Sisters, OR Cottage Rentals from $217

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

Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Sisters cottages

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

Sisters

Lisa G.

$487 nightly

Sep 6 - Sep 7

Total with taxes and fees

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

River West

Kristie R.

$194 nightly

Aug 17 - Aug 18

Total with taxes and fees

3. Walk to downtown and amphitheater

River West

Brian S.

$275 nightly

Aug 26 - Aug 27

Total with taxes and fees

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

Old Bend

Loryn Z.

$320 nightly

Aug 16 - Aug 17

Total with taxes and fees

5. Family-friendly Redmond Getaway: Walk to Dtwn

Redmond

$432 nightly

Aug 18 - Aug 19

Total with taxes and fees

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

River West

Rocky A.

$428 nightly

Aug 20 - Aug 21

Total with taxes and fees

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

River West

Ben W.

$549 nightly

Aug 17 - Aug 18

Total with taxes and fees

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

River West

Donna T.

$576 nightly

Aug 18 - Aug 19

Total with taxes and fees

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

Old Bend

"The house was in a quiet neighborhood and is very walkable to almost anywhere you’d want to go. It’s an easy walk to the downtown area for shopping, food and drinks. Walking the opposite way of downtown quickly gets you to this food cart pod called The Podski. We enjoyed Cotto so much that we went twice while we were there. After that, we were even able to walk to Crux and back to the house. Made it super enjoyable to not have to drive very much. We were even able to walk back to the house...

Chelsea

$496 nightly

Aug 16 - Aug 17

Total with taxes and fees

10. Fir Millhouse - Lovely historic cottage in downtown Bend

Old Bend

Linda D.

$315 nightly

Aug 16 - Aug 17

Total with taxes and fees

11. Charming Bend Home w/ Porch & Yard: Great Location

Southwest Bend

$408 nightly

Aug 26 - Aug 27

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Top Sisters Hotel Reviews

Black Butte Ranch Family Getaway, Short Walk to South Meadow Pool- Sleeps 12

10/10 Excellent

"Property was very cozy with great beds and a/c!"

Sisters Inn And Suites

10/10 Excellent

"This is such a special place! The property is beautiful, the rooms are clean and spacious, the beds are comfortable, rooms are quiet even if you have neighbors on either side and above you, but the best part? The ground floor rooms have a slider that opens onto a fenced, lush and soft green grassy area with picnic tables! Also each room has privacy walls with a table and 2 chairs in the shade. We had our husky with us and he was in LOVE with the grassy area in the back. Of course we brought our own poop bags, but there are bags available just in case. You can easily walk to Ray’s for any grocery needs, and driving into town takes about 2 mins. Sisters is such a beautiful place and when we come back, this will be our absolute go-to every time!!! Really, I don’t think it would be possible to make this place any better!"

Peters Cabin Cozy Retreat in Sisters Tollgate Area

8/10 Good

"This cabin is in a great location just outside of sisters. It's smaller than it appears in the pictures but it's sweet. It was quite clean EXCEPT the carpets upstairs need a good cleaning. There were some stains in the bedrooms, BUT the carpets had been well vacuumed. It would be nice to have a rug downstairs where the couch is. The only complaint we had is that the bed in the downstairs bedroom was quite uncomfortable. I would highly encourage you to change out this mattress. Everything else we needed was there. It was super hot outside but the AC worked great. We enjoyed listening to the birds on the deck and the privacy in the back yard."

Black Butte Style & Comfort Close to Glaze Meadow Rec Center-4 bedrooms + loft

8/10 Good

"Pros - Love the location. Responsive host. Well stocked home. Comfortable beds. Beautiful spot. Appreciate bikes being included!Cons - the layout of the home is odd with the kitchen and living on the second floor plus full bathrooms on each floor despite first floor having 3 of 4 bedrooms. The policy of fining 2500 and immediate eviction if rules are broken (on top of a 50 fee per pool towel lost) is the harshest I have experienced and we are frequent house renters - while Becca did try to work with us, that level of scrutiny really stood out and detracted from our stay. We broke no rules but felt on edge."

Downtown Sisters Suite - HOT TUB - Dog Friendly

10/10 Excellent

"This property has a lovely yard with a stunning mountain view with a comfy patio set and hot tub. Our pup stayed home, but any size dog would be comfortable and safe here, as it is fully fenced. The bedroom is large with a closet and full king and the bed is very comfortable. The food prep area is as advertised. A small frig, microwave and Keurig. You will want to try local restaurants: our fave was the Open Door. The hosts, Joey, was exceptional. He responded to our questions in minutes before and after booking and helped resolve a check-in (code) issue that was on the VRBO side so that we had timely access. We would definately stay here again. It is an easy walk to downtown and is even close to a laundramat. Perfect location for our Quilt Show visit!"

Find out more about Sisters

Sisters Cottages information

Number of reviews	295
Accommodation	3 Cottages
Lowest Price	$217
Highest Price	$645

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

Things to do in Sisters

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Sisters cottages

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

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

3. Walk to downtown and amphitheater

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

5. Family-friendly Redmond Getaway: Walk to Dtwn

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

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

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

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

10. Fir Millhouse - Lovely historic cottage in downtown Bend

11. Charming Bend Home w/ Porch & Yard: Great Location

Find vacation rentals that suit your style

Top Sisters Hotel Reviews

Black Butte Ranch Family Getaway, Short Walk to South Meadow Pool- Sleeps 12

The Scout Boutique Cottages

Fantastic Forested Escape, Pet Friendly, Open Layout, Fireplace, Huge Deck, 3 Miles to Sisters

Sisters Inn And Suites

Peters Cabin Cozy Retreat in Sisters Tollgate Area

Dog-friendly cabin with pool, sauna, private hot tub, & great deck

Remodeled Sisters Cabin - HOT TUB - Dog Friendly!

Black Butte Style & Comfort Close to Glaze Meadow Rec Center-4 bedrooms + loft

Downtown Sisters Suite - HOT TUB - Dog Friendly

Find out more about Sisters

Sisters Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search Sisters Cottages

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Sisters cottages

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

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

3. Walk to downtown and amphitheater

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

5. Family-friendly Redmond Getaway: Walk to Dtwn

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

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

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

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

10. Fir Millhouse - Lovely historic cottage in downtown Bend

11. Charming Bend Home w/ Porch & Yard: Great Location

Find vacation rentals that suit your style

Top Sisters Hotel Reviews

Black Butte Ranch Family Getaway, Short Walk to South Meadow Pool- Sleeps 12

Find out more about Sisters

Sisters Cottages information

Frequently asked questions

Explore a world of travel with Expedia