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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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, (165 reviews)
"Great location!"
United States
Marc H.
The price is £181
includes taxes & fees
5 Dec - 6 Dec
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A two-story house with a front porch, a chimney, and a well-maintained lawn.

2. 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)
"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.
The price is £160
includes taxes & fees
8 Nov - 9 Nov
Oak Millhouse - Beautifully restored home in Downtown Old Bend
A two-story building with a dark brown front door, potted plants, and a bench.

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.
The price is £166
includes taxes & fees
9 Nov - 10 Nov
Stylish Downtown Cottage, Walk Everywhere
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

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.
The price is £181
includes taxes & fees
8 Nov - 9 Nov
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A residential house with a front porch, a small garden with dry plants, and a clear sky.

5. 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, (69 reviews)
"Wonderful location! We would stay here again!"
United States
Sarah R.
The price is £227
includes taxes & fees
8 Nov - 9 Nov
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
A single-story cottage with a front porch, a small window, and a garage.

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.
The price is £241
includes taxes & fees
8 Nov - 9 Nov
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

7. 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 £214
includes taxes & fees
9 Nov - 10 Nov
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.

8. 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
9.8 out of 10, Exceptional, (67 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is £223
includes taxes & fees
1 Dec - 2 Dec
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.

9. 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, (93 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is £250
includes taxes & fees
30 Nov - 1 Dec
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
front view

10. 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.
The price is £208
includes taxes & fees
11 Nov - 12 Nov
Walk to downtown and amphitheater
A single-story building with a covered porch, a fire pit in the center, and a fenced yard.

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 £225
includes taxes & fees
9 Nov - 10 Nov
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, (23 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
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 £309
includes taxes & fees
18 Nov - 19 Nov
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)
"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.
The price is £266
includes taxes & fees
8 Nov - 9 Nov
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

Hilton Garden Inn Bend

Hilton Garden Inn Bend

10/10 Excellent
"pretty clean"
Tommie 1-night trip
Posted 3 days ago
Hilton Garden Inn Bend
Red Lion Inn & Suites Deschutes River Bend

Red Lion Inn & Suites Deschutes River Bend

10/10 Excellent
"The staff member who checked me in was super nice and helpful I wish I could remember her name so I could give her a shoutout! Room was very clean and I noticed no maintenance issues (I’m a housekeeper so I have an eye for those things haha). Breakfast was good and they had a variety of options. Would definitely stay here again!"
Jaime 1-night trip
Posted 4 days ago
Red Lion Inn & Suites Deschutes River Bend

Find out more about Bend

Bend Cottages information

Number of reviews
366
Accommodation
239 Cottages
Lowest Price
£160
Highest Price
£309

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between £160 and £309 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?
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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