Birch trees with yellow leaves, a lake, and a snow-capped mountain in the background.

Search Cottages in Bend

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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, (161 reviews)
"Great location!"
United States
Marc H.
The price is HK$628
HK$1,704 total
includes taxes & fees
26 Oct - 27 Oct
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 HK$870
HK$1,940 total
includes taxes & fees
19 Oct - 20 Oct
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 HK$747
HK$1,688 total
includes taxes & fees
19 Oct - 20 Oct
Oak Millhouse - Beautifully restored home in Downtown Old Bend
A residential house with a front porch, a small garden with dry plants, and a clear sky.

4. 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, (68 reviews)
"We had a nice staycation while our house was being remodeled in Bend, OR."
United States
James K.
The price is HK$782
HK$2,246 total
includes taxes & fees
20 Oct - 21 Oct
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
A patio with outdoor seating, a river view, and a large tree.

5. 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 HK$698
HK$1,926 total
includes taxes & fees
1 Nov - 2 Nov
Riverfront Cottage - Steam Room & Pet Friendly!
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

6. 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 HK$1,012
HK$2,248 total
includes taxes & fees
1 Nov - 2 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.

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 HK$1,169
HK$2,424 total
includes taxes & fees
16 Nov - 17 Nov
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.

8. 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 HK$1,169
HK$2,652 total
includes taxes & fees
1 Nov - 2 Nov
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
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 HK$1,326
HK$2,643 total
includes taxes & fees
20 Oct - 21 Oct
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
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 HK$1,248
HK$2,749 total
includes taxes & fees
1 Nov - 2 Nov
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A two-story building with a dark brown front door, potted plants, and a bench.

11. 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 HK$1,030
HK$2,408 total
includes taxes & fees
22 Oct - 23 Oct
Stylish Downtown Cottage, Walk Everywhere
front view

12. 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 HK$1,373
HK$2,398 total
includes taxes & fees
25 Oct - 26 Oct
Walk to downtown and amphitheater
A two-story building with a garage, a covered porch, and a driveway leading to the entrance.

13. 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 HK$1,216
HK$2,383 total
includes taxes & fees
19 Oct - 20 Oct
All-season Adventure in La Pine! Cozy Home w/ Yard
A two-story house with a front porch, a chimney, and a well-maintained lawn.

14. 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 HK$774
HK$1,735 total
includes taxes & fees
20 Oct - 21 Oct
Fir Millhouse - Lovely historic cottage in downtown Bend
Outdoor dining

15. 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, (22 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is HK$1,020
HK$2,020 total
includes taxes & fees
8 Nov - 9 Nov
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.

16. 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 HK$1,074
HK$3,380 total
includes taxes & fees
19 Oct - 20 Oct
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
A cabin surrounded by tall pine trees in a snowy forest.

17. 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 HK$1,226
HK$2,931 total
includes taxes & fees
3 Nov - 4 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bend Hotel Reviews

Juniper Preserve

Juniper Preserve

8/10 Good
"Beautiful place, very nice room. Breakfast at the Iris was terrible. Undercooked eggs, raw bacon and a burnt pancake. Skip the food, enjoy the rest."
Jill 1-night trip
Posted 2 hours ago
Juniper Preserve

Find out more about Bend

Bend Cottages information

Number of reviews
419
Accommodation
239 Cottages
Lowest Price
HK$1,688
Highest Price
HK$3,380

Frequently asked questions

How much do cottages in Bend cost?
Prepare to pay between HK$1,688 and HK$3,380 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 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.

Explore a world of travel with Expedia