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

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Our top choices for Central Oregon cottages

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 NZ$522
includes taxes & fees
15 Sept - 16 Sept
All-season Adventure in La Pine! Cozy Home w/ Yard

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, 20, (20 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is NZ$448
includes taxes & fees
19 Sept - 20 Sept
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

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
9.8 out of 10, 10, (10 reviews)
"The back yard was the best for entertainment. My family enjoyed our stay."
United States
Danielle B.
The price is NZ$646
includes taxes & fees
28 Sept - 29 Sept
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

4. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.0 out of 10, 4, (4 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is NZ$459
includes taxes & fees
15 Sept - 16 Sept
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

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, 155, (155 reviews)
"Great location!"
United States
Marc H.
The price is NZ$366
includes taxes & fees
23 Sept - 24 Sept
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

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, 5, (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

7. 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, 65, (65 reviews)
"This is the perfect location between old bend and downtown! Everything was very homey and clean for our stay, we’ll be returning!"
United States
Brandon K.
The price is NZ$520
includes taxes & fees
16 Sept - 17 Sept
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

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, 73, (73 reviews)
"Yes perfect place to stay ."
United States
Arthur G.
The price is NZ$668
includes taxes & fees
5 Oct - 6 Oct
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

9. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, 43, (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 NZ$520
includes taxes & fees
4 Oct - 5 Oct
Walk to downtown and amphitheater

10. 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, 53, (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 NZ$568
includes taxes & fees
4 Oct - 5 Oct
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

11. 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, 66, (66 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is NZ$624
includes taxes & fees
4 Oct - 5 Oct
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

12. 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, 78, (78 reviews)
"Great location, easy to walk everywhere and nice park for the dog across the street"
United States
Ryan B.
The price is NZ$664
includes taxes & fees
5 Oct - 6 Oct
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

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, 91, (91 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is NZ$901
includes taxes & fees
20 Sept - 21 Sept
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

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, 15, (15 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 NZ$876
includes taxes & fees
6 Oct - 7 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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Top Central Oregon Hotel Reviews

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
357
Accommodation
41 Cottages
Lowest Price
NZ$366
Highest Price
NZ$876

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between NZ$366 and NZ$876 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 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.
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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