Sisters Vacation Homes

A snow-covered mountain range with dense forests at its base.

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Our top choices for Sisters holiday homes

An outdoor seating area with a fire feature, surrounded by wooden walls and string lights.

1. Downtown Sisters Suite - HOT TUB - Dog Friendly

Sisters

Peter S.

HK$2,019 total

includes taxes & fees

27 Oct - 28 Oct

2. Cozy Sisters Cottage | Pool • Walk to Town • Dogs

Sisters

Don

HK$3,178 total

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a metal roof, large windows, and a stone exterior.

3. HOT TUB, Dog Friendly, Steps from pickleball/pool!

Sisters

Steph K.

HK$3,647 total

includes taxes & fees

28 Oct - 29 Oct

A spacious living area with a kitchen island, a dining table, and a seating area with a sofa and chairs.

4. Ponderosa 2 bdrm 2 bth | Walk to Sisters

Sisters

Rachel P.

HK$3,295 total

includes taxes & fees

29 Oct - 30 Oct

A modern kitchen with a central island, wooden countertops, and built-in appliances.

5. Walk to Downtown Sisters - DOG Friendly - Updated!

Sisters

Nadya T.

A wooden deck with outdoor seating, a hot tub, and a view of the surrounding forest.

6. House + Bonus Room, HOT TUB, Huge Yard, Dogs OK

Sisters

Rachael S.

HK$3,779 total

includes taxes & fees

26 Oct - 27 Oct

A hot tub with a wooden exterior, a glass door leading to a room, and a small outdoor area with a wooden deck.

7. Beautiful | Hot Tub | Pet Friendly | Fenced

Sisters

J F.

HK$3,819 total

includes taxes & fees

26 Oct - 27 Oct

A spacious living room with large windows, a fireplace, and a cozy seating area.

8. 3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

sisters

Ryan V.

HK$4,501 total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with a central island, wooden flooring, and a dining area with wicker chairs.

9. NEW Downtown Sisters Luxe Retreat with Hot Tub + Firepit

Sisters

Chris R.

HK$3,779 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with a covered area, outdoor seating, and a view of trees and a distant landscape.

10. Sleeps ten | Hot tub | Walk to shops and cafes

Sisters

maureen b.

HK$4,655 total

includes taxes & fees

25 Oct - 26 Oct

A log cabin with a balcony and a porch, surrounded by trees.

11. Pine Grove Home in Sisters

Sisters

Gene S.

HK$3,750 total

includes taxes & fees

25 Oct - 26 Oct

A cozy living room with a stone fireplace, leather sofa, and large windows offering a view of the forest.

12. Family fun at the Ranch! Resort Access. Fireplace

Sisters

Matt D.

HK$4,678 total

includes taxes & fees

26 Oct - 27 Oct

A backyard patio with outdoor furniture, a barbecue grill, and a large canopy.

13. House+ADU+GameRoom+Jacuzzi+Pool+Fire pit+Loft

Sisters

Jeffery G.

HK$6,367 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor deck with wicker furniture, a fire pit, and a view of a forested area.

14. NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!

Sisters

Maureen B.

HK$6,150 total

includes taxes & fees

3 Nov - 4 Nov

A wooden cabin with a metal roof, surrounded by tall trees and a snow-covered ground.

15. Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen

Sisters

HK$8,063 total

includes taxes & fees

9 Nov - 10 Nov

A modern two-story house with a large tree in front.

16. Black Buttee (Big Sister)

Black Butte Ranch

wayne b.

HK$9,038 total

includes taxes & fees

25 Oct - 26 Oct

A modern house with a wooden deck, a garage, and a porch with chairs.

17. Modern Black Butte Getaway - 3BR w/ Game Room and Hot Tub

Sisters

Michelle Y.

HK$7,235 total

includes taxes & fees

25 Oct - 26 Oct

18. Luxurious executive home located on Big Meadow Golf Course at Black Butte Ranch

Sisters

Michelle C.

HK$12,705 total

includes taxes & fees

25 Oct - 26 Oct

A large indoor swimming pool with a wooden ceiling and large windows.

19. Creekside Townhouse w/ Patio & Resort Amenities

Redmond

STAN L.

A spacious living area with a large island, wooden beams, and a staircase.

20. SIX MOUNTAIN VIEW - A CENTRAL OREGON BARNDOMINIUM WITH SIX CASCADE PEAKS IN T...

Plainview

Don D.

HK$4,922 total

includes taxes & fees

25 Oct - 26 Oct

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Top Sisters Hotel Reviews

GrandStay Hotel & Suites

10/10 Excellent

"The hotel was meticulously maintained.The rooms were very spacious and accommodating.The HVAC units were some of the best super quiet and efficient. The hot tub and pool were great being indoors, close to restaurants and everything else in the town of Sisters."

Bellinger Cabin, wooded getaway near Sisters, Central Oregon

10/10 Excellent

"Loved the property Fit perfectly for our needsI walked a beautiful loop every morning and enjoyed gorgeous sunrisesKitchen worked perfectly for meals Beds were comfortableOnly communication issues were on my end as I could use the email I had signed up with while there so I had to get info through VRBOThey were helpful and all worked out"

Views! 1 Blk to Town, Clean+Charming,pets ok-South

10/10 Excellent

"I loved everything about this one bedroom Cottage . About one block to town and Sisters Coffee. Pet friendly was the main reason I picked this rental and it was perfect for walking our dogs. At the end of the block was a wonderful green place for our dogs to play. It was a great neighborhood to walk. Our room was clean and our host was available. I would book this place again."

Charming Black Butte Ranch getaway on the golf course, dog-friendly with AC

10/10 Excellent

"Golf Course Condo 99 is so perfect. It will sleep six people comfortably. We love the location. It looks right out onto the golf course and the mountains right above it. Black Butte Ranch is stunning.. The Condo has everything you need. The parking is easy to get to and from the condo. The place gets a lot of light. If you enjoy having a fire in the evening in the fireplace, this place is for you. We came down for a wedding don’t think we could’ve picked a better place. There were two of us traveling together plus our dog Chloe, who loved it. I highly recommend this place. It’s got it all! I would like to thank the owners for allowing us to stay in their beautiful home."

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