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

Search Sisters Cottages

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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.
$426 nightly
The price is $471
Nov 16 - Nov 17
Total with taxes and fees
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, (161 reviews)
"Great location!"
United States
Marc H.
$195 nightly
The price is $218
Oct 26 - Oct 27
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.6 out of 10, Exceptional, (7 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
$221 nightly
The price is $247
Oct 20 - Oct 21
Total with taxes and fees
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A two-story house with a front porch, a chimney, and a well-maintained lawn.

4. 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)
"I love this place! Clean, lovely, dead end street, backyard, close to town and great food, close to skiing, and great bathtub i will be staying here again"
United States
Loryn Z.
$186 nightly
The price is $208
Oct 20 - Oct 21
Total with taxes and fees
Oak Millhouse - Beautifully restored home in Downtown Old 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.
$219 nightly
The price is $245
Nov 1 - Nov 2
Total with taxes and fees
Riverfront Cottage - Steam Room & Pet Friendly!
A residential house with a front porch, a small garden with dry plants, and a clear sky.

6. 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)
"We had a nice staycation while our house was being remodeled in Bend, OR."
United States
James K.
$254 nightly
The price is $284
Oct 20 - Oct 21
Total with taxes and fees
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
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.
$253 nightly
The price is $283
Oct 20 - Oct 21
Total with taxes and fees
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
A wooden house with a paved driveway, a front door, and a small patio with chairs.

8. 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.
$264 nightly
The price is $295
Oct 20 - Oct 21
Total with taxes and fees
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
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.
$302 nightly
The price is $338
Nov 1 - Nov 2
Total with taxes and fees
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A two-story building with a dark brown front door, potted plants, and a bench.

10. 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.
$253 nightly
The price is $283
Oct 25 - Oct 26
Total with taxes and fees
Stylish Downtown Cottage, Walk Everywhere
A single-story house with a front porch, a red door, and a mailbox.

11. 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.
$313 nightly
The price is $350
Nov 1 - Nov 2
Total with taxes and fees
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
front view

12. 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.
$271 nightly
The price is $303
Oct 25 - Oct 26
Total with taxes and fees
Walk to downtown and amphitheater
A single-story house with a front porch, a garage, and a well-maintained lawn.

13. Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Old Bend
9.4 out of 10, Exceptional, (78 reviews)
"Great location, easy to walk everywhere and nice park for the dog across the street"
United States
Ryan B.
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
A two-story house with a front porch, a chimney, and a well-maintained lawn.

14. 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 location"
United States
Barbara Polus C.
$186 nightly
The price is $208
Oct 20 - Oct 21
Total with taxes and fees
Fir Millhouse - Lovely historic cottage in downtown Bend
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

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

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."
Sharon C C. 2-night trip
Posted 1 hour ago
Views! 1 Blk to Town, Clean+Charming,pets ok-South

Find out more about Sisters

Sisters Cottages information

Number of reviews
387
Accommodation
3 Cottages
Lowest Price
$208
Highest Price
$471

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