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

Search Cottages in Sisters

  • 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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Sisters cottages

Exterior

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, (15 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 €443
includes taxes & fees
6 Oct - 7 Oct
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Exterior detail

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, (155 reviews)
"Great location!"
United States
Marc H.
The price is €187
includes taxes & fees
23 Sept - 24 Sept
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior

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, (5 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.
The price is €219
includes taxes & fees
14 Sept - 15 Sept
Oak Millhouse - Beautifully restored home in Downtown Old Bend
Exterior

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.0 out of 10, Wonderful, (4 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is €238
includes taxes & fees
14 Sept - 15 Sept
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Room

5. 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 €319
includes taxes & fees
14 Sept - 15 Sept
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
Exterior

6. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (43 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
The price is €265
includes taxes & fees
4 Oct - 5 Oct
Walk to downtown and amphitheater
Outdoor dining

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 €291
includes taxes & fees
4 Oct - 5 Oct
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
House (3 Bedrooms) | Front of property

8. Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
3.0 star property
Mountain View
The price is €464
includes taxes & fees
22 Sept - 23 Sept
Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
Exterior

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 €342
includes taxes & fees
5 Oct - 6 Oct
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Exterior

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, (91 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is €358
includes taxes & fees
5 Oct - 6 Oct
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Exterior

11. 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.
The price is €336
includes taxes & fees
5 Oct - 6 Oct
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Exterior

12. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.6 out of 10, Exceptional, (10 reviews)
"Great property "
United States
Linda D.
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

FivePine Lodge & Spa

FivePine Lodge & Spa

10/10 Excellent
"John was super cordial and helpful at early checkin! He was a welcoming ambassador for this Five Pines Resort! This was an amazing respite, from the very well appointed cabin, to the amenities like complimentary happy hour, bikes, and breakfast, we couldn’t have asked for a more hospitable stay. There is even a hiking trail and access to an athletic club on the property. We absolutely loved our stay here!!!"
Chase 2-night trip
Posted 3 hours ago
FivePine Lodge & Spa

Find out more about Sisters

Sisters Cottages information

Number of reviews
262
Accommodation
3 Cottages
Lowest Price
€187
Highest Price
€464

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 accommodation that are very pocket friendly, refine your search results by star rating, amenities and budget.