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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Central Oregon cottages

House (3 Bedrooms) | Interior
Eagle Crest Retreat w/ Great Wifi & Resort Access!

Cottage in Redmond

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect place to stay with excellent communication about our stay. Great resort facilities with exercise equipment, swimming pools, indoor pickleball courts and tennis courts."
United States
susan
$382 nightly
The price is $418
Dec 13 - Dec 14
Total with taxes and fees
Eagle Crest Retreat w/ Great Wifi & Resort Access!
Outdoor dining
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR

Cottage in La Pine

10.0 out of 10, Exceptional, (6)
"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.
$326 nightly
The price is $357
Dec 10 - Dec 11
Total with taxes and fees
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Exterior
Fir Millhouse - Lovely historic cottage in downtown Bend

Cottage in Old Bend

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great property "
United States
Linda D.
$193 nightly
The price is $216
Dec 10 - Dec 11
Total with taxes and fees
Fir Millhouse - Lovely historic cottage in downtown Bend
Exterior
"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!

Cottage in La Pine

9.8 out of 10, Exceptional, (26)
"Good location a few miles outside of Lapine Beautiful master suite and bathroom. Rabbits and deer in front yard Overall great stay and a great weekend! "
United States
Jessica L.
$343 nightly
The price is $376
Dec 29 - Dec 30
Total with taxes and fees
"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!
Exterior
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

Cottage in Old Bend

2.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
$200 nightly
The price is $224
Dec 10 - Dec 11
Total with taxes and fees
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Terrace/patio
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Cottage in River West

9.8 out of 10, Exceptional, (134)
"Great stay! Super clean and landlord was very communicative. Wonderful location. We were able to cook many of our meals using the kitchen."
United States
Jeni H.
$191 nightly
The price is $214
Dec 14 - Dec 15
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Cottage in River West

9.8 out of 10, Exceptional, (65)
"Needed a weekend get away and it was the perfect spot. The host was fantastic and easy to work with."
United States
Shila J.
$264 nightly
The price is $295
Dec 10 - Dec 11
Total with taxes and fees
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Exterior
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

Cottage in La Pine

9.8 out of 10, Exceptional, (6)
"Very nice place for a weekend getaway. "
United States
Jeremy B.
$318 nightly
The price is $345
Dec 10 - Dec 11
Total with taxes and fees
Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town
Outdoor dining
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

Cottage in River West

9.8 out of 10, Exceptional, (51)
"We had a great trip. The instructions and communication with the host were perfect. A"
United States
Dave M.
$230 nightly
The price is $257
Dec 14 - Dec 15
Total with taxes and fees
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
Exterior
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Cottage in River West

9.6 out of 10, Exceptional, (80)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
$275 nightly
The price is $308
Dec 10 - Dec 11
Total with taxes and fees
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Exterior
Sweet craftsman bungalow in the heart of Bend

Cottage in River West

10.0 out of 10, Exceptional, (8)
"This bungalow was in a perfect location, so cute and had everything we needed for the weekend. I would definitely stay here again. "
United States
Courtney V.
$287 nightly
The price is $321
Dec 10 - Dec 11
Total with taxes and fees
Sweet craftsman bungalow in the heart of Bend
House (3 Bedrooms) | Interior
Family-friendly Redmond Getaway: Walk to Dtwn

Cottage in Redmond

3.0 star property
$431 nightly
The price is $476
Dec 18 - Dec 19
Total with taxes and fees
Family-friendly Redmond Getaway: Walk to Dtwn
Exterior
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Cottage in Old Bend

9.4 out of 10, Exceptional, (73)
"Beautiful little house within walking distance of everything in Downtown, Old Mill, and River West. "
United States
Carolyn A.
$242 nightly
The price is $271
Dec 10 - Dec 11
Total with taxes and fees
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Front of property
1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View

Cottage in Summit West

3.0 star property
$881 nightly
The price is $990
Dec 10 - Dec 11
Total with taxes and fees
1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View
Exterior
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.

Cottage in Sisters

2.0 star property
9.8 out of 10, Exceptional, (6)
"Rented this cottage for my husband and 3 of his friends. They were happy with it. "
United States
Wendy C.
$415 nightly
The price is $459
Jan 5 - Jan 6, 2026
Total with taxes and fees
Minutes walk to Downtown, Whychus Creek—4-bedroom, cozy cottage/Private Sauna.
House (5 Bedrooms) | Interior
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay

Cottage in Summit West

3.0 star property
$846 nightly
The price is $948
Dec 10 - Dec 11
Total with taxes and fees
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay
House (5 Bedrooms) | Interior
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay

Cottage in Summit West

3.0 star property
$848 nightly
The price is $948
Dec 10 - Dec 11
Total with taxes and fees
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay
House (5 Bedrooms) | Interior
2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay

Cottage in Summit West

3.0 star property
$857 nightly
The price is $961
Dec 10 - Dec 11
Total with taxes and fees
2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay
House (Multiple Bedrooms) | Front of property
Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay

Cottage in Summit West

3.0 star property
$1,694 nightly
The price is $1,900
Dec 10 - Dec 11
Total with taxes and fees
Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay
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

Sunriver Resort

Sunriver Resort

10/10 Excellent
"Everything was great. "
Ginya 1-night trip
Posted 2 days ago
Sunriver Resort

Find out more about Central Oregon

Central Oregon Cottages information

Number of reviews
389
Accommodation
77 Cottages
Lowest Price
$214
Highest Price
$1,900

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between $214 and $1,900 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 77 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.
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 Amphitheater 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 Center. Need more travel inspo? Stop by Juniper Golf Course and Redmond Caves Recreation Area too.

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