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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Central Oregon cottages

House (1 Bedroom) | Interior

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 £227
includes taxes & fees
23 Sept - 24 Sept
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 £187
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Exterior

3. 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 £288
includes taxes & fees
27 Sept - 28 Sept
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
Exterior

4. 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 £214
includes taxes & fees
22 Sept - 23 Sept
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Exterior detail

5. 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 £162
includes taxes & fees
23 Sept - 24 Sept
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior

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, (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
Exterior

7. 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 £295
includes taxes & fees
5 Oct - 6 Oct
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Exterior

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 £233
includes taxes & fees
4 Oct - 5 Oct
Walk to downtown and amphitheater
Outdoor dining

9. 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
Bar (on property)

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 £274
includes taxes & fees
4 Oct - 5 Oct
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
Exterior

11. 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 £289
includes taxes & fees
5 Oct - 6 Oct
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Exterior

12. 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 £375
includes taxes & fees
29 Sept - 30 Sept
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Exterior

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.
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Exterior

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, (11 reviews)
"Great property "
United States
Linda D.
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

Super 8 by Wyndham Redmond

Super 8 by Wyndham Redmond

10/10 Excellent
"Room was decent. No complaints with my stay."
Angela 1-night trip
Posted 5 hours ago
Super 8 by Wyndham Redmond

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
311
Accommodation
39 Cottages
Lowest Price
£162
Highest Price
£375

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between £162 and £375 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 39 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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