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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Bend cottages

A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

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, (161 reviews)
"Great location!"
United States
Marc H.
The price is CA $114
CA $310 total
includes taxes & fees
Oct 21 - Oct 22
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A brick building with a storefront, circular windows, and a sign that reads 'SCHUTTS'.

2. Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
9.4 out of 10, Exceptional, (10 reviews)
"Great place to stay. Centrally located. Right on the river. "
United States
Tracey T.
Cottage along Deschutes River Trail w Epic Views
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.4 out of 10, Exceptional, (6 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A two-story house with a front porch, a chimney, and a well-maintained lawn.

4. 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)
"Clean, efficient apartment, with comfortable bedding, clean bathroom with ample toiletries, functional kitchen and great location. Quiet street with on site parking, and easy walk to many great spots in Old Bend. "
United States
Anonymous traveller
The price is CA $147
CA $324 total
includes taxes & fees
Oct 13 - Oct 14
Fir Millhouse - Lovely historic cottage in downtown Bend
A single-story house with a front porch, a garage, and a well-maintained lawn.

5. 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 CA $241
CA $482 total
includes taxes & fees
Oct 20 - Oct 21
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
A two-story building with a garage, a covered porch, and a driveway leading to the entrance.

6. 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)
The price is CA $220
CA $432 total
includes taxes & fees
Oct 22 - Oct 23
All-season Adventure in La Pine! Cozy Home w/ Yard
A small wooden house with a dark door, two Adirondack chairs outside, and a stone pathway leading to the entrance.

7. 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 CA $235
CA $473 total
includes taxes & fees
Oct 11 - Oct 12
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

8. 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 CA $183
CA $407 total
includes taxes & fees
Nov 1 - Nov 2
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
A single-story cottage with a front porch, a small window, and a garage.

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 CA $212
CA $481 total
includes taxes & fees
Nov 1 - Nov 2
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A single-story house with a front porch, a red door, and a mailbox.

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, (92 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is CA $226
CA $498 total
includes taxes & fees
Nov 1 - Nov 2
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
front view

11. 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 CA $249
CA $438 total
includes taxes & fees
Oct 26 - Oct 27
Walk to downtown and amphitheater
Outdoor dining

12. 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 CA $173
CA $347 total
includes taxes & fees
Oct 11 - Oct 12
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
A cabin surrounded by tall pine trees in a snowy forest.

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 CA $223
CA $542 total
includes taxes & fees
Nov 3 - Nov 4
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
A two-story house with a front porch and a small deck.

14. 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 CA $229
CA $665 total
includes taxes & fees
Oct 21 - Oct 22
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
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

Super 8 by Wyndham Bend

Super 8 by Wyndham Bend

8/10 Good
"Room was clean"
Wendy 1-night trip
Posted 3 hours ago
Super 8 by Wyndham Bend

Find out more about Bend

Bend Cottages information

Number of reviews
306
Accommodation
223 Cottages
Lowest Price
CA $310
Highest Price
CA $665

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between CA $310 and CA $665 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.
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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