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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Sisters cottages

A two-story house with a front porch and a small deck.

1. Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Sisters
10.0 out of 10, Exceptional, (17 reviews)
"Our host Debbie was amazing and her place was perfect. Would definitely stay here again. It's in a great location and close to everything. Don't miss out on this great cozy place..."
United States
Lisa G.
The price is CA $213
CA $605 total
includes taxes & fees
Nov 16 - Nov 17
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

2. Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (165 reviews)
"Great location!"
United States
Marc H.
The price is CA $129
CA $345 total
includes taxes & fees
Dec 5 - Dec 6
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A two-story house with a front porch, a chimney, and a well-maintained lawn.

3. Oak Millhouse - Beautifully restored home in Downtown Old Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend
Old Bend
10.0 out of 10, Exceptional, (6 reviews)
"Fantastic home - clean, comfortable, and close proximity to restaurants, shops, etc. Check in and out process was easy and communication with the management service was outstanding. We really enjoyed our stay and highly recommend!"
United States
Melissa S.
The price is CA $140
CA $301 total
includes taxes & fees
Nov 8 - Nov 9
Oak Millhouse - Beautifully restored home in Downtown Old Bend
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

4. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.6 out of 10, Exceptional, (8 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is CA $173
CA $339 total
includes taxes & fees
Nov 8 - Nov 9
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A two-story building with a dark brown front door, potted plants, and a bench.

5. Stylish Downtown Cottage, Walk Everywhere

Stylish Downtown Cottage, Walk Everywhere
River West
9.0 out of 10, Wonderful, (7 reviews)
"Great place. Would stay again for sure"
United States
Annelize G.
The price is CA $100
CA $307 total
includes taxes & fees
Nov 9 - Nov 10
Stylish Downtown Cottage, Walk Everywhere
A wooden house with a paved driveway, a front door, and a small patio with chairs.

6. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
River West
9.8 out of 10, Exceptional, (67 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is CA $189
CA $411 total
includes taxes & fees
Nov 30 - Dec 1
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

7. Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (53 reviews)
"Host was great. Was so clean and ready when we got there. Perfect place for 2 people and a dog."
United States
Bonnie H.
The price is CA $180
CA $400 total
includes taxes & fees
Nov 9 - Nov 10
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
A single-story cottage with a front porch, a small window, and a garage.

8. Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
River West
9.8 out of 10, Exceptional, (73 reviews)
"Yes perfect place to stay ."
United States
Arthur G.
The price is CA $208
CA $447 total
includes taxes & fees
Nov 8 - Nov 9
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A single-story house with a front porch, a red door, and a mailbox.

9. Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
River West
9.6 out of 10, Exceptional, (93 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is CA $208
CA $472 total
includes taxes & fees
Nov 30 - Dec 1
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
front view

10. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (43 reviews)
"Convenient location and very well appointed ! Great communication with host too!"
United States
jules w.
The price is CA $245
CA $408 total
includes taxes & fees
Nov 9 - Nov 10
Walk to downtown and amphitheater
A two-story house with a front porch, a chimney, and a well-maintained lawn.

11. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.8 out of 10, Exceptional, (12 reviews)
"Great stay and property"
United States
Mordechai K.
Fir Millhouse - Lovely historic cottage in downtown Bend
A residential house with a front porch, a small garden with dry plants, and a clear sky.

12. Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Old Bend
10.0 out of 10, Exceptional, (69 reviews)
"Wonderful location! We would stay here again!"
United States
Sarah R.
The price is CA $155
CA $424 total
includes taxes & fees
Nov 8 - Nov 9
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
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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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 cozy coffeehouses after exploring Deschutes River, or unwind with a treatment at Shibui Spa.

See all hotels in Sisters
A rugged mountain range with a river flowing through a valley.

Top reviews in Sisters

A cabin with a stone exterior, surrounded by a forested area with a stone pathway leading to the entrance.
FivePine Lodge & Spa

FivePine Lodge & Spa

FivePine Lodge & Spa
Sisters

10/10 Excellent

This was a last minute booking and we ended up staying an added night. It’s such a great spot In a neat little town! We will be back.
Canada
katrina
Reviewed September 8, 2026
FivePine Lodge & Spa

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