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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (156 reviews)
"Great location!"
United States
Marc H.
The price is £166
includes taxes & fees
23 Sept - 24 Sept
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A residential building with a paved driveway, a white picket fence, and a stone retaining wall.

2. Pet Friendly Riverside Studio in Downtown Bend

Pet Friendly Riverside Studio in Downtown Bend
River West
9.6 out of 10, Exceptional, (17 reviews)
"Great experience cute studio rental and walkable to downtown Bend"
United States
Marc
The price is £212
includes taxes & fees
2 Oct - 3 Oct
Pet Friendly Riverside Studio in Downtown Bend
A two-story house with a front porch, a chimney, and a well-maintained lawn.

3. 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
A single-story building with a covered porch, a fire pit in the center, and a fenced yard.

4. 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 £227
includes taxes & fees
24 Sept - 25 Sept
All-season Adventure in La Pine! Cozy Home w/ Yard
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 £247
includes taxes & fees
6 Oct - 7 Oct
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

6. 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 £174
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

7. 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 £229
includes taxes & fees
4 Oct - 5 Oct
Walk to downtown and amphitheater
A single-story house with a front porch, a garage, and a well-maintained lawn.

8. 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 £285
includes taxes & fees
6 Oct - 7 Oct
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
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 £291
includes taxes & fees
6 Oct - 7 Oct
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A bar with multiple taps and a menu listing various beers.

10. 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 £276
includes taxes & fees
4 Oct - 5 Oct
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A single-story house with a front porch, a red door, and a mailbox.

11. 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 £303
includes taxes & fees
6 Oct - 7 Oct
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A two-story house with a front porch, a chimney, and a well-maintained lawn.

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, (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.
Oak Millhouse - Beautifully restored home in Downtown Old Bend
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 £269
includes taxes & fees
27 Sept - 28 Sept
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 £370
includes taxes & fees
6 Oct - 7 Oct
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

15. 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
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

Pine Ridge Inn

Pine Ridge Inn

10/10 Excellent
"We’ve stayed here a couple times and will continue to come back. A charming cozy property that is ideal for visiting beautiful Bend. Staff is friendly, rooms are large with a cottage style feel, and patios are spacious. Looking forward to our next trip already."
Cameron 2-night trip
Posted 4 hours ago
Pine Ridge Inn

Find out more about Bend

Bend Cottages information

Number of reviews
Accommodation
226 Cottages
Lowest Price
£227
Highest Price
£227

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between £227 and £227 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 226 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?
If you want to be close to nature in Bend, we recommend Pet - Friendly Albany Cottage With Bbq On The Deck By Redawning. With a 4-star rating and handy amenities like WiFi and a barbecue grill, you'll have no trouble settling in at this family-friendly cottage. Once you've checked in and unpacked your things, there's a host of family-friendly attractions to see around Bend. High Desert Museum and River's Edge Golf Course guarantee a good time 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 holiday 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 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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