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, (165 reviews)
"Great location!"
United States
Marc H.
$220 nightly
The price is $246
Nov 29 - Nov 30
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

2. 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
Nov 15 - Nov 16
Total with taxes and fees
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

3. 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.
$195 nightly
The price is $218
Nov 15 - Nov 16
Total with taxes and fees
Stylish Downtown Cottage, Walk Everywhere

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.6 out of 10, Exceptional, (8 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
$225 nightly
The price is $252
Nov 15 - Nov 16
Total with taxes and fees
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

5. Modern Historic Cottage in Core Downtown

Modern Historic Cottage in Core Downtown
River West
9.8 out of 10, Exceptional, (67 reviews)
"Perfect Location!!"
United States
Rocky A.
$249 nightly
The price is $279
Nov 30 - Dec 1
Total with taxes and fees
Modern Historic Cottage in Core Downtown

6. 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.
$298 nightly
The price is $333
Nov 15 - Nov 16
Total with taxes and fees
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

7. One Block to Downtown, Hot Tub, Yard

One Block to Downtown, Hot Tub, Yard
River West
9.6 out of 10, Exceptional, (95 reviews)
"Nice bungalow in great location."
United States
Donna T.
$298 nightly
The price is $333
Nov 15 - Nov 16
Total with taxes and fees
One Block to Downtown, Hot Tub, Yard

8. 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
6.0 out of 10, (1 review)
$277 nightly
The price is $304
Nov 15 - Nov 16
Total with taxes and fees
All-season Adventure in La Pine! Cozy Home w/ Yard

9. 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.
$259 nightly
The price is $290
Nov 16 - Nov 17
Total with taxes and fees
Walk to downtown and amphitheater

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, (17 reviews)
"We LOVED our stay at Debbie's beautiful cottage."
United States
Jessie N.
$369 nightly
The price is $408
Nov 16 - Nov 17
Total with taxes and fees
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

11. 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, (12 reviews)
"We really enjoyed our stay in La Pine. The house was perfect for our family of 6. Very clean and Tiffany thought of everything! We especially enjoyed the outdoor space."
United States
Sara C.
$337 nightly
The price is $366
Nov 15 - Nov 16
Total with taxes and fees
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

12. 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, (7 reviews)
"Fantastic home - clean, comfortable, and close proximity to restaurants, shops, etc. Check in and out process was easy and communication with the management service was outstanding. We really enjoyed our stay and highly recommend!"
United States
Melissa S.
$200 nightly
The price is $224
Nov 15 - Nov 16
Total with taxes and fees
Oak Millhouse - Beautifully restored home in Downtown Old Bend

13. 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 stay and property"
United States
Mordechai K.
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

Find out more about Bend

Bend Cottages information

Number of reviews
278
Accommodation
239 Cottages
Lowest Price
$218
Highest Price
$408

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between $218 and $408 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 239 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.
Are there any family-friendly cottages in Bend?
Book in to Pet - Friendly Albany Cottage With Bbq On The Deck By Redawning and make your family stay in Bend one to remember. This family-friendly cottage has a 4-star rating and conveniences such as an oven and a barbecue grill. Once you've checked in and unpacked your things, there are tons of family-friendly attractions to explore in and around Bend. High Desert Museum and Pilot Butte State Park guarantee fun for young and old.
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.
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 Amphitheater, 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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