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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Central Oregon cottages

Outdoor dining

1. 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, (19 reviews)
"Wonderful stay. The property is beautiful and very relaxing. Will definitely stay again. "
United States
Darren C.
The price is £234
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Exterior

2. 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, Exceptional, (9 reviews)
"The back yard was the best for entertainment. My family enjoyed our stay."
United States
Danielle B.
The price is £245
includes taxes & fees
1 Sept - 2 Sept
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
Exterior detail

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, (146 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is £161
includes taxes & fees
17 Aug - 18 Aug
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
House (3 Bedrooms) | Interior

4. Charming Bend Home w/ Porch & Yard: Great Location

Charming Bend Home w/ Porch & Yard: Great Location
3.0 star property
Southwest Bend
The price is £339
includes taxes & fees
10 Aug - 11 Aug
Charming Bend Home w/ Porch & Yard: Great Location
Property grounds

5. 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, (57 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 £312
includes taxes & fees
9 Aug - 10 Aug
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
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, (2 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 £282
includes taxes & fees
11 Aug - 12 Aug
Oak Millhouse - Beautifully restored home in Downtown Old Bend
Exterior

7. Sweet craftsman bungalow in the heart of Bend

Sweet craftsman bungalow in the heart of Bend
River West
10.0 out of 10, Exceptional, (13 reviews)
"Very nicely appointed cottage… walking distant to many local eateries and bars… definitely would stay here again…"
United States
Andrew B.
Sweet craftsman bungalow in the heart of Bend
Exterior

8. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (42 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 £222
includes taxes & fees
11 Aug - 12 Aug
Walk to downtown and amphitheater
Exterior

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.4 out of 10, Exceptional, (3 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is £310
includes taxes & fees
9 Aug - 10 Aug
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Exterior

10. 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)
"Had a fantastic visit. Love the location! "
United States
Ben W.
The price is £458
includes taxes & fees
17 Aug - 18 Aug
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Exterior

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, Exceptional, (66 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is £402
includes taxes & fees
17 Aug - 18 Aug
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
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, (11 reviews)
"The house was perfect for two families to explore the Sisters’ area. The kitchen was well stocked, the location was amazing, and the cottage was so cozy! We had a wonderful stay. "
United States
Morgan W.
The price is £410
includes taxes & fees
31 Aug - 1 Sept
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Exterior

13. 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)
"The house was in a quiet neighborhood and is very walkable to almost anywhere you’d want to go. It’s an easy walk to the downtown area for shopping, food and drinks. Walking the opposite way of downtown quickly gets you to this food cart pod called The Podski. We enjoyed Cotto so much that we went twice while we were there. After that, we were even able to walk to Crux and back to the house. Made it super enjoyable to not have to drive very much. We were even able to walk back to the house...
United States
Chelsea
The price is £411
includes taxes & fees
11 Aug - 12 Aug
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
House (3 Bedrooms) | Interior

14. Sunriver Home w/ Hot Tub & 8 Sharc Passes

Sunriver Home w/ Hot Tub & 8 Sharc Passes
3.0 star property
Sunriver
8.0 out of 10, Very good, (2 reviews)
"Perfect for a work trip or full resort experience, or in our case both. Host was beyond accommodating and answered questions I had. This was way more affordable than I anticipated for the area. Good quality espresso maker and Keurig. Hot tub has extremely powerful jets and was spotless. Cabin has deck that covers 3/4 of the outside parameter. "
United States
Garrett
Sunriver Home w/ Hot Tub & 8 Sharc Passes
Exterior

15. 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, (88 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is £479
includes taxes & fees
18 Aug - 19 Aug
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Exterior

16. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.6 out of 10, Exceptional, (8 reviews)
"Great property "
United States
Linda D.
The price is £317
includes taxes & fees
11 Aug - 12 Aug
Fir Millhouse - Lovely historic cottage in downtown Bend
House (3 Bedrooms) | Interior

17. Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
Redmond
The price is £355
includes taxes & fees
18 Aug - 19 Aug
Family-friendly Redmond Getaway: Walk to Dtwn
House (5 Bedrooms) | Interior

18. 5BR Home w/ Nearby Lake, A/C & Private Backyard

5BR Home w/ Nearby Lake, A/C & Private Backyard
3.0 star property
Detroit
5BR Home w/ Nearby Lake, A/C & Private Backyard
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

Waypoint Hotel

Waypoint Hotel

10/10 Excellent
"The room was modern and lovely. The bed was comfy and the room was clean. Parking is convenient and the pool and restaurants are in close proximity to all the rooms. We were just passing through but next time I am in Bend, I will definitely enjoy the amenities longer."
April 1-night trip
Posted 4 hours ago
Waypoint Hotel

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
Accommodation
39 Cottages
Lowest Price
£339
Highest Price
£355

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between £339 and £355 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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