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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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 AED 735
AED 1,267 total
includes taxes & fees
4 Sep - 5 Sep
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 AED 476
AED 1,274 total
includes taxes & fees
9 Sep - 10 Sep
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
House (3 Bedrooms) | Interior

3. 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 AED 823
AED 1,675 total
includes taxes & fees
12 Aug - 13 Aug
Charming Bend Home w/ Porch & Yard: Great Location
Exterior

4. 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.
Walk to downtown and amphitheater
Exterior

5. 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 AED 703
AED 1,248 total
includes taxes & fees
12 Aug - 13 Aug
Oak Millhouse - Beautifully restored home in Downtown Old Bend
Exterior

6. 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.
The price is AED 671
AED 1,424 total
includes taxes & fees
12 Aug - 13 Aug
Sweet craftsman bungalow in the heart of Bend
Property grounds

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, Exceptional, (59 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.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Exterior detail

8. 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, (148 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is AED 294
AED 797 total
includes taxes & fees
17 Aug - 18 Aug
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior

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 AED 1,208
AED 1,981 total
includes taxes & fees
17 Aug - 18 Aug
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
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.
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
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)
"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
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Exterior

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, (88 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is AED 1,429
AED 2,367 total
includes taxes & fees
18 Aug - 19 Aug
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
House (3 Bedrooms) | Interior

13. Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
Redmond
The price is AED 779
AED 1,754 total
includes taxes & fees
18 Aug - 19 Aug
Family-friendly Redmond Getaway: Walk to Dtwn
Exterior

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, (12 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 AED 951
AED 2,265 total
includes taxes & fees
25 Aug - 26 Aug
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Exterior

15. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.6 out of 10, Exceptional, (9 reviews)
"Great property "
United States
Linda D.
The price is AED 708
AED 1,252 total
includes taxes & fees
12 Aug - 13 Aug
Fir Millhouse - Lovely historic cottage in downtown Bend
House (5 Bedrooms) | Interior

16. 5BR Home w/ Nearby Lake, A/C & Private Backyard

5BR Home w/ Nearby Lake, A/C & Private Backyard
3.0 star property
Detroit
The price is AED 1,113
AED 2,567 total
includes taxes & fees
13 Aug - 14 Aug
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

Super 8 by Wyndham Redmond

Super 8 by Wyndham Redmond

10/10 Excellent
"Nice spot in town"
Rachel 1-night trip
Posted 3 hours ago
Super 8 by Wyndham Redmond

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between AED 797 and AED 2,567 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 40 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.

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