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

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Our top choices for Bend cottages

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, (147 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is NZ$361
includes taxes & fees
26 Aug - 27 Aug
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

2. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (42 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 NZ$513
includes taxes & fees
26 Aug - 27 Aug
Walk to downtown and amphitheater

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, (2 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 NZ$593
includes taxes & fees
11 Aug - 12 Aug
Oak Millhouse - Beautifully restored home in Downtown Old Bend

4. 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, (58 reviews)
"This is the perfect location between old bend and downtown! Everything was very homey and clean for our stay, we’ll be returning!"
United States
Brandon K.
The price is NZ$721
includes taxes & fees
9 Aug - 10 Aug
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

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

Charming Bend Home w/ Porch & Yard: Great Location
3.0 star property
Southwest Bend
The price is NZ$775
includes taxes & fees
12 Aug - 13 Aug
Charming Bend Home w/ Porch & Yard: Great Location

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.4 out of 10, Exceptional, (3 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

7. 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, (19 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is NZ$579
includes taxes & fees
5 Sept - 6 Sept
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

8. 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
9.8 out of 10, Exceptional, (9 reviews)
"The back yard was the best for entertainment. My family enjoyed our stay."
United States
Danielle B.
The price is NZ$587
includes taxes & fees
2 Sept - 3 Sept
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

9. 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)
"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...
United States
Chelsea
The price is NZ$922
includes taxes & fees
11 Aug - 12 Aug
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

10. 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, (11 reviews)
"The house was perfect for two families to explore the Sisters’ area. The kitchen was well stocked, the location was amazing, and the cottage was so cozy! We had a wonderful stay. "
United States
Morgan W.
The price is NZ$887
includes taxes & fees
7 Sept - 8 Sept
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

11. 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 NZ$893
includes taxes & fees
19 Aug - 20 Aug
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

12. 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, (88 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is NZ$1,093
includes taxes & fees
24 Aug - 25 Aug
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

13. 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)
"Had a fantastic visit. Love the location! "
United States
Ben W.
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

14. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.6 out of 10, Exceptional, (8 reviews)
"Great property "
United States
Linda D.
Fir Millhouse - Lovely historic cottage in downtown Bend

15. Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
Redmond
The price is NZ$814
includes taxes & fees
18 Aug - 19 Aug
Family-friendly Redmond Getaway: Walk to Dtwn
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

Find out more about Bend

Bend Cottages information

Number of reviews
538
Accommodation
224 Cottages
Lowest Price
NZ$361
Highest Price
NZ$1,093

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between NZ$361 and NZ$1,093 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 224 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.
What is there to do in Bend near my cottage?
No matter your tastes or interests, Bend has tons of things to keep you going. River's Edge Golf Course, Old Mill District and High Desert Museum are on most visitors' sightseeing plans. Don't go home without exploring Hayden Homes Amphitheatre, Deschutes Brewery and Drake Park either. With Expedia's hotel deals in Bend, you can see even more fabulous attractions like these with the money you save.

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