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

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Sisters vacation homes

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

1. Downtown Sisters Suite - HOT TUB - Dog Friendly

Downtown Sisters Suite - HOT TUB - Dog Friendly
Sisters
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay between day trips"
United States
Peter S.
The price is CA $149
CA $365 total
includes taxes & fees
Oct 4 - Oct 5
Downtown Sisters Suite - HOT TUB - Dog Friendly
A two-story house with a metal roof, large windows, and a stone exterior.

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

HOT TUB, Dog Friendly, Steps from pickleball/pool!
Sisters
10.0 out of 10, Exceptional, (4 reviews)
"Great access to everything Sisters! The house is great with a nice fenced backyard that held our dogs perfectly. The house is great with everything we needed for a great visit! Loved it and we will book again"
United States
Mike R.
The price is CA $249
CA $677 total
includes taxes & fees
Oct 18 - Oct 19
HOT TUB, Dog Friendly, Steps from pickleball/pool!
A modern kitchen with a central island, wooden countertops, and built-in appliances.

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

Walk to Downtown Sisters - DOG Friendly - Updated!
Sisters
9.4 out of 10, Exceptional, (53 reviews)
"The property was exactly as described and we had a lovely time at the Sisters Folk Festival!"
United States
jeff c.
The price is CA $230
CA $578 total
includes taxes & fees
Oct 6 - Oct 7
Walk to Downtown Sisters - DOG Friendly - Updated!
A backyard with a hot tub, wooden deck, and a pergola.

4. Modern Tollgate Home - HOT TUB, Half Acre Lot

Modern Tollgate Home - HOT TUB, Half Acre Lot
Sisters
9.6 out of 10, Exceptional, (37 reviews)
"Enjoyed our stay, nice place, clean and well set up."
United States
Dan H.
The price is CA $238
CA $619 total
includes taxes & fees
Oct 19 - Oct 20
Modern Tollgate Home - HOT TUB, Half Acre Lot
A wooden deck with a covered area, outdoor seating, and a view of trees and a distant landscape.

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

Sleeps ten | Hot tub | Walk to shops and cafes
Sisters
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $305
CA $838 total
includes taxes & fees
Nov 1 - Nov 2
Sleeps ten | Hot tub | Walk to shops and cafes
A hot tub with a wooden exterior, a glass door leading to a room, and a small outdoor area with a wooden deck.

6. Beautiful | Hot Tub | Pet Friendly | Fenced

Beautiful | Hot Tub | Pet Friendly | Fenced
Sisters
9.4 out of 10, Exceptional, (54 reviews)
"We loved our stay! Very close to downtown to walk with the dogs, it was great"
United States
Ashley T.
The price is CA $221
CA $575 total
includes taxes & fees
Oct 7 - Oct 8
Beautiful | Hot Tub | Pet Friendly | Fenced
A wooden deck with outdoor seating, a hot tub, and a view of the surrounding forest.

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

House + Bonus Room, HOT TUB, Huge Yard, Dogs OK
Sisters
9.6 out of 10, Exceptional, (52 reviews)
"We absolutely love this house! We have stayed here twice now! It’s large enough for our family of 5 and friends! It’s clean and beautiful! The host is super helpful and so kind! We will be back!"
United States
Rachael S.
The price is CA $269
CA $737 total
includes taxes & fees
Oct 5 - Oct 6
House + Bonus Room, HOT TUB, Huge Yard, Dogs OK
Sit fireside with a coffee in hand while to take in the views.

8. Black Butte Mountain Retreat w/ Private Sauna

Black Butte Mountain Retreat w/ Private Sauna
Sisters
10.0 out of 10, Exceptional, (23 reviews)
"The check in process was very straightforward and the house was just as advertised! We had an amazing time!"
United States
Kyle S.
The price is CA $237
CA $812 total
includes taxes & fees
Oct 5 - Oct 6
Black Butte Mountain Retreat w/ Private Sauna
A spacious living area with a kitchen island, a dining table, and a seating area with a sofa and chairs.

9. Ponderosa 2 bdrm 2 bth | Walk to Sisters

Ponderosa 2 bdrm 2 bth | Walk to Sisters
Sisters
10.0 out of 10, Exceptional, (2 reviews)
"This was a great spot! The apartment was clean, well-appointed, and got a ton of natural light. It's on a very quiet street but is also very easy walking distance to most of downtown Sisters. Highly recommend and would happily stay again. "
United States
Rachel P.
The price is CA $402
CA $825 total
includes taxes & fees
Oct 14 - Oct 15
Ponderosa 2 bdrm 2 bth | Walk to Sisters
A spacious cabin interior with a wooden dining table, a stone fireplace, and a cozy seating area.

10. Cozy 3 bedroom, 3 bathroom, Log Home, PET FRIENDLY, Tollgate

Cozy 3 bedroom, 3 bathroom, Log Home, PET FRIENDLY, Tollgate
Sisters
9.2 out of 10, Wonderful, (7 reviews)
"Pet friendly, nice location, close to Sisters. "
United States
Sondra J.
The price is CA $394
CA $928 total
includes taxes & fees
Oct 7 - Oct 8
Cozy 3 bedroom, 3 bathroom, Log Home, PET FRIENDLY, Tollgate
A cozy living room with a stone fireplace, leather sofa, and large windows offering a view of the forest.

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

Family fun at the Ranch! Resort Access. Fireplace
Sisters
9.4 out of 10, Exceptional, (46 reviews)
"House was very clean, well stocked, and matched the photos perfectly. Great location in Black Butte, would absolutely stay here again. "
United States
Matt D.
The price is CA $272
CA $917 total
includes taxes & fees
Oct 4 - Oct 5
Family fun at the Ranch! Resort Access. Fireplace
An outdoor deck with wicker furniture, a fire pit, and a view of a forested area.

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

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
Sisters
10.0 out of 10, Exceptional, (94 reviews)
"Thank you so much for the fantastic stay and working with us!"
United States
stevi b.
The price is CA $469
CA $1,116 total
includes taxes & fees
Nov 2 - Nov 3
NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
A wooden cabin with large windows and a deck, surrounded by tall trees and snow.

13. 3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
sisters
10.0 out of 10, Exceptional, (225 reviews)
"Great house in a great location!"
United States
Ryan V.
The price is CA $426
CA $934 total
includes taxes & fees
Oct 4 - Oct 5
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
A modern two-story house with a large tree in front.

14. Black Buttee (Big Sister)

Black Buttee (Big Sister)
Black Butte Ranch
10.0 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and easy to work with"
United States
wayne b.
The price is CA $782
CA $1,639 total
includes taxes & fees
Nov 2 - Nov 3
Black Buttee (Big Sister)
Interior

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

Luxurious executive home located on Big Meadow Golf Course at Black Butte Ranch
Sisters
The price is CA $1,275
CA $2,250 total
includes taxes & fees
Oct 5 - Oct 6
Luxurious executive home located on Big Meadow Golf Course at Black Butte Ranch
A wooden cabin with a metal roof, surrounded by tall trees and a snow-covered ground.

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

Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen
Sisters
The price is CA $1,139
CA $1,830 total
includes taxes & fees
Oct 4 - Oct 5
Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen
A living room with a fireplace, a television, a sofa, and a coffee table.

17. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (41 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is CA $128
CA $408 total
includes taxes & fees
Oct 21 - Oct 22
Romantic Resort Home Private Jacuzzi + Plush Robes
A spacious living area with a large island, wooden beams, and a staircase.

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

SIX MOUNTAIN VIEW - A CENTRAL OREGON BARNDOMINIUM WITH SIX CASCADE PEAKS IN T...
Plainview
10.0 out of 10, Exceptional, (5 reviews)
"Great property, has everything a person could need. Very clean and the host was very accommodating! I highly recommend this place"
United States
Don D.
The price is CA $295
CA $882 total
includes taxes & fees
Oct 4 - Oct 5
SIX MOUNTAIN VIEW - A CENTRAL OREGON BARNDOMINIUM WITH SIX CASCADE PEAKS IN T...
A single-story house with a front porch, a garage, and a well-maintained lawn.

19. Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Redmond
10.0 out of 10, Exceptional, (27 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
The price is CA $192
CA $535 total
includes taxes & fees
Oct 4 - Oct 5
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
A modern two-story house with a stone foundation, a garage, and a landscaped yard.

20. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (22 reviews)
"We loved our stay at the Highland House. We will definitely stay here again. The Home was super clean and we loved the family room with all those amazing windows!! "
United States
allison g.
The price is CA $191
CA $720 total
includes taxes & fees
Oct 3 - Oct 4
Eagle Crest Retreat | 6 Resort Passes Included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sisters Hotel Reviews

FivePine Lodge & Spa

FivePine Lodge & Spa

10/10 Excellent
"Highly recommend. This made our trip to Oregon amazing. Breakfast was great, staff was helpful, everything was awesome. Such a beautiful place to stay"
Shelby 2-night trip
Posted 1 hour ago
FivePine Lodge & Spa

Find out more about Sisters

Sisters Vacation Homes information

Number of reviews
753
Accommodation
307 Vacation Homes
Lowest Price
CA $365
Highest Price
CA $2,250

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