Birch trees with yellow leaves, a lake, and a snow-capped mountain in the background.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Bend cottages

Exterior detail

1. 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, (156 reviews)
"Great location!"
United States
Marc H.
The price is AED 294
AED 797 total
includes taxes & fees
23 Sep - 24 Sep
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.2 out of 10, Wonderful, (5 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is AED 518
AED 1,049 total
includes taxes & fees
22 Sep - 23 Sep
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
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 AED 465
AED 935 total
includes taxes & fees
20 Sep - 21 Sep
Oak Millhouse - Beautifully restored home in Downtown Old Bend
Outdoor dining

4. 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 AED 621
AED 1,225 total
includes taxes & fees
4 Oct - 5 Oct
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Exterior

5. 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 AED 643
AED 1,114 total
includes taxes & fees
4 Oct - 5 Oct
Walk to downtown and amphitheater
Exterior

6. 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 AED 768
AED 1,422 total
includes taxes & fees
5 Oct - 6 Oct
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
House (1 Bedroom) | Interior

7. All-season Adventure in La Pine! Cozy Home w/ Yard

All-season Adventure in La Pine! Cozy Home w/ Yard
3.0 star property
La Pine
The price is AED 569
AED 1,115 total
includes taxes & fees
23 Sep - 24 Sep
All-season Adventure in La Pine! Cozy Home w/ Yard
Bar (on property)

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.
The price is AED 716
AED 1,344 total
includes taxes & fees
4 Oct - 5 Oct
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
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 AED 716
AED 1,451 total
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 AED 768
AED 1,517 total
includes taxes & fees
5 Oct - 6 Oct
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Outdoor dining

11. Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
La Pine
10.0 out of 10, Exceptional, (20 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is AED 496
AED 965 total
includes taxes & fees
18 Oct - 19 Oct
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Exterior

12. 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, (16 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 AED 658
AED 1,867 total
includes taxes & fees
29 Sep - 30 Sep
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Exterior

13. Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
La Pine
10.0 out of 10, Exceptional, (11 reviews)
"The back yard was the best for entertainment. My family enjoyed our stay."
United States
Danielle B.
The price is AED 574
AED 1,376 total
includes taxes & fees
20 Sep - 21 Sep
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
Exterior

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, (11 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.
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Top Bend Hotel Reviews

Hotel Peppertree Bend, BW Premier Collection

Hotel Peppertree Bend, BW Premier Collection

10/10 Excellent
"Great location, king sized bed, and breakfast in the morning! What else could we want!"
Mary Christine 6-night trip
Posted 1 hour ago
Hotel Peppertree Bend, BW Premier Collection

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between AED 797 and AED 1,867 per night for cottages in Bend. Whatever your budget, a wonderful stay is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Bend?
Choose from 223 cottages in Bend. No matter if you're taking a trip with the family or planning a weekend retreat with close friends, Expedia will help you find the perfect space to reacquaint yourself with nature.
Why book your cottage in Bend with Expedia?
Expedia has some superb cottages in Bend, so start packing your bags for an unforgettable vacation on nature's doorstep. If you have a fixed budget, click on how much you'd like to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect fit whatever your escape looks like.
How can I find cheap cottages in Bend?
With Expedia's convenient filter tool, booking cheap cottages in Bend couldn't be easier. To discover stays that'll make your wallet smile, narrow your search results by star rating, amenities and budget.