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Our top choices for Sisters holiday homes

1. Downtown Sisters Suite - HOT TUB - Dog Friendly

Downtown Sisters Suite - HOT TUB - Dog Friendly
Sisters
9.4 out of 10, Exceptional, (44 reviews)
"Nice place to stay between day trips"
United States
Peter S.
The price is HK$889
HK$1,997 total
includes taxes & fees
16 Nov - 17 Nov
Downtown Sisters Suite - HOT TUB - Dog Friendly

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

Cozy Sisters Cottage | Pool • Walk to Town • Dogs
Sisters
9.8 out of 10, Exceptional, (134 reviews)
"Fantastic location - many, many beautiful hikes near by, Sister's Coffee, Sister's Bakery and other very nice places to eat. Home spacious, pet friendly and comfortable."
United States
Don
The price is HK$1,063
HK$2,781 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Sisters Cottage | Pool • Walk to Town • Dogs

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

Walk to Downtown Sisters - DOG Friendly - Updated!
Sisters
9.4 out of 10, Exceptional, (55 reviews)
"Everything was as expected. Very nice area. The area is great for walking."
United States
Nadya T.
The price is HK$1,006
HK$2,715 total
includes taxes & fees
16 Nov - 17 Nov
Walk to Downtown Sisters - DOG Friendly - Updated!

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

HOT TUB, Dog Friendly, Steps from pickleball/pool!
Sisters
10.0 out of 10, Exceptional, (5 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 HK$1,186
HK$3,326 total
includes taxes & fees
16 Nov - 17 Nov
HOT TUB, Dog Friendly, Steps from pickleball/pool!

5. 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 HK$1,323
HK$3,248 total
includes taxes & fees
16 Nov - 17 Nov
Ponderosa 2 bdrm 2 bth | Walk to Sisters

6. 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)
"Great layout and plenty of space. Fully fenced in backyard for the dog to run and play. Excellent hot tub and the fire pit is a nice bonus. The kitchen has pretty much everything except a coffee grinder. So make sure to bring pods for the Keurig or ground coffee. Close to town and shopping. Quiet neighborhood with friendly people"
United States
Frank S.
The price is HK$1,372
HK$3,736 total
includes taxes & fees
16 Nov - 17 Nov
House + Bonus Room, HOT TUB, Huge Yard, Dogs OK

7. 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 HK$1,372
HK$3,315 total
includes taxes & fees
16 Nov - 17 Nov
Modern Tollgate Home - HOT TUB, Half Acre Lot

8. Cozy Tollgate Cabin Near Trails + Pool

Cozy Tollgate Cabin Near Trails + Pool
Sisters
9.8 out of 10, Exceptional, (24 reviews)
"This house had everything we needed for our stay - we’ll definitely be returning!"
United States
YHRoU70PCxYWk0unhY4IPiKRUA3qOdM7ixggHcXD2ukHR0zYE4eiJxZXm4AAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSI R.
The price is HK$1,602
HK$4,143 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Tollgate Cabin Near Trails + Pool

9. Beautiful | Hot Tub | Pet Friendly | Fenced

Beautiful | Hot Tub | Pet Friendly | Fenced
Sisters
9.4 out of 10, Exceptional, (56 reviews)
"Great spot. Close to all essential thing. Super easy to access with a family."
United States
Grant F.
The price is HK$1,750
HK$3,850 total
includes taxes & fees
16 Nov - 17 Nov
Beautiful | Hot Tub | Pet Friendly | Fenced

10. Hot Tub & Game Room, Walk to Downtown

Hot Tub & Game Room, Walk to Downtown
Sisters
10.0 out of 10, Exceptional, (7 reviews)
"One of the best stocked and comfortable houses we have ever stayed in! Location perfect for heading to different areas to fish and hike while still close to town for amazing food and beverages!!! Beds very comfortable with lots of room for families! We would definitely stay here again !!!"
United States
maureen b.
The price is HK$1,739
HK$4,814 total
includes taxes & fees
16 Nov - 17 Nov
Hot Tub & Game Room, Walk to Downtown

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

NEW Downtown Sisters Luxe Retreat with Hot Tub + Firepit
Sisters
10.0 out of 10, Exceptional, (1 review)
"Overall , great stay, Hannah, the host was great."
United States
Chris R.
The price is HK$1,897
HK$3,893 total
includes taxes & fees
16 Nov - 17 Nov
NEW Downtown Sisters Luxe Retreat with Hot Tub + Firepit

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

Family fun at the Ranch! Resort Access. Fireplace
Sisters
9.4 out of 10, Exceptional, (47 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 HK$1,413
HK$5,047 total
includes taxes & fees
17 Nov - 18 Nov
Family fun at the Ranch! Resort Access. Fireplace

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
9.8 out of 10, Exceptional, (229 reviews)
"This is one of our favorite places to stay. It is so welcoming and in a great location. Each year, there are new upgrades that make the house even better. Thank you for another wonderful stay!"
United States
Carrie P.
The price is HK$1,829
HK$4,262 total
includes taxes & fees
16 Nov - 17 Nov
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

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

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
Sisters
10.0 out of 10, Exceptional, (95 reviews)
"The deck in this house is fabulous with both sun and shade. We spent a lot of time on it relaxing and having all our dinners. Beds are extremely comfortable as well. We appreciated the well stocked recreational stuff - pickleball, bikes etc. highly recommend!"
United States
Maureen B.
The price is HK$2,589
HK$6,609 total
includes taxes & fees
18 Nov - 19 Nov
NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!

15. Black Buttee (Big Sister)

Black Buttee (Big Sister)
Black Butte Ranch
10.0 out of 10, Exceptional, (19 reviews)
"Host was very accommodating and easy to work with"
United States
wayne b.
The price is HK$4,315
HK$9,716 total
includes taxes & fees
18 Nov - 19 Nov
Black Buttee (Big Sister)

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

Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen
Sisters
The price is HK$4,707
HK$7,333 total
includes taxes & fees
16 Nov - 17 Nov
Twisted Pines Retreat | Sleeps 13 | Chef's Kitchen

17. 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
10.0 out of 10, Exceptional, (1 review)
"Great layout with good indoor and outdoor space."
United States
Michelle C.
The price is HK$6,870
HK$11,895 total
includes taxes & fees
16 Nov - 17 Nov
Luxurious executive home located on Big Meadow Golf Course at Black Butte Ranch

18. Pine Grove Home in Sisters

Pine Grove Home in Sisters
Sisters
10.0 out of 10, Exceptional, (2 reviews)
"Had a great time staying at this house. Beautiful woodwork throughout the house. Very clean with all the amenities you would need. Convenient location to shops, stores and restaurants. Nice quiet neighborhood. We were visited by deer, wild turkeys and ptarmigans. It was a great week staying there."
United States
Gene S.
Pine Grove Home in Sisters

19. Creekside Townhouse w/ Patio & Resort Amenities

Creekside Townhouse w/ Patio & Resort Amenities
Redmond
10.0 out of 10, Exceptional, (80 reviews)
"Centrally located for all our golf outings and the place was perfect!"
United States
STAN L.
The price is HK$839
HK$2,151 total
includes taxes & fees
16 Nov - 17 Nov
Creekside Townhouse w/ Patio & Resort Amenities

20. Romantic Guest House Hot tub Pool Tennis

Romantic Guest House Hot tub Pool Tennis
Bend
10.0 out of 10, Exceptional, (154 reviews)
"If you are looking for peace and tranquility, this is it!"
United States
Bruce
The price is HK$1,010
HK$2,530 total
includes taxes & fees
16 Nov - 17 Nov
Romantic Guest House Hot tub Pool Tennis
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.

Learn more about Sisters

Nestled against the Willamette National Forest, this charming town invites you to hike scenic trails and tee off at Aspen Lakes. Relax in cosy coffeehouses after exploring Deschutes River, or unwind with a treatment at Shibui Spa.

A rugged mountain range with a river flowing through a valley.