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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Cottages in Central Oregon

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

Eagle Crest Retreat w/ Great Wifi & Resort Access!

3.0 star property
Redmond
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
The price is AED 426
AED 1,537 total
includes taxes & fees
16 Dec - 17 Dec
Eagle Crest Retreat w/ Great Wifi & Resort Access!
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, (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.
The price is AED 496
AED 1,311 total
includes taxes & fees
10 Dec - 11 Dec
Charming 2-bedroom cottage waterfront on the little Deschutes River La Pine, OR
Exterior
Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend

2.0 star property
Old Bend
10.0 out of 10, Exceptional, (1)
"Great property "
United States
Linda D.
The price is AED 350
AED 794 total
includes taxes & fees
10 Dec - 11 Dec
Fir Millhouse - Lovely historic cottage in downtown Bend
Exterior
"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!

"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!

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.
The price is AED 588
AED 1,428 total
includes taxes & fees
29 Dec - 30 Dec
"Peaceful Pine Cottage" on 2+acres - Close to Ski Resorts!
Exterior
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

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

2.0 star property
Old Bend
10.0 out of 10, Exceptional, (2)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is AED 350
AED 823 total
includes taxes & fees
9 Dec - 10 Dec
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Terrace/patio
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, (134)
"Perfect place to stay. Walking distance to downtown and parks. Comfortable, quiet and clean. "
United States
Marianne R.
The price is AED 294
AED 781 total
includes taxes & fees
9 Dec - 10 Dec
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior
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, (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.
The price is AED 437
AED 1,085 total
includes taxes & fees
9 Dec - 10 Dec
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

Ultimate Getaway ~ Hot tub ~ Sauna ~ Fire pit ~ Sun room ~ Mins from hwy & town

La Pine
9.8 out of 10, Exceptional, (6)
"Very nice place for a weekend getaway. "
United States
Jeremy B.
The price is AED 485
AED 1,267 total
includes taxes & fees
9 Dec - 10 Dec
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

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

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.
The price is AED 400
AED 945 total
includes taxes & fees
9 Dec - 10 Dec
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
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, (80)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
The price is AED 474
AED 1,130 total
includes taxes & fees
10 Dec - 11 Dec
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
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, (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.
The price is AED 473
AED 1,179 total
includes taxes & fees
9 Dec - 10 Dec
Sweet craftsman bungalow in the heart of Bend
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 AED 672
AED 1,748 total
includes taxes & fees
18 Dec - 19 Dec
Family-friendly Redmond Getaway: Walk to Dtwn
Exterior
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, (73)
"Beautiful little house within walking distance of everything in Downtown, Old Mill, and River West. "
United States
Carolyn A.
The price is AED 437
AED 995 total
includes taxes & fees
10 Dec - 11 Dec
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

1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View

3.0 star property
Summit West
1115 Aerie Buyout 2 Units, Near Downtown Hot Tub + Mountain View
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.

2.0 star property
Sisters
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.
The price is AED 511
AED 1,684 total
includes taxes & fees
5 Jan - 6 January 2026
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

2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay

3.0 star property
Summit West
The price is AED 1,673
AED 3,880 total
includes taxes & fees
9 Dec - 10 Dec
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

2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay

3.0 star property
Summit West
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

2 Units Minutes to Downtown Bend Hot Tub 1208 Skyline Ranch by Avantstay

3.0 star property
Summit West
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

Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay

3.0 star property
Summit West
The price is AED 3,291
AED 7,697 total
includes taxes & fees
9 Dec - 10 Dec
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

Hilton Garden Inn Bend

Hilton Garden Inn Bend

10/10 Excellent
"Nice lap pool and spa - great dinner options"
Jennifer 1-night trip
Posted 17 hours ago
Hilton Garden Inn Bend

Frequently asked questions

How much do cottages in Central Oregon cost?
Expect to pay between AED 781 and AED 7,697 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 78 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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