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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Central Oregon cottages

Exterior detail

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, (1 review)
"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 £161
includes taxes & fees
23 Jun - 24 Jun
Oak Millhouse - Beautifully restored home in Downtown Old Bend
Exterior detail

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, (140 reviews)
"Perfect two person little home. Cute and clean. Great location with plenty to see and do within walking distance. So glad we stayed here."
United States
Margaret E H.
The price is £164
includes taxes & fees
15 Jul - 16 Jul
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Outdoor dining

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, (10 reviews)
"had a job in fort rock stayed just the night great place and views will be staying again as i just got more work out in fort rock"
United States
Thaddeaus L.
The price is £239
includes taxes & fees
22 Jun - 23 Jun
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Exterior

Sweet craftsman bungalow in the heart of Bend

Sweet craftsman bungalow in the heart of Bend
River West
10.0 out of 10, Exceptional, (11 reviews)
"Great place. Central to everything. "
United States
Eric S.
The price is £245
includes taxes & fees
21 Jun - 22 Jun
Sweet craftsman bungalow in the heart of Bend
Exterior

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is £201
includes taxes & fees
23 Jun - 24 Jun
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Exterior

Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay. Centrally located. Right on the river. "
United States
Tracey T.
The price is £217
includes taxes & fees
20 Jul - 21 Jul
Cottage along Deschutes River Trail w Epic Views
Terrace/patio

Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (31 reviews)
The price is £270
includes taxes & fees
5 Jul - 6 Jul
Riverfront Cottage - Steam Room & Pet Friendly!
House (3 Bedrooms) | Interior

Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
Redmond
The price is £360
includes taxes & fees
5 Jul - 6 Jul
Family-friendly Redmond Getaway: Walk to Dtwn
Exterior

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
9.8 out of 10, Exceptional, (10 reviews)
"Debbie was a great host! The cottage was wonderful and very close to town making walking very easy. Great stay! Warm, cozy and comfortable! Would definitely stay again! "
United States
Gregory T.
The price is £443
includes taxes & fees
21 Jun - 22 Jun
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
Exterior

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, (8 reviews)
"Great stay and an awesome host. Made a great base camp for Willamette Pass "
United States
Ryan D.
The price is £326
includes taxes & fees
29 Jun - 30 Jun
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
Exterior

Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (41 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 £296
includes taxes & fees
21 Jun - 22 Jun
Walk to downtown and amphitheater
Exterior

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)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
The price is £417
includes taxes & fees
23 Jun - 24 Jun
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
House (3 Bedrooms) | Interior

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
The price is £435
includes taxes & fees
20 Jul - 21 Jul
Sunriver Home w/ Hot Tub & 8 Sharc Passes
House (4 Bedrooms) | Interior

Hot Tub & Community Perks: Sunriver Retreat

Hot Tub & Community Perks: Sunriver Retreat
3.0 star property
Sunriver
The price is £640
includes taxes & fees
19 Jul - 20 Jul
Hot Tub & Community Perks: Sunriver Retreat
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
"Room was clean and up to date. Parking was easy. Good location."
Laura 1-night trip
Posted 1 hour ago
Waypoint Hotel

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
2
Accommodation
44 Cottages
Lowest Price
£360
Highest Price
£640

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between £360 and £640 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 44 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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