A mountainous landscape with a lake surrounded by dense forests and rocky outcrops.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Central Oregon cottages

A two-story building with a garage, a covered porch, and a driveway leading to the entrance.

1. 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 CA $220
CA $432 total
includes taxes & fees
Oct 4 - Oct 5
All-season Adventure in La Pine! Cozy Home w/ Yard
Outdoor dining

2. 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 $345 total
includes taxes & fees
Oct 11 - Oct 12
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

3. 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, (158 reviews)
"Great location!"
United States
Marc H.
The price is CA $114
CA $307 total
includes taxes & fees
Oct 6 - Oct 7
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A cabin surrounded by tall pine trees in a snowy forest.

4. 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 $222
CA $537 total
includes taxes & fees
Oct 8 - Oct 9
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

5. 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 CA $174
CA $374 total
includes taxes & fees
Oct 4 - Oct 5
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A two-story house with a front porch, a chimney, and a well-maintained lawn.

6. 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 CA $142
CA $313 total
includes taxes & fees
Oct 4 - Oct 5
Oak Millhouse - Beautifully restored home in Downtown Old Bend
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 CA $183
CA $407 total
includes taxes & fees
Oct 5 - Oct 6
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
front view

8. 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 $433 total
includes taxes & fees
Oct 4 - Oct 5
Walk to downtown and amphitheater
A small wooden house with a dark door, two Adirondack chairs outside, and a stone pathway leading to the entrance.

9. 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 $198
CA $427 total
includes taxes & fees
Oct 5 - Oct 6
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A single-story house with a front porch, a garage, and a well-maintained lawn.

10. 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 $212
CA $444 total
includes taxes & fees
Oct 6 - Oct 7
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
A two-story house with a garage, a well-maintained front yard with landscaping, and a clear sky.

11. Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
3.0 star property
Mountain View
The price is CA $208
CA $720 total
includes taxes & fees
Oct 4 - Oct 5
Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
A single-story cottage with a front porch, a small window, and a garage.

12. 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
Oct 6 - Oct 7
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.

13. 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 CA $226
CA $495 total
includes taxes & fees
Nov 1 - Nov 2
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A brick building with a storefront, circular windows, and a sign that reads 'SCHUTTS'.

14. Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
9.6 out of 10, Exceptional, (9 reviews)
"Great place to stay. Centrally located. Right on the river. "
United States
Tracey T.
The price is CA $100
CA $306 total
includes taxes & fees
Oct 11 - Oct 12
Cottage along Deschutes River Trail w Epic Views
A two-story house with a front porch and a small deck.

15. 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 $242
CA $717 total
includes taxes & fees
Oct 6 - Oct 7
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
A two-story house with a front porch, a chimney, and a well-maintained lawn.

16. 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 $166
CA $346 total
includes taxes & fees
Oct 5 - Oct 6
Fir Millhouse - Lovely historic cottage in downtown Bend
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 Central Oregon Hotel Reviews

Campfire Hotel

Campfire Hotel

10/10 Excellent
"Great property"
Ciara 1-night trip
Posted 11 hours ago
Campfire Hotel

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
468
Accommodation
41 Cottages
Lowest Price
CA $306
Highest Price
CA $720

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between CA $306 and CA $720 per night for cottages in Central Oregon. Whatever your budget, an excellent stay is a click 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 Central Oregon?
Look up our 41 cottages in Central Oregon and then secure your favorite. Whether you're planning a vacation with the whole fam or a weekend with besties, your perfect stay is just clicks away with Expedia.
Why book your cottage in Central Oregon with Expedia?
We think a getaway should be a walk in the park, so if you're looking for cottages in Central Oregon at an affordable rate, Expedia has got you covered. Stick to the budget and stay in a thrifty option surrounded by wilderness, or book an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Central Oregon?
Expedia can help you easily locate cheap cottages in Central Oregon. To reserve a superb stay in a couple of clicks, try out the filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Central Oregon near my cottage?
One of the best travel accessories for your Central Oregon escape is a well-thought-out itinerary! Old Mill District, River's Edge Golf Course and Hayden Homes Amphitheater are some of the top things to do if you're visiting Bend. Redmond is also packed with big-name attractions, such as Deschutes County Fairgrounds Expo Center. Need more travel inspo? Stop by Juniper Golf Course and Redmond Caves Recreation Area too.

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