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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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 HK$1,216
HK$2,383 total
includes taxes & fees
8 Oct - 9 Oct
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 HK$953
HK$1,929 total
includes taxes & fees
11 Oct - 12 Oct
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, (161 reviews)
"Great location!"
United States
Marc H.
The price is HK$628
HK$1,686 total
includes taxes & fees
19 Oct - 20 Oct
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 HK$1,226
HK$2,965 total
includes taxes & fees
8 Oct - 9 Oct
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.
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
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$2,222 total
includes taxes & fees
1 Nov - 2 Nov
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
A two-story house with a front porch, a chimney, and a well-maintained lawn.

7. 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$800
HK$1,756 total
includes taxes & fees
12 Oct - 13 Oct
Fir Millhouse - Lovely historic cottage in downtown Bend
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 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 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 HK$1,295
HK$2,599 total
includes taxes & fees
13 Oct - 14 Oct
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
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 HK$1,373
HK$2,380 total
includes taxes & fees
8 Oct - 9 Oct
Walk to downtown and amphitheater
A brick building with a storefront, circular windows, and a sign that reads 'SCHUTTS'.

11. Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
9.4 out of 10, Exceptional, (10 reviews)
"Great place to stay. Centrally located. Right on the river. "
United States
Tracey T.
Cottage along Deschutes River Trail w Epic Views
A single-story house with a front porch, a red door, and a mailbox.

12. 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$2,714 total
includes taxes & fees
1 Nov - 2 Nov
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
A single-story cottage with a front porch, a small window, and a garage.

13. 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$2,617 total
includes taxes & fees
1 Nov - 2 Nov
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
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 HK$1,264
HK$3,842 total
includes taxes & fees
20 Oct - 21 Oct
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
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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Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between and 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 cottages in Central Oregon and then secure your favourite. Whether you're planning a holiday 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 Amphitheatre 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 Centre. Need more travel inspo? Stop by Juniper Golf Course and Redmond Caves Recreation Area too.

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