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 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 ￥12,646
￥34,317 total
includes taxes & fees
Oct 29 - Oct 30
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

2. 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.
The price is ￥19,330
￥41,477 total
includes taxes & fees
Oct 18 - Oct 19
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A two-story house with a front porch, a chimney, and a well-maintained lawn.

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, (6 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 ￥16,670
￥36,019 total
includes taxes & fees
Oct 19 - Oct 20
Oak Millhouse - Beautifully restored home in Downtown Old Bend
A patio with outdoor seating, a river view, and a large tree.

4. Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (39 reviews)
"Super cozy spot on the river to spend a few days. Perfect location near shops and restaurants. Amazing shower and very responsive hosts."
United States
Kris M.
The price is ￥14,251
￥39,053 total
includes taxes & fees
Nov 1 - Nov 2
Riverfront Cottage - Steam Room & Pet Friendly!
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

5. 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 ￥20,392
￥44,755 total
includes taxes & fees
Nov 15 - Nov 16
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
A wooden house with a paved driveway, a front door, and a small patio with chairs.

6. 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 ￥23,554
￥48,823 total
includes taxes & fees
Nov 15 - Nov 16
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A single-story cottage with a front porch, a small window, and a garage.

7. 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 ￥23,554
￥52,715 total
includes taxes & fees
Nov 15 - Nov 16
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.

8. 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 ￥25,135
￥54,837 total
includes taxes & fees
Nov 15 - Nov 16
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A single-story house with a front porch, a garage, and a well-maintained lawn.

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)
"Great location, easy to walk everywhere and nice park for the dog across the street"
United States
Ryan B.
The price is ￥26,716
￥53,247 total
includes taxes & fees
Oct 20 - Oct 21
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
front view

10. 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 ￥27,664
￥48,292 total
includes taxes & fees
Oct 29 - Oct 30
Walk to downtown and amphitheater
A two-story building with a garage, a covered porch, and a driveway leading to the entrance.

11. 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 ￥24,543
￥48,085 total
includes taxes & fees
Oct 19 - Oct 20
All-season Adventure in La Pine! Cozy Home w/ Yard
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 ￥20,550
￥40,678 total
includes taxes & fees
Nov 15 - Nov 16
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
A two-story house with a front porch and a small deck.

13. 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)
"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 ￥21,661
￥68,197 total
includes taxes & fees
Oct 19 - Oct 20
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
A cabin surrounded by tall pine trees in a snowy forest.

14. 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 ￥24,739
￥59,140 total
includes taxes & fees
Nov 11 - Nov 12
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
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

Best Western Bend North

Best Western Bend North

10/10 Excellent
"N/A"
Evelyn 3-night trip
Posted 4 hours ago
Best Western Bend North

Find out more about Bend

Bend Cottages information

Number of reviews
342
Accommodation
239 Cottages
Lowest Price
￥34,317
Highest Price
￥68,197

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between ￥34,317 and ￥68,197 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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