 bedroom accommodation in Sisters, holiday rental in Sisters

3 bedroom accommodation in Sisters

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Tollgate Charmer - Sleeps 6- 8, Seasonal Pool - Sisters Vacation Home Rental in, holiday rental in Sisters

Tollgate Charmer - Sleeps 6- 8, Seasonal Pool - Sisters Vacation Home Rental in

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful family getaway w/ a private hot tub & shared pool, tennis, basketball, holiday rental in Sisters

Beautiful family getaway w/ a private hot tub & shared pool, tennis, basketball

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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CHC #71 Updated Three Bedroom, Two Bath Condo w/Stunning Views., holiday rental in Sisters

CHC #71 Updated Three Bedroom, Two Bath Condo w/Stunning Views.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Riley`s Mt View - Walk to everything in Sisters from this spacious Sisters Vacat, holiday rental in Sisters

Riley`s Mt View - Walk to everything in Sisters from this spacious Sisters Vacat

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Great Location! 4 Bedroom Home on 2nd Hole of Big Meadow GC (GH60), holiday rental in Sisters

Great Location! 4 Bedroom Home on 2nd Hole of Big Meadow GC (GH60)

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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