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

Search Sisters Cottage Rentals from CA $291

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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 $639 total
includes taxes & fees
Nov 2 - Nov 3
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, (162 reviews)
"Great location!"
United States
Marc H.
The price is CA $129
CA $348 total
includes taxes & fees
Oct 27 - Oct 28
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A residential house with a front porch, a small garden with dry plants, and a clear sky.

3. 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, (68 reviews)
"Wonderful location! We would stay here again!"
United States
Sarah R.
The price is CA $140
CA $402 total
includes taxes & fees
Oct 29 - Oct 30
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
A two-story house with a front porch, a chimney, and a well-maintained lawn.

4. 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.
The price is CA $125
CA $291 total
includes taxes & fees
Oct 29 - Oct 30
Fir Millhouse - Lovely historic cottage in downtown Bend
A patio with outdoor seating, a river view, and a large tree.

5. Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (39 reviews)
"Super cozy spot on the river to spend a few days. Perfect location near shops and restaurants. Amazing shower and very responsive hosts."
United States
Kris M.
The price is CA $126
CA $339 total
includes taxes & fees
Nov 1 - Nov 2
Riverfront Cottage - Steam Room & Pet Friendly!
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
10.0 out of 10, Exceptional, (66 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is CA $209
CA $437 total
includes taxes & fees
Nov 11 - Nov 12
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 $181
CA $401 total
includes taxes & fees
Nov 4 - Nov 5
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
front view

8. 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 $431 total
includes taxes & fees
Oct 29 - Oct 30
Walk to downtown and amphitheater
A single-story cottage with a front porch, a small window, and a garage.

9. 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 $209
CA $473 total
includes taxes & fees
Nov 1 - Nov 2
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.

10. 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, (92 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is CA $223
CA $490 total
includes taxes & fees
Nov 1 - Nov 2
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A two-story building with a dark brown front door, potted plants, and a bench.

11. 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 $119
CA $344 total
includes taxes & fees
Nov 1 - Nov 2
Stylish Downtown Cottage, Walk Everywhere
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

12. 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 $155
CA $346 total
includes taxes & fees
Nov 1 - Nov 2
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A brick building with a storefront, circular windows, and a sign that reads 'SCHUTTS'.

13. Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
9.4 out of 10, Exceptional, (12 reviews)
"Great place to stay. Centrally located. Right on the river. "
United States
Tracey T.
Cottage along Deschutes River Trail w Epic Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sisters Hotel Reviews

Sisters Inn And Suites

Sisters Inn And Suites

8/10 Good
"Rooms were nice but smelled of motor oil (or something similar). Gave us a room with a ADA bathroom and the shower leaked over the entire bathroom. Not really a problem."
Don 1-night trip
Posted less than an hour ago
Sisters Inn And Suites

Find out more about Sisters

Sisters Cottages information

Number of reviews
308
Accommodation
3 Cottages
Lowest Price
CA $291
Highest Price
CA $639

Frequently asked questions

Why book your cottage in Sisters with Expedia?
Reserving a cottage in Sisters is as simple as deciding on your travel dates and picking an ideal place for outdoor relaxation and recreation. From upscale retreats to low-cost properties and cottages that come with amenities like laundry facilities, Expedia has something for all styles and tastes. As for irresistible deals? We've have them as well!
How can I find cheap cottages in Sisters?
With Expedia's helpful filter tool, getting your hands on cheap cottages in Sisters couldn't be easier. To find accommodations that are very pocket friendly, refine your search results by star rating, amenities and budget.

Explore a world of travel with Expedia