Sisters Holiday Rentals
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83 rentals in Sisters.
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Townhome, 3 Bdrms, 2.5 Baths, Sleeps 6 - 2 king, 1 queen bed
3 bedrooms
3 bathrooms
Sleeps 6
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ENJOY SUMMER IN SISTERS COUNTRY!
4 bedrooms
3 bathrooms
Sleeps 10
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Oasis in the Pines- large deck with view, pool & hot tub
3 bedrooms
3 bathrooms
Sleeps 8
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Sisters Sweet Escape
3 bedrooms
2 bathrooms
Sleeps 6
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Wooded Getaway Near Sisters, Central Oregon
3 bedrooms
2 bathrooms
Sleeps 12
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New Listing! Woodsy Home w/ Private Hot Tub & Treehouse -- Near Pool
2 bedrooms
2 bathrooms
Sleeps 6
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Enjoy Our Dog/Family Friendly House In Tollgate
3 bedrooms
2 bathrooms
Sleeps 8
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Golf Course Frontage ** Family & Pet Friendly ** 110 + 5 STAR REVIEWS **
4 bedrooms
3 bathrooms
Sleeps 12
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3 BR Home, 1 Block to Glaze Meadow Rec Complex, Hot Tub
3 bedrooms
2 bathrooms
Sleeps 6
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Newly renovated! Close to Glaze Meadow pool. Great for Families! Shuffleboard!
5 bedrooms
4 bathrooms
Sleeps 12
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Save time - get the best Sisters rentals sent straight to your email!
Cozy, Family Friendly, 3 Bedroom, 2 Bath, Sleeps 8
3 bedrooms
2 bathrooms
Sleeps 8
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Prime Location ~ IMMACULATE - Steps to Downtown & Amazing Views -
2 bedrooms
2 bathrooms
Sleeps 6
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Downtown Sisters home w/ private hot tub & fenced yard - dogs welcome!
3 bedrooms
3 bathrooms
Sleeps 8
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Lovely setting on Aspen Lake
3 bedrooms
3 bathrooms
Sleeps 8
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Family Oriented Cabin At Black Butte Ranch
3 bedrooms
2 bathrooms
Sleeps 7
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Deschutes Forest views w/ game room, shared pools/hot tub, on-site golf, & more!
4 bedrooms
5 bathrooms
Sleeps 10
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Rivers and Mountains and Trails - Oh My!
1 bedroom
1 bathroom
Sleeps 4
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Great Mountain View in Heart of Central Oregon
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Meadow Views | Walk to Town | Sisters OR Vacation Cabin
2 bedrooms
1 bathroom
Sleeps 4
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Mountain Sage - Walk to everything in Sisters from this spacious Sisters Vacatio
3 bedrooms
2 bathrooms
Sleeps 6
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3 Bedroom Ranch House on 10 Acres Just Outside Sisters Township.
3 bedrooms
2 bathrooms
Sleeps 6
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Privacy and location! Backs up to forestry land, easy access to Glaze Meadow
3 bedrooms
2 bathrooms
Sleeps 10
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GM#167 Stunning Views, Stunning Home! Come Live Your Dream Family Vacation.
7 bedrooms
6 bathrooms
Sleeps 18
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NEW LISTING! Beautifully remodeled and centrally located BBR gem
4 bedrooms
3 bathrooms
Sleeps 12
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Mountain View Home w/ On-site Golf and Private Hot Tub - Near Skiing and Bend!
2 bedrooms
2 bathrooms
Sleeps 6
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Updated Black Butte house with 2 master suites. Great for 2 families.
4 bedrooms
3 bathrooms
Sleeps 10
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Cozy, newly remodeled golf course home with shared hot tub, pool and resort.
3 bedrooms
3 bathrooms
Sleeps 8
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Enjoyable Three Bedroom home on golf course. Hot tub September to June 15
3 bedrooms
2 bathrooms
Sleeps 8
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Golf House 278. Prime location! On the 13th green! Minutes to Paulina Pool!
3 bedrooms
4 bathrooms
Sleeps 10
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GM#349! Spacious, Stunning Lodge Inspired Home, Views of GM#14 Fairway
4 bedrooms
4 bathrooms
Sleeps 10
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Winter at the Ranch in a updated Cozy cabin! Book now!
4 bedrooms
2 bathrooms
Sleeps 10
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Enjoy this spacious 3 bedroom / 2.5 bath (5/15/21 home will have 5bdrm/4.5bath 5
3 bedrooms
3 bathrooms
Sleeps 8
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Black Butte Family home in Glaze Meadow
4 bedrooms
3 bathrooms
Sleeps 13
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House on the Golf Course - Location, Location, Location!
3 bedrooms
2 bathrooms
Sleeps 6
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Basecamp for Endless Adventure, Perfect Black Butte Location - Owner Managed!
3 bedrooms
2 bathrooms
Sleeps 8
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Black Butte Ranch is beautiful at the holidays...New Year's is still open!
3 bedrooms
2 bathrooms
Sleeps 10
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Spacious, family – friendly luxury estate with theater room and much more
5 bedrooms
3 bathrooms
Sleeps 20
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GH#94 Golfers Delight! Spacious Home, Great for Two Families or Golf Groups
4 bedrooms
3 bathrooms
Sleeps 12
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Perfectly Located Home Sleeps 8. Close to pools, golf, biking. Family friendly!
4 bedrooms
2 bathrooms
Sleeps 8
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Location! Location! With some of the best views of the Cascade Mountains in Sist
2 bedrooms
2 bathrooms
Sleeps 6
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3 bedroom accommodation in Sisters
3 bedrooms
3 bathrooms
Sleeps 7
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Stunning updated home w/ shared pool/hot tub & plenty of space to enjoy!
6 bedrooms
5 bathrooms
Sleeps 14
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Riley`s Mt View - Walk to everything in Sisters from this spacious Sisters Vacat
3 bedrooms
2 bathrooms
Sleeps 6
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CHC #71 Updated Three Bedroom, Two Bath Condo w/Stunning Views.
3 bedrooms
2 bathrooms
Sleeps 8
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Black Butte Ranch- GM 133. Winter Specials for *********!
4 bedrooms
3 bathrooms
Sleeps 13
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Tollgate Charmer - Sleeps 6- 8, Seasonal Pool - Sisters Vacation Home Rental in
3 bedrooms
2 bathrooms
Sleeps 8
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Sisters Dream Inn - amazing pet friendly cabin located on 2 beautiful acres in a
3 bedrooms
2 bathrooms
Sleeps 6
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Secluded cabin w/ deck, forest view & shared seasonal pool/tennis - 1 dog OK!
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Black Butte Ranch Home With Amazing Location
3 bedrooms
2 bathrooms
Sleeps 8
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Pinecone Lodge - Western themed, updated 3 bedroom / 2.5 bath on large lot. Full
4 bedrooms
3 bathrooms
Sleeps 9
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Frequently Asked Questions about Sisters
- Yes, here are some popular holiday rentals in Sisters that have a pool:
- Family Oriented Cabin At Black Butte Ranch
- Winter at the Ranch in a updated Cozy cabin! Book now!
- Townhome, 3 Bdrms, 2.5 Baths, Sleeps 6 - 2 king, 1 queen bed
- Yes, here are some popular holiday rentals in Sisters that have internet access:
- Great Home for Quilt Show or Folk Festival Week
- Family Oriented Cabin At Black Butte Ranch
- Winter at the Ranch in a updated Cozy cabin! Book now!
- The best pet friendly rentals in Sisters are:
- Spacious Home w/ Fireplace & Wraparound Deck - Near 2 Golf Courses
- GM#236 Bird Watcher's Paradise, Great Outdoor Living Close to Pools and Golf!
- CHC #67 Walk to Lodge Rec Area, Stunning Lake & Mountain Views!
- Some of the most popular kid friendly rentals in Sisters are:
- Great Home for Quilt Show or Folk Festival Week
- Family Oriented Cabin At Black Butte Ranch
- Winter at the Ranch in a updated Cozy cabin! Book now!